CN109642185A

CN109642185A - Fabrid care composition comprising glycerol ester copolymer

Info

Publication number: CN109642185A
Application number: CN201680088490.2A
Authority: CN
Inventors: B·A·舒伯特; R·K·帕纳戴克; L·A·匝诺尼; S·A·于尔班; M·R·斯维克
Original assignee: Procter and Gamble Ltd
Current assignee: Procter and Gamble Ltd
Priority date: 2016-08-18
Filing date: 2016-08-18
Publication date: 2019-04-16
Also published as: MX2019001907A; JP2019532124A; EP3500656A1; JP6872290B2; WO2018034664A1

Abstract

The present invention relates to clean fabric and/or treatment compositions and the methods for making and using them.Such clean fabric and/or treatment compositions include the species of the glycerol ester copolymer with required viscosity and lubricity.Therefore, such glycerol ester copolymer provides improved softening performance and property prepared.

Description

Fabric care compositions comprising glyceride copolymers

Technical Field

The present invention relates to fabric cleaning and/or treatment compositions and methods of making and using the same.

Background

Applicants have recognized that the aforementioned deficiencies are due to one or more of the following factors, hydrolytic instability of ester linkages (β ester linkages for quaternary ammonium groups in the molecule) leading to pH intolerance, high charge density of quaternary ammonium head groups leading to salt intolerance and/or incompatibility with anionic materials such as anionic surfactants, excessive molecular weight of polymeric softeners making them difficult to handle and handle.

While not being bound by theory, applicants believe that the uncharged nature and/or lower degree of oligomerization of the glyceride copolymers results in a copolymer that does not have the aforementioned drawbacks. The glyceride copolymers are therefore salt and pH tolerant and easier to handle and handle, but still have softening capacity at least as good as currently optimal softeners. Thus, formulations comprising such glyceride copolymers may have a wide pH range and/or salt levels and still be stable. Furthermore, salt, anion, and/or pH tolerance of such formulations allows the formulator to employ a variety of ingredients, including ingredients heretofore unavailable to the formulator. In addition, synergistic performance gains are obtained, for example, there is an unexpected softness performance gain when the glyceride copolymer is combined with a cationic softener, a cationic surfactant, and/or a cationic polymer; when the glyceride copolymer is combined with an anionic surfactant, an unexpected increase in phase stability is obtained; when such glyceride copolymers are combined with a water-soluble solid carrier, an unexpected increase in glyceride copolymer deposition is obtained; unexpected fabric whiteness improvements are obtained from treatment of fabrics with compositions comprising a glyceride copolymer and a brightener, a soil dispersing polymer, a shading dye, a dye transfer inhibitor and/or a detersive enzyme, and mixtures thereof; finally, unexpected perfume deposition and product stability gains are obtained from compositions comprising the glyceride copolymers and perfume and/or perfume delivery systems.

Applicants recognized that a problem with commercially available glyceride copolymers is the rheology of such materials, as such rheology leads to a range of spread on fabrics that have insufficient material of the first type and excessive spread of the second type. Thus, both types of commercially available materials exhibit insufficient lubrication. Versions of the glyceride copolymers having the correct rheology are disclosed. Such glyceride copolymers provide unexpected softening properties and formulatability.

Unfortunately, further improvements in chemical stability to oxidation and enzymes, as well as processability, are needed because the viscosity of the above-described glyceride copolymers limits the efficiency of the process for making fabric care products formulated from such glyceride copolymers. Applicants have recognized that the source of the viscosity problem is in the fatty acid chain length distribution of the glyceride copolymer. In addition, conventional self-metathesis glyceride copolymers derived from unsaturated polyol esters contain impurities that cause undesirable odor in the finished product. Applicants have recognized that this odor is caused by short-chain olefin metathesis by-products, which are difficult to remove from self-metathesis glyceride copolymers derived from unsaturated polyol esters. Accordingly, applicants have addressed such problems by olefination and metathesis of unsaturated polyol esters to form novel glyceride copolymers. Thus, fatty acid chain length is reduced, but the molecular weight that provides the desired lubricity is still maintained, and short chain olefins are also reduced and odor eliminated in the fabric care composition. Applicants disclose such improved glyceride copolymers and products comprising the glyceride copolymers therein.

Disclosure of Invention

The present invention relates to fabric cleaning and/or treatment compositions and methods of making and using the same. Such fabric cleaning and/or treatment compositions comprise a class of glyceride copolymers having the desired viscosity and lubricity. Thus, such glyceride copolymers unexpectedly provide improved softening performance and formulatability.

Detailed Description

Definition of

As used herein, the term "natural oil," "natural feedstock," or "natural oil feedstock" refers to an oil obtained from a plant or animal source. Unless otherwise indicated, the term "natural oil" includes natural oil derivatives. Unless otherwise indicated, the term also includes modified plant or animal sources (e.g., genetically modified plant or animal sources), as well as derivatives produced or modified by fermentation or enzymatic methods. Examples of natural oils include, but are not limited to, vegetable oils, algal oils, fish oils, animal fats, tall oils, derivatives of these oils, combinations of any of these oils, and the like. Representative, non-limiting examples of vegetable oils include canola oil (canola oil), high erucic acid rapeseed oil, coconut oil, corn oil, cottonseed oil, olive oil, palm oil, peanut oil, safflower oil, sesame oil, soybean oil, sunflower oil, linseed oil, palm kernel oil, tung oil, jatropha oil, canola oil, pennisetum seed oil, camelina seed oil, hemp oil, and castor oil. Representative, non-limiting examples of animal fats include lard, tallow, poultry fat, yellow grease, and fish oil. Tall oil is a by-product of wood pulp manufacture. In some embodiments, the natural oil or natural oil feedstock comprises one or more unsaturated glycerides (e.g., unsaturated triglycerides). In some such embodiments, the natural oil comprises at least 50 wt.%, or at least 60 wt.%, or at least 70 wt.%, or at least 80 wt.%, or at least 90 wt.%, or at least 95 wt.%, or at least 97 wt.%, or at least 99 wt.% of one or more unsaturated triglycerides, based on the total weight of the natural oil.

The term "natural oil glycerides" refers to glycerides of fatty acids derived from natural oils. Such glycerides include monoacylglycerides, diacylglycerides and triacylglycerides (triglycerides). In some embodiments, the natural oil glyceride is a triglyceride. Similarly, the term "unsaturated natural oil glycerides" refers to natural oil glycerides in which at least one of their fatty acid residues contains unsaturation. For example, the glycerol ester of oleic acid is an unsaturated natural oil glycerol ester. The term "unsaturated alkenylated natural oil glycerides" refers to unsaturated natural oil glycerides (as defined above) derived by metathesis with sorting alkenes (as defined below). In some cases, the olefination process shortens one or more fatty acid chains in the compound. For example, the glyceride of 9-decenoic acid is an unsaturated, alkenylated natural oil glyceride. Similarly, crotylated (e.g., utilizing 1-butene and/or 2-butene) canola oils are natural oil glycerides that have been modified by metathesis to contain some short chain unsaturated C_10-15An ester group.

The term "natural oil derivative" refers to derivatives thereof derived from natural oils. The process for forming these natural oil derivatives may include one or more of addition, neutralization, overbasing, saponification, transesterification, interesterification, esterification, amidation, hydrogenation, isomerization, oxidation, alkylation, acylation, sulfidation, sulfonation, rearrangement, reduction, fermentation, pyrolysis, hydrolysis, liquefaction, anaerobic digestion, hydrothermal treatment, gasification, or a combination of two or more thereof. Examples of their natural derivatives may include carboxylic acids, gums, phospholipids, soapstocks, acidified soapstocks, distillates or distillate sludge, fatty acids, fatty acid esters, and their hydroxyl-substituted variants, including unsaturated polyol esters. In some embodiments, the natural oil derivative may comprise an unsaturated carboxylic acid having from about 5 to about 30 carbon atoms with one or more carbon-carbon double bonds in the hydrocarbon (alkene) chain. The natural oil derivative may also comprise unsaturated fatty acid alkyl (e.g. methyl) esters derived from glycerides of natural oils. For example, the natural oil derivative may be a fatty acid methyl ester ("FAME") derived from a glyceride of a natural oil. In some embodiments, the feedstock comprises canola oil or soybean oil, including, as one non-limiting example, refined, bleached, and deodorized oils (i.e., RBD soybean oil).

As used herein, the term "unsaturated polyol ester" refers to a compound having two or more hydroxyl groups, wherein at least one of the hydroxyl groups is in the form of an ester, and wherein the ester has an organic group comprising at least one carbon-carbon double bond.

The term "oligoglyceride moiety" is a moiety comprising two or more, in one aspect up to 20, in another aspect up to 10, structural units formed from a natural and/or alkenylated natural oil glyceride via olefin metathesis.

The term "free hydrocarbons" is meant to be at C_2-30Any one or combination of unsaturated or saturated straight chain, branched chain, or cyclic hydrocarbons within the range.

The term "metathesis monomer" refers to a single entity that is the product of an olefin metathesis reaction that comprises a molecule of a compound having one or more carbon-carbon double bonds that has undergone an alkylene unit interchange (intramolecular metathesis) via one or more carbon-carbon double bonds within the same molecule and/or has undergone an alkylene unit interchange (intermolecular metathesis) with another molecule of a compound containing one or more carbon-carbon double bonds, such as an olefin. In some embodiments, the term refers to triglycerides or other unsaturated polyol esters that have not undergone interchange of alkylene units but contain at least one C with a carbon-carbon double bond at the "omega-n" position_4-17An ester, wherein n ═ 0, 1,2, 3, 4, 5, or 6 and wherein the ester moiety has at least n +3 carbon atoms.

The term "metathesis dimer" refers to the product of a metathesis reaction in which two reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of the metathesis reaction.

The term "metathesis trimer" refers to the product of one or more metathesis reactions in which three molecules of two or more reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the trimer comprising three bonded groups derived from the reactant compounds.

The term "metathesis tetramer" refers to the product of one or more metathesis reactions in which four molecules of two or more reactant compounds (which may be the same or different and each have one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the tetramer comprising four bonded groups derived from the reactant compounds.

The term "metathesis pentamer" refers to the product of one or more metathesis reactions in which five molecules of two or more reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the pentamer comprising five bonded groups derived from the reactant compounds.

The term "metathesis hexamer" refers to the product of one or more metathesis reactions in which six molecules of two or more reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the hexamer comprising six bonded groups derived from the reactant compounds.

The term "metathesized heptamer" refers to the product of one or more metathesis reactions in which seven molecules of two or more reactant compounds (which may be the same or different and each have one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the heptamer comprising seven bonded groups derived from the reactant compounds.

The term "metathesis octamer" refers to the product of one or more metathesis reactions in which eight molecules of two or more reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the octamer comprising eight bonded groups derived from the reactant compounds.

The term "metathesis nonamer" refers to the product of one or more metathesis reactions in which nine molecules of two or more reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the nonamer comprising nine bonded groups derived from the reactant compounds.

The term "metathesis decamer" refers to the product of one or more metathesis reactions in which ten molecules of two or more reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions, the decamer comprising ten bonded groups derived from the reactant compounds.

The term "metathesis oligomer" refers to the product of one or more metathesis reactions in which two or more molecules (e.g., 2 to about 10, or 2 to about 4) of two or more reactant compounds (which may be the same or different and each have one or more carbon-carbon double bonds) comprising several (e.g., 2 to about 10, or 2 to about 4) bonding groups derived from the reactant compounds are bonded together via one or more carbon-carbon double bonds in each reactant compound as a result of one or more metathesis reactions. In some embodiments, the term "metathesis oligomer" may include metathesis reactions in which more than ten molecules of two or more reactant compounds (which may be the same or different and each has one or more carbon-carbon double bonds) are bonded together via one or more carbon-carbon double bonds in each reactant compound, the oligomer including more than ten bonding groups derived from the reactant compounds.

As used herein, "metathesis" refers to olefin metathesis. As used herein, "metathesis catalyst" includes any catalyst or catalyst system that catalyzes an olefin metathesis reaction.

As used herein, "metathesized" and "metathesized" refer to reacting a feedstock in the presence of a metathesis catalyst to form a "metathesis product," i.e., a "metathesized" compound, comprising a new olefinic compound. Metathesis is not limited to any particular type of olefin metathesis, and may refer to cross metathesis (i.e., co-metathesis), self metathesis, ring-opening metathesis polymerization ("ROMP"), ring-closing metathesis ("RCM"), and acyclic diene metathesis ("ADMET"). In some embodiments, metathesis refers to reacting two triglycerides present in a natural feedstock in the presence of a metathesis catalyst (autometathesis), wherein each triglyceride has an unsaturated carbon-carbon double bond, to form a new mixture of olefins and esters, which may include triglyceride dimers. Such triglyceride dimers may have more than one olefinic bond, and thus higher oligomers may also be formed. These higher oligomers may comprise one or more of the following: metathesis monomers, metathesis dimers, metathesis trimers, metathesis tetramers, metathesis pentamers, and higher metathesis oligomers (e.g., metathesis hexamers, metathesis products, metathesis heptamers, metathesis octamers, metathesis nonamers, metathesis decamers, and higher oligomers than metathesis decamers and above). In addition, in some other embodiments, metathesis may refer to reacting an olefin, such as ethylene, and a triglyceride in a natural feedstock having at least one unsaturated carbon-carbon double bond, to form a new olefin molecule as well as a new ester molecule (cross-metathesis).

As used herein, the term "alkylenated natural and/or synthetic polyol esters" refers to esters prepared by reacting natural and/or synthetic polyol esters with C_2-14Olefins, preferably C_2-6Olefin, more preferably C_3-4Olefins, and mixtures and isomers thereof.

As used herein, the term "olefin" or "olefins" refers to compounds having at least one unsaturated carbon-carbon double bond, hi certain embodiments, the term "olefin" refers to a group of unsaturated carbon-carbon double bond compounds having different carbon chain lengths, unless otherwise indicated, the term "olefin" or "olefins" encompasses "polyunsaturated olefins" or "polyolefins" having more than one carbon-carbon double bond.

The number of carbon atoms in any group or compound may be represented by the following terms: "C_z", which refers to a group of compounds having z carbon atoms; and "C_x-y", which is meant to include x to y (c) ((m))Inclusive) of carbon atoms. For example, "C_1-6Alkyl "represents an alkyl chain having 1 to 6 carbon atoms and includes, for example, but is not limited to, methyl, ethyl, n-propyl, isopropyl, isobutyl, n-butyl, sec-butyl, tert-butyl, isopentyl, n-pentyl, neopentyl, and n-hexyl. As another example, "C_4-10The olefin "means an olefin molecule having 4 to 10 carbon atoms, and includes, for example, but is not limited to, 1-butene, 2-butene, isobutene, 1-pentene, 1-hexene, 3-hexene, 1-heptene, 3-heptene, 1-octene, 4-octene, 1-nonene, 4-nonene, and 1-decene.

As used herein, the term "short-chain olefin" or "short-chain olefin" refers to a compound at C_2-14In the range of, or at C_2-12In the range or in C_2-10In the range or in C_2-8Such olefins include α -olefins, where an unsaturated carbon-carbon bond is present at one end of the compound_2-6Examples of short chain olefins within the scope include, but are not limited to, ethylene, propylene, 1-butene, 2-butene, isobutylene, 1-pentene, 2-methyl-l-butene, 2-methyl-2-butene, 3-methyl-l-butene, cyclopentene, 1, 4-pentadiene, 1-hexene, 2-hexene, 3-hexene, 2-methyl-l-pentene, 3-methyl-l-pentene, 4-methyl-l-pentene, 2-methyl-2-pentene, 3-methyl-2-pentene, 4-methyl-2-pentene, 2-methyl-3-pentene, and cyclohexene. At C_7-9Non-limiting examples of short chain olefins within the scope include 1, 4-heptadiene, 1-heptene, 3, 6-nonadiene, 3-nonene, 1,4, 7-octatriene. In certain embodiments, it is preferred to use a mixture of olefins comprising C_4-10Linear and branched low molecular weight olefins within the range. In some embodiments, it may be preferred to use straight and branched C₄Mixtures of olefins (i.e., combinations of 1-butene, 2-butene, and/or isobutylene). In other embodiments, C may be used_11-14The higher range.

As used herein, "alkyl" refers to a straight or branched chain saturated hydrocarbon having 1 to 30 carbon atoms, which may be optionally substituted, as further described herein, wherein multiple degrees of substitution are allowed. Examples of "alkyl" as used herein include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, isobutyl, n-butyl, sec-butyl, tert-butyl, isopentyl, n-pentyl, neopentyl, n-hexyl, and 2-ethylhexyl. The number of carbon atoms in the alkyl group is defined by the phrase "C_x-yBy alkyl is meant an alkyl group comprising x to y (inclusive) carbon atoms, as defined herein. Thus, "C_1-6Alkyl "represents an alkyl chain having 1 to 6 carbon atoms and includes, for example, but is not limited to, methyl, ethyl, n-propyl, isopropyl, isobutyl, n-butyl, sec-butyl, tert-butyl, isopentyl, n-pentyl, neopentyl, and n-hexyl. In some cases, an "alkyl" group can be divalent, in which case the group can alternatively be referred to as an "alkylene" group.

As used herein, "alkenyl" refers to a straight or branched chain nonaromatic hydrocarbon having from 2 to 30 carbon atoms and having one or more carbon-carbon double bonds which may be optionally substituted, as further described herein, wherein multiple degrees of substitution are permitted. Examples of "alkenyl" as used herein include, but are not limited to, ethenyl, 2-propenyl, 2-butenyl, and 3-butenyl. The number of carbon atoms in the alkenyl group is defined by the phrase "C_x-yBy alkenyl "is meant an alkenyl group comprising x to y (inclusive) carbon atoms, as defined herein. Thus, "C_2-6Alkenyl "represents an alkenyl chain having 2 to 6 carbon atoms and includes, for example, but is not limited to, ethenyl, 2-propenyl, 2-butenyl and 3-butenyl. In some cases, an "alkenyl" group can be divalent, in which case the group can alternatively be referred to as an "alkenylene" group.

As used herein, "direct bond" refers to embodiments in which the identified moiety is not present in the structure and is replaced by a bond between other moieties to which it is attached. For example, if the specification or claims list A-D-E, and D is defined as a direct bond, the resulting structure is A-E.

As used herein, "substituted" refers to the substitution of one or more hydrogen atoms of a specified moiety with the one or more substituents, unless otherwise indicated, allowing multiple degrees of substitution, provided that the substitution results in a stable or chemically feasible compound. A stable compound or chemically feasible compound is one in which the chemical structure does not substantially change when held at a temperature of about-80 ℃ to about +40 ℃ for at least one week in the absence of moisture or other chemically reactive conditions. As used herein, the phrase "substituted with one or more …" or "substituted one or more times …" refers to a number of substituents equal to one to the maximum possible number of substituents, based on the number of available bonding sites, provided that the stability and chemical feasibility conditions described above are met.

As used herein, the term "polyol" means an organic material comprising at least two hydroxyl moieties.

As used herein, the term "C_10-14By unsaturated fatty acid ester "is meant a fatty acid ester comprising 10, 11, 12, 13 or 14 carbon atoms, wherein the fatty acid ester chain has at least one carbon-carbon double bond.

In some cases herein, organic compounds are described using a "line structure" approach, where chemical bonds are represented by lines, where carbon atoms are not explicitly labeled, and where hydrogen atoms (or C-H bonds) covalently bonded to carbon are not shown at all. For example, according to this convention, formulaRepresents n-propane. In some instances herein, a jagged bond is used to illustrate that a compound can have any of two or more isomers. For example, the structureMay be (E) -2-butene or (Z) -2-butene. In the drawingThe same is true with respect to the indication of which isomer is an undefined olefin structure. E.g. CH₃-CH＝CH-CH₃May be (E) -2-butene or (Z) -2-butene.

As used herein, the various functional groups represented will be understood to have attachment points at functional groups having hyphens or dashes (-) or asterisks (#). In other words, in-CH₂CH₂CH₃In the case of (2), it should be understood that the connection point is the leftmost CH₂A group. If groups without an asterisk or dash are recited, the point of attachment is indicated by the ordinary meaning of the group recited.

As used herein, polyatomic divalent species are read from left to right. For example, if the specification or claims recite A-D-E and D is defined as-OC (O) -, the resulting group that D is substituted is A-OC (O) -E instead of A-C (O) O-E.

As used herein, unless otherwise specified, the term "fabric care composition" includes compositions useful for cleaning and/or softening fabrics by washing, rinsing or during drying, such compositions including multi-functional or "heavy-duty" detergents, especially cleaners, in granular or powder form; liquid, gel or paste-like multifunctional detergents, especially the so-called heavy-duty liquid types; liquid fine fabric detergents, especially those of the high sudsing type; including various tablet, granular, unit dosage forms for home and institutional use; cleansing bars, car or carpet cleaners, fabric conditioning products (including softeners and/or fresheners, which may be in the form of liquid, solid and/or desiccant tablets); and cleaning adjuvants such as, for example, bleach additives and "stain-stick" or pretreatment-type products with a substrate such as dryer paper. All such products that can be applied can be in standard, concentrated or even highly concentrated forms, and in certain aspects such products can even be non-aqueous.

As used herein, the term "solid" includes granular, powder, bar, bead, lozenge and tablet product forms.

As used herein, articles including "a" and "an" when used in a claim should be understood to mean one or more of what is claimed or described.

As used herein, the terms "comprising," "including," and "containing" are intended to be non-limiting.

Unless otherwise specified, all components or compositions are on average with respect to the active portion of that component or composition, and do not include impurities, such as residual solvents or by-products, that may be present in commercially available sources of such components or compositions.

All percentages and ratios are by weight unless otherwise indicated. All percentages and ratios are calculated on the basis of the total composition, unless otherwise specified, provided that the sum of the percentages of all ingredients of the respective mixtures/formulations does not exceed or fall below 100%.

It should be understood that every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical ranges were all expressly written herein.

Compositions, articles, methods of use, and treated articles

Sections (a) to (vv)

The present invention discloses the following compositions, methods of use, and treated articles:

(a) a composition, comprising:

A) a material selected from the group consisting of:

(i) a first glyceride copolymer comprising from about 3% to about 30%, from about 3% to about 25%, or from about 5% to about 20% of C, based on the total weight of the first glyceride copolymer_10-14Unsaturated fatty acid esters; in one aspect, the first glyceride copolymer comprises from about 3% to about 30%, from about 3% to about 25%, or from about 3% to about 20%, of C, based on the total weight of the first glyceride copolymer_10-13Unsaturated fatty acid esters; in one aspect, the first glyceride copolymer comprises from about 0.1% to about 30%, from about 0.1% to about 25%, or from about 0.2% to about 20%, or from about 0.5% to about 15%, of C, based on the total weight of the first glyceride copolymer_10-11Unsaturated fatty acid esters;

(ii) a second glyceride copolymer having the formula (I):

wherein:

each R in the second glyceride copolymer¹、R²、R³、R⁴And R⁵Independently selected from oligoglyceride moieties, C_1-24Alkyl, substituted C wherein the substituents are one or more-OH moieties_1-24Alkyl radical, C_2-24Alkenyl, or substituted C wherein said substituent is one or more-OH moieties_2-24An alkenyl group; and/or wherein each of the following combinations of moieties may each independently be covalently linked:

R¹and R³，

R²And R⁵，

R¹And adjacent R⁴，

R²And adjacent R⁴，

R³And adjacent R⁴，

R⁵And adjacent R⁴Or is or

Any two adjacent R⁴

Such that the covalently linked moiety forms an alkenylene moiety;

each X in the second glyceride copolymer¹And X²Independently selected from C_1-32Alkylene, substituted C wherein the substituents are one or more-OH moieties_1-32Alkylene radical, C_2-32Alkenylene, or substituted C wherein the substituent is one or more-OH moieties_2-32An alkenylene group;

G¹、G²and G³Two of them are-CH₂-, and G¹、G²And G³One of which is a direct bond;

for each individual repeat unit of the repeat units having an index n, G⁴、G⁵And G⁶Two of them are-CH₂-, and G⁴、G⁵And G⁶Is a direct bond, and each individual repeat unit is G⁴、G⁵And G⁶Is independently selected from G in other repeating units⁴、G⁵And G⁶A value of (d);

G⁷、G⁸and G⁹Two of them are-CH₂-, and G⁷、G⁸And G⁹One of which is a direct bond;

n is an integer of 3 to 250;

with the proviso that for each of said second glyceride copolymers, R¹、R²、R³And R⁵And/or at least one R in a single one of said repeating units having an index n⁴Selected from: 8-nonenyl; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tenA tetracarbodienyl group; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-octadecyltrienyl; 9-methyl-8-decenyl; 9-methyl-8-undecenyl; 10-methyl-8-undecenyl; 12-methyl-8, 11-tridecadienyl; 12-methyl-8, 11-tetradecadienyl; 13-methyl-8, 11-tetradecadienyl; 15-methyl-8, 11, 14-hexadecatrienyl; 15-methyl-8, 11, 14-heptadecatrienyl; 16-methyl-8, 11, 14-heptadecatrienyl; 12-tridecenyl; 12-tetradecenyl; 12-pentadecenyl; 12-hexadecenyl; 13-methyl-12-tetradecenyl; 13-methyl-12-pentadecenyl; and 14-methyl-12-pentadecenyl; in one aspect, the second glyceride copolymer comprises from about 3% to about 30%, from about 3% to about 25%, or from about 5% to about 20%, of C, based on the total weight of the second glyceride copolymer_9-13An alkenyl moiety; in one aspect, the second glyceride copolymer comprises from about 3% to about 30%, from about 3% to about 25%, or from about 3% to about 20%, of C, based on the total weight of the second glyceride copolymer_9-12An alkenyl moiety; in one aspect, the second glyceride copolymer comprises from about 0.1% to about 30%, from about 0.1% to about 25%, from about 0.2% to about 20%, or from about 0.5% to about 15% C, based on the total weight of the second glyceride copolymer_9-10An alkenyl moiety; and

(iii) optionally, a third glyceride copolymer comprising structural units formed from the reaction of one or more compounds from each of the compounds having the formula:

formula (IIa):

formula (IIb):

wherein,

each R¹¹、R¹²And R¹³Independently is C_1-24Alkyl, substituted C wherein the substituents are one or more-OH moieties_1-24Alkyl radical, C_2-24Alkenyl, or substituted C wherein the substituents are one or more-OH moieties_2-24Alkenyl with the proviso that R is¹¹、R¹²And R¹³At least one of them is C_2-24Alkenyl or substituted C wherein the substituents are one or more-OH moieties_2-24An alkenyl group; and is

Each R²¹、R²²And R²³Independently is C_1-24Alkyl, substituted C wherein the substituents are one or more-OH moieties_1-24Alkyl radical, C_2-24Alkenyl, or substituted C wherein the substituents are one or more-OH moieties_2-24Alkenyl with the proviso that R is²¹、R²²And R²³At least one of which is 8-nonenyl; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-octadecyltrienyl; 9-methyl-8-decenyl; 9-methyl-8-undecenyl; 10-methyl-8-undecenyl; 12-methyl-8, 11-tridecadienyl; 12-methyl-8, 11-tetradecadienyl; 13-methyl-8, 11-tetradecadienyl; 15-methyl-8, 11, 14-hexadecatrienyl; 15-methyl-8, 11, 14-heptadecatrienyl; 16-methyl-8, 11, 14-heptadecatrienyl; 12-tridecenyl; 12-tetradecenyl; 12-pentadecenyl; 12-hexadecenyl; 13-methyl-12-tetradecenyl; 13-methyl-12-pentadecenyl; and 14-methyl-12-pentadecenyl;

wherein the number ratio of the structural unit formed by the monomer compound represented by formula (IIa) to the structural unit formed by the monomer compound represented by formula (IIb) is not more than 10: 1; and

(iv) mixtures thereof; and

B) a material selected from the group consisting of: fabric softener active, fabric care benefit agent, anionic surfactant scavenger, delivery enhancer, perfume delivery system, structurant, soil dispersing polymer, brightener, hueing dye, dye transfer inhibitor, builder, surfactant, enzyme, in one aspect, detersive enzyme and mixtures thereof, and optionally a carrier, in one aspect, said composition having a pH of from about 2 to about 12,

the composition is a fabric care composition.

(b) The composition of paragraph (a), wherein the first, second and third glyceride copolymers have a weight average molecular weight of from about 4,000g/mol to about 150,000g/mol, from about 5,000g/mol to about 130,000g/mol, from about 6,000g/mol to about 100,000g/mol, from about 7,000g/mol to about 50,000g/mol, from about 8,000g/mol to about 30,000g/mol, from about 8,000g/mol to about 20,000 g/mol.

(c) The composition of paragraphs (a) to (b), wherein the first, second, and third glyceride copolymers are prepared by a process comprising metathesis; in one aspect, the method comprises reacting two or more monomers in the presence of a metathesis catalyst as part of a reaction mixture, wherein the weight to weight ratio of monomer compound represented by formula (IIa) to monomer compound represented by formula (IIb) is no more than 10:1, no more than 9:1, no more than 8:1, no more than 7:1, no more than 6:1, no more than 5:1, no more than 4:1, no more than 3:1, no more than 2:1, or no more than 1: 1; in one aspect, the metathesis catalyst is an organoruthenium compound, an organoosmium compound, an organotungsten compound, or an organomolybdenum compound.

(d) The composition of paragraphs (a) to (c), wherein for the second glyceride copolymer, R¹、R²、R³、R⁴Or R⁵At least one of them is C_9-13Alkenyl, in one aspect, R¹、R²、R³、R⁴Or R⁵At least one of them is C_9-12Alkenyl, in another aspect, R¹、R²、R³、R⁴Or R⁵At least one of them is C_9-10An alkenyl group.

(e) The composition of paragraphs (a) to (d), wherein for the third glyceride copolymer, R¹¹、R¹²、R¹³、R²¹、R²²Or R²³At least one of them is C_9-13Alkenyl, in one aspect, R¹¹、R¹²、R¹³、R²¹、R²²Or R²³At least one of them is C_9-12Alkenyl, in another aspect, R¹¹、R¹²、R¹³、R²¹、R²²Or R²³At least one of them is C_9-10An alkenyl group.

(f) The composition of paragraphs (a) to (e), wherein G of the second glyceride copolymer¹And G²Part is-CH₂And G³Is a direct bond.

(g) The composition of any of paragraphs (a) to (e), wherein G of the second glyceride copolymer¹And G³Part is-CH₂And G²Is a direct bond.

(h) The composition of any of paragraphs (a) to (e), wherein G of the second glyceride copolymer²And G³Part is-CH₂And G¹Is a direct bond.

(I) The composition of paragraphs (a) to (h), wherein for the second glyceride copolymer, G⁴And G⁵At least one of which is-CH₂And G⁶Is a direct bond.

(i) The composition of any of paragraphs (a) to (h), wherein for the second glyceride copolymer, G⁴And G⁶At least one of which is-CH₂And G⁵Is a direct bond.

(k) The composition of any of paragraphs (a) to (h), wherein for the second glyceride copolymer, G⁵And G⁶At least one of which is-CH₂And G⁴Is a direct bond.

(l) The composition of any of paragraphs (a) to (k), wherein for the second glyceride copolymer, G⁷And G⁸At least one of which is-CH₂And G⁹Is a direct bond.

(m) the composition of paragraphs (a) to (k), where for the second glyceride copolymer, G⁷And G⁹At least one of which is-CH₂And G⁸Is a direct bond.

(n) the composition of paragraphs (a) to (k), where for the second glyceride copolymer, G⁸And G⁹At least one of which is-CH₂And G⁷Is a direct bond.

(o) the composition of any of paragraphs (a) to (n), wherein for the second glyceride copolymer, each X¹Independently selected from- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₀-、-(CH₂)₂₂-、-(CH₂)₂₄-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₁₁-CH＝CH-(CH₂)₁₁-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇、-(CH₂)₇-CH＝CH-(CH₂)₉、-(CH₂)₁₁-CH＝CH-(CH₂)₇-or- (CH)₂)₇-CH＝CH-(CH₂)₁₁-。

(p) the composition of any of paragraphs (a) to (m), wherein for the second glyceride copolymer, each X²Independently selected from- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₀-、-(CH₂)₂₂-、-(CH₂)₂₄-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₁₁-CH＝CH-(CH₂)₁₁-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇、-(CH₂)₇-CH＝CH-(CH₂)₉、-(CH₂)₁₁-CH＝CH-(CH₂)₇-or- (CH)₂)₇-CH＝CH-(CH₂)₁₁-。

(q) the composition of any of paragraphs (a) through (p), wherein for the second glyceride copolymer, R¹Is C_1-24Alkyl or C_2-24An alkenyl group; in one aspect, R¹Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl, in another aspect, R is¹Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(R) the composition of any of paragraphs (a) to (q), wherein for the second glyceride copolymer, R²Is C_1-24Alkyl or C_2-24An alkenyl group; in one aspect, R²Selected from: 8-Nonenyl, 8-deceneA group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecadienyl group, a, 15-methyl-8, 11, 14-heptadecatrienyl, 16-methyl-8, 11, 14-heptadecatrienyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; in another aspect, R²Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(s) the composition of any of paragraphs (a) to (R), wherein for the second glyceride copolymer, R³Is C_1-24Alkyl or C_2-24An alkenyl group; in one aspect, R³Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; in another aspect, R³Selected from: 8-noneneA group, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridececenyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(t) the composition of any of paragraphs (a) to(s), wherein for the second glyceride copolymer, each R⁴Independently selected from C_1-24Alkyl and C_2-24An alkenyl group; in one aspect, each R⁴Independently selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; in another aspect, each R⁴Independently selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(u) the composition of any of paragraphs (a) to (t), wherein for the second glyceride copolymer, R⁵Is C_1-24Alkyl or C_2-24An alkenyl group; in one aspect, R⁵Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienylAlkenyl, 8,11, 14-octadecenyle, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 13-methyl-8-tetradecadienyl, 13-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; in another aspect, R⁵Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(v) The composition of any of paragraphs (a) to (u), wherein for the second glyceride copolymer, n is an integer from 3 to 250, 5 to 180, 6 to 140, 8 to 70, 9 to 40, or 9 to 26.

(w) the composition of paragraphs (a) to (c), wherein for the third glyceride copolymer, R¹¹、R¹²And R¹³Each independently selected from pentadecenyl, heptadecenyl, 8-heptadecenyl, 8, 11-heptadecadienyl, and 8,11, 14-heptadecatrienyl.

(x) The composition of paragraphs (a) to (c) and (w), wherein for the third glyceride copolymer, R²¹、R²²And R²³Two of which are independently selected from pentadecenyl, heptadecenyl, 8-heptadecenyl, 8, 11-heptadecadienyl, and 8,11, 14-heptadecatrienyl; and wherein R²¹、R²²And R²³One of which is selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-octadecatrienyl, 9-methyl-8-decenyl, 9-methyltrienyl-8-undecenyl, 10-methyl-8-undecenyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecatrienyl, 16-methyl-8, 11, 14-heptadecatrienyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; in one aspect, R²¹、R²²And R²³One of which is selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(y) the composition of paragraphs (a) to (c) and (w), wherein for the third glyceride copolymer, R²¹、R²²And R²³One of which is selected from pentadecenyl, heptadecenyl, 8-heptadecenyl, 8, 11-heptadecadienyl, and 8,11, 14-heptadecatrienyl; and wherein R²¹、R²²And R²³Are independently selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; in one aspect, R²¹、R²²And R²³Are independently selected from: 8-nonenyl group,8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridececenyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(z) a composition comprising a glyceride copolymer comprising structural units formed by the reaction of:

a) at least unsaturated natural oil glycerides and unsaturated alkenylated natural oil glycerides in the presence of a metathesis catalyst;

b) at least an unsaturated synthetic polyol ester and an unsaturated alkenylated natural oil glycerol ester in the presence of a metathesis catalyst;

c) at least unsaturated natural oil glycerides and unsaturated alkenylated synthetic polyol esters in the presence of a metathesis catalyst;

d) at least unsaturated synthetic polyol ester and unsaturated alkenylated synthetic polyol ester in the presence of a metathesis catalyst;

d) at least an unsaturated alkenylated synthetic polyol ester and an unsaturated alkenylated synthetic polyol ester in the presence of a metathesis catalyst;

f) at least an unsaturated alkenylated natural oil glyceride and an unsaturated alkenylated natural oil glyceride in the presence of a metathesis catalyst;

the composition is a fabric care composition.

In one aspect, the glyceride copolymer comprises C_10-14An unsaturated fatty acid ester, wherein the unsaturated fatty acid ester,

in one aspect, the catalyst is selected from the group consisting of organoruthenium compounds, organoosmium compounds, organotungsten compounds, organomolybdenum compounds, and mixtures thereof.

In one aspect, unsaturated alkenylated natural oil glycerides are formed by the reaction of an unsaturated natural oil glyceride with a short chain olefin in the presence of a metathesis catalyst, in one aspect, the catalyst is selected from the group consisting of organoruthenium compounds, organoosmium compounds, organotungsten compounds, organomolybdenum compounds, and mixtures thereof, in one aspect, the short chain olefin is selected from the group consisting of ethylene, propylene, 1-butene, 2-butene, isobutylene, 1-pentene, 2-pentene, 1-hexene, 2-hexene, 3-hexene, and mixtures thereof, in one aspect, the short chain olefin is selected from the group consisting of ethylene, propylene, 1-butene, and 2-butene, and mixtures thereof, in one aspect, the unsaturated alkenylated natural oil glycerides have a lower molecular weight than the second unsaturated natural oil glyceride;

in one aspect, the unsaturated natural oil glycerides are derived from a natural oil; in one aspect, derived from a vegetable oil, animal fat, and/or algal oil; in one aspect, the oil is derived from abachi oil, almond oil, apricot oil, almond oil, argan nut oil, avocado oil, babassu oil, monkey tree oil, black fennel oil, blackcurrant oil, borage oil, camelina seed oil, rapeseed oil, canola oil, castor oil, cherry kernel oil, coconut oil, corn oil, cottonseed oil, echium oil, evening primrose oil, linseed oil, grapeseed oil, grapefruit seed oil, hazelnut oil, hemp seed oil, jatropha oil, jojoba oil, macadamia nut oil, linseed oil, macadamia nut oil, meadowfoam seed oil, moringa oil, neem oil, olive oil, palm kernel oil, peach kernel oil, peanut oil, pecan oil, pennycress oil, perilla seed oil, pistachio nut oil, pomegranate seed oil, buffalo nut oil, pumpkin seed oil, raspberry seed oil, red palm oil, rice palm oil, rose oil, safflower oil, sea buckthorn oil, perilla seed oil, canola oil, pistachio oil, canola oil, rapeseed oil, black palm kernel oil, sesame seed oil, Sesame seed oil, shea butter, sunflower oil, soybean oil, lavender soybean oil, tung oil, walnut oil, wheat germ oil, high oleoyl soybean oil, high oleoyl sunflower oil, high oleoyl safflower oil, high erucic acid rapeseed oil, and mixtures thereof;

in one aspect, the synthetic polyol ester is derived from a material selected from the group consisting of: ethylene glycol, propylene glycol, glycerol, polyglycerol, polyethylene glycol, polypropylene glycol, poly (tetramethylene ether) glycol, pentaerythritol, dipentaerythritol, tripentaerythritol, trimethylolpropane, neopentyl glycol, sugars (e.g., sucrose), and mixtures thereof;

in one aspect, the glyceride copolymer has a weight average molecular weight in a range of 4,000 to 150,000g/mol, 5,000 to 130,000g/mol, 6,000 to 100,000g/mol, 7,000 to 50,000g/mol, 8,000 to 30,000g/mol, or 8,000 to 20,000 g/mol.

(aa) the composition of paragraph (z), wherein the short chain olefin is ethylene

(bb) the composition of paragraph (z), wherein the short chain olefin is propylene.

(cc) the composition of paragraph (z), wherein the short chain olefin is 1-butene.

(dd) the composition of paragraph (z) wherein the short chain olefin is 2-butene.

(ee) the composition according to paragraphs (a) to (c), wherein the first glyceride copolymer is derived from a natural polyol ester and/or a synthetic polyol ester, in one aspect, the natural polyol ester is selected from the group consisting of vegetable oils, animal fats, algal oils, and mixtures thereof; and the synthetic polyol ester is derived from a material selected from the group consisting of: ethylene glycol, propylene glycol, glycerol, polyglycerol, polyethylene glycol, polypropylene glycol, poly (tetramethylene ether) glycol, pentaerythritol, dipentaerythritol, tripentaerythritol, trimethylolpropane, neopentyl glycol, sugars (e.g., sucrose), and mixtures thereof.

(ff) the composition of any of paragraphs (a) to (ee), comprising from about 0.1% to about 50%, from about 0.5% to about 30%, or from about 1% to about 20% of a glyceride copolymer selected from the group consisting of the first glyceride copolymer, the second glyceride copolymer, the third glyceride copolymer, and mixtures thereof, by weight of the total composition.

(gg) the composition of any one of paragraphs (a) to (ff), comprising one or more of:

a) from about 0.01% to about 50%, from about 0.01% to about 30%, or from about 0.1% to about 20% of the fabric softener active;

b) from about 0.001% to about 15%, from about 0.05% to about 10%, or from about 0.05% to about 5% of the anionic surfactant scavenger;

c) from about 0.01% to about 10%, from about 0.05% to about 5%, or from about 0.05% to about 3% of the delivery enhancing agent;

d) from about 0.005% to about 30%, from about 0.01% to about 20%, or from about 0.02% to about 10% of the perfume;

e) from about 0.005% to about 30%, from about 0.01% to about 20%, or from about 0.02% to about 10% of the perfume delivery system;

f) from about 0.01% to about 20%, from about 0.1% to about 10%, or from about 0.1% to about 5% of the soil dispersing polymer;

g) from about 0.001% to about 10%, from about 0.005% to about 5%, or from about 0.01% to about 2% of the whitening agent;

h) from about 0.0001% to about 10%, from about 0.01% to about 2%, or from about 0.05% to about 1% of the hueing dye;

i) from about 0.0001% to about 10%, from about 0.01% to about 2%, or from about 0.05% to about 1% of the dye transfer inhibiting agent;

j) from about 0.01% to about 10%, from about 0.01% to about 5%, or from about 0.05% to about 2% of the enzyme, in one aspect the enzyme is a detersive enzyme;

k) from about 0.01% to about 20%, from about 0.1% to about 10%, or from about 0.1% to about 5% of the structurant;

l) from about 0.05% to about 20%, from about 0.1% to about 15%, or from about 0.2% to about 7% of the fabric care benefit agent;

m) if the composition is a powder laundry detergent, the composition comprises from about 0.1% to about 80% of the builder, and in another aspect, if the composition is a liquid laundry detergent, the composition comprises from about 0.1% to about 20% of the builder;

n) from about 0.1% to about 99% of a carrier; and

o) mixtures thereof.

(hh) the composition of any one of paragraphs (a) to (gg), wherein:

a) the fabric softener active comprises a cationic fabric softener selected from the group consisting of: esters of bis- (2-hydroxypropyl) -dimethyl ammonium methyl sulfate and fatty acids; isomers of esters of bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate and fatty acids, preferably bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate fatty acid esters, more preferably the fatty acids are C which may be of tallow or vegetable origin₁₂-C₂₂Fatty acids, which may be saturated or unsaturated, and/or which may be substituted or unsubstituted, 1, 2-bis (acyloxy) -3-trimethylammonium chloropropane, N-bis (stearoyloxyethyl) -N, N-dimethylammonium chloride, N-bis (tallowyloxyethyl) -N, N-dimethylammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methylammonium methylsulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (tallowoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (palmitoyl-2-hydroxypropyl) -N, n-dimethyl ammonium methyl sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethyl ammonium chloride, 1, 2-bis (stearoyloxy) -3-trimethyl ammonium chloropropane, di-erucic dimethyl ammonium chloride, di-tallow dimethyl ammonium chloride, di-erucic dimethyl ammonium methyl sulfate, 1-methyl-1-stearamidoethyl-2-stearoyl methyl imidazolinium sulfate, 1-tallowamidoethyl-2-tallowoimidazoline, dipalmitoethylhydroxyethyl ammonium methyl sulfate, and mixtures thereof;

b) the anionic surfactant scavenger comprises a water soluble cationic and/or zwitterionic scavenger compound; in one aspect, the anionic surfactant scavenger is selected from the group consisting of monoalkyl quaternary ammonium compounds and amine precursors thereof, dialkyl quaternary ammonium compounds and amine precursors thereof, polyquaternary ammonium compounds and amine precursors thereof, polymeric amines, and mixtures thereof;

c) the delivery enhancing agent comprises a material selected from the group consisting of: a cationic polymer having a charge density of from about 0.05 to about 23 meq/g of polymer, an amphoteric polymer having a charge density of from about 0.05 to about 23 meq/g of polymer, a protein having a charge density of from about 0.05 to about 23 meq/g of protein, and mixtures thereof;

d) the perfume delivery system is selected from the group consisting of Polymer Assisted Delivery (PAD) systems, Molecular Assisted Delivery (MAD) systems, Cyclodextrin (CD) systems, Starch Encapsulated Accord (SEA) systems, Zeolite and Inorganic Carrier (ZIC) systems, and mixtures thereof;

e) the soil dispersing polymer is selected from the group consisting of homopolymers or terpolymers of ethylenically unsaturated monomeric anionic monomers selected from the group consisting of acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane-sulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, maleic acid, vinyl sulfonic acid, styrene sulfonic acid, acrylamidopropyl methane sulfonic Acid (AMPS) and salts thereof, derivatives and combinations thereof, alkoxylated polyamines, in one aspect, alkoxylated polyethyleneimines, and mixtures thereof;

f) the whitening agent is selected from the following derivatives: stilbene or 4,4' -diaminostilbene, biphenyl, five-membered heterocycles, for example triazoles, pyrazolines, oxazoles, imidazoles, six-membered heterocycles, for example coumarins, naphthamides, s-triazines, and mixtures thereof;

g) the hueing dye comprises a moiety selected from: acridines, anthraquinones, such as polycyclic quinones, azines, azos, such as monoazo, disazo, trisazo, tetrazo, polyazo, premetallized azo, benzodifuran and benzodifuranone, carotenoids, coumarins, cyanines, diazahemicyanines, diphenylmethane, formazan, hemicyanines, indigoids, methane, naphthalimides, naphthoquinones, nitro and nitroso groups, oxazines, phthalocyanines, pyrazoles, stilbenes, styryls, triarylmethanes, triphenylmethanes, xanthenes and mixtures thereof;

h) the dye transfer inhibiting agent is selected from polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, copolymers of polyvinylpyrrolidone and polyvinylimidazole or mixtures thereof;

i) the bleaching agent is selected from catalytic metal complexes; an activated peroxygen source; a bleach activator; a bleach booster; a photo-bleaching agent; a bleaching enzyme; a free radical initiator; h₂O₂(ii) a A hypohalite bleach; a peroxygen source and mixtures thereof;

j) the detersive enzyme is selected from the group consisting of hemicellulases, peroxidases, proteases, cellulases, xylanases, lipases, phospholipases, esterases, cutinases, pectinases, keratanases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, malanases (malanases), β -glucanases, arabinosidases, hyaluronidase, chondroitinase, laccase, amylases, and mixtures thereof;

k) the structurant is selected from the group consisting of hydrogenated castor oil, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, modified cellulose, microcrystalline cellulose, modified proteins, hydrogenated polyolefins, non-hydrogenated polyolefins, inorganic salts selected from the group consisting of magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate and mixtures thereof, clays, homopolymers and copolymers comprising cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl methyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkylmethacrylamides, quaternized N-methacrylates, n-dialkylaminoalkyl esters, quaternized N, N-dialkylaminoalkyl methyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, quaternized N, N-dialkylaminoalkylacrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides, and mixtures thereof, in one aspect, when the composition is a liquid laundry detergent composition, the structurant comprises hydrogenated castor oil; in one aspect, when the composition is a rinse added fabric enhancer, the structurant comprises linear and/or crosslinked homopolymers and copolymers of quaternized N, N-dialkylaminoalkyl acrylate esters;

l) the fabric care benefit agent is selected from the group consisting of polyglycerol esters, oily sugar derivatives, wax emulsions, silicones, polyisobutylenes, polyolefins and mixtures thereof;

m) said builder is selected from phosphates, water-soluble non-phosphate organic builders, alkali metal, ammonium and substituted ammonium polyacetates, carboxylates, polycarboxylates, polyhydroxy sulfonates, and in one aspect said builder is selected from sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylenediaminetetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, mellitic acid, benzene polycarboxylic acids, citric acid; oxydisuccinates, ether carboxylates, tartaric monosuccinates, tartaric disuccinates, silicates, aluminosilicates, borates, carbonates, bicarbonates, sesquicarbonates, tetraborate decahydrates, zeolites, and mixtures thereof;

n) the surfactant is selected from the group consisting of anionic surfactants, nonionic surfactants, amphoteric surfactants, cationic surfactants, zwitterionic surfactants, and mixtures thereof;

o) the carrier is selected from the group consisting of water, 1, 2-propanediol, hexanediol, ethanol, isopropanol, glycerol, C₁-C₄Alkanolamines, salts, sugars, polyalkylene oxides, such as polyethylene oxide; polyethylene glycol;polypropylene oxides, and mixtures thereof.

(II) the composition of any one of paragraphs (a) to (hh), wherein:

a) the fabric softener active is selected from: esters of bis- (2-hydroxypropyl) -dimethyl ammonium methyl sulfate and fatty acids; isomers of esters of bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate and fatty acids, preferably bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate fatty acid esters, more preferably the fatty acids are C which may be of tallow or vegetable origin₁₂-C₂₂Fatty acids, which may be saturated or unsaturated, and/or which may be substituted or unsubstituted, 1, 2-bis (acyloxy) -3-trimethylammonium chloropropane, N-bis (stearoyloxyethyl) -N, N-dimethylammonium chloride, N-bis (tallowyloxyethyl) -N, N-dimethylammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methylammonium methylsulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (tallowoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (palmitoyl-2-hydroxypropyl) -N, n-dimethyl ammonium methyl sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethyl ammonium chloride, 1, 2-bis (stearoyloxy) -3-trimethyl ammonium propane chloride, di-erucic dimethyl ammonium chloride, di (hard) tallow dimethyl ammonium chloride, di-erucic dimethyl ammonium methyl sulfate, dipalmitoyl hydroxyethyl ammonium methyl sulfate, and mixtures thereof;

b) the anionic surfactant scavenger is selected from the group consisting of monoalkyl quaternary ammonium compounds, amine precursors of monoalkyl quaternary ammonium compounds, dialkyl quaternary ammonium compounds, and amine precursors of dialkyl quaternary ammonium compounds, polyquaternary ammonium compounds, amine precursors of polyquaternary ammonium compounds, and mixtures thereof, and in one aspect, the anionic surfactant scavenger is selected from the group consisting of: N-C₆To C₁₈alkyl-N, N, N-trimethylammonium salts, N-C₆To C₁₈alkyl-N-hydroxyethyl-N, N-dimethylammonium salts, N-C₆To C₁₈alkyl-N, N-dihydroxyethyl-N-methylammonium salts, N-C₆To C₁₈alkyl-N-benzyl-N, N-dimethylammonium salts, N-di-C₆To di-C₁₂alkyl-N, N-dimethylammonium salts, N-di-C₆To di-C₁₂Alkyl N-hydroxyethyl N-methylammonium salts, N-C₆To C₁₈Alkyl N-alkyl hexyl-N, N-dimethyl ammonium salts;

c) the delivery enhancing agent is selected from the group consisting of cationic polysaccharides, polyethyleneimines and derivatives thereof, polyamidoamines, and homopolymers, copolymers and terpolymers made from one or more cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl methyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkyl acrylamides, N-dialkylaminoalkyl methacrylamides, quaternized N, N-dialkylaminoalkyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, quaternized N, N-dialkylaminoalkylacrylamides, and optionally a second monomer, Quaternized N, N-dialkylaminoalkyl methacrylamides, vinylamines and derivatives thereof, allylamines and derivatives thereof, vinylimidazoles, quaternized vinylimidazoles and diallyldialkylammonium chlorides, and combinations thereof, the second monomer selected from the group consisting of: acrylamide, N-dialkylacrylamide, methacrylamide, N-dialkylmethacrylamide, acrylic acid C₁-C₁₂Alkyl esters, acrylic acid C₁-C₁₂Hydroxyalkyl esters, polyalkylene glycol polyacrylates, methacrylic acid C₁-C₁₂Alkyl esters, methacrylic acid C₁-C₁₂Hydroxyalkyl esters, polyalkylene glycol methacrylates, vinyl acetate, vinyl alcohol, vinyl formamide, vinyl acetamide, vinyl alkyl ethers, vinyl pyridine, vinyl pyrrolidone, vinyl imidazole and derivatives, acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane sulfonic acid (HAPS) and salts thereof, allyl sulfonic acid and salts thereof, maleic acid, vinyl sulfonic acid, styrene sulfonic acid, acrylamidopropyl methane sulfonic Acid (AMPS) and salts thereof, and combinations thereof; in one aspect, when the composition isRinse added fabric enhancers, said polymers comprising linear and/or crosslinked quaternized N, N-dialkylaminoalkyl acrylate, when said composition is a liquid laundry detergent, said delivery enhancers comprising a cationic polysaccharide, polyquaternium-10, polyquaternium-7, polyquaternium-6, a homopolymer or copolymer selected from diallyldimethylammonium chloride, quaternized N, N-dialkylaminoalkylacrylamide, quaternized N, N-dialkylaminoalkylmethacrylamide, vinylamine, and mixtures thereof;

d) the soil dispersing polymer is selected from the group consisting of alkoxylated polyethyleneimine, acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane-sulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, homopolymers or copolymers of maleic acid, vinylsulfonic acid, acrylamidopropylmethanesulfonic Acid (AMPS) and salts thereof, derivatives thereof, and mixtures thereof;

e) the whitening agent is selected from the following derivatives: stilbene or 4,4' -diaminostilbene, biphenyl, five-membered heterocycles, for example triazoles, and mixtures thereof;

f) the hueing dye is selected from direct violet dyes, for example, direct violet dyes 9, 35, 48, 51, 66 and 99; direct blue dyes, for example, direct blue dyes 1, 71, 80 and 279; acid red dyes, for example, acid red dyes 17, 73, 52, 88 and 150; acid violet dyes, for example, acid violet dyes 15, 17, 24, 43, 49 and 50; acid blue dyes, for example, acid blue dyes 15, 17, 25, 29, 40, 45, 75, 80, 83, 90 and 113; acid black dyes, for example, acid black dye 1; basic violet dyes, for example, basic violet dyes 1, 3, 4, 10 and 35; basic blue dyes, for example, basic blue dyes 3, 16, 22, 47, 66, 75, and 159; disperse or solvent dyes and mixtures thereof, in one aspect, the hueing dye is selected from the group consisting of: acid violet 17, acid blue 80, acid violet 50, direct blue 71, direct violet 51, direct blue 1, acid red 88, acid red 150, acid blue 29, acid blue 113 and mixtures thereof;

g) the bleaching agent is selected from catalytic metal complexes; an activated peroxygen source; a bleach activator; a bleach booster; photobleaches, peroxygen sources, hydrogen peroxide, perborates and percarbonates or mixtures thereof;

h) the enzyme is selected from the group consisting of hemicellulases, peroxidases, proteases, cellulases, xylanases, lipases, phospholipases, esterases, cutinases, pectinases, pentosanases, mailanases, β -glucanases, laccases, amylases, and mixtures thereof, and in one aspect, the enzyme is a detersive enzyme;

i) the surfactant is selected from the group consisting of alkyl sulfates, alkyl ethoxy sulfates, linear alkylbenzene sulfonates, α -olefin sulfonates, ethoxylated alcohols, ethoxylated alkylphenols, fatty acids, soaps, and mixtures thereof.

j) The fabric care benefit agent is selected from the group consisting of polydimethylsiloxanes, silicone polyethers, cationic silicones, aminosilicones, and mixtures thereof.

(jj) the composition of any one of paragraphs (a) to (II), comprising:

a) a fabric softener active selected from cationic fabric softeners, in one aspect, said cationic softeners are selected from the group consisting of: esters of bis- (2-hydroxypropyl) -dimethyl ammonium methyl sulfate and fatty acids; isomers of esters of bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate and fatty acids, preferably bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate fatty acid esters, more preferably the fatty acids are C which may be of tallow or vegetable origin₁₂-C₂₂Fatty acids, which may be saturated or unsaturated, and/or which may be substituted or unsubstituted, 1, 2-bis (acyloxy) -3-trimethylammonium chloropropane, N-bis (stearoyloxyethyl) -N, N-dimethylammonium chloride, N-bis (tallowyloxyethyl) -N, N-dimethylammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methylammonium sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethylammonium methyl sulfate, N-bis (tallowoyl)-2-hydroxypropyl) -N, N-dimethylmethylammonium sulfate, N-bis (palmitoyl-2-hydroxypropyl) -N, N-dimethylmethylammonium sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, n-dimethylammonium chloride, 1, 2-bis (stearoyloxy) -3-trimethylammonium propane chloride, dicamba dimethyl ammonium chloride, di (hard) tallow dimethyl ammonium chloride, dicamba dimethyl ammonium methyl sulfate, 1-methyl-1-stearamidoethyl-2-stearoyl methyl imidazolinium sulfate, 1-tallowamidoethyl-2-tallowimidazoline, dipalmitoethylhydroxyethylammonium methyl sulfate, and mixtures thereof;

b) a carrier, a carrier and a water-soluble polymer,

c) optionally, an anionic surfactant scavenger selected from water soluble cationic and/or zwitterionic scavenger compounds; in one aspect, the anionic surfactant scavenger is selected from the group consisting of monoalkyl quaternary ammonium compounds and amine precursors thereof, dialkyl quaternary ammonium compounds and amine precursors thereof, polyquaternary ammonium compounds and amine precursors thereof, polymeric amines, and mixtures thereof;

d) optionally, a delivery enhancing agent selected from: a cationic polymer having a charge density of from about 0.05 to about 23 meq/g of polymer, an amphoteric polymer having a charge density of from about 0.05 to about 23 meq/g of polymer, a protein having a charge density of from about 0.05 to about 23 meq/g of protein, and mixtures thereof;

e) optionally, a dye transfer inhibiting agent selected from polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, copolymers of polyvinylpyrrolidone and polyvinylimidazole or mixtures thereof;

f) optionally, a structurant selected from the group consisting of hydrogenated castor oil, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, modified cellulose, microcrystalline cellulose, modified proteins, hydrogenated polyolefins, non-hydrogenated polyolefins, inorganic salts (in one aspect, the inorganic salts are selected from the group consisting of magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate, and mixtures thereof), clays, homopolymers and copolymers comprising cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkylmethacrylamides, quaternized N, N-dialkylaminoalkyl methacrylates, quaternized N, n-dialkylaminoalkyl esters, quaternized N, N-dialkylaminoalkyl acrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides), and mixtures thereof, in one aspect, when the composition is a liquid laundry detergent composition, the structurant comprises hydrogenated castor oil; in one aspect, when the composition is a rinse added fabric enhancer, the structurant comprises linear and/or crosslinked homopolymers and copolymers of quaternized N, N-dialkylaminoalkyl acrylate esters; and

g) optionally, a fabric care benefit agent selected from the group consisting of polyglycerol esters, oily sugar derivatives, wax emulsions, silicones, polyisobutylenes, polyolefins and mixtures thereof; and

h) optionally a perfume; and

i) optionally, a perfume delivery system, in one aspect, said perfume delivery system is selected from the group consisting of a Polymer Assisted Delivery (PAD) system, a Molecule Assisted Delivery (MAD) system, a Cyclodextrin (CD) system, a Starch Encapsulated Accord (SEA) system, a zeolite, and an inorganic carrier (ZIC) system; in one aspect, 2 or more types of PMCs;

the composition has a pH of about 2 to about 7, or a pH of about 2 to about 5.

(kk) the composition of any of paragraphs (a) to (II), comprising:

a) a surfactant selected from the group consisting of anionic surfactants, nonionic surfactants, amphoteric surfactants, cationic surfactants, zwitterionic surfactants, and mixtures thereof;

b) a carrier;

c) optionally, a builder selected from phosphates, water-soluble non-phosphorus organic builders, alkali metal, ammonium and substituted ammonium polyacetates, carboxylates, polycarboxylates, polyhydroxy sulfonates, in one aspect, the builder is selected from sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylenediaminetetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, mellitic acid, benzene polycarboxylic acids, citric acid; oxydisuccinates, ether carboxylates, tartaric monosuccinates, tartaric disuccinates, silicates, aluminosilicates, borates, carbonates, bicarbonates, sesquicarbonates, tetraborate decahydrates, zeolites, and mixtures thereof;

d) optionally, a soil dispersing polymer selected from a homopolymer or terpolymer of an ethylenically unsaturated monomeric anionic monomer selected from acrylic acid, methacrylic acid, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propanesulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, maleic acid, vinyl sulfonic acid, styrene sulfonic acid, acrylamidopropyl methane sulfonic Acid (AMPS) and salts thereof, derivatives thereof and mixtures thereof, alkoxylated polyamines (alkoxylated polyethyleneimine in one aspect), and mixtures thereof;

e) optionally, a delivery enhancing agent comprising a material selected from the group consisting of: a cationic polymer having a charge density of from about 0.05 to about 23 meq/g of polymer, an amphoteric polymer having a charge density of from about 0.05 to about 23 meq/g of polymer, a protein having a charge density of from about 0.05 to about 23 meq/g of protein, and mixtures thereof;

f) optionally, a whitening agent selected from the following derivatives: stilbene or 4,4' -diaminostilbene, biphenyl, five-membered heterocycles, for example triazoles, pyrazolines, oxazoles, imidazoles, six-membered heterocycles, for example coumarins, naphthamides, s-triazines, and mixtures thereof;

g) optionally, a hueing dye comprising a moiety selected from: acridine, anthraquinone (including polycyclic quinones), azine, azo (e.g., monoazo, disazo, trisazo, tetrazo, polyazo, including premetallized azo), benzodifuran and benzodifuranone, carotenoids, coumarin, cyanine, diaza-hemicyanine, diphenylmethane, formazan, hemicyanine, indigoid, methane, naphthalimide, naphthoquinone, nitro and nitroso groups, oxazine, phthalocyanine, pyrazole, stilbene, styryl, triarylmethane, triphenylmethane, xanthene, and mixtures thereof;

h) optionally, a dye transfer inhibiting agent selected from polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, copolymers of polyvinylpyrrolidone and polyvinylimidazole or mixtures thereof;

i) optionally, a bleaching agent selected from catalytic metal complexes; an activated peroxygen source; a bleach activator; a bleach booster; a photo-bleaching agent; a bleaching enzyme; a free radical initiator; h₂O₂(ii) a A hypohalite bleach; a peroxygen source and mixtures thereof;

j) optionally, a detersive enzyme selected from the group consisting of hemicellulases, peroxidases, proteases, cellulases, xylanases, lipases, phospholipases, esterases, cutinases, pectinases, keratanases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, mailanases, β -glucanases, arabinosidases, hyaluronidase, chondroitinase, laccase, amylases, and mixtures thereof;

k) a structurant selected from the group consisting of hydrogenated castor oil, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, modified cellulose, modified protein, hydrogenated polyolefin, non-hydrogenated polyolefin, inorganic salts (in one aspect, the inorganic salts are selected from the group consisting of magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate, and mixtures thereof), clays, homopolymers and copolymers comprising cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkyl methacrylamides, quaternized N, N-dialkylaminoalkyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, derivatized starches, modified celluloses, modified proteins, hydrogenated polyolefins, non-hydrogenated polyolefins, inorganic salts, and mixtures thereof, Quaternized N, N-dialkylaminoalkyl acrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides), and mixtures thereof, in one aspect, when the composition is a liquid laundry detergent composition, the structurant comprises hydrogenated castor oil; in one aspect, when the composition is a rinse added fabric enhancer, the structurant comprises linear and/or crosslinked homopolymers and copolymers of quaternized N, N-dialkylaminoalkyl acrylate esters;

l) optionally, a fabric care benefit agent selected from the group consisting of polyglycerol esters, oily sugar derivatives, wax emulsions, silicones, polyisobutylenes, polyolefins and mixtures thereof; and

m) optionally a perfume;

n) optionally, a perfume delivery system, in one aspect, said perfume delivery system is selected from the group consisting of a Polymer Assisted Delivery (PAD) system, a Molecule Assisted Delivery (MAD) system, a Cyclodextrin (CD) system, a Starch Encapsulated Accord (SEA) system, a zeolite, and an inorganic carrier (ZIC) system; in one aspect, 2 or more types of PMCs;

the composition has a pH of about 4 to about 12, or a pH of about 5 to about 9.

(ll) a composition according to any one of paragraphs (a) to (II), the composition comprising:

a) from about 49 to about 99% of a carrier selected from the group consisting of polyethylene glycol, salts, polysaccharides, and sugars; in one aspect, polyethylene glycol having a molecular weight of about 2000Da to about 20,000Da, polyethylene glycol having a molecular weight of about 3,000Da to about 12,000Da, or polyethylene glycol having a molecular weight of about 6,000Da to about 10,000 Da;

b) optionally, a fabric care benefit agent, in one aspect, a silicone;

c) optionally a perfume;

d) optionally a perfume delivery system;

e) optionally a delivery enhancing agent.

(mm) the composition of any one of paragraphs (a) to (II), comprising:

a) fabric softeners, perfumes, and delivery enhancers; or

b) Fabric softeners, perfumes, and perfume delivery systems; or

c) Hueing dye and surfactant; or

d) Less than 10% total water, the total water being the sum of free water and bound water; or

e) Fabric softeners, fabric care benefit agents and delivery enhancers; or

g) Fabric care benefit agents, anionic surfactant scavengers and delivery enhancers;

or

h) A perfume delivery system, in one aspect, said perfume delivery system is selected from the group consisting of a Polymer Assisted Delivery (PAD) system, a Molecule Assisted Delivery (MAD) system, a Cyclodextrin (CD) system, a Starch Encapsulated Accord (SEA) system, a zeolite, and an inorganic carrier (ZIC) system; in one aspect, 2 or more types of PMCs.

(nn) a composition according to any one of paragraphs (a) to (jj), the composition comprising an emulsion, a gel network, or a lamellar phase, in one aspect, the composition comprising vesicles.

(oo) the composition of any of paragraphs (a) to (II) in the form of crystals, beads or lozenges, in one aspect comprising from about 0.1% to about 50%, from about 0.5% to about 30%, from about 5% to about 30% of a glyceride copolymer selected from the group consisting of the first glyceride copolymer, the second glyceride copolymer, the third glyceride copolymer, and mixtures thereof, by weight of the total composition, in one aspect the beads have a shape that is a circle, a diamond shape, a dome shape, or a semicircle with a flat base.

(pp) an article comprising the composition according to any one of paragraphs (a) to (oo) and a water-soluble film, in one aspect the film comprising polyvinyl alcohol, in one aspect the film surrounding the composition, in one aspect the article comprising two or more chambers surrounded by the film, and wherein at least one of the chambers comprises the composition.

(qq) an article comprising the composition according to any of paragraphs (a) to (II), said article being in the form of dryer paper.

(rr) a fabric treated with a composition according to any of the paragraphs (a) to (oo) and/or an article according to any of the paragraphs (pp) to (qq).

(ss) a method of treating and/or cleaning a fabric, the method comprising:

a) optionally washing and/or rinsing the fabric;

b) contacting the fabric with a composition according to any of the paragraphs (a) to (oo), (uu) and (vv) and/or an article according to any of the paragraphs (pp) to (qq);

c) optionally washing and/or rinsing the fabric; and

d) optionally passively or actively drying the fabric.

(tt) the composition of any of paragraphs (a) to (oo), wherein the first glyceride copolymer and the second glyceride copolymer have a free hydrocarbon content of from about 0% to about 5%, from about 0.1% to about 4%, from about 0.1% to about 3%, or from about 0.1% to about 1%, based on the weight of the glyceride copolymer.

(uu) the composition of any of paragraphs (a) to (oo), wherein the third glyceride copolymer has a free hydrocarbon content of from about 0% to about 5%, from about 0.1% to about 4%, from about 0.1% to about 3%, or from about 0.1% to about 1%, based on the weight of the glyceride copolymer.

(vv) the composition of any of paragraphs (a) to (c) and (w), wherein for the third glyceride copolymer, R²¹、R²²And R²³Each independently selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; in one aspect, R²¹、R²²And R²³Each independently selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

Segments (a2) to (vv2)

(a2) a composition, comprising:

A) a material selected from the group consisting of:

(i) a first glyceride copolymer comprising 3% to 30%, preferably 3% to 25%, more preferably 5% to 20% C, based on the total weight of the first glyceride copolymer_10-14Unsaturated fatty acid esters; preferably, the first glyceride copolymer comprises 3% to 30%, preferably 3% to 25%, more preferably 3% to 20% C, based on the total weight of the first glyceride copolymer_10-13Unsaturated fatty acid esters; more preferably, the first glyceride copolymer comprises from 0.1% to 30%, preferably from 0.1% to 25%, more preferably from 0.2% to 20%, most preferably from 0.5% to 15% of C, based on the total weight of the first glyceride copolymer_10-11Unsaturated fatty acid esters;

(ii) a second glyceride copolymer having the formula (I):

wherein:

R¹and R³，

R²And R⁵，

R¹And adjacent R⁴，

R²And adjacent R⁴，

R³And adjacent R⁴，

R⁵And adjacent R⁴Or is or

Any two adjacent R⁴

Such that the covalently linked moiety forms an alkenylene moiety;

n is an integer of 3 to 250;

with the proviso that for each of said second glyceride copolymers, R¹、R²、R³And R⁵And/or at least one R in a single one of said repeating units having an index n⁴Selected from: 8-A nonenyl group; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-octadecyltrienyl; 9-methyl-8-decenyl; 9-methyl-8-undecenyl; 10-methyl-8-undecenyl; 12-methyl-8, 11-tridecadienyl; 12-methyl-8, 11-tetradecadienyl; 13-methyl-8, 11-tetradecadienyl; 15-methyl-8, 11, 14-hexadecatrienyl; 15-methyl-8, 11, 14-heptadecatrienyl; 16-methyl-8, 11, 14-heptadecatrienyl; 12-tridecenyl; 12-tetradecenyl; 12-pentadecenyl; 12-hexadecenyl; 13-methyl-12-tetradecenyl; 13-methyl-12-pentadecenyl; and 14-methyl-12-pentadecenyl; preferably, the second glyceride copolymer comprises from 3% to 30%, preferably from 3% to 25%, more preferably from 5% to 20% of C, based on the total weight of the second glyceride copolymer_9-13An alkenyl moiety; preferably, the second glyceride copolymer comprises 3% to 30%, preferably 3% to 25%, more preferably 3% to 20% C, based on the total weight of the second glyceride copolymer_9-12An alkenyl moiety; more preferably, the second glyceride copolymer comprises from 0.1% to 30%, preferably from 0.1% to 25%, more preferably from 0.2% to 20%, most preferably from 0.5% to 15% of C, based on the total weight of the second glyceride copolymer_9-10An alkenyl moiety; and

formula (IIa):

formula (IIb):

wherein,

(iv) mixtures thereof; and

B) a material selected from the group consisting of: fabric softener active, fabric care benefit agent, anionic surfactant scavenger, delivery enhancer, perfume delivery system, structurant, soil dispersing polymer, brightener, hueing dye, dye transfer inhibitor, builder, surfactant, enzyme, preferably detersive enzyme and mixtures thereof, and optionally a carrier, preferably, said composition has a pH of from 2 to 12,

the composition is a fabric care composition.

(b2) The composition of paragraph (a2), wherein the first, second and third glyceride copolymers have a weight average molecular weight of from 4,000g/mol to 150,000g/mol, preferably from 5,000g/mol to 130,000g/mol, more preferably from 6,000g/mol to 100,000g/mol, more preferably from 7,000g/mol to 50,000g/mol, more preferably from 8,000g/mol to 30,000g/mol, most preferably from 8,000g/mol to 20,000 g/mol.

(c2) The composition of paragraphs (a2) to (b2), wherein the first, second, and third glyceride copolymers are prepared by a process comprising metathesis; preferably, the process comprises reacting two or more monomers in the presence of a metathesis catalyst as part of a reaction mixture, wherein the weight to weight ratio of monomer compound represented by formula (IIa) to monomer compound represented by formula (IIb) is no more than 10:1, preferably no more than 9:1, more preferably no more than 8:1, more preferably no more than 7:1, more preferably no more than 6:1, more preferably no more than 5:1, more preferably no more than 4:1, more preferably no more than 3:1, more preferably no more than 2:1, most preferably no more than 1: 1; preferably, the metathesis catalyst is an organoruthenium compound, an organoosmium compound, an organotungsten compound, or an organomolybdenum compound.

(d2) The composition of paragraphs (a2) to (c2), wherein for the second glycerinEster copolymers, R¹、R²、R³、R⁴Or R⁵At least one of them is C_9-13Alkenyl, preferably C_9-12Alkenyl, more preferably C_9-10An alkenyl group.

(e2) The composition of paragraphs (a2) to (d2), wherein for the third glyceride copolymer, R¹¹、R¹²、R¹³、R²¹、R²²Or R²³At least one of them is C_9-13Alkenyl, preferably C_9-12Alkenyl, more preferably C_9-10An alkenyl group.

(f2) The composition of paragraphs (a2) to (e2), wherein the G of the second glyceride copolymer¹And G²Part is-CH₂And G³Is a direct bond.

(g2) The composition of any of paragraphs (a2) to (e2), wherein the G of the second glyceride copolymer¹And G³Part is-CH₂And G²Is a direct bond.

(h2) The composition of any of paragraphs (a2) to (e2), wherein the G of the second glyceride copolymer²And G³Part is-CH₂And G¹Is a direct bond.

(i2) The composition of paragraphs (a2) to (h2), wherein for the second glyceride copolymer, G⁴And G⁵At least one of which is-CH₂And G⁶Is a direct bond.

(j2) The composition of any of paragraphs (a2) to (h2), wherein for the second glyceride copolymer, G⁴And G⁶At least one of which is-CH₂And G⁵Is a direct bond.

(k2) The composition of any of paragraphs (a2) to (h2), wherein for the second glyceride copolymer, G⁵And G⁶At least one of which is-CH₂And G⁴Is a direct bond.

(l2) the composition of any one of paragraphs (a2) to (k2), wherein for the second glyceride copolymer, G⁷And G⁸At least one of which is-CH₂And G⁹Is a direct bond.

(m2) the composition of paragraphs (a2) to (k2), wherein for the second glyceride copolymer, G⁷And G⁹At least one of which is-CH₂And G⁸Is a direct bond.

(n2) the composition of paragraphs (a2) to (k2), wherein for the second glyceride copolymer, G⁸And G⁹At least one of which is-CH₂And G⁷Is a direct bond.

(o2) the composition of any one of paragraphs (a2) to (n2), wherein for the second glyceride copolymer, each X¹Independently selected from- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₀-、-(CH₂)₂₂-、-(CH₂)₂₄-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₁₁-CH＝CH-(CH₂)₁₁-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇、-(CH₂)₇-CH＝CH-(CH₂)₉、-(CH₂)₁₁-CH＝CH-(CH₂)₇-or- (CH)₂)₇-CH＝CH-(CH₂)₁₁-。

(p2) the composition of any one of paragraphs (a2) to (m2), wherein for the second glyceride copolymer, each X²Independently selected from- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₀-、-(CH₂)₂₂-、-(CH₂)₂₄-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₁₁-CH＝CH-(CH₂)₁₁-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇、-(CH₂)₇-CH＝CH-(CH₂)₉、-(CH₂)₁₁-CH＝CH-(CH₂)₇-or- (CH)₂)₇-CH＝CH-(CH₂)₁₁-。

(q2) the composition of any one of paragraphs (a2) to (p2), wherein for the second glyceride copolymer, R¹Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R¹Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadienyl group, 8, 11-tridececenyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R¹Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(R2) the composition of any one of paragraphs (a2) to (q2), wherein for the second glyceride copolymer, R²Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R²Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8-decenyl, 8-dece,8,11, 14-octadecenyle, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 12-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R²Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(s2) the composition of any one of paragraphs (a2) to (R2), wherein for the second glyceride copolymer, R³Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R³Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadienyl group, 8, 11-tridececenyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R³Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, nonenyl, 8,11, 14-dodecadienyl, undecenyl, 8,12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(t2) the composition of any one of paragraphs (a2) to (s2), wherein for the second glyceride copolymer, each R⁴Independently selected from C_1-24Alkyl and C_2-24An alkenyl group; preferably, each R⁴Independently selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, each R⁴Independently selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(u2) the composition of any one of paragraphs (a2) to (t2), wherein for the second glyceride copolymer, R⁵Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R⁵Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-tridececenyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-octadecatrienyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 12-methyl-8, 11-tridececenylTetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecatrienyl, 16-methyl-8, 11, 14-heptadecatrienyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R⁵Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(v2) the composition of any one of paragraphs (a2) to (u2), wherein for the second glyceride copolymer, n is an integer from 3 to 250, preferably from 5 to 180, more preferably from 6 to 140, more preferably from 8 to 70, more preferably from 9 to 40, most preferably from 9 to 26.

(w2) the composition of paragraphs (a2) to (c2), wherein for the third glyceride copolymer, R¹¹、R¹²And R¹³Each independently selected from pentadecenyl, heptadecenyl, 8-heptadecenyl, 8, 11-heptadecadienyl, and 8,11, 14-heptadecatrienyl.

(x2) the composition of paragraphs (a2) to (c2) and (w2), wherein for the third glyceride copolymer, R²¹、R²²And R²³Two of which are independently selected from pentadecenyl, heptadecenyl, 8-heptadecenyl, 8, 11-heptadecadienyl, and 8,11, 14-heptadecatrienyl; and wherein R²¹、R²²And R²³One of which is selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-octadecatrienyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-decadecenylTetracarbodienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R²¹、R²²And R²³One of which is selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

(y2) the composition of paragraphs (a2) to (c2) and (w2), wherein for the third glyceride copolymer, R²¹、R²²And R²³One of which is selected from pentadecenyl, heptadecenyl, 8-heptadecenyl, 8, 11-heptadecadienyl, and 8,11, 14-heptadecatrienyl; and wherein R²¹、R²²And R²³Are independently selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R²¹、R²²And R²³Are independently selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, and mixtures thereof,8, 11-tetradecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecadienyl.

(z2) A composition comprising a glyceride copolymer, preferably comprising C_10-14A glyceride copolymer of an unsaturated fatty acid ester comprising structural units formed by the reaction of:

the composition is a fabric care composition.

Preferably, the catalyst is selected from the group consisting of organoruthenium compounds, organoosmium compounds, organotungsten compounds, organomolybdenum compounds, and mixtures thereof;

preferably, the unsaturated alkenylated natural oil glyceride is formed by the reaction of an unsaturated natural oil glyceride with a short chain olefin in the presence of a metathesis catalyst, preferably the catalyst is selected from the group consisting of organoruthenium compounds, organoosmium compounds, organotungsten compounds, organomolybdenum compounds, and mixtures thereof, preferably the short chain olefin is selected from the group consisting of ethylene, propylene, 1-butene, 2-butene, isobutylene, 1-pentene, 2-pentene, 1-hexene, 2-hexene, 3-hexene, and mixtures thereof, preferably the short chain olefin is selected from the group consisting of ethylene, propylene, 1-butene, and 2-butene, and mixtures thereof, preferably the unsaturated alkenylated natural oil glyceride has a lower molecular weight than the second unsaturated natural oil glyceride;

preferably, the unsaturated natural oil glycerides are derived from natural oils; preferably, from vegetable oils, animal fats and/or algal oils; more preferably, it is obtained from abachi oil, almond oil, apricot oil, almond oil, argan nut oil, avocado oil, babassu oil, monkey tree oil, black fennel oil, blackcurrant oil, borage oil, camelina seed oil, rapeseed oil, canola oil, castor oil, cherry kernel oil, coconut oil, corn oil, cottonseed oil, echium oil, evening primrose oil, linseed oil, grapeseed oil, grapefruit seed oil, hazelnut oil, hemp seed oil, jatropha oil, jojoba oil, macadamia nut oil, linseed oil, macadamia nut oil, meadowfoam seed oil, moringa oil, chinaberry oil, olive oil, palm kernel oil, peach kernel oil, peanut oil, pecan oil, pennisetum oil, perilla seed oil, pistachio nut oil, pomegranate seed oil, buffalo nut oil, pumpkin seed oil, raspberry seed oil, red palm oil, rice palm oil, rose oil, safflower oil, sea buckthorn oil, perilla seed oil, sesame seed oil, canola oil, rapeseed oil, black palm kernel oil, sesame seed oil, sesame seed oil, shea butter, sunflower oil, soybean oil, lavender soybean oil, tung oil, walnut oil, wheat germ oil, high oleoyl soybean oil, high oleoyl sunflower oil, high oleoyl safflower oil, high erucic acid rapeseed oil, and mixtures thereof;

preferably, the synthetic polyol ester is derived from a material selected from the group consisting of: ethylene glycol, propylene glycol, glycerol, polyglycerol, polyethylene glycol, polypropylene glycol, poly (tetramethylene ether) glycol, pentaerythritol, dipentaerythritol, tripentaerythritol, trimethylolpropane, neopentyl glycol, a sugar, preferably sucrose, and mixtures thereof;

preferably, the glyceride copolymer has a weight average molecular weight in the range of 4,000 to 150,000g/mol, preferably 5,000 to 130,000g/mol, more preferably 6,000 to 100,000g/mol, more preferably 7,000 to 50,000g/mol, more preferably 8,000 to 30,000g/mol, most preferably 8,000 to 20,000 g/mol.

(aa2) the composition of paragraph (z2), wherein the short chain olefin is ethylene

(bb2) the composition of paragraph (z2), wherein the short chain olefin is propylene.

(cc2) the composition of paragraph (z2), wherein the short chain olefin is 1-butene.

(dd2) the composition of paragraph (z2), wherein the short chain olefin is 2-butene.

(ee2) the composition of paragraphs (a2) to (c2), wherein the first glyceride copolymer is derived from a natural and/or synthetic polyol ester, preferably the natural polyol ester is selected from the group consisting of vegetable oils, animal fats, algal oils, and mixtures thereof; and the synthetic polyol ester is derived from a material selected from the group consisting of: ethylene glycol, propylene glycol, glycerol, polyglycerol, polyethylene glycol, polypropylene glycol, poly (tetramethylene ether) glycol, pentaerythritol, dipentaerythritol, tripentaerythritol, trimethylolpropane, neopentyl glycol, a sugar, preferably sucrose, and mixtures thereof.

(ff2) the composition according to any one of paragraphs (a) to (ee), comprising from 0.1% to 50%, preferably from 0.5% to 30%, more preferably from 1% to 20% of a glyceride copolymer selected from the group consisting of the first glyceride copolymer, the second glyceride copolymer, the third glyceride copolymer, and mixtures thereof, by weight of the total composition.

(gg2) the composition of any one of paragraphs (a2) to (ff2), the composition comprising one or more of:

a) from 0.01% to 50%, preferably from 0.01% to 30%, more preferably from 0.1% to 20% of the fabric softener active;

b) from 0.001% to 15%, preferably from 0.05% to 10%, more preferably from 0.05% to 5% of the anionic surfactant scavenger;

c) from 0.01% to 10%, preferably from 0.05% to 5%, more preferably from 0.05% to 3% of the delivery enhancing agent;

d) from 0.005% to 30%, preferably from 0.01% to 20%, more preferably from 0.02% to 10% of said perfume;

e) from 0.005% to 30%, preferably from 0.01% to 20%, more preferably from 0.02% to 10% of said perfume delivery system;

f) from 0.01% to 20%, preferably from 0.1% to 10%, more preferably from 0.1% to 5% of the soil dispersing polymer;

g) from 0.001% to 10%, preferably from 0.005 to 5%, more preferably from 0.01% to 2% of the whitening agent;

h) from 0.0001% to 10%, preferably from 0.01% to 2%, more preferably from 0.05% to 1% of the hueing dye;

i) from 0.0001% to 10%, preferably from 0.01% to 2%, more preferably from 0.05% to 1% of the dye transfer inhibiting agent;

j) 0.01% to 10%, preferably 0.01% to 5%, more preferably 0.05% to 2% of the enzyme, preferably the enzyme is a detersive enzyme;

k) 0.01% to 20%, 0.1% to 10%, or 0.1% to 5% of the structurant;

l) from 0.05% to 20%, preferably from 0.1% to 15%, more preferably from 0.2% to 7% of said fabric care benefit agent;

m) if the composition is a powder laundry detergent, the composition comprises from 0.1% to 80% of the builder, and if the composition is a liquid laundry detergent, the composition comprises from 0.1% to 20% of the builder;

n) 0.1% to 99% of a carrier; and

o) mixtures thereof.

(hh2) the composition of any one of paragraphs (a2) to (gg2), wherein:

a) the fabric softener active comprises a cationic fabric softener, preferably selected from the group consisting of: esters of bis- (2-hydroxypropyl) -dimethyl ammonium methyl sulfate and fatty acids; isomers of esters of bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate and fatty acids, preferably bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate fatty acid esters, more preferably the fatty acids are C which may be of tallow or vegetable origin₁₂-C₂₂Fatty acids, which may be saturated or unsaturated, and/or which may be substituted or unsubstituted, 1, 2-bis (acyloxy) -3-trimethylammonium chloropropane, N-bis (stearoyloxyethyl) -N, N-dimethylammonium chloride, N-bis (tallowyloxyethyl) -N, N-dimethylammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methylammonium methylsulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (tallowoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (palmitoyl-2-hydroxypropyl) -N, n-dimethyl ammonium methyl sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethyl ammonium chloride, 1, 2-bis (stearoyloxy) -3-trimethyl ammonium chloropropane, di-erucic dimethyl ammonium chloride, di-tallow dimethyl ammonium chloride, di-erucic dimethyl ammonium methyl sulfate, 1-methyl-1-stearamidoethyl-2-stearoyl methyl imidazolinium sulfate, 1-tallowamidoethyl-2-tallowoimidazoline, dipalmitoethylhydroxyethyl ammonium methyl sulfate, and mixtures thereof;

b) the anionic surfactant scavenger comprises a water soluble cationic and/or zwitterionic scavenger compound; preferably, the anionic surfactant scavenger is selected from the group consisting of monoalkyl quaternary ammonium compounds and amine precursors thereof, dialkyl quaternary ammonium compounds and amine precursors thereof, polyquaternary ammonium compounds and amine precursors thereof, polymeric amines and mixtures thereof;

c) the delivery enhancing agent comprises a material selected from the group consisting of: a cationic polymer having a charge density of 0.05 to 23 meq/g of polymer, an amphoteric polymer having a charge density of 0.05 to 23 meq/g of polymer, a protein having a charge density of 0.05 to 23 meq/g of protein, and mixtures thereof;

e) the soil dispersing polymer is selected from homo-or terpolymers of ethylenically unsaturated monomeric anionic monomers, preferably the anionic monomers are selected from acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane-sulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, maleic acid, vinylsulfonic acid, styrenesulfonic acid, acrylamidopropylmethane sulfonic Acid (AMPS) and salts thereof, derivatives thereof, alkoxylated polyamines, preferably alkoxylated polyethyleneimine, and mixtures thereof;

f) the whitening agent is selected from the following derivatives: stilbene or 4,4' -diaminostilbene, biphenyl, five-membered heterocycles, preferably triazole, pyrazoline, oxazole, imidazole, six-membered heterocycles, preferably coumarin, naphthamide, s-triazine, and mixtures thereof;

g) the hueing dye comprises a moiety selected from: acridine, anthraquinone, preferably polycyclic quinones, azines, azos, preferably monoazo, disazo, trisazo, tetrazo, polyazo, premetallized azo, benzodifuran and benzodifuranone, carotenoids, coumarins, cyanine, diazahemicyanine, diphenylmethane, formazan, hemicyanine, indigoids, methane, naphthalimides, naphthoquinones, nitro and nitroso groups, oxazines, phthalocyanines, pyrazoles, stilbenes, styryls, triarylmethanes, triphenylmethanes, xanthenes and mixtures thereof;

j) the detersive enzyme is selected from the group consisting of hemicellulases, peroxidases, proteases, cellulases, xylanases, lipases, phospholipases, esterases, cutinases, pectinases, keratanases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, mailanases, β -glucanases, arabinosidases, hyaluronidase, chondroitinase, laccases, amylases, and mixtures thereof;

k) the structuring agent is selected from the group consisting of hydrogenated castor oil, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, modified cellulose, microcrystalline cellulose, modified proteins, hydrogenated polyolefins, non-hydrogenated polyolefins, inorganic salts, preferably the inorganic salts are selected from the group consisting of magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate and mixtures thereof, clays, homopolymers and copolymers comprising cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl methyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkylmethacrylamides, quaternized N-methacrylic acids, n-dialkylaminoalkyl esters, quaternized N, N-dialkylaminoalkyl methyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, quaternized N, N-dialkylaminoalkylacrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides, and mixtures thereof, preferably, when the composition is a liquid laundry detergent composition, the structurant comprises hydrogenated castor oil; preferably, when the composition is a rinse added fabric enhancer, the structurant comprises linear and/or crosslinked homopolymers and copolymers of quaternized N, N-dialkylaminoalkyl acrylate esters;

m) said builder is selected from phosphates, water-soluble non-phosphorus organic builders, alkali metal, ammonium and substituted ammonium polyacetates, carboxylates, polycarboxylates, polyhydroxy sulfonates, preferably said builder is selected from sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylenediaminetetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, mellitic acid, benzene polycarboxylic acids, citric acid, oxydisuccinates, ether carboxylates, tartrate monosuccinates, tartrate disuccinates, silicates, aluminosilicates, borates, carbonates, bicarbonates, sesquicarbonates, tetraborate decahydrate, zeolites, and mixtures thereof;

o) the carrier is selected from the group consisting of water, 1, 2-propanediol, hexanediol, ethanol, isopropanol, glycerol, C₁-C₄Alkanolamines, salts, sugars, polyalkylene oxides such as polyethylene oxide; polyethylene glycol; polypropylene oxides, and mixtures thereof.

(ii2) the composition of any one of paragraphs (a2) to (hh2), wherein:

a) the fabric softener active is selected from: bis- (2-hydroxy)Propyl) -dimethyl ammonium methyl sulfate and esters of fatty acids; isomers of esters of bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate and fatty acids, preferably bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate fatty acid esters, more preferably the fatty acids are C which may be of tallow or vegetable origin₁₂-C₂₂Fatty acids, which may be saturated or unsaturated, and/or which may be substituted or unsubstituted, 1, 2-bis (acyloxy) -3-trimethylammonium chloropropane, N-bis (stearoyloxyethyl) -N, N-dimethylammonium chloride, N-bis (tallowyloxyethyl) -N, N-dimethylammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methylammonium methylsulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (tallowoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (palmitoyl-2-hydroxypropyl) -N, n-dimethyl ammonium methyl sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethyl ammonium chloride, 1, 2-bis (stearoyloxy) -3-trimethyl ammonium propane chloride, di-erucic dimethyl ammonium chloride, di (hard) tallow dimethyl ammonium chloride, di-erucic dimethyl ammonium methyl sulfate, dipalmitoyl hydroxyethyl ammonium methyl sulfate, and mixtures thereof;

b) the anionic surfactant scavenger is selected from the group consisting of monoalkyl quaternary ammonium compounds, amine precursors of monoalkyl quaternary ammonium compounds, dialkyl quaternary ammonium compounds, and amine precursors of dialkyl quaternary ammonium compounds, polyquaternary ammonium compounds, amine precursors of polyquaternary ammonium compounds, and mixtures thereof, preferably the anionic surfactant scavenger is selected from the group consisting of: N-C₆To C₁₈alkyl-N, N, N-trimethylammonium salts, N-C₆To C₁₈alkyl-N-hydroxyethyl-N, N-dimethylammonium salts, N-C₆To C₁₈alkyl-N, N-dihydroxyethyl-N-methylammonium salts, N-C₆To C₁₈alkyl-N-benzyl-N, N-dimethylammonium salts, N-di-C₆To di-C₁₂alkyl-N, N-dimethylammonium salts, N-di-C₆To di-C₁₂Alkyl N-hydroxyethyl N-methylammonium salts, N-C₆To C₁₈Alkyl N-alkyl hexyl-N, N-dimethyl ammonium salts;

c) the delivery enhancing agent is selected fromSelected from cationic polysaccharides, polyethyleneimines and derivatives thereof, polyamidoamines, and homopolymers, copolymers and terpolymers made from one or more cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl methyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkyl methacrylamides, quaternized N, N-dialkylaminoalkyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, quaternized N, N-dialkylaminoalkyl acrylamides, quaternized N-dialkylaminoalkylacrylamides, quaternized N, N-dialkylaminoalkylamides, and optionally a second monomer, Quaternized N, N-dialkylaminoalkyl methacrylamides, vinylamines and derivatives thereof, allylamines and derivatives thereof, vinylimidazoles, quaternized vinylimidazoles and diallyldialkylammonium chlorides, and combinations thereof, the second monomer selected from the group consisting of: acrylamide, N-dialkylacrylamide, methacrylamide, N-dialkylmethacrylamide, acrylic acid C₁-C₁₂Alkyl esters, acrylic acid C₁-C₁₂Hydroxyalkyl esters, polyalkylene glycol polyacrylates, methacrylic acid C₁-C₁₂Alkyl esters, methacrylic acid C₁-C₁₂Hydroxyalkyl esters, polyalkylene glycol methacrylates, vinyl acetate, vinyl alcohol, vinyl formamide, vinyl acetamide, vinyl alkyl ethers, vinyl pyridine, vinyl pyrrolidone, vinyl imidazole and derivatives, acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane sulfonic acid (HAPS) and salts thereof, allyl sulfonic acid and salts thereof, maleic acid, vinyl sulfonic acid, styrene sulfonic acid, acrylamidopropyl methane sulfonic Acid (AMPS) and salts thereof, and combinations thereof; more preferably, when the composition is a rinse added fabric enhancer, the polymer comprises a linear and/or crosslinked quaternized N, N-dialkylaminoalkyl acrylate, and when the composition is a liquid laundry detergent, the delivery enhancer comprises a cationic polysaccharide, polyquaternium-10, polyquaternium-7, polyquaternium-6, optionallyHomopolymers or copolymers from diallyldimethylammonium chloride, quaternized N, N-dialkylaminoalkyl acrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides, vinylamines, and mixtures thereof;

d) the soil dispersing polymer is selected from the group consisting of homopolymers or copolymers of alkoxylated polyethyleneimine, acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane-sulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, maleic acid, vinyl sulfonic acid, acrylamidopropylmethane sulfonic Acid (AMPS) and salts thereof, derivatives and combinations thereof;

e) the whitening agent is selected from the following derivatives: stilbene or 4,4' -diaminostilbene, biphenyl, five-membered heterocycles such as triazole, and mixtures thereof;

f) the hueing dye is selected from direct violet dyes, preferably direct violet dyes 9, 35, 48, 51, 66 and 99; direct blue dyes, preferably direct blue dyes 1, 71, 80 and 279; acid red dyes, preferably acid red dyes 17, 73, 52, 88 and 150; acid violet dyes, preferably acid violet dyes 15, 17, 24, 43, 49 and 50; acid blue dyes, preferably acid blue dyes 15, 17, 25, 29, 40, 45, 75, 80, 83, 90 and 113; an acid black dye, preferably acid black dye 1; basic violet dyes, preferably basic violet dyes 1, 3, 4, 10 and 35; basic blue dyes, preferably basic blue dyes 3, 16, 22, 47, 66, 75 and 159; disperse or solvent dyes and mixtures thereof, more preferably the hueing dye is selected from: acid violet 17, acid blue 80, acid violet 50, direct blue 71, direct violet 51, direct blue 1, acid red 88, acid red 150, acid blue 29, acid blue 113 and mixtures thereof;

h) the enzyme is selected from the group consisting of hemicellulases, peroxidases, proteases, cellulases, xylanases, lipases, phospholipases, esterases, cutinases, pectinases, pentosanases, mailanases, β -glucanases, laccases, amylases, and mixtures thereof, preferably the enzyme is a detersive enzyme;

(jj2) the composition of any one of paragraphs (a2) to (II2), comprising:

a) a fabric softener active selected from cationic fabric softeners, preferably said cationic softener is selected from: esters of bis- (2-hydroxypropyl) -dimethyl ammonium methyl sulfate and fatty acids; isomers of esters of bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate and fatty acids, preferably bis- (2-hydroxypropyl) -dimethyl ammonium methylsulfate fatty acid esters, more preferably the fatty acids are C which may be of tallow or vegetable origin₁₂-C₂₂Fatty acids, which may be saturated or unsaturated, and/or which may be substituted or unsubstituted, 1, 2-bis (acyloxy) -3-trimethylammonium chloropropane, N-bis (stearoyloxyethyl) -N, N-dimethylammonium chloride, N-bis (tallowyloxyethyl) -N, N-dimethylammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methylammonium methylsulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (tallowoyl-2-hydroxypropyl) -N, N-dimethylammonium methylsulfate, N-bis (palmitoyl-2-hydroxypropyl) -N, n-dimethyl ammonium methyl sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethyl ammonium chloride, 1, 2-bis (stearoyloxy) -3-trimethyl ammonium chloride propane, di-erucic flower dimethyl ammonium chloride, di (hard) tallow dimethyl ammonium chloride, and di-erucic flower dimethyl ammonium chlorideAmmonium methosulfate, 1-methyl-1-stearamidoethyl-2-stearoyl methyl imidazolinium sulfate, 1-tallowamidoethyl-2-tallowoimidazoline, dipalmitoethylhydroxyethylammonium methosulfate, and mixtures thereof;

b) a carrier, a carrier and a water-soluble polymer,

c) optionally, an anionic surfactant scavenger selected from water soluble cationic and/or zwitterionic scavenger compounds; preferably, the anionic surfactant scavenger is selected from the group consisting of monoalkyl quaternary ammonium compounds and amine precursors thereof, dialkyl quaternary ammonium compounds and amine precursors thereof, polyquaternary ammonium compounds and amine precursors thereof, polymeric amines and mixtures thereof;

d) optionally, a delivery enhancing agent selected from: a cationic polymer having a charge density of 0.05 to 23 meq/g of polymer, an amphoteric polymer having a charge density of 0.05 to 23 meq/g of polymer, a protein having a charge density of 0.05 to 23 meq/g of protein, and mixtures thereof;

f) optionally a structuring agent selected from the group consisting of hydrogenated castor oil, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, modified cellulose, microcrystalline cellulose, modified proteins, hydrogenated polyolefins, non-hydrogenated polyolefins, inorganic salts, preferably said inorganic salts are selected from the group consisting of magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate and mixtures thereof, clays, homo-and copolymers comprising cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl methyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkyl methacrylamides, quaternized N-methacrylates, n-dialkylaminoalkyl esters, quaternized N, N-dialkylaminoalkyl methyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, quaternized N, N-dialkylaminoalkylacrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides, and mixtures thereof, preferably, when the composition is a liquid laundry detergent composition, the structurant comprises hydrogenated castor oil; preferably, when the composition is a rinse added fabric enhancer, the structurant comprises linear and/or crosslinked homopolymers and copolymers of quaternized N, N-dialkylaminoalkyl acrylate esters; and

h) optionally a perfume; and

i) optionally, a perfume delivery system, preferably, said perfume delivery system is selected from the group consisting of Polymer Assisted Delivery (PAD) systems, Molecular Assisted Delivery (MAD) systems, Cyclodextrin (CD) systems, Starch Encapsulated Accord (SEA) systems, Zeolites and Inorganic Carrier (ZIC) systems; preferably 2 or more types of PMC;

the composition has a pH of 2 to 7, preferably a pH of 2 to 5.

(kk2) the composition of any one of paragraphs (a2) to (II2), the composition comprising:

b) a carrier;

c) optionally, a builder selected from phosphates, water-soluble non-phosphate organic builders, alkali metal, ammonium and substituted ammonium polyacetates, carboxylates, polycarboxylates, polyhydroxy sulfonates, preferably, the builder is selected from sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylenediaminetetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, mellitic acid, benzene polycarboxylic acids, citric acid; oxydisuccinates, ether carboxylates, tartaric monosuccinates, tartaric disuccinates, silicates, aluminosilicates, borates, carbonates, bicarbonates, sesquicarbonates, tetraborate decahydrates, zeolites, and mixtures thereof;

d) optionally, a soil dispersing polymer selected from homo-or terpolymers of ethylenically unsaturated monomeric anionic monomers, preferably selected from acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane-sulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, maleic acid, vinylsulfonic acid, styrene sulfonic acid, acrylamidopropylmethane sulfonic Acid (AMPS) and salts thereof, derivatives thereof, alkoxylated polyamines, preferably alkoxylated polyethyleneimine, and mixtures thereof;

e) optionally, a delivery enhancing agent selected from: a cationic polymer having a charge density of 0.05 to 23 meq/g of polymer, an amphoteric polymer having a charge density of 0.05 to 23 meq/g of polymer, a protein having a charge density of 0.05 to 23 meq/g of protein, and mixtures thereof;

f) optionally, a whitening agent selected from the following derivatives: stilbene or 4,4' -diaminostilbene, biphenyl, five-membered heterocycles, preferably triazole, pyrazoline, oxazole, imidazole, six-membered heterocycles, preferably coumarin, naphthamide, s-triazine, and mixtures thereof;

g) optionally, a hueing dye comprising a moiety selected from: acridine, anthraquinone, preferably polycyclic quinones, azines, azos, preferably monoazo, disazo, trisazo, tetrazo, polyazo, premetallized azo, benzodifuran and benzodifuranone, carotenoids, coumarins, cyanine, diazahemicyanine, diphenylmethane, formazan, hemicyanine, indigoids, methane, naphthalimides, naphthoquinones, nitro and nitroso groups, oxazines, phthalocyanines, pyrazoles, stilbenes, styryls, triarylmethanes, triphenylmethanes, xanthenes and mixtures thereof;

k) optionally, a structuring agent selected from the group consisting of hydrogenated castor oil, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, modified cellulose, modified protein, hydrogenated polyolefin, non-hydrogenated polyolefin, inorganic salts, preferably, the inorganic salts are selected from the group consisting of magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate and mixtures thereof, clays, homopolymers and copolymers comprising cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl methyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkylmethacrylamides, quaternized N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl esters, and mixtures thereof, Quaternized N, N-dialkylaminoalkyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, quaternized N, N-dialkylaminoalkylacrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides, and mixtures thereof, preferably, when the composition is a liquid laundry detergent composition, the structurant comprises hydrogenated castor oil; preferably, when the composition is a rinse added fabric enhancer, the structurant comprises linear and/or crosslinked homopolymers and copolymers of quaternized N, N-dialkylaminoalkyl acrylate esters;

m) optionally a perfume;

n) optionally, a perfume delivery system, preferably, said perfume delivery system is selected from the group consisting of Polymer Assisted Delivery (PAD) systems, Molecular Assisted Delivery (MAD) systems, Cyclodextrin (CD) systems, Starch Encapsulated Accord (SEA) systems, Zeolites and Inorganic Carrier (ZIC) systems; preferably 2 or more types of PMC;

the composition has a pH of 4 to 12, more preferably a pH of 5 to 9.

(ll2) the composition of any one of paragraphs (a2) to (II2), the composition comprising:

a)49 to 99% of a carrier selected from the group consisting of polyethylene glycol, salts, polysaccharides, and sugars; preferably polyethylene glycol of molecular weight 2000Da to 20,000Da, more preferably polyethylene glycol of molecular weight 3,000Da to 12,000Da, and most preferably polyethylene glycol of molecular weight 6,000Da to 10,000 Da;

b) optionally, a fabric care benefit agent, preferably a silicone;

c) optionally a perfume;

d) optionally a perfume delivery system;

e) optionally a delivery enhancing agent.

(mm2) the composition of any one of paragraphs (a2) to (II2), the composition comprising:

a) fabric softeners, perfumes, and delivery enhancers; or

b) Fabric softeners, perfumes, and perfume delivery systems; or

c) Hueing dye and surfactant; or

e) Fabric softeners, fabric care benefit agents and delivery enhancers; or

or

h) A perfume delivery system, preferably, said perfume delivery system is selected from the group consisting of a Polymer Assisted Delivery (PAD) system, a Molecule Assisted Delivery (MAD) system, a Cyclodextrin (CD) system, a Starch Encapsulated Accord (SEA) system, a zeolite and an inorganic carrier (ZIC) system; preferably 2 or more types of PMC;

(nn2) the composition according to any one of paragraphs (a2) to (jj2), comprising an emulsion, a gel network, or a lamellar phase, preferably the composition comprises vesicles.

(oo2) the composition according to any one of paragraphs (a2) to (II2) and (ll2), in the form of crystals, beads or pastilles, preferably the composition comprises from 0.1% to 50%, preferably from 0.5% to 30%, more preferably from 5% to 30% by weight of the total composition of a triglyceride copolymer selected from the group consisting of the first glyceride copolymer, the second glyceride copolymer, the third glyceride copolymer, and mixtures thereof, preferably the beads have a shape that is a circle, a diamond shape, a dome shape, or a semicircle with a flat base.

(pp2) an article of manufacture comprising the composition according to any one of paragraphs (a2) to (oo2) and a water-soluble film, preferably the film comprises polyvinyl alcohol, preferably the film surrounds the composition, more preferably the article of manufacture comprises two or more chambers surrounded by the film, and wherein at least one of the chambers comprises the composition.

(qq2) an article comprising the composition according to any of paragraphs (a2) to (II2), the article being in the form of dryer paper.

(rr2) a fabric treated with a composition according to any one of paragraphs (a2) to (oo2) and/or an article according to any one of paragraphs (pp2) to (qq 2).

(ss2) a method of treating and/or cleaning a fabric, the method comprising:

a) optionally washing and/or rinsing the fabric;

b) contacting the fabric with a composition according to any of the paragraphs (a2) to (oo2), (uu2) and (vv2) and/or an article according to any of the paragraphs (pp2) to (qq 2);

c) optionally washing and/or rinsing the fabric; and

d) optionally passively or actively drying the fabric.

(tt2) the composition of any one of paragraphs (a2) to (oo2), wherein the first and second glyceride copolymers have a free hydrocarbon content of from 0% to 5%, preferably from 0.1% to 5%, more preferably from 0.1% to 4%, more preferably from 0.1% to 3%, most preferably from 0.1% to 1%, based on the weight of the glyceride copolymer.

(uu2) the composition of any of paragraphs (a2) to (oo2), wherein the third glyceride copolymer has a free hydrocarbon content of from 0% to 5%, preferably from 0.1% to 5%, more preferably from 0.1% to 4%, more preferably from 0.1% to 3%, most preferably from 0.1% to 1%, based on the weight of the glyceride copolymer.

(vv2) the composition of any one of paragraphs (a2) to (c2) and (w2), wherein for the third glyceride copolymer, R²¹、R²²And R²³Each independently selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadiene group, 8, 11-tridecadienyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; preferably, R²¹、R²²And R²³Each independently selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

Method for preparing composition

The compositions of the present invention may be formulated in any suitable form and prepared by any method chosen by the formulator, non-limiting examples of which are described in U.S.5,879,584, which is incorporated herein by reference. For example, the glyceride copolymer may be mixed directly with the other ingredients of the composition to form a finished product without pre-emulsification and/or pre-mixing. Alternatively, the glyceride copolymer may be combined with a surfactant or emulsifier, a solvent, suitable adjuvants and/or any other suitable ingredients to prepare an emulsion prior to compounding the finished product.

Suitable equipment for use in the processes disclosed herein may include continuous stirred tank reactors, homogenizers, turbine mixers, recirculation pumps, paddle mixers, coulter shear mixers, ribbon blenders, vertical axis granulators and drum mixers (both of which may be in batch and continuous process configurations (when available)), spray dryers and extruders. Such devices are available from Lodige GmbH (Paderborn, Germany), Littleford Day, Inc (Florence, Kentucky, u.s.a.), Forberg AS (Larvik, Norway), Glatt ingeurernechnik GmbH (Weimar, Germany), Niro (Soeborg, Denmark), Hosokawa Bepex Corp. (Minneapolis, Minnesota, u.s.a.), Arde Barinco (New Jersey, u.s.a.).

Oligomer of glycerides

In one aspect, the present disclosure provides a glyceride copolymer represented by formula (I):

wherein each R is¹、R²、R³、R⁴And R⁵Independently selected from oligoglyceride moieties, C_1-24Alkyl, substituted C wherein the substituents are one or more-OH moieties_1-24Alkyl radical, C_2-24Alkenyl, or substituted C wherein said substituent is one or more-OH moieties_2-24An alkenyl group; and/or each of the following combinations of moieties may each independently be covalently linked: r¹And R³、R²And R⁵、R¹And adjacent R⁴、R²And adjacent R⁴、R³And adjacent R⁴、R⁵And adjacent R⁴Or any two adjacent R⁴Such that the covalently linked moiety forms an alkenylene moiety; each X¹And X²Independently selected from C_1-32Alkylene, substituted C wherein the substituents are one or more-OH moieties_1-32Alkylene radical, C_2-32Alkenylene, or substituted C wherein the substituent is one or more-OH moieties_2-32An alkenylene group; g¹、G²And G³Two of them are-CH₂-, and G¹、G²And G³One of which is a direct bond; for each individual repeat unit of the repeat units having an index n, G⁴、G⁵And G⁶Two of them are-CH₂-, and G⁴、G⁵And G⁶Is a direct bond, and each individual repeat unit is G⁴、G⁵And G⁶Is independently selected from G in other repeating units⁴、G⁵And G⁶A value of (d); g⁷、G⁸And G⁹Two of them are-CH₂-, and G⁷、G⁸And G⁹One of which is a direct bond; and n is an integer from 3 to 250; with the proviso that for each of said second glyceride copolymers, R¹、R²、R³And R⁵And/or at least one R in a single one of said repeating units having an index n⁴Selected from: 8-nonenyl; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-octadecyltrienyl; 9-methyl-8-decenyl; 9-methyl-8-undecenyl; 10-methyl-8-undecenyl; 12-methyl-8, 11-tridecadienyl; 12-methyl-8, 11-tetradecadienyl; 13-methyl-8, 11-tetradecadienyl; 15-methyl-8, 11, 14-hexadecatrienyl; 15-methyl-8, 11, 14-heptadecatrienyl; 16-methyl-8, 11, 14-heptadecatrienyl; 12-tridecenyl; 12-tetradecenyl; 12-pentadecenyl; 12-hexadecenyl; 13-methyl-12-tetradecenyl; 13-methyl-12-pentadecenyl; and 14-methyl-12-pentadecenyl.

G¹、G²And G³And may have any suitable value. In some embodiments, G¹And G²is-CH₂And G³Is a direct bond. In some other embodiments, G¹And G³is-CH₂And G²Is a direct bond. In some other embodiments, G²And G³is-CH₂And G¹Is a direct bond.

In each case G⁴、G⁵And G⁶Independently, any suitable value. In some embodiments of any of the preceding embodiments, at least one occurrence of G is⁴And G⁵is-CH₂And G⁶Is a direct bond. In some other embodiments of any of the preceding embodiments, at least one instance of G⁴And G⁶is-CH₂And G⁵Is a direct bond. In some other embodiments of any of the preceding embodiments, at least one instance of G⁵And G⁶is-CH₂And G⁴Is a direct bond.

G⁷、G⁸And G⁹And may have any suitable value. In some embodiments of any of the preceding embodiments, G⁷And G⁸is-CH₂And G⁹Is a direct bond. In some other embodiments of any one of the preceding embodiments, G⁷And G⁹is-CH₂And G⁸Is a direct bond. In some other embodiments of any one of the preceding embodiments, G⁸And G⁹is-CH₂And G⁷Is a direct bond.

X¹And may have any suitable value. In some embodiments of any of the preceding embodiments, X is¹Is- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₀-、-(CH₂)₂₂-、-(CH₂)₂₄-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₁₁-CH＝CH-(CH₂)₁₁-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇、-(CH₂)₇-CH＝CH-(CH₂)₉、-(CH₂)₁₁-CH＝CH-(CH₂)₇-or- (CH)₂)₇-CH＝CH-(CH₂)₁₁-. In some such embodiments, X¹Is- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₂-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-(CH₂)₉-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-. In some such embodiments, X¹Is- (CH)₂)₁₆-、-(CH₂)₁₉-、-(CH₂)₂₂-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-. In some other such embodiments, X¹Is- (CH)₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-(CH₂)₉-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-. In some other such embodiments, X¹Is- (CH)₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-。

X²And may have any suitable value. In some embodiments of any of the preceding embodiments, X is²Is- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₀-、-(CH₂)₂₂-、-(CH₂)₂₄-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₁₁-CH＝CH-(CH₂)₁₁-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₁₁-、-(CH₂)₁₁-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇、-(CH₂)₇-CH＝CH-(CH₂)₉、-(CH₂)₁₁-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-(CH₂)₁₁-. In some embodiments, X²Is- (CH)₂)₁₆-、-(CH₂)₁₈-、-(CH₂)₁₉-、-(CH₂)₂₂-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-(CH₂)₉-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-. In some such embodiments, X²Is- (CH)₂)₁₆-、-(CH₂)₁₉-、-(CH₂)₂₂-、-(CH₂)₂₅-、-(CH₂)₂₈-、-(CH₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-. In some other such embodiments, X²Is- (CH)₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₉-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-(CH₂)₉-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-. In some other such embodiments, X²Is- (CH)₂)₇-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-、-(CH₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-, or- (CH)₂)₇-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-CH₂-CH＝CH-(CH₂)₇-。

R¹And may have any suitable value. In some embodiments of any of the above embodiments, R¹Is C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R¹Is undecyl, tridecyl, pentadecyl or heptadecyl. In some other such embodiments, R¹Pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R¹Is C_2-24Alkenyl or C_9-24An alkenyl group. In some such embodiments, R¹Is 8-heptadecenyl, 10-heptadecenyl, 12-heneicosenyl, 8, 11-heptadecadienyl, 8,11, 14-heptadecenyl, 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, 14-eicosenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl, or 8,11, 14-octadecatrienyl. In some further such embodiments, R¹Is 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R¹Is 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some such embodiments, R¹Is 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 8, 11-tridecadienyl, 12-tridecenyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R¹Is 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. At one endIn some further such embodiments, R¹Is 8-nonenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tetradecadidienyl or 8,11, 14-pentadecatrienyl. In some embodiments, R¹Is an oligomeric glyceride moiety.

R²And may have any suitable value. In some embodiments of any of the above embodiments, R²Is C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R²Is undecyl, tridecyl, pentadecyl or heptadecyl. In some other such embodiments, R²Pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R²Is C_2-24Alkenyl or C_9-24An alkenyl group. In some such embodiments, R²Is 8-heptadecenyl, 10-heptadecenyl, 12-heneicosenyl, 8, 11-heptadecadienyl, 8,11, 14-heptadecenyl, 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, 14-eicosenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl, or 8,11, 14-octadecatrienyl. In some further such embodiments, R²Is 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R²Is 8-heptadecenyl8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some such embodiments, R²Is 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R²Is 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-tridececenyl, 12-tridecene, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R²Is 8-nonenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tetradecadidienyl or 8,11, 14-pentadecatrienyl. In some embodiments, R²Is an oligomeric glyceride moiety.

R³And may have any suitable value. In some embodiments of any of the above embodiments, R³Is C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R³Is undecyl, tridecyl, pentadecyl or heptadecyl. In some other such embodiments, R³Pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R³Is C_2-24Alkenyl or C_9-24An alkenyl group. In some such embodiments, R³Is 8-heptadecenyl, 10-heptadecenyl, 12-heneicosenyl, 8, 11-heptadecadienyl, 8,11, 14-heptadecatrienyl, 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 9-methyl-8-decenyl, 9-methyl-8-decadecenylA mono-alkenyl group, a 10-methyl-8-undecenyl group, a 13-methyl-12-tetradecenyl group, a 13-methyl-12-pentadecenyl group, a 14-methyl-12-pentadecenyl group, an 8, 11-dodecadienyl group, an 8, 11-tridecadienyl group, an 8, 11-tetradecadienyl group, an 8, 11-pentadecenyl group, a 12-methyl-8, 11-tridecadienyl group, a 12-methyl-8, 11-tetradecadienyl group, a 13-methyl-8, 11-tetradecadienyl group, a 15-methyl-8, 11, 14-hexadecatrienyl group, a 15-methyl-8, 11, 14-heptadecatrienyl group, a 16-methyl-8, 11, 14-heptadecatrienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecatrienyl, or 8,11, 14-octadecatrienyl. In some further such embodiments, R³Is 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R³Is 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some such embodiments, R³Is 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R³Is 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-tridececenyl, 12-tridecene, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R³Is 8-nonenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tetradecadidienyl or 8,11, 14-pentadecatrienyl. In some embodiments, R³Is an oligomeric glyceride moiety.

In each case R⁴And may have any suitable value. In some embodiments of any of the above embodiments, in at least one of the above embodiments, the composition is administered to a subject in need thereofIn one case, R⁴Is C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, at least one occurrence of R⁴Is undecyl, tridecyl, pentadecyl or heptadecyl. In some such embodiments, at least one occurrence of R⁴Pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, at least one occurrence of R is⁴Is C_2-24Alkenyl or C_9-24An alkenyl group. In some such embodiments, at least one occurrence of R⁴Is 8-heptadecenyl, 10-heptadecenyl, 12-heneicosenyl, 8, 11-heptadecadienyl, 8,11, 14-heptadecenyl, 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, 14-methyl-12-pentadecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl, or 8,11, 14-octadecatrienyl. In some further such embodiments, R is, at least one occurrence⁴Is 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R is, at least one occurrence⁴Is 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some such embodiments, at least one occurrence of R⁴Is 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodeceneA group, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 12-tridecenyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R is, at least one occurrence⁴Is 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R is, at least one occurrence⁴Is 8-nonenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tetradecadidienyl or 8,11, 14-pentadecatrienyl. In some embodiments, at least one occurrence of R⁴Is an oligomeric glyceride moiety.

R⁵And may have any suitable value. In some embodiments of any of the above embodiments, R⁵Is C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R⁵Is undecyl, tridecyl, pentadecyl or heptadecyl. In some other such embodiments, R⁵Pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R⁵Is C_2-24Alkenyl or C_9-24An alkenyl group. In some such embodiments, R⁵Is 8-heptadecenyl, 10-heptadecenyl, 12-heneicosenyl, 8, 11-heptadecadienyl, 8,11, 14-heptadecatrienyl, 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, 14-methyl-12-pentadecenylAlkenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl, or 8,11, 14-octadecatrienyl. In some further such embodiments, R⁵Is 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R⁵Is 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some such embodiments, R⁵Is 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 8, 11-dodecenyl, 12-tridecenyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R⁵Is 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R⁵Is 8-nonenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tetradecadidienyl or 8,11, 14-pentadecatrienyl. In some embodiments, R⁵Is an oligomeric glyceride moiety.

The variable n can have any suitable value. In some embodiments of any of the above embodiments, n is an integer from 3 to 250, or from 5 to 180, or from 6 to 140, or from 8 to 70, or from 9 to 40, or from 9 to 26. In some other embodiments, n is an integer from 3 to 35, or from 5 to 30, or from 7 to 25, or from 10 to 20.

In some embodiments of any of the above embodiments, the glyceride polymer comprises only those compounds, where R is¹、R²、R³And R⁵Or R⁴At least one condition selected from: 8-nonenyl; 8-decenyl; 8-undecenyl; 10-undecenyl, 12-tridecenyl ester; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-heptadecatrienyl; and 8,11, 14-octadecyltrienyl. In some other embodiments of any of the above embodiments, the glyceride polymer comprises only those compounds, where R is¹、R²、R³And R⁵Or R⁴At least one condition selected from: 8-nonenyl; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-heptadecatrienyl; and 8,11, 14-octadecyltrienyl. In some other embodiments of any of the above embodiments, the glyceride polymer comprises only those compounds, where R is¹、R²、R³And R⁵Or R⁴At least one condition selected from: 8-nonenyl; 8-undecenyl; 8, 11-dodecadiene; 8, 11-tetradecadienyl; or 8,11, 14-pentadecatrienoyl. In some embodiments of any of the above embodiments, the glyceride polymer comprises only those compounds, where R is¹、R²、R³And R⁵Or R⁴At least one condition selected from: 8-nonenyl; 8-decenyl; 8-undecenyl; 10-undecenyl; 12-tridecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl;and 8,11, 14-hexadecatrienyl. In some other embodiments of any of the above embodiments, the glyceride polymer comprises only those compounds, where R is¹、R²、R³And R⁵Or R⁴At least one condition selected from: 8-nonenyl; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; and 8,11, 14-hexadecatrienyl. In some other embodiments of any of the above embodiments, the glyceride polymer comprises only those compounds, wherein R is¹、R²、R³And R⁵Or R⁴At least one condition of (A) is C_2-15Alkenyl, or C_2-14Alkenyl, or C_5-14Alkenyl, or C_2-13Alkenyl, or C_2-12Alkenyl, or C_5-12An alkenyl group.

In another aspect, the glyceride copolymer comprises structural units formed by the reaction of two or more monomers comprising a monomer compound represented by formula (IIa) in the presence of a metathesis catalyst:

and a monomer compound represented by the formula (IIb):

wherein each R is¹¹、R¹²And R¹³Independently is C_1-24Alkyl, substituted C wherein the substituents are one or more-OH moieties_1-24Alkyl radical, C_2-24Alkenyl, or substituted C wherein the substituents are one or more-OH moieties_2-24Alkenyl, carrying barThe member is R¹¹、R¹²And R¹³At least one of them is C_2-24Alkenyl or substituted C wherein the substituents are one or more-OH moieties_2-24An alkenyl group; each R²¹、R²²And R²³Independently is C_1-24Alkyl, substituted C wherein the substituents are one or more-OH moieties_1-24Alkyl radical, C_2-24Alkenyl, or substituted C wherein the substituents are one or more-OH moieties_2-24Alkenyl with the proviso that R is²¹、R²²And R²³At least one of which is 8-nonenyl; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-octadecyltrienyl; 9-methyl-8-decenyl; 9-methyl-8-undecenyl; 10-methyl-8-undecenyl; 12-methyl-8, 11-tridecadienyl; 12-methyl-8, 11-tetradecadienyl; 13-methyl-8, 11-tetradecadienyl; 15-methyl-8, 11, 14-hexadecatrienyl; 15-methyl-8, 11, 14-heptadecatrienyl; 16-methyl-8, 11, 14-heptadecatrienyl; 12-tridecenyl; 12-tetradecenyl; 12-pentadecenyl; 12-hexadecenyl; 13-methyl-12-tetradecenyl; 13-methyl-12-pentadecenyl; and 14-methyl-12-pentadecenyl.

Variable R¹¹、R¹²And R¹³And may have any suitable value. In some embodiments, R¹¹、R¹²And R¹³Independently is C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R¹¹、R¹²And R¹³Independently undecyl, tridecyl, pentadecyl or heptadecyl. In some further such embodiments, R¹¹、R¹²And R¹³Independently pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R¹¹、R¹²And R¹³Independently is C_2-24Alkenyl, or C_9-24Alkenyl, or C_11-24Alkenyl, or C_13-24Alkenyl, or C_15-24An alkenyl group. In some such embodiments, R¹¹、R¹²And R¹³Independently 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R¹¹、R¹²And R¹³Independently 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl.

Variable R²¹、R²²And R²³And may have any suitable value. In some embodiments of any of the preceding embodiments, R²¹、R²²And R²³Is independently C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R²¹、R²²And R²³Zero, one or two of (a) are independently undecyl, tridecyl, pentadecyl or heptadecyl. In some further such embodiments, R²¹、R²²And R²³Is independently pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R²¹、R²²And R²³Is independently C_2-24Alkenyl, or C_9-24Alkenyl, or C_11-24Alkenyl, or C_13-24Alkenyl, or C_15-24An alkenyl group. In some such embodiments, R²¹、R²²And R²³Wherein zero, one, or two of (a) are independently 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R²¹、R²²And R²³Is independently 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl.

In some other embodiments of any one of the preceding embodiments, R²¹、R²²And R²³One, two or three of are independently C_2-15Alkenyl, or C_2-14Alkenyl radical, C_5-14Alkenyl, or C_2-13Alkenyl, or C_2-12Alkenyl, or C_5-12An alkenyl group. In some such embodiments, R²¹、R²²And R²³One, two or three of which are independently 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-octadecatrienyl, 9-methyl-8-decenyl, 9-methyl-8-undecenyl, 10-methyl-8-undecenyl, 12-methyl-8, 11-tridecadienyl, 12-methyl-8, 11-tetradecadienyl, 13-methyl-8, 11-tetradecadienyl, C, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl, 10-undecenyl, 8,11, 14-heptadecenyl, or 8,11, 14-octadecatrienyl. In some further such embodiments, R²¹、R²²And R²³One, two or three of which are independently 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R²¹、R²²And R²³One, two or three of which are independently 8-nonenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tetradecadidienyl or 8,11, 14-pentadecatrienyl.

The glyceride copolymers disclosed herein can have any suitable molecular weight. In some embodiments of any of the above embodiments, the glyceride copolymer has a weight average molecular weight in the range of 4,000g/mol to 150,000g/mol, or 5,000g/mol to 130,000g/mol, or 6,000g/mol to 100,000g/mol, or 7,000g/mol to 50,000g/mol, or 8,000g/mol to 30,000g/mol, or 8,000g/mol to 20,000 g/mol.

In some embodiments, the glyceride copolymer has a number average molecular weight (Mn) of from 2,000g/mol to 150,000g/mol, or from 3,000g/mol to 30,000g/mol, or from 4,000g/mol to 20,000 g/mol.

The glyceride copolymers disclosed herein can have any suitable ratio of structural units formed from the monomer compound represented by formula (IIa) to structural units formed from the monomer compound represented by formula (IIb). In some of the above embodiments of any of the above embodiments, the number ratio of structural units formed from monomer compounds represented by formula (IIa) to structural units formed from monomer compounds represented by formula (IIb) is no more than 10:1, or no more than 9:1, or no more than 8:1, or no more than 7:1, or no more than 6:1, or no more than 5:1, or no more than 4:1, or no more than 3:1, or no more than 2:1, or no more than 1: 1. The glyceride copolymers disclosed herein may include additional structural units not formed from the monomeric compounds represented by formula (IIa) or formula (IIb), including but not limited to structural units formed from other unsaturated polyol esters (such as unsaturated diols, triols, etc.).

Or in some other embodiments described in any of the preceding embodiments, reacting two or more monomers in the presence of a metathesis catalyst as part of a reaction mixture, wherein the weight to weight ratio of the monomer compound represented by formula (IIa) to the monomer compound represented by formula (IIb) is no more than 10:1, or no more than 9:1, or no more than 8:1, or no more than 7:1, or no more than 6:1, or no more than 5:1, or no more than 4:1, or no more than 3:1, or no more than 2:1, or no more than 1: 1. In some embodiments, the reaction mixture comprises additional monomer compounds in addition to the monomer compounds represented by formula (IIa) and formula (IIb).

Any suitable metathesis catalyst may be used, as described in more detail below. In some embodiments of any of the above embodiments, the metathesis catalyst is an organoruthenium compound, an organoosmium compound, an organotungsten compound, or an organomolybdenum compound.

In another aspect, the present disclosure provides a glyceride copolymer comprising structural units formed from the reaction of two or more monomers in the presence of a first metathesis catalyst; wherein the first monomer is an unsaturated natural oil glyceride and the second monomer is an unsaturated alkenylated natural oil glyceride. In another aspect, the present disclosure provides a glyceride copolymer comprising structural units formed from the reaction of two or more monomers in the presence of a first metathesis catalyst; wherein the first monomer is an unsaturated synthetic polyol ester and the second monomer is an unsaturated alkenyl natural oil glyceride. In another aspect, the present disclosure provides a glyceride copolymer comprising structural units formed from the reaction of two or more monomers in the presence of a first metathesis catalyst; wherein the first monomer is unsaturated natural oil glyceride, and the second monomer is unsaturated alkenyl synthetic polyol ester. In another aspect, the present disclosure provides a glyceride copolymer comprising structural units formed from the reaction of two or more monomers in the presence of a first metathesis catalyst; wherein the first monomer is an unsaturated synthetic polyol ester and the second monomer is an unsaturated alkenylated synthetic polyol ester. In another aspect, the present disclosure provides a glyceride copolymer comprising structural units formed from the reaction of two or more monomers in the presence of a first metathesis catalyst; wherein the first monomer is a first unsaturated alkenylated synthetic polyol ester and the second monomer is a second unsaturated alkenylated synthetic polyol ester. In another aspect, the present disclosure provides a glyceride copolymer comprising structural units formed from the reaction of two or more monomers in the presence of a first metathesis species; wherein the first monomer is a first unsaturated alkenyl natural oil glyceride and the second monomer is a second unsaturated alkenyl natural oil glyceride. In another aspect, the present disclosure provides a glyceride copolymer comprising structural units formed from the reaction of two or more monomers in the presence of a first metathesis species; wherein the first monomer is an unsaturated alkenylated natural oil glyceride and the second monomer is an unsaturated alkenylated synthetic polyol ester.

In some embodiments, the unsaturated alkenylated natural oil glycerides are formed from the reaction of a second unsaturated natural oil glyceride with a short-chain olefin in the presence of a second metathesis catalyst. In some such embodiments, the unsaturated alkenylated natural oil glyceride has a lower molecular weight than the second unsaturated natural oil glyceride. Any suitable short-chain olefin may be used according to the embodiments described above. In some embodiments, the short chain olefin is C_2-8Olefins or C_2-6An olefin. In some such embodiments, the short chain olefin is ethylene, propylene, 1-butene, 2-butene, isobutylene, 1-pentene, 2-pentene, 1-hexene, 2-hexene, or 3-hexene. In some further such embodiments, the short-chain olefin is ethylene, propylene, 1-butene, 2-butene, or isobutylene. In some embodiments, the short chain olefin is ethylene. In some embodiments, the short chain olefin is propylene. In some embodiments, the short-chain olefin is 1-butene. In some embodiments, the short-chain olefin is 2-butene. In some other embodiments, the short chain olefin is a branched short chain olefin. Non-limiting examples of such branched short alkenes include, but are not limited to, isobutylene, 3-methyl-1-butene, 3-methyl-1-pentene, and 4-methyl-1-pentene.

The unsaturated natural oil glycerides may be obtained from any suitable natural oil source. In some embodiments of any of the preceding embodiments, the unsaturated natural oil glycerides are derived from synthetic oils, natural oils (e.g., vegetable oils, algal oils, oils of bacterial and/or fungal origin, and animal fats), combinations of these, and the like. In some embodiments, the natural oil is derived from a vegetable oil, such as a seed oil. Recyclable vegetable oils may also be used. In some further embodiments, the vegetable oil is abachi oil, almond oil, apricot oil, almond oil, argan oil, avocado oil, babassu oil, banbury tree oil, black fennel oil, blackcurrant oil, borage oil, camelina sativa oil, rapeseed oil, canola (canola) oil, castor oil, cherry oil, coconut oil, corn oil, cottonseed oil, echium oil, evening primrose oil, linseed oil, grapeseed oil, grapefruit seed oil, hazelnut oil, hemp seed oil, jatropha oil, jojoba oil, macadamia nut oil, linseed oil, macadamia nut oil, meadowfoam seed oil, moringa oil, mustard oil, chinaberry oil, olive oil, palm kernel oil, peach kernel oil, peanut oil, mountain oil, rape seed oil, perilla seed oil, pistachio nut oil, pomegranate seed oil, water chestnut oil, melon seed oil, raspberry seed oil, black currant seed oil, Red palm oil, rice bran oil, rose hip oil, safflower oil, sea buckthorn fruit oil, sesame seed oil, shea butter, sunflower oil, soybean oil, lavender soybean oil, tung oil, walnut oil, wheat germ oil, high oleoyl soybean oil, high oleoyl sunflower oil, high oleoyl safflower oil, high erucic acid rapeseed oil, and mixtures thereof. In some embodiments, the vegetable oil is palm oil. In some embodiments, the vegetable oil is soybean oil. In some embodiments, the vegetable oil is canola oil. In some embodiments, representative, non-limiting examples of animal fats include lard, tallow, chicken fat, yellow grease, fish oil, emu oil, combinations of these oils, and the like. In some embodiments, a representative, non-limiting example of a synthetic oil includes tall oil, which is a by-product of wood pulp manufacture. In some embodiments, the natural oil is refined, bleached, and/or deodorized.

Natural oils of the type described herein are typically composed of triglycerides of fatty acids. These fatty acids may be saturated, monounsaturated or polyunsaturated and are contained in C₈To C₃₀Different chain lengths within the range. The most common fatty acids include saturated fatty acids such as lauric acid (dodecanoic acid), myristic acid (tetradecanoic acid), palmitic acid (hexadecanoic acid), stearic acid (octadecanoic acid), arachidic acid (eicosanoic acid), and lignoceric acid (tetracosanoic acid); unsaturated acids include, for example, brownPalmitoleic acid (C)₁₆Acid) and oleic acid (C)₁₈Acids), etc.; polyunsaturated acids include, for example, linoleic acid (diunsaturated C)₁₈Acids), linolenic acid (tri-unsaturated C)₁₈Acid) and arachidonic acid (tetra unsubstituted C)₂₀Acids), and the like. Natural oils are further composed of esters of these fatty acids randomly located at three sites on the trifunctional glycerol molecule. Different natural oils will have different ratios of these fatty acids, and within a given natural oil, the range of these acids will also depend on factors such as the location where the plant or crop is growing, the maturity of the plant or crop, the climate during the growing season, and the like. Thus, it is difficult for any given natural oil to have a particular or unique structure, rather, the structure is typically based on some statistical average. For example, soybean oil contains a mixture of predominantly C16 and C18 acid groups of stearic, oleic, linoleic, and linolenic acids in a ratio of about 15:24:50:11, and an average number of double bonds per triglyceride of 4.4 to 4.7. One way to quantify the number of double bonds is the Iodine Value (IV), which is defined as the number of grams of iodine that will react with 100 grams of oil. Thus, for soybean oil, the average iodine value ranges from 120 to 140. Soybean oil may comprise about 95 wt.% or more (e.g., 99 wt.% or more) triglycerides of fatty acids. The major fatty acids in the polyol ester of soybean oil include saturated fatty acids, as one non-limiting example palmitic (hexadecanoic) and stearic (octadecanoic) acids, and unsaturated fatty acids, as one non-limiting example oleic (9-octadecenoic), linoleic (9,12 octadecadienoic) and linolenic (9,12, 15-octadecatrienoic) acids.

In an exemplary embodiment, the vegetable oil is canola oil, such as refined, bleached and deodorized canola oil (i.e., RBD canola oil). Canola oils are unsaturated glycerol polyol esters of triglycerides typically comprising about 95% or more (e.g., 99% or more) by weight of fatty acids. The major fatty acids in the polyol esters of canola oil include saturated fatty acids (e.g., palmitic (palmitic) and stearic (stearic)) and unsaturated fatty acids (e.g., oleic (9-octadecenoic), linoleic (9, 12-octadecadienoic) and linolenic (9,12, 15-octadecatrienoic)). Canola oil is a highly unsaturated vegetable oil, and many of its triglyceride molecules have at least two unsaturated fatty acids (i.e., polyunsaturated triglycerides).

In some embodiments, the unsaturated alkenylated synthetic polyol ester is formed from the reaction of an unsaturated synthetic polyol ester with a short chain olefin in the presence of a second metathesis catalyst. In some such embodiments, the unsaturated alkenylated synthetic polyol ester has a lower molecular weight than the second unsaturated synthetic polyol ester. Any suitable short-chain olefin may be used according to the embodiments described above. In some embodiments, the short chain olefin is C_2-8Olefins or C_2-6An olefin. In some such embodiments, the short chain olefin is ethylene, propylene, 1-butene, 2-butene, isobutylene, 1-pentene, 2-pentene, 1-hexene, 2-hexene, or 3-hexene. In some further such embodiments, the short-chain olefin is ethylene, propylene, 1-butene, 2-butene, or isobutylene. In some embodiments, the short chain olefin is ethylene. In some embodiments, the short chain olefin is propylene. In some embodiments, the short-chain olefin is 1-butene. In some embodiments, the short-chain olefin is 2-butene. In some other embodiments, the short chain olefin is a branched short chain olefin. Non-limiting examples of such branched short alkenes include, but are not limited to, isobutylene, 3-methyl-1-butene, 3-methyl-1-pentene, and 4-methyl-1-pentene.

Unsaturated synthetic polyol esters include esters such as those derived from ethylene or propylene glycol, polyethylene glycol, polypropylene glycol, or poly (tetramethylene ether) glycol; esters such as those derived from pentaerythritol, dipentaerythritol, tripentaerythritol, trimethylolpropane or neopentyl glycol; or sugar esters, e.g.Sugar esters such asComprising one or more types of sucrose polyesters having up to eight moieties capable of undergoing metathesis cross-linkingChanging the ester group of the reaction. Sucrose polyesters are derived from natural sources and therefore the use of sucrose polyesters can have a positive environmental impact. Sucrose polyesters are polyester materials with multiple substitution positions around the sucrose backbone, as well as chain length, saturation and derivative variables of the fatty chains. Such sucrose polyesters may have a degree of esterification ("IBAR") greater than about 5. In one embodiment, the sucrose polyester may have an IBAR of about 5 to about 8. In another embodiment, the sucrose polyester has an IBAR of about 5 to 7, and in another embodiment, the sucrose polyester has an IBAR of about 6. In another embodiment, the sucrose polyester has an IBAR of about 8. Since sucrose polyesters are derived from natural sources, there may be a distribution and chain length in IBAR. For example, a sucrose polyester with an IBAR of 6 may contain a mixture of predominantly IBAR with about 6 and some with about 5 and some with about 7. Additionally, such sucrose polyesters may have an unsaturation or iodine value ("IV") of from about 3 to about 140. In another embodiment, the sucrose polyester may have an IV of about 10 to about 120. In another embodiment, the sucrose polyester may have an IV of about 20 to 100. In addition, such sucrose polyesters have about C_12-20But are not limited to these chain lengths.

Non-limiting examples of suitable sucrose polyesters include1618S、1618U、1618H、Sefa Soyate IMF 40、Sefa Soyate LP426、2275、C1695、C18:0 95、C1495、1618H B6、1618S B6、1618U B6、Sefa Cottonate、C1295、SefaC895、Sefa C1095、1618S B4.5.5, all available from The Procter and Gamble co. (Cincinnati, Ohio).

Other examples of suitable unsaturated polyol esters may include, but are not limited to, sorbitol esters, maltitol esters, sorbitan esters, maltodextrin derived esters, xylitol esters, polyglycerol esters, and other sugar derived esters.

The glyceride copolymers disclosed herein can have any suitable ratio of structural units formed from the first monomer to structural units formed from the second monomer. In some of the above embodiments of any of the above, the ratio of the number of structural units formed from the first monomer to the number of structural units formed from the second monomer is no more than 10:1, or no more than 9:1, or no more than 8:1, or no more than 7:1, or no more than 6:1, or no more than 5:1, or no more than 4:1, or no more than 3:1, or no more than 2:1, or no more than 1: 1. The glyceride copolymers disclosed herein may include additional structural units not formed from the first monomer or the second monomer, including but not limited to structural units formed from other unsaturated polyol esters (such as unsaturated diols, triols, etc.).

Alternatively, in some other embodiments of any of the preceding embodiments, two or more monomers are reacted in the presence of a metathesis catalyst as part of a reaction mixture, wherein the weight to weight ratio of the first monomer to the second monomer in the reaction mixture is no more than 10:1, or no more than 9:1, or no more than 8:1, or no more than 7:1, or no more than 6:1, or no more than 5:1, or no more than 4:1, or no more than 3:1, or no more than 2:1, or no more than 1: 1. In some embodiments, the reaction mixture comprises additional monomer compounds in addition to the first monomer and the second monomer.

Any suitable metathesis catalyst may be used as the first metathesis catalyst or the second metathesis catalyst, as described in more detail below. In some embodiments of any of the above embodiments, the first metathesis catalyst and the second metathesis catalyst are an organoruthenium compound, an organoosmium compound, an organotungsten compound, or an organomolybdenum compound.

Additional glyceride copolymers are also contemplated as products of the synthetic methods and synthetic examples disclosed herein.

Synthesis method

In a fifth aspect, the present disclosure provides a method of forming a glycerol ester copolymer composition, the method comprising: (a) providing a reaction mixture comprising a metathesis catalyst and a monomer compound represented by formula (IIIa):

and a monomer compound represented by the formula (IIIb):

wherein R is³¹、R³²And R³³Independently is C_1-24Alkyl or C_2-24Alkenyl, each of which is optionally substituted one or more times by-OH, with the proviso that R is³¹、R³²And R³³At least one of them is C_2-24Alkenyl, optionally substituted one or more times with-OH; and R is⁴¹、R⁴²And R⁴³Independently is C_1-24Alkyl or C_2-24Alkenyl, each of which is optionally substituted one or more times by-OH, with the proviso that R is⁴¹、R⁴²And R⁴³At least one of 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-pentadecatrienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl, or 8,11, 14-octadecatrienyl; and (b) reacting the monomer compound represented by formula (IIIa) with the monomer compound represented by formula (IIIb) in the presence of a metathesis catalyst to form the glyceride polymer composition.

Variable R³¹、R³²And R³³And may have any suitable value. In some embodiments, R³¹、R³²And R³³Independently is C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R³¹、R³²And R³³Independently undecyl, tridecyl, pentadecyl or heptadecyl. In some further such embodiments, R³¹、R³²And R³³Independently pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R³¹、R³²And R³³Independently is C_2-24Alkenyl, or C_9-24Alkenyl, or C_11-24Alkenyl, or C_13-24Alkenyl, or C_15-24An alkenyl group. In some such embodiments, R³¹、R³²And R³³Independently 8-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R³¹、R³²And R³³Independently 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl.

Variable R⁴¹、R⁴²And R⁴³And may have any suitable value. In some embodiments of any of the preceding embodiments, R⁴¹、R⁴²And R⁴³Is independently C_1-24Alkyl, or C_11-24Alkyl, or C_13-24Alkyl, or C_15-24An alkyl group. In some such embodiments, R⁴¹、R⁴²And R⁴³Zero, one or two of (a) are independently undecyl, tridecyl, pentadecyl or heptadecyl. In some further such embodiments, R⁴¹、R⁴²And R⁴³Is independently pentadecyl or heptadecyl. In some embodiments of any of the above embodiments, R⁴¹、R⁴²And R⁴³Is independently C_2-24Alkenyl, or C_9-24Alkenyl, or C_11-24Alkenyl, or C_13-24Alkenyl, or C_15-24An alkenyl group. In some such embodiments, R⁴¹、R⁴²And R⁴³Is independently 8 or two of-heptadecenyl, 10-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl. In some further such embodiments, R⁴¹、R⁴²And R⁴³Is independently 8-heptadecenyl, 8, 11-heptadecadienyl, or 8,11, 14-heptadecatrienyl.

In some other embodiments of any one of the preceding embodiments, R⁴¹、R⁴²And R⁴³One, two or three of are independently C_2-15Alkenyl, or C_2-14Alkenyl, or C_2-13Alkenyl, or C_2-12Alkenyl or C_5-12An alkenyl group. In some such embodiments, R⁴¹、R⁴²And R⁴³One, two or three of which are independently 8-nonenyl, 8-decenyl, 8-undecenyl, 10-undecenyl, 8-dodecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecadienyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecatrienyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R⁴¹、R⁴²And R⁴³One, two or three of which are independently 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8, 11-pentadecenyl, 8,11, 14-hexadecatrienyl, 8,11, 14-heptadecenyl or 8,11, 14-octadecatrienyl. In some further such embodiments, R⁴¹、R⁴²And R⁴³One, two or three of which are independently 8-nonenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tetradecadidienyl or 8,11, 14-pentadecatrienyl.

The glyceride copolymers formed by the methods disclosed herein can have any suitable molecular weight. In some embodiments of any of the above embodiments, the glyceride copolymer has a weight average molecular weight in the range of 4,000g/mol to 150,000g/mol, or 5,000g/mol to 130,000g/mol, or 6,000g/mol to 100,000g/mol, or 7,000g/mol to 50,000g/mol, or 8,000g/mol to 30,000g/mol, or 8,000g/mol to 20,000 g/mol.

The glyceride copolymers formed by the methods disclosed herein can have any suitable ratio of structural units formed from the monomer compound represented by formula (IIIa) to structural units formed from the monomer compound represented by formula (IIIb). In some of the above embodiments of any of the above embodiments, the ratio of the number of structural units formed from the monomer compound represented by formula (IIIa) to the number of structural units formed from the monomer compound represented by formula (IIIb) is no more than 10:1, or no more than 9:1, or no more than 8:1, or no more than 7:1, or no more than 6:1, or no more than 5:1, or no more than 4:1, or no more than 3:1, or no more than 2:1, or no more than 1: 1. The glyceride copolymers disclosed herein may include additional structural units that are not formed from the monomeric compounds of formula (IIIa) or formula (IIIb).

Or in some other embodiments described in any of the preceding embodiments, reacting two or more monomers in the presence of a metathesis catalyst as part of the reaction mixture, wherein the weight to weight ratio of the monomer compound represented by formula (IIIa) to the monomer compound represented by formula (IIIb) is no more than 10:1, or no more than 9:1, or no more than 8:1, or no more than 7:1, or no more than 6:1, or no more than 5:1, or no more than 4:1, or no more than 3:1, or no more than 2:1, or no more than 1: 1. In some embodiments, the reaction mixture comprises additional monomer compounds in addition to the monomer compounds of formula (IIIa) and formula (IIIb).

The methods disclosed herein may include additional chemical and physical treatments of the resulting glyceride copolymers. For example, in some embodiments, the resulting glyceride copolymers are subjected to full or partial hydrogenation, such as diene selective hydrogenation. Additionally, in some embodiments, unused metathesis catalyst and/or used metathesis catalyst residues are recovered. In some embodiments of any of the preceding embodiments, the resulting glyceride polymer is subjected to a process that initiates isomerization, such as olefin isomerization.

In another aspect, the present disclosure provides a method of forming a glyceride copolymer, the method comprising: (a) providing a reaction mixture comprising a first metathesis catalyst, and an unsaturated alkenylated natural oil glyceride; and (b) reacting the unsaturated natural oil glyceride and unsaturated alkenylated natural oil glyceride in the presence of the first metathesis catalyst to form the glyceride copolymer.

In some embodiments, the unsaturated alkenylated natural oil glycerides are formed from the reaction of a second unsaturated natural oil glyceride with a short-chain olefin in the presence of a second metathesis catalyst. In some such embodiments, the unsaturated alkenylated natural oil glyceride has a lower molecular weight than the second unsaturated natural oil glyceride. Any suitable short-chain olefin may be used according to the embodiments described above. In some embodiments, the short chain olefin is C_2-14Olefin, C_2-12Olefin, C_2-10Olefin, C_2-8Olefin, C_2-6Olefins, or C_2-4An olefin. In some such embodiments, the short-chain olefin may include at least one of: ethylene, propylene, 1-butene, 2-butene, isobutylene, 1-pentene, 2-pentene, 1-hexene, 2-hexene, 3-hexene, cyclohexene, 2-methyl-1-butene, 2-methyl-2-butene, 3-methyl-1-butene, cyclopentene, 2-methyl-1-pentene, 3-methyl-1-pentene, 4-methyl-1-pentene, 2-methyl-2-pentene, 3-methyl-2-pentene, 4-methyl-2-pentene, or 4,4 dimethyl-2-pentene. In some further such embodiments, the short-chain olefin is ethylene, propylene, 1-butene, 2-butene, or isobutylene. In some embodiments, the short chain olefin is ethylene. In some embodimentsThe short-chain olefin is propylene. In some embodiments, the short-chain olefin is 1-butene. In some embodiments, the short-chain olefin is 2-butene.

As noted above, mixtures of various linear or branched low molecular weight olefins may be used in the reaction to obtain the desired metathesis product distribution. In that

In one embodiment, a mixture of butenes (1-butene, 2-butene, and optionally isobutene) can be used as low molecular weight olefins, thereby providing a low cost, commercially available feedstock, rather than a purified source of one particular butene. Such low cost mixed butene feedstocks are typically diluted with n-butane and/or isobutane.

The first unsaturated natural oil glyceride and the second unsaturated natural oil glyceride can be obtained from any suitable natural oil source. In some embodiments of any of the preceding embodiments, the first or second unsaturated natural oil glyceride is derived from a vegetable oil, such as a seed oil. In some embodiments, the vegetable oil is canola oil, canola oil (canola oil), coconut oil, corn oil, cottonseed oil, olive oil, palm oil, peanut oil, safflower oil, sesame oil, soybean oil, sunflower oil, linseed oil, palm kernel oil, tung oil, jatropha oil, mustard oil, pennycress oil, camelina seed oil, or castor oil. In some embodiments, the vegetable oil is palm oil. In some embodiments, the vegetable oil is soybean oil. In some embodiments, the vegetable oil is canola oil.

The glyceride copolymers formed by the methods disclosed herein can have any suitable ratio of structural units formed from the first monomer to structural units formed from the second monomer. In some of the above embodiments of any of the above, the ratio of the number of structural units formed from the first monomer to the number of structural units formed from the second monomer is no more than 10:1, or no more than 9:1, or no more than 8:1, or no more than 7:1, or no more than 6:1, or no more than 5:1, or no more than 4:1, or no more than 3:1, or no more than 2:1, or no more than 1: 1. The glyceride copolymers disclosed herein may include additional structural units that are not formed from the first monomer or the second monomer.

The methods disclosed herein may include additional chemical and physical treatments of the resulting glyceride copolymers. For example, in some embodiments, the resulting glyceride copolymers are subjected to full or partial hydrogenation, such as diene selective hydrogenation.

Derived from renewable resources

In certain embodiments, the compounds for use in any of the aspects or embodiments disclosed herein may be derived from renewable resources, such as from various natural oils or their derivatives. Any suitable method is used to prepare these compounds from such renewable resources.

Olefin metathesis provides one possible way to convert certain natural oil feedstocks into olefins and esters, which can be used in a variety of applications, or can be further chemically modified and used in a variety of applications. In some embodiments, the compositions (or components of the compositions) may be formed from renewable raw materials, such as renewable raw materials formed by metathesis reactions of natural oils and/or their fatty acids or fatty acid ester derivatives. When a compound comprising a carbon-carbon double bond undergoes a metathesis reaction in the presence of a metathesis catalyst, some or all of the original carbon-carbon double bonds are broken and new carbon-carbon double bonds are formed. The products of such metathesis reactions include carbon-carbon double bonds at different positions, which can provide unsaturated organic compounds with useful chemical properties.

A wide range of natural oils or their derivatives can be used for such metathesis reactions. Examples of suitable natural oils include, but are not limited to, vegetable oils, algal oils, fish oils, animal fats, tall oils, derivatives of these oils, combinations of any of these oils, and the like. Representative, non-limiting examples of vegetable oils include canola oil (canola oil), high erucic acid rapeseed oil, coconut oil, corn oil, cottonseed oil, olive oil, palm oil, peanut oil, safflower oil, sesame oil, soybean oil, sunflower oil, linseed oil, palm kernel oil, tung oil, jatropha oil, canola oil, pennisetum seed oil, camelina seed oil, hemp oil, and castor oil. Representative, non-limiting examples of animal fats include lard, tallow, poultry fat, yellow grease, and fish oil. Tall oil is a by-product of wood pulp manufacture. In some embodiments, the natural oil or natural oil feedstock comprises one or more unsaturated glycerides (e.g., unsaturated triglycerides). In some such embodiments, the natural oil feedstock comprises at least 50 wt.%, or at least 60 wt.%, or at least 70 wt.%, or at least 80 wt.%, or at least 90 wt.%, or at least 95 wt.%, or at least 97 wt.%, or at least 99 wt.% of one or more unsaturated triglycerides, based on the total weight of the natural oil feedstock.

The natural oil may include canola oil or soybean oil, such as refined, bleached, and deodorized soybean oil (i.e., RBD soybean oil). The soybean oil typically comprises about 95 weight percent (wt%) or more (e.g., 99 wt% or more) triglycerides of fatty acids. The major fatty acids in the polyol esters of soybean oil include, but are not limited to, saturated fatty acids such as palmitic (hexadecanoic) and stearic (octadecanoic) acids, and unsaturated fatty acids such as oleic (9-octadecenoic), linoleic (9, 12-octadecadienoic) and linolenic (9,12, 15-octadecatrienoic) acids.

Such natural oils or derivatives thereof comprise esters of various unsaturated fatty acids, such as triglycerides. The identity and concentration of such fatty acids vary according to the oil source, and in some cases, according to the species. In some embodiments, the natural oil comprises one or more esters of oleic acid, linoleic acid, linolenic acid, or any combination thereof. When such fatty acid esters are metathesized, new compounds are formed. For example, in embodiments where the metathesis uses certain short chain olefins such as ethylene, propylene, or 1-butene, and the natural oil includes esters of oleic acid, some amount of 1-decene and 1-decenoic acid (or esters thereof) is formed in the product.

In some embodiments, the natural oils may be subjected to various pretreatment processes that may contribute to their utility in certain metathesis reactions. Useful pretreatment methods are described in U.S. patent application publications 2011/0113679, 2014/0275595, and 2014/0275681, all three of which are incorporated by reference as if fully set forth herein.

In certain embodiments, prior to the metathesis reaction, the natural oil and/or unsaturated polyol ester feedstock may be treated to render the natural oil more suitable for subsequent metathesis reactions. In one embodiment, the treatment of the natural oil and/or unsaturated polyol ester includes removing catalyst poisons, such as peroxides, that may potentially reduce the activity of the metathesis catalyst. Non-limiting examples of natural oil and/or unsaturated polyol ester feedstock treatment processes for reducing catalyst poisons include those described in PCT/US2008/09604, PCT/US2008/09635, and U.S. patent application serial nos. 12/672,651 and 12/672,652, which are incorporated herein by reference in their entirety. In certain embodiments, the natural oil and/or unsaturated polyol ester feedstock is heat treated by: the feedstock is heated to a temperature greater than 100 ℃ in the absence of oxygen and maintained at that temperature for a time sufficient to reduce catalyst poisons in the feedstock. In other embodiments, the temperature is between about 100 ℃ and 300 ℃, between about 120 ℃ and 250 ℃, between about 150 ℃ and 210 ℃, or between about 190 ℃ and 200 ℃. In one embodiment, the absence of oxygen is achieved by sparging the natural oil and/or unsaturated polyol ester feedstock with nitrogen pumped into the feedstock treatment vessel at a pressure of about 10atm (150 psig).

In certain embodiments, the natural oil and/or unsaturated polyol ester feedstock is chemically treated by a chemical reaction of a catalyst poison under conditions sufficient to reduce the catalyst poison in the feedstock. In certain embodiments, the feedstock is treated with a reducing agent or a cation-inorganic base composition. Non-limiting examples of reducing agents include bisulfates, borohydrides, phosphines, thiosulfates, and combinations thereof.

In certain embodiments, the natural oil and/or unsaturated polyol ester feedstock is treated with an adsorbent to remove catalyst poisons. In one embodiment, the feedstock is treated with a combination of thermal and adsorbent processes. In another embodiment, the feedstock is treated with a combination of chemical and adsorbent processes. In another embodiment, the treatment involves partial hydrotreating to alter the reactivity of the natural oil and/or unsaturated polyol ester feedstock with a metathesis catalyst. Additional non-limiting examples of feedstock processing are also described below when discussing various metathesis catalysts.

In some embodiments, after any optional pretreatment of the natural oil feedstock, the natural oil feedstock is reacted in the presence of a metathesis catalyst in a metathesis reactor. In some other embodiments, an unsaturated ester (e.g., an unsaturated glyceride, such as an unsaturated triglyceride) is reacted in a metathesis reactor in the presence of a metathesis catalyst. These unsaturated esters may be components of the natural oil feedstock, or may be derived from other sources, for example, from esters produced in earlier-conducted metathesis reactions.

In some embodiments, the natural oil is winterized. Winterization refers to the following process: (1) removal of waxes and other non-triglyceride components, (2) removal of naturally occurring high melting triglycerides, and (3) removal of high melting triglycerides formed during partial hydrogenation. Winterization can be achieved by known methods including, for example, cooling the oil at a controlled rate, resulting in crystallization of the higher melting point component to be removed from the oil. The crystallized high melting component is then removed from the oil by filtration to give a winterized oil. Winterized soybean oil is commercially available from Cargill, Incorporated (Minneapolis, Minn.).

The conditions and reactor design for such metathesis reactions and suitable catalysts are described below with reference to metathesis of olefin esters. This discussion is incorporated by reference as if fully set forth herein.

Olefin metathesis

In some embodiments, one or more of the unsaturated monomers can be prepared by metathesis of a natural oil or natural oil derivative. The term "metathesis" or "metathesis" can refer to a variety of different reactions including, but not limited to, cross-metathesis, self-metathesis, ring-opening metathesis polymerization ("ROMP"), ring-closing metathesis ("RCM"), and acyclic diene metathesis ("ADMET"). Any suitable metathesis reaction may be used, depending on the desired product or product mixture.

In some embodiments, after any optional pretreatment of the natural oil feedstock, the natural oil feedstock is reacted in the presence of a metathesis catalyst in a metathesis reactor. In some other embodiments, an unsaturated ester (e.g., an unsaturated glyceride, such as an unsaturated triglyceride) is reacted in a metathesis reactor in the presence of a metathesis catalyst. These unsaturated esters may be components of the natural oil feedstock, or may be derived from other sources, for example, from esters produced in earlier-conducted metathesis reactions. In certain embodiments, the natural oil or unsaturated ester may undergo a self-metathesis reaction with itself in the presence of a metathesis catalyst.

In some embodiments, metathesis includes reacting a natural oil feedstock (or another unsaturated ester) in the presence of a metathesis catalyst. In some such embodiments, metathesis includes reacting one or more unsaturated glycerides (such as unsaturated triglycerides) in a natural oil feedstock in the presence of a metathesis catalyst. In some embodiments, the unsaturated glycerides include one or more esters of oleic acid, linoleic acid, or a combination thereof. In some other embodiments, the unsaturated glyceride is the product of partial hydrogenation and/or metathesis of another unsaturated glyceride (as described above).

In some embodiments, the unsaturated polyol ester is partially hydrogenated prior to metathesis. For example, in some embodiments, the unsaturated polyol ester is partially hydrogenated to achieve an Iodine Value (IV) of about 120 or less prior to subjecting the partially hydrogenated polyol ester to metathesis.

The metathesis process can be conducted under any conditions sufficient to produce the desired metathesis product. For example, one skilled in the art can select stoichiometry, atmosphere, solvent, temperature, and pressure to produce the desired product and minimize undesired by-products. In some embodiments, the metathesis process may be conducted under an inert atmosphere. Similarly, in embodiments where the reagent is supplied as a gas, an inert gas diluent may be used in the gas stream. In such implementations, the inert atmosphere or inert gas diluent is typically an inert gas, meaning that the gas does not interact with the metathesis catalyst to impede catalysis to a significant extent. For example, non-limiting examples of inert gases include helium, neon, argon, methane, and nitrogen, used alone or with each other and with other inert gases.

The reactor design for a metathesis reaction may vary depending on a variety of factors including, but not limited to, the scale of the reaction, the reaction conditions (heat, pressure, etc.), the nature of the catalyst, the nature of the materials reacted in the reactor, and the nature of the feedstock used. Suitable reactors can be designed by one skilled in the art based on relevant factors and incorporated into refining processes such as those disclosed herein.

The metathesis reactions disclosed herein generally take place in the presence of one or more metathesis catalysts. Such processes may employ any suitable metathesis catalyst. The metathesis catalyst in this reaction may include any catalyst or catalyst system that catalyzes a metathesis reaction. Any known or contemplated metathesis catalyst may be used alone or in combination with one or more additional catalysts. Examples of metathesis catalysts and process conditions are described in US 2011/0160472, which is incorporated herein by reference, except that in the event of inconsistent disclosure or definitions with any of the in the specification, the disclosure or definition herein shall control. Many of the metathesis catalysts described in US 2011/0160472 are currently available from materials, Inc.

In some embodiments, the metathesis catalyst includes a Grubbs-type olefin metathesis catalyst and/or an entity derived therefrom. In some embodiments, the metathesis catalyst includes a first-generation Grubbs-type olefin metathesis catalyst and/or an entity derived therefrom. In some embodiments, the metathesis catalyst includes a second generation Grubbs-type olefin metathesis catalyst and/or an entity derived therefrom. In some embodiments, the metathesis catalyst includes a first generation Hoveyda-Grubbs-type olefin metathesis catalyst and/or an entity derived therefrom. In some embodiments, the metathesis catalyst includes a second generation Hoveyda-Grubbs-type olefin metathesis catalyst and/or entities derived therefrom. In some embodiments, the metathesis catalyst comprises one or more ruthenium carbene metathesis catalysts sold by Materia, inc. (Pasadena, California) and/or one or more entities derived from such catalysts. Representative metathesis catalysts from material, inc. for use in accordance with the teachings of the present invention include, but are not limited to, those sold under the following product numbers and combinations thereof: product number C823 (catalog number 172222-30-9), product number C848 (catalog number 246047-72-3), product number C601 (catalog number 203714-71-0), product number C627 (catalog number 301224-40-8), product number C571 (catalog number 927429-61-6), product number C598 (catalog number 802912-44-3), product number C793 (catalog number 927429-60-5), product number C801 (catalog number 194659-03-9), product number C827 (catalog number 253688-91-4), product number C884 (catalog number 900169-53-1), product number C833 (catalog number 1020085-61-3), product number C859 (catalog number 832146-68-6), product number C711 (catalog number 635679-24-2), Product number C933 (catalog number 373640-75-6).

In some embodiments, the metathesis catalyst includes molybdenum and/or tungsten carbene complexes and/or entities derived from such complexes. In some embodiments, the metathesis catalyst comprises a Schrock-type olefin metathesis catalyst and/or entities derived therefrom. In some embodiments, the metathesis catalyst includes a high oxidation state alkylene complex of molybdenum and/or a particularly derivatized entity. In some embodiments, the metathesis catalyst includes a high oxidation state alkylene complex of tungsten and/or a particularly derivatized entity. In some embodiments, the metathesis catalyst includes molybdenum (VI). In some embodiments, the metathesis catalyst includes tungsten (VI). In some embodiments, the metathesis catalyst includes a molybdenum-and/or tungsten-containing alkylene complex of the type described in one or more of the following documents: (a) angew.chem.int. editor engl, 2003, 42, 4592-; (b) chem.rev., 2002, 102, 145-179; and/or (c) chem.rev.,2009, 109, 3211-3226, each of which is incorporated by reference herein in its entirety, except that in the event of inconsistent disclosure or definition from any of the present specification, the disclosure or definition herein shall prevail.

Suitable homogeneous metathesis catalysts include transition metal halides or oxo halides (e.g., WOCl)₄Or WCl₆) With alkylation co-catalyst (Me)₄Sn), or an alkylene (or carbene) complex of a transition metal, particularly Ru or W. These include first and second generation Grubbs catalysts, Grubbs-Hoveyda catalysts, and the like. Suitable alkylene catalysts have the general structure: m [ X ]¹X²L¹L²(L³)_n]＝C_m＝C(R¹)R²

Wherein M is a group 8 transition metal, L¹、L²And L³Is a neutral electron donor ligand, n is 0 (such that L³May not be present) or 1, m is 0, 1 or 2, X¹And X²Is an anionic ligand, and R¹And R²Independently selected from the group consisting of H, hydrocarbyl, substituted hydrocarbyl, heteroatom-containing hydrocarbyl, substituted heteroatom-containing hydrocarbyl, and functional groups. X¹、X²、L¹、L²、L³、R¹And R²Any two or more of these may form a cyclic group and any of these groups may be attached to the carrier.

The first Grubbs catalysts belong to this class, where m ═ n ═ 0 and p n, X¹、X²、L¹、L²、L³、R¹And R²Specific selections are made as described in U.S. patent application publication 2010/0145086, which is incorporated herein by reference for all teachings of metathesis catalysts.

The second generation Grubbs catalysts also have the general formula above, butL¹Are carbene ligands in which the carbon of the carbene is flanked by N, O, S or a P atom, preferably by two N atoms. Typically, the carbene ligand is part of a cyclic group. Examples of suitable second generation Grubbs catalysts are also found in the' 086 patent publication.

In another class of suitable alkylene catalysts, L¹Is a strongly coordinating neutral electron donor as in first and second generation Grubbs catalysts, and L²And L³Is a weakly coordinating neutral electron donor ligand in the form of an optionally substituted heterocyclic group. Thus, L²And L³Pyridine, pyrimidine, pyrrole, quinoline, thiophene, etc.

In another class of suitable alkylene catalysts, a pair of substituents is used to form a di-or tridentate ligand, such as a diphosphonate, a dialkoxide, or an alkyldiketonate. Grubbs-Hoveyda catalysts are a subset of this class, where L²And R²Typically, neutral oxygen or nitrogen coordinates to the metal, while also bonding to carbon (which is α -, β -, or γ -relative to the carbon of the carbene) to provide a bidentate ligand.

The following structures provide only a few examples of suitable catalysts that may be used:

the supported catalyst can be used in a metathesis process. An immobilized catalyst is a system comprising a catalyst and a support, the catalyst being associated with the support. Exemplary associations between the catalyst and the support can occur through chemical bonds or weak interactions (e.g., hydrogen bonds, donor-acceptor interactions) between the catalyst or any portion thereof and the support or any portion thereof. The support is intended to include any material suitable for supporting a catalyst. Typically, the supported catalyst is a solid phase catalyst that acts on reactants and products in either the liquid or gas phase. Exemplary supports are polymers, silica or alumina. Such supported catalysts are useful in flow processes. The immobilized catalyst can simplify the purification of the product and the recovery of the catalyst, so that the recovery of the catalyst can be more convenient.

Any useful amount of the selected metathesis catalyst can be used in the process. For example, the molar ratio of unsaturated polyol ester to catalyst can range from about 5:1 to about 10,000,000:1 or from about 50:1 to 500,000: 1. In some embodiments, an amount of about 1ppm to about 20ppm, or about 2ppm to about 15ppm, of double bonds of the metathesis catalyst/starting composition (i.e., on a moles/mole basis) is used.

In some embodiments, the metathesis reaction is catalyzed by a system comprising both transition metal and non-transition metal components. The most active and most numerous catalyst systems are derived from group 6 and group 8 transition metals, such as tungsten, molybdenum and ruthenium.

In certain embodiments, the metathesis catalyst is dissolved in a solvent prior to conducting the metathesis reaction. In certain such embodiments, the selected solvent may be selected to be substantially inert with respect to the metathesis catalyst. For example, substantially inert solvents include, but are not limited to: aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene; aliphatic solvents including pentane, hexane, heptane, cyclohexane, and the like; and chlorinated alkanes such as dichloromethane, chloroform, dichloroethane, and the like. In some embodiments, the solvent comprises toluene.

In other embodiments, the metathesis catalyst is insoluble in the solvent prior to conducting the metathesis reaction. Instead, for example, the catalyst may be slurried with a natural oil or unsaturated ester, wherein the natural oil or unsaturated ester is in a liquid state. Under these conditions, upon separation of the solvent, the solvent (e.g., toluene) can be eliminated from the process and downstream olefin losses eliminated. In other embodiments, the metathesis catalyst may be added to the natural oil or unsaturated ester in solid form (rather than slurried) (e.g., as a screw feed).

In certain embodiments, a ligand may be added to the metathesis reaction mixture. In many embodiments where a ligand is used, the ligand is selected to be a molecule that stabilizes the catalyst and may therefore provide the catalyst with an increased turnover number. In some cases, ligands can alter reaction selectivity and product distribution. Examples of ligands that can be used include lewis base ligands such as, but not limited to: trialkylphosphines, such as tricyclohexylphosphine and tributylphosphine; triarylphosphines such as triphenylphosphine; diarylalkylphosphines such as diphenylcyclohexylphosphine; pyridines such as 2, 6-lutidine, 2,4, 6-collidine; and other lewis basic ligands such as phosphine oxides and monooxyphosphinite salts. During metathesis, additives that increase catalyst life may also be present.

In some cases, the metathesis reaction temperature may be a rate controlling variable, with the temperature being selected to provide the desired product at an acceptable rate. In certain embodiments, the metathesis reaction temperature is greater than about-40 ℃, greater than about-20 ℃, greater than about 0 ℃, or greater than about 10 ℃. In certain embodiments, the metathesis reaction temperature is less than about 200 ℃, or less than about 150 ℃, or less than about 120 ℃. In some embodiments, the metathesis reaction temperature is between about 0 ℃ and about 150 ℃, or between about 10 ℃ and about 120 ℃.

The metathesis reaction can be run at any desired pressure. Generally, it is desirable to maintain a total pressure high enough to keep the cross-metathesis reagents in solution. Thus, as the molecular weight of the cross-metathesis reagent increases, the low pressure range generally decreases due to the increased boiling point of the cross-metathesis reagent. The total pressure may be selected to be greater than about 0.1 atmosphere (10kPa), and in some embodiments, greater than about 0.3 atmosphere (30kPa), or greater than about 1 atmosphere (100 kPa). Typically, the reaction pressure is no more than about 70 atmospheres (7000kPa), and in some embodiments, no more than about 30 atmospheres (3000 kPa). A non-limiting exemplary pressure range for the metathesis reaction is from about 1 atmosphere (100kPa) to about 30 atmospheres (3000 kPa). In certain embodiments, it may be desirable to run the metathesis reaction under a reduced pressure atmosphere. Reduced pressure or vacuum may be usedConditions are used to remove the olefin (as it is produced in the metathesis reaction), driving the metathesis toward equilibrium with the formation of the less volatile product. For self-metathesis of natural oils, reduced pressure may be used to remove C as the metathesis reaction proceeds₁₂Or lighter olefins including but not limited to hexene, nonene, and dodecene, and by-products including but not limited to cyclohexadiene and benzene. Removal of these species can be used as a means to drive the reaction toward the formation of diester groups and cross-linking of triglycerides.

In some embodiments, after metathesis occurs, the metathesis catalyst is removed from the resulting product. One method of removing the catalyst is to treat the metathesis product with an adsorbent bed. Representative adsorbents for use in accordance with the present teachings include, but are not limited to, carbon, silica-alumina, clay, magnesium silicate (e.g., magnesels), synthetic silica adsorbents sold under the trade name tristyl by w.r.grace & co., diatomaceous earth, polystyrene, Macroporous (MP) resins, and the like, and mixtures thereof. In one embodiment, the adsorbent is a clay bed. The clay bed will adsorb the metathesis catalyst and after the filtration step, the metathesis product may be sent to a separation unit for further processing. The separation unit may comprise a distillation unit. In some embodiments, the distillation may be performed, for example, by steam stripping the metathesis products. Distillation can be accomplished by bubbling the mixture in a vessel, usually with agitation, contacting the mixture with a gas stream in a column that can contain typical distillation packing (e.g., random or structured), vacuum distillation, or evaporation of the light materials in an evaporator such as a wiped film evaporator. Typically, steam stripping will be carried out under reduced pressure and at a temperature in the range of about 100 ℃ to 250 ℃. The temperature may depend, for example, on the level of vacuum used, with higher vacuum allowing lower temperatures and more efficient and complete separation of volatiles.

In another embodiment, the adsorbent is a water soluble phosphine reagent, such as tris (hydroxymethyl) phosphine (THMP). THMP may be added in a ratio relative to the catalyst equal to at least a 1:1, 5:1, 10:1, 25:1, or 50:1 molar ratio. The catalyst can be separated from the water-soluble phosphine by decanting the aqueous phase from the organic phase by known liquid-liquid extraction mechanisms. In other embodiments, catalyst separation comprises washing or extracting the mixture with a polar solvent (e.g., particularly (but not exclusively) embodiments in which the reagents are at least partially dissolved in a polar solvent). Representative polar solvents for use in accordance with the teachings of the present invention include, but are not limited to, water, alcohols (e.g., methanol, ethanol, etc.), glycols, glycerol, DMF, multifunctional polar compounds including, but not limited to, polyethylene glycols and/or glymes, ionic liquids, and the like, and combinations thereof. In some embodiments, the mixture is extracted with water. In some embodiments, when the phosphite is at least partially hydrolyzable (e.g., in some embodiments, a phosphite having a low molecular weight including, but not limited to, trimethyl phosphite, triethyl phosphite, and combinations thereof, is used as a reagent, washing the mixture with water can convert the phosphite to the corresponding acid. In other embodiments, the metathesis products may be contacted with reactants to deactivate or extract the catalyst.

The metathesis reaction also results in the formation of internal olefin compounds that may be linear or cyclic. If the metathesized polyol ester is fully or partially hydrogenated, the linear and cyclic olefins will typically be fully or partially converted to the corresponding saturated linear and cyclic hydrocarbons. The linear/cyclic olefins and saturated linear/cyclic hydrocarbons may remain in the metathesized polyol ester, or they may be removed or partially removed from the metathesized polyol ester using one or more known stripping techniques, including, but not limited to, wiped film evaporation, falling film evaporation, rotary evaporation, steam stripping, vacuum distillation, and the like.

Multiple sequential metathesis reaction steps may be employed. For example, the glyceride copolymer product may be prepared by: the unsaturated polyol ester is reacted in the presence of a metathesis catalyst to form a first glyceride copolymer product. The first glyceride copolymer product may then be reacted in a self-metathesis reaction to form another metathesized glyceride co-productAnd (3) a polymer product. Alternatively, the first glyceride copolymer product can be reacted with an unsaturated polyol ester in a cross-metathesis reaction to form another glyceride copolymer product. Also in the alternative, the transesterification product, olefin, and/or ester may be further metathesized in the presence of a metathesis catalyst. Such multiple and/or sequential metathesis reactions can be performed as many times as desired, and at least one or more times, depending on the processing/composition requirements as understood by those skilled in the art. As used herein, "glyceride copolymer product" may include a product that has undergone one and/or more metathesises. These processes can be used to form metathesis dimers, metathesis trimers, metathesis tetramers, metathesis pentamers, and higher metathesis oligomers (e.g., metathesis hexamers, metathesis heptamers, metathesis octamers, metathesis nonamers, metathesis decamers, and higher oligomers than metathesis decamers). These processes may be repeated as many times as necessary (e.g., 2 to about 50, or 2 to about 30, or 2 to about 10, or 2 to about 5, or 2 to about 4, or 2 or 3) to provide the desired metathesis oligomer or polymer that may contain, for example, 2 to about 100 bonding groups, or 2 to about 50, or 2 to about 30, or 2 to about 10, or 2 to about 8, or 2 to about 6 bonding groups, or 2 to about 4 bonding groups, or 2 to about 3 bonding groups. In certain embodiments, it is desirable to use a blend of an unsaturated polyol ester or unsaturated polyol ester as a reactant in a self-metathesis reaction with C_2-14Olefin, more preferably C_2-6Olefin, more preferably C₄Cross-metathesis of olefins and mixtures and isomers thereof to produce another glyceride copolymer product. Alternatively, a blend of an unsaturated polyol ester or unsaturated polyol ester with C_2-14Olefins, preferably C_2-6Olefin, more preferably C₄Cross-metathesis of olefins and mixtures and isomers thereof produces a metathesis product that is combined with an unsaturated polyol ester or blend of unsaturated polyol esters and further metathesized to produce another glyceride copolymer product.

In some embodiments, the glyceride copolymers may be hydrogenated (e.g., fully or partially hydrogenated), thereby improving the stability of the oil or altering its viscosity or other characteristics. Representative techniques for hydrogenating unsaturated polyol esters are known in the art and are discussed herein.

In other embodiments, the glyceride copolymers may be used as a blend with one or more fabric care benefit agents and/or fabric softening actives.

Hydrogenation：

In some embodiments, the unsaturated polyol ester is partially hydrogenated before it is subjected to a metathesis reaction. Partial hydrogenation of the unsaturated polyol ester reduces the number of double bonds available for subsequent metathesis reactions. In some embodiments, the unsaturated polyol ester is metathesized to form a glyceride copolymer, and the glyceride copolymer is then hydrogenated (e.g., partially or fully hydrogenated) to form a hydrogenated glyceride copolymer.

The hydrogenation can be carried out according to any known method for hydrogenating double bond-containing compounds such as vegetable oils. In some embodiments, the unsaturated polyol ester, natural oil, or glyceride copolymer is hydrogenated in the presence of a nickel catalyst that has been chemically reduced to an active state using hydrogen. Commercial examples of supported nickel hydrogenation catalysts include those available under the trade names "NYSOFACT", "NYSOSEL" and "NI 5248D" (available from Englehard Corporation, Iselin, N.H.). Additional supported nickel hydrogenation Catalysts include those commercially available under the trade designations "PRIAT 9910", "PRIAT 9920", "PRIAT 9908", "PRIAT 9936" (available from Johnson Matthey Catalysts, Ward Hill, Mass.).

In some embodiments, the hydrogenation catalyst comprises, for example, nickel, copper, palladium, platinum, molybdenum, iron, ruthenium, osmium, rhodium, or iridium. Combinations of metals may also be used. Useful catalysts may be heterogeneous or homogeneous. In some embodiments, the catalyst is a nickel-supported catalyst or a sponge nickel-type catalyst.

In some embodiments, the hydrogenation catalyst comprises nickel disposed on a support that has been chemically reduced to an active state by hydrogen (i.e., reduced nickel). In some embodiments, the support comprises porous silica (e.g., diatomaceous earth (kieselguhr), diatomaceous earth (influric), diatomaceous earth (diatomaceuous), or siliceous earth (silicaousearth)) or alumina. The catalyst is characterized by a relatively high nickel surface area per gram of nickel.

In some embodiments, the nickel catalyst-loaded particles are dispersed in a protective medium comprising hardened triacylglycerols, edible oils, or tallow. In one exemplary embodiment, the nickel-supported catalyst is dispersed in the protective media at a level of about 22 wt.% nickel.

The hydrogenation may be carried out batchwise or in a continuous process and may be partial or complete. In a representative batch process, a vacuum is drawn on the headspace of a stirred reaction vessel, and the reaction vessel is charged with the material to be hydrogenated (e.g., RBD soybean oil or metathesized RBD soybean oil). The material is then heated to the desired temperature. Typically, the temperature is in the range of about 50 ℃ to 350 ℃, e.g., about 100 ℃ to 300 ℃ or about 150 ℃ to 250 ℃. The desired temperature may vary, for example, with hydrogen pressure. Generally, a higher gas pressure will require a lower temperature. In a separate vessel, the hydrogenation catalyst is weighed into a mixing vessel and slurried in a small amount of the material to be hydrogenated (e.g., RBD soybean oil or metathesized RBD soybean oil). When the material to be hydrogenated reaches the desired temperature, a slurry of hydrogenation catalyst is added to the reaction vessel. Hydrogen gas is then pumped into the reaction vessel to achieve the desired H₂The pressure of the gas. In general, H₂The gas pressure is in the range of about 15psig to 3000psig, or for example about 15psig to 150 psig. As gas pressure increases, more specialized high pressure processing equipment may be required. Under these conditions, the hydrogenation reaction begins and the temperature is allowed to increase to the desired hydrogenation temperature (e.g., about 120 ℃ to 200 ℃), which is maintained by cooling the reaction mass, for example, with cooling coils. When the desired degree of hydrogenation is reached, the reaction is allowed to proceedThe material was cooled to the desired filtration temperature.

The amount of hydrogenation catalyst is typically selected based on a number of factors, including, for example, the type of hydrogenation catalyst used, the amount of hydrogenation catalyst used, the degree of unsaturation of the material to be hydrogenated, the desired hydrogenation rate, the desired degree of hydrogenation (e.g., as measured by Iodine Value (IV)), the purity of the reagent, and H₂The pressure of the gas. In some embodiments, the hydrogenation catalyst is used in an amount of about 10 wt% or less, for example about 5 wt% or less or about 1 wt% or less.

After hydrogenation, the hydrogenation catalyst may be removed from the hydrogenated product using known techniques (e.g., by filtration). In some embodiments, the hydrogenation catalyst is removed using a plate and frame filter such as those commercially available from Sparkler Filters, inc. In some embodiments, the filtration is performed by means of pressure or vacuum. To improve filtration performance, a filter aid may be used. The filter aid may be added directly to the metathesis product or it may be applied to a filter. Representative examples of filter aids include diatomaceous earth, silica, alumina, and carbon. Typically, the filter aid is used in an amount of about 10% by weight or less, for example about 5% by weight or less or about 1% by weight or less. Other filtration techniques and filter aids may also be employed to remove the hydrogenation catalyst used. In other embodiments, decantation of the product after centrifugation is used to remove the hydrogenation catalyst.

Latent processing aids and/or impurities

Unsaturated polyol esters, in particular those derived from natural sources or synthesized, are known to those skilled in the art to contain a wide range of minor components and impurities. These may include tocopherols, carotenes, free fatty acids, free glycerin, sterols, glucosinolates, phospholipids, peroxides, aldehydes, and other oxidation products, and the like. Impurities and reaction Products present in a wide range of natural oils are described in "Bailey's Industrial Oil and Fat Products", fifth edition, edited by y.h.hui, Wiley (1996), and references cited therein; "Lipid Analysis in oils and falls", edited by R.J. Hamilton, Chapman Hall (1998), and references cited therein; and "Flavor chemistry of faces and Oils", edited by D.B.Min and T.H.Smouse, American Oil chemistry society (1985), and references cited therein.

It will be understood by those skilled in the art that any of these methods of making the glyceride copolymers claimed and described in this specification can result in the presence of impurities in the final glyceride copolymer and the compositions/consumer products claimed and described in this specification, which are useful for using the glyceride copolymers. These non-limiting examples include metathesis catalysts comprising a metal and a ligand as described herein; the immobilized catalyst carrier comprises silicon dioxide or aluminum oxide; an oil pretreatment agent comprising a reducing agent, a cationic inorganic base composition, and an adsorbent; structures resulting from oil thermal pretreatment; processing aids including solvents such as aromatic hydrocarbons, halogenated aromatic hydrocarbons, aliphatic solvents, and chlorinated alkanes; aliphatic olefins including hexane, nonene, dodecene, and cyclohexadiene; catalyst killers and/or catalyst removers including adsorbents such as clay, carbon, silica-alumina, clay, magnesium silicate, synthetic silica, diatomaceous earth, polystyrene, Macroporous (MP) resins, or water-soluble phosphine reagents such as tris (hydroxymethyl) phosphine (THMP); polar solvents including water, alcohols (e.g., methanol, ethanol, etc.), glycols, glycerol, DMF, multifunctional polar compounds including, but not limited to, polyethylene glycol and/or glyme, or ionic liquids; phosphite hydrolysis by-products; a hydrogenation catalyst comprising a metal and a ligand as described herein; an immobilized hydrogenation catalyst support comprising porous silica or alumina; an auxiliary for protecting, activating and/or removing the hydrogenation catalyst; and/or water.

The glyceride copolymers claimed and described in this specification may contain the following processing aids and/or impurities:

table 1:copolymerization of glyceridesLatent processing aids and/or impurities in the material

Table 2:latent processing aids and/or impurities in consumer products produced from glyceride copolymers

At the levels provided by the present specification, due to the use of the glyceride copolymers, the following processing aids and/or impurities may be introduced or generated during storage of the claimed and in the compositions and/or consumer products described in the present specification:

consumer product adjuvant materials

The disclosed compositions may contain additional adjunct ingredients, including: bleach activators, surfactants, delivery enhancing agents, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzymes, and enzyme stabilizers, catalytic metal complexes, polymeric dispersing agents, clay and soil removal/anti-redeposition agents, brighteners, suds suppressors, dyes, additional perfumes and perfume delivery systems, structure elasticizing agents, fabric softener actives, fabric care benefit agents, anionic surfactant scavengers, carriers, hydrotropes, processing aids, structurants, anti-agglomeration agents, coatings, formaldehyde scavengers, and/or pigments. Other embodiments of applicants' compositions do not comprise one or more of the following adjunct materials: bleach activators, surfactants, delivery enhancing agents, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzymes, and enzyme stabilizers, catalytic metal complexes, polymeric dispersing agents, clay and soil removal/anti-redeposition agents, brighteners, suds suppressors, dyes, additional perfumes and perfume delivery systems, structure elasticizing agents, fabric softener actives, fabric care benefit agents, anionic surfactant scavengers, carriers, hydrotropes, processing aids, structurants, anti-agglomeration agents, coatings, formaldehyde scavengers, and/or pigments. The precise nature of these additional components and the levels of incorporation thereof will depend on the physical form of the composition and the nature of the operation in which it is used. However, when one or more adjuvants are present, such one or more adjuvants may be present as detailed below. The following is a non-limiting list of suitable additional adjuvants.

Delivery enhancing agent: the composition may comprise from about 0.01% to about 10% of the delivery enhancing agent by weight of the composition. As used herein, such terms refer to any polymer or combination of polymers that significantly enhances the deposition of fabric care benefit agents onto fabrics during laundering. Preferably, the delivery enhancing agent may be a cationic or amphoteric polymer. The cationic charge density of the polymer is in the range of about 0.05 milliequivalents/gram to about 23 milliequivalents/gram. The charge density can be calculated by dividing the net charge per repeat unit by the molecular weight of the repeat unit. In one aspect, the charge density varies from about 0.05 milliequivalents/gram to about 8 milliequivalents/gram. The positive charge may be located on the backbone of the polymer or on a side chain of the polymer. For polymers containing amine monomers, the charge density depends on the pH of the support. For these polymers, the charge density can be determined at pH 7. Non-limiting examples of deposition enhancers are cationic or amphoteric polysaccharides, proteins, and synthetic polymers. Cationic polysaccharides include cationic cellulose derivatives, cationic guar derivatives, chitosan and derivatives, and cationic starch. The cationic polysaccharide has a molecular weight of about 50,000 to about 2 million, preferably about 100,000 to about 1,500,000. Suitable cationic polysaccharides include cationic cellulose ethers, especially cationic hydroxyethyl cellulose and cationic hydroxypropyl cellulose. Examples of cationic hydroxyalkyl celluloses include those having the INCI name Polyquaternium10, such as those sold under the tradenames ucarsepolymer JR30M, JR 400, JR 125, LR400, and LK400 polymers; polyquaternary ammonium salts 67 such as those sold under the trade name Softcat SK, all of which are commercially available from Amerchol Corporation (Edgewater, NJ); and a polyquaternium 4, which is,such as those available under the trade names Celquat H200 and Celquat L-200 from National Starchand Chemical Company (Bridgewater, NJ). Other suitable polysaccharides include the use of glycidyl groups C₁₂-C₂₂Alkyl dimethyl ammonium chloride quaternized hydroxyethyl cellulose or hydroxypropyl cellulose. Examples of such polysaccharides include polymers having the INCI name polyquaternium 24, such as those sold under the trade name Quaternium LM 200 by Amerchol Corporation (Edgewater, NJ). Cationic starch refers to starch that has been chemically modified to provide a starch with a net positive charge in aqueous pH 3. Such chemical modifications include, but are not limited to, the addition of amino and/or ammonium groups to the starch molecule. Non-limiting examples of these ammonium groups may include substituents such as trimethyl hydroxypropylammonium chloride, dimethyl stearyl hydroxypropylammonium chloride, or dimethyl dodecyl hydroxypropylammonium chloride. The starch source prior to chemical modification may be selected from a variety of sources including tubers, legumes, cereals, and grains. Non-limiting examples of such sources of starch may include corn starch, wheat starch, rice starch, waxy corn starch, oat starch, tapioca starch, waxy barley starch, waxy rice starch, gluten rice starch, glutinous rice starch, amylopectin, potato starch, tapioca starch, oat starch, sago starch, sweet rice starch, or mixtures thereof. Non-limiting examples of cationic starches include cationic corn starch, cationic tapioca starch, cationic potato starch, or mixtures thereof. The cationic starch may comprise amylase, amylopectin, or maltodextrin. The cationic starch may include one or more additional modifications. For example, such modifications may include crosslinking, stability reactions, phosphorylation, hydrolysis, crosslinking. The stabilization reactions may include alkylation and esterification. Cationic starches suitable for use in the compositions of the present invention may be trademarkedCommercially available from Cerestar, and under the trade name2A is commercially available from National Starch and chemicalCompany. The cationic galactomannan comprises cationic guar gum or cationic locust bean gum. Examples of cationic guar are quaternary ammonium derivatives of hydroxypropyl guar such as those sold under the tradenames Jaguar C13 and Jaguar Excel by Rhodia, inc. (Cranbury, NJ) and N-Hance by Aqualon (Wilmington, DE).

In one aspect, synthetic cationic polymers can be used as delivery enhancers. The molecular weight of these polymers may range from about 2,000 to about 5 million kD. The synthetic polymer comprises a synthetic addition polymer having the general structure

Wherein each R¹¹Can be independently hydrogen, C₁-C₁₂Alkyl, substituted OR unsubstituted phenyl, substituted OR unsubstituted benzyl, -OR_eOR-C (O) OR_eWherein R is_eCan be selected from hydrogen and C₁-C₂₄Alkyl groups, and combinations thereof. In one aspect, R¹¹Can be hydrogen or C₁-C₄Alkyl, OR-OR_eOR-C (O) OR_e

Wherein each R¹²Can be independently selected from hydrogen, hydroxyl, halogen and C₁-C₁₂Alkyl, -OR_eSubstituted or unsubstituted phenyl, substituted or unsubstituted benzyl, carbocyclyl, heterocyclyl, and combinations thereof. In one aspect, R¹²Can be selected from hydrogen and C₁-C₄Alkyl groups, and combinations thereof.

Each Z may independently be hydrogen, halogen; straight or branched C₁-C₃₀Alkyl, nitrilo, N (R)¹³)₂-C(O)N(R¹³)₂(ii) a -NHCHO (formamide); -OR¹³、-O(CH₂)_nN(R¹³)₂、-O(CH₂)_nN⁺(R¹³)₃X^–、-C(O)OR¹⁴；-C(O)N-(R¹³)₂；-C(O)O(CH₂)_nN(R¹³)₂、-C(O)O(CH₂)_nN⁺(R¹³)₃X、-OCO(CH₂)_nN(R¹³)₂、-OCO(CH₂)_nN⁺(R¹³)₃X^-、-C(O)NH(CH₂)_nN(R¹³)₂、-C(O)NH(CH₂)_nN⁺(R¹³)₃X^-、-(CH₂)_nN(R¹³)₂、-(CH2)_nN⁺(R¹³)₃X^-，

Each R¹³Can be independently selected from hydrogen and C₁-C₂₄Alkyl radical, C₂-C₈Hydroxyalkyl, benzyl, substituted benzyl, and combinations thereof;

each R¹⁴Can be independently selected from hydrogen and C₁-C₂₄Alkyl, aryl, heteroaryl, and heteroaryl,

Wherein m is 0 to 1,000, and R¹⁵Can be independently selected from hydrogen and C_l-C₆Alkyl groups, and combinations thereof;

and combinations thereof.

X may be a water-soluble anion, wherein n may be from about 1 to about 6.

Z may also be selected from non-aromatic nitrogen heterocycles comprising quaternary ammonium ions, heterocycles comprising N-oxide moieties, aromatic nitrogen containing heterocycles wherein one or more or the nitrogen atoms may be quaternized; heterocyclic rings containing aromatic nitrogens wherein at least one nitrogen may be an N-oxide; and combinations thereof. Non-limiting examples of addition polymerizable monomers containing heterocyclic Z units include 1-vinyl-2-pyrrolidone, 1-vinylimidazole, quaternized vinylimidazole, 2-vinyl-1, 3-dioxolane, 4-vinyl-1-cyclohexene-1, 2-epoxide, and 2-vinylpyridine, 2-vinylpyridine N-oxide, 4-vinylpyridine N-oxide.

A non-limiting example of a Z unit that can be made to form a cationic charge in situ can be a-NHCHO unit (formamide). The formulator can prepare polymers or copolymers comprising formamide units, some of which are subsequently hydrolyzed to form vinylamine equivalents.

The polymer or copolymer may further comprise one or more cyclic polymer units derived from a cyclic comonomer. An example of a cyclic polymerized monomer is dimethyldiallylammonium.

Suitable copolymers may be made from one or more cationic monomers selected from the group consisting of: n, N-dialkylaminoalkyl methacrylate, N-dialkylaminoalkyl methyl methacrylate, N-dialkylaminoalkyl acrylate, N-dialkylaminoalkyl acrylamide, N-dialkylaminoalkyl methacrylamide, quaternized N, N-dialkylaminoalkyl methacrylate, quaternized N, N-dialkylaminoalkyl methyl methacrylate, quaternized N, N-dialkylaminoalkyl acrylate, quaternized N, N-dialkylaminoalkyl acrylamide, quaternized N, N-dialkylaminoalkyl methacrylamide, vinylamine and its derivatives, allylamine and its derivatives, vinylimidazole, quaternized vinylimidazole and diallyldialkylammonium chloride, and combinations thereof, the second monomer is selected from: acrylamide, N-dialkylacrylamide, methacrylamide, N-dialkylmethacrylamide, acrylic acid C₁-C₁₂Alkyl esters, acrylic acid C₁-C₁₂Hydroxyalkyl esters, polyalkylene glycol polyacrylates, methacrylic acid C₁-C₁₂Alkyl esters, methacrylic acid C₁-C₁₂Hydroxyalkyl esters, polyalkylene glycol methacrylates, vinyl acetate, vinyl alcohol, vinyl formamide, vinyl acetamide, vinyl alkyl ethers, vinyl pyridine, vinyl pyrrolidone, vinyl imidazole, andderivatives, acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propanesulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, maleic acid, vinylsulfonic acid, styrenesulfonic acid, acrylamidopropylmethanesulfonic Acid (AMPS) and salts thereof, and combinations thereof. The polymer may optionally be crosslinked. Suitable crosslinking monomers include ethylene glycol diacrylate, divinyl benzene, and butadiene.

In one aspect, the synthetic polymer is poly (acrylamide-co-diallyldimethylammonium chloride), poly (acrylamide-methacrylamidopropyltrimethylammonium chloride), poly (acrylamide-co-N, N-dimethylaminoethyl methacrylate), poly (acrylamide-co-N, N-dimethylaminoethyl acrylate), poly (hydroxyethyl acrylate-co-dimethylaminoethyl methacrylate), poly (hydroxypropyl acrylate-co-methacrylamidopropyltrimethylammonium chloride), poly (acrylamide-co-diallyldimethylammonium chloride-co-acrylic acid), Poly (acrylamide-methacrylamidopropyltrimethylammonium chloride-co-acrylic acid). Examples of other suitable synthetic polymers are polyquaternium-1, polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-8, polyquaternium-11, polyquaternium-14, polyquaternium-22, polyquaternium-28, polyquaternium-30, polyquaternium-32, and polyquaternium-33.

Other cationic polymers include polyvinylamine and its derivatives and polyamidoamine-epichlorohydrin (PAE) resins. In one aspect, the polyethylene derivative may be an amide derivative of polyethyleneimine sold under the trade name Lupasol SK. Also included are alkoxylated polyethyleneimines; alkyl polyethyleneimines and quaternized polyethyleneimines. These polymers are described in wet strength resins and their applications as edited by l.l. chan, TAPPI Press (1994). The weight average molecular weight of the polymer is generally from about 10,000 to about 5,000,000, or from about 100,000 to about 200,000, or about 2, as determined by size exclusion chromatography and RI detection relative to polyethylene oxide standards00,000 to about 1,500,000 daltons. The mobile phase used was 20% methanol on a Waters Linear Ultrahdrogel column in 0.4M MEA, 0.1M NaNO₃2 solutions in 3% acetic acid, in series. The column and detector were maintained at 40 ℃. The flow rate was set to 0.5 mL/min.

In another aspect, the deposition aid can comprise poly (acrylamide-N-dimethylaminoethylacrylate) and quaternized derivatives thereof. In this aspect, the deposition aid may be under the trade nameThose sold by BTC specialty Chemicals (BASF Group, Florham Park, N.J.). In one embodiment, the deposition aid is a cationic acrylic-based homopolymer sold under the tradename Rheovis CDE by CIBA.

Surface active agent: the products of the present invention may comprise from about 0.11% to 80% by weight of surfactant. In one aspect, such compositions may comprise from about 5% to 50% by weight of a surfactant. The surfactant used may be of the anionic, nonionic, zwitterionic, amphoteric or cationic type, or may comprise compatible mixtures of these types.

If the fabric care product is a laundry detergent, anionic and nonionic surfactants are typically employed. On the other hand, if the fabric care product is a fabric softener, cationic surfactants are typically employed.

Useful anionic surfactants can themselves be of several different types. For example, water-soluble salts of higher fatty acids (i.e., "soaps") are anionic surfactants useful in the compositions herein. This includes alkali metal soaps such as the sodium, potassium, ammonium and alkylolammonium salts of higher fatty acids containing from about 8 to about 24 carbon atoms, or even from about 12 to about 18 carbon atoms. Soaps can be made by direct saponification of fats and oils, or by neutralization of free fatty acids. Especially useful are the sodium and potassium salts of mixtures of fatty acids derived from coconut oil and tallow, i.e., sodium or potassium soaps of tallow and coconut oil.

Useful anionic surfactants include the water-soluble salts of organosulfur reaction products, particularly the alkali metal, ammonium and alkylolammonium (e.g., monoethanolamine or triethanolamine) salts, which reaction products have an alkyl group containing from about 10 to about 20 carbon atoms and a sulfonic acid or sulfate group in their molecular structure. (the alkyl portion of the aryl group is included in the term "alkyl") examples of such synthetic surfactants are alkyl sulfates and alkyl alkoxy sulfates, especially by sulfating higher alcohols (C)₈-C₁₈Carbon atoms).

Other useful anionic surfactants herein include the water soluble salts of α -sulfonated fatty acid esters containing from about 6 to 20 carbon atoms in the fatty acid group and from about 1 to 10 carbon atoms in the ester group, the water soluble salts of 2-acyloxyalkane-1-sulfonic acid containing from about 2 to 9 carbon atoms in the acyl group and from about 9 to about 23 carbon atoms in the alkane moiety, the water soluble salts of olefin sulfonates containing from about 12 to 24 carbon atoms, and the water soluble salts of β -alkoxyalkane sulfonates containing from about 1 to 3 carbon atoms in the alkyl group and from about 8 to 20 carbon atoms in the alkane moiety.

In another embodiment, the anionic surfactant may comprise: c₁₁-C₁₈An alkylbenzene sulfonate surfactant; c₁₀-C₂₀An alkyl sulfate surfactant; c with an average degree of alkoxylation of from 1 to 30₁₀-C₁₈Alkyl alkoxy sulphate surfactants in which the alkoxy group contains C₁-C₄Chains and mixtures thereof; mid-chain branched alkyl sulfate surfactants; mid-chain branched alkyl alkoxy sulfate surfactants having an average degree of alkoxylation of from 1 to 30, wherein the alkoxy group contains C₁-C₄Chains and mixtures thereof; c with an average degree of alkoxylation of from 1 to 5₁₀-C₁₈An alkyl alkoxy carboxylate; c₁₂-C₂₀A methyl ester sulfonate surfactant; c₁₀-C₁₈α -olefin sulfonate surfaceAn active agent; c₆-C₂₀A sulfosuccinate surfactant; and mixtures thereof.

In addition to anionic surfactants, the fabric care compositions of the present invention may also comprise nonionic surfactants. The compositions of the present invention may comprise up to about 30%, alternatively from about 0.01% to about 20%, alternatively from about 0.1% to about 10%, by weight of the composition, of a nonionic surfactant. In one embodiment, the nonionic surfactant can include an ethoxylated nonionic surfactant.

Suitable for use herein are compounds of formula R (OC)₂H₄) n OH, wherein R is selected from the group consisting of aliphatic hydrocarbon groups containing from about 8 to about 20 carbon atoms, and alkylphenyl groups wherein the alkyl group contains from about 8 to about 12 carbon atoms, and n has an average value of from about 5 to about 15. The material may also be a propoxylated alcohol and a propoxylated alkylphenol, and mixtures of such propoxylated and ethoxylated materials may be used. Further, such materials may be propoxylated and ethoxylated.

Suitable nonionic surfactants are of the formula R¹(OC₂H₄)_nThose of OH, wherein R¹Is C₁₀-C₁₆Alkyl radicals or C₈–C₁₂An alkylphenyl group, and n is from 3 to about 80. In one aspect, a particularly useful material is C₉-C₁₅Condensation products of alcohols with from about 5 to about 20 moles of ethylene oxide per mole of alcohol.

Other suitable nonionic surfactants include polyhydroxy fatty acid amides (such as N-methyl N-1-deoxyglucityl cocamide and N-methyl N-1-deoxyglucityl oleamide) and alkyl polysaccharides.

The fabric care compositions of the present invention may comprise up to about 30%, alternatively from about 0.01% to about 20%, alternatively from about 0.1% to about 20%, by weight of the composition, of a cationic surfactant. For the purposes of the present invention, cationic surfactants include those which can deliver fabric care benefits. Non-limiting examples of useful cationic surfactants include: a fatty amine; a quaternary ammonium surfactant; and imidazoline quaternary ammonium salt materials.

In some embodiments, useful cationic surfactants have the following general formula (IV):

wherein:

(a)R₁and R₂Each independently selected from: c₁–C₄An alkyl group; c₁–C₄A hydroxyalkyl group; a benzyl group; - - (C)_nH_2nO)_xH, wherein:

i.x has a value of about 2 to about 5;

n has a value of about 1-4;

(b)R₃and R₄Each is as follows:

i.C₈–C₂₂an alkyl group; or

ii.R₃Is C₈-C₂₂Alkyl and R₄Selected from: c₁-C₁₀An alkyl group; c₁–C₁₀A hydroxyalkyl group; a benzyl group; - - (C)_nH_2nO)_xH, wherein:

x has a value of 2 to 5; and is

N has a value of 1-4; and is

(c) X is an anion.

Fabric softener actives: the compositions of the present invention may comprise up to about 30%, or from about 0.01% to about 20%, or from about 0.1% to about 20%, by weight of the composition, of a fabric softener active. Liquid fabric care compositions, e.g. fabric softening compositions (such asOr LENOR^TMThose contained therein) comprise a fabric softening active. One class of fabric softener actives includes cationic surfactants.

Examples of cationic surfactants include quaternary ammonium compounds. Exemplary quaternary ammonium compounds include alkylated quaternary ammonium compounds, cyclic or cyclic quaternary ammonium compounds, aromatic quaternary ammonium compounds, diquaternary ammonium compounds, alkoxylated quaternary ammonium compounds, amidoamine quaternary ammonium compounds, ester quaternary ammonium compounds, and mixtures thereof. The final fabric softening composition (suitable for retail sale) will comprise from about 1.5% to about 50%, or from about 1.5% to about 30%, or from about 3% to about 25%, or from about 3 to about 15%, by weight of the final composition, of fabric softening active. In one embodiment, the fabric softening composition is a so-called rinse-added composition. In such embodiments, the composition is substantially free of detersive surfactant, or substantially free of anionic surfactant. In another embodiment, the pH of the fabric softening composition is from about pH3 to about 9. In another embodiment, the pH of the fabric softening composition is from about pH 2 to about 3. The pH can be adjusted using an acid such as hydrochloric acid or formic acid.

In another embodiment, the fabric softening active is DEEDMAC (e.g., ditalloyl alcohol dimethyl ammonium chloride). Deemac refers to the reaction product of mono-and di-fatty acid ethanolate dimethyl quaternary ammonium salts, the mono-and di-esters of mono-fatty acids, methyl esters and/or triglycerides (e.g., derived from animal and/or vegetable fats and oils, such as tallow, palm oil, etc.) with methyldiethanolamine to form mono-and di-ester compounds, which are then quaternized with an alkylating agent.

In one aspect, the fabric softener active is a bis- (2-hydroxyethyl) -dimethylammonium chloride fatty acid ester having an average chain length of the fatty acid moiety of from 16 to 20 carbon atoms, preferably from 16 to 18 carbon atoms, and a calculated Iodine Value (IV) for the free fatty acid of from 15 to 25, or from 18 to 22, or from about 19 to about 21, or combinations thereof. The iodine value is the amount of iodine in grams consumed by reaction with the double bond of 100g of fatty acid, determined according to the method of ISO 3961.

In certain aspects, the fabric softening active comprises a compound of structure 5:

wherein R is¹⁸And R¹⁹Each independently is C₁₅-C₁₇And wherein C₁₅-C₁₇Is unsaturated or saturated, branched or straight-chain, substituted or unsubstituted.

In some aspects, the fabric softening active comprises bis- (2-hydroxypropyl) -dimethylammonium methylsulfate fatty acid ester having a molar ratio of fatty acid moieties to amine moieties of from 1.85 to 1.99, an average chain length of fatty acid moieties of from 16 to 18 carbon atoms and an iodine value of fatty acid moieties of from 0.5 to 60 calculated for free fatty acids.

In some aspects, the fabric softening active comprises as the primary active a compound of the formula

{R_4-m-N⁺-[(CH₂)_n-Y-R¹]_m}A^-(Structure 6)

Wherein each R substituent is hydrogen, short chain C₁-C₆Preferably C₁-C₃Alkyl or hydroxyalkyl radicals such as methyl, ethyl, propyl, hydroxyethyl and the like, poly (C)_2-3-Alkoxy) (preferably polyethoxy), benzyl, or mixtures thereof; each m is 2 or 3; each n is 1 to about 4, preferably 2; each Y is-O- (O) C-, -C (O) -O-, -NR-C (O) -or-C (O) -NR-; each R¹The sum of carbon in (A) is C₁₂-C₂₂Preferably C₁₄-C₂₀When Y is-O- (O) C-or-NR-C (O) -, the sum of the carbons is added to one, and each R is¹Is a hydrocarbon group or a substituted hydrocarbon group, and A^-Can be compatible with any softenerPreferably chloride, bromide, methosulfate, ethanesulfate, sulfate and nitrate, more preferably chloride or methosulfate;

in some aspects, the fabric softening active has the general formula:

[R₃N⁺CH₂CH(YR¹)(CH₂YR¹)]A^-

each of which Y, R, R¹And A-has the same meaning as above. Such compounds include those having the formula:

[CH₃]₃N⁽⁺⁾[CH₂CH(CH₂O(O)CR¹)O(O)CR¹]C1^(-)(structure 7)

Wherein each R is a methyl or ethyl group, and preferably, each R is¹At C₁₅To C₁₉Within the range of (1). As used herein, when designated as a diester, it may include the monoester present.

An example of a preferred DEQA (2) is the "propyl" ester quaternary ammonium fabric softener active having the formula 1, 2-bis (acyloxy) -3-trimethylpropylammonium chloride.

In some aspects, the fabric softening active has the formula:

[R_4-m-N⁺-R¹ _m]A^-(structure 8)

Each of which R, R¹And A-has the same meaning as above.

In some aspects, the fabric softening active has the formula:

each of which R, R¹And A-has the definition given above; each one of which isR²Is C_1-6An alkylene group, preferably an ethylene group; and G is an oxygen atom or a-NR-group;

in some aspects, the fabric softening active has the formula:

wherein R is¹、R²And G is as defined above.

In some aspects, the fabric softening active is, for example, a condensation reaction product of a fatty acid and a dialkylene triamine having a molecular ratio of about 2:1, the reaction product comprising a compound of the formula:

R¹-C(O)-NH-R²-NH-R³-NH-C(O)-R¹(structure 11)

Wherein R is¹、R²As defined above, and each R³Is C_1-6Alkylene groups, preferably ethylene groups, and wherein the reaction product may optionally be quaternized by addition of an alkylating agent such as dimethyl sulfate.

In some aspects, preferred fabric softening actives have the formula:

[R¹-C(O)-NR-R²-N(R)₂-R³-NR-C(O)-R¹]⁺A^-(structure 12) R, R therein¹、R²、R³And A^-As defined above;

in some aspects, the fabric softening active is a reaction product of a fatty acid and a hydroxyalkyl alkylene diamine in a molecular ratio of about 2:1, the reaction product comprising a compound of the formula:

R¹-C(O)-NH-R²-N(R³OH)-C(O)-R¹(structure 13)

Wherein R is¹、R²And R³As defined above;

in some aspects, the fabric softening active has the formula:

r, R therein¹、R²And A^-As defined above.

In another aspect, the fabric softener active can have the formula (structure 15);

wherein:

X₁may comprise C_2-3An alkyl group, in one aspect comprising an ethyl group;

X₂and X₃May independently comprise C_1-6A linear or branched alkyl or alkenyl group, in one aspect including a methyl, ethyl or isopropyl group;

R₁and R₂May independently comprise C_8-22A linear or branched alkyl or alkenyl group;

the method is characterized in that:

a and B are independently selected from-O- (C ═ O) -, - (C ═ O) -O-, or mixtures thereof, in one aspect-O- (C ═ O) -.

Non-limiting examples of structure 6 are N, N-bis (stearoyloxyethyl) -N, N-dimethylammonium chloride, N-bis (tallowyloxyethyl) -N, N-dimethylammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methylammonium methylsulfate.

A non-limiting example of structure 7 is 1, 2-bis (stearoyloxy) -3-trimethylpropanammonium chloride.

Non-limiting examples of structure 8 are dialkylene dimethyl ammonium salts such as di-erucic dimethyl ammonium chloride, di (hard) tallow dimethyl ammonium chloride, di-erucic dimethyl ammonium methyl sulfate. An example of a commercially available dialkylenedimethylammonium salt that can be used in the present invention is under the trade name472 Dioleyldimethylammonium chloride available from Evonik Corporation and distearyldimethylammonium chloride available from Akzo Nobel under the tradename Arquad 2HT 75.

Non-limiting examples of structure 9 are under the trade name1-methyl-1-stearamidoethyl-2-stearoylimidazolidine methyl ester sulfate commercially available from Witco Corporation, where R is¹Is acyclic aliphatic C₁₅-C₁₇A hydrocarbyl radical, R²Is an ethylene group, G is an NH group, R⁵Is a methyl group, and A^-Is a formate anion.

A non-limiting example of structure 10 is 1-tallowamidoethyl-2-tallowoyl imidazoline, where R¹Is acyclic aliphatic C₁₅-C₁₇A hydrocarbyl radical, R²Is an ethylene group and G is an NH group.

A non-limiting example of structure 11 is a reaction product of a fatty acid and diethylenetriamine having a molecular ratio of about 2:1, the reaction product mixture comprising N, N "-dialkyldiethylenetriamine having the formula:

R¹-C(O)-NH-CH₂CH₂-NH-CH₂CH₂-NH-C(O)-R¹

wherein R is¹C (O) is a commercially available fatty acid of plant or animal origin (e.g., from Henkel corporation)223LL or7021) And R is an alkyl group of²And R³Is a divalent ethylene group.

A non-limiting example of structure 12 is a di-fatty amidoamine-based softener having the formula:

[R¹-C(O)-NH-CH₂CH₂-N(CH₃)(CH₂CH₂OH)-CH₂CH₂-NH-C(O)-R¹]⁺CH₃SO₄ ^-wherein R is¹C (O) is an alkyl group, such as may be tradename222LT is commercially available from Witco Corporation.

An example of structure 12 is the reaction product of a fatty acid and N-2-hydroxyethylethylene diamine having a molecular ratio of about 2:1, the reaction product mixture comprising a compound of the formula:

R¹-C(O)-NH-CH₂CH₂-N(CH₂CH₂OH)-C(O)-R¹

wherein R is¹-C (O) is a commercially available fatty acid derived from plant or animal sources (e.g., from Henkel corporation)223LL or7021) An alkyl group of (2).

An example of structure 14 is a bis-quaternary ammonium compound having the formula:

wherein R is¹Derived from fatty acids, and the compounds are commercially available from the Witco Company.

Non-limiting examples of fabric softening actives comprising structure 15 are dialkyl imidazoline diester compounds, wherein the compounds are N- (2-hydroxyethyl) -1, 2-ethylenediamine or the reaction product of N- (2-hydroxyisopropyl) -1, 2-ethylenediamine and glycolic acid esterified with fatty acids, wherein the fatty acids are (hydrogenated) tallow fatty acid, palm fatty acid, hydrogenated palm fatty acid, oleic acid, rapeseed fatty acid, hydrogenated rapeseed fatty acid, or mixtures of the foregoing.

It is to be understood that combinations of the softener actives disclosed above are suitable for use in the present invention.

It is understood that some of the softening actives disclosed above may degrade into a variety of components, including but not limited to choline, fatty acids, hydroxyalkyl ammonium salts, and ammonium compounds.

In the cationic nitrogenous salts herein, the anion A^-Is any softener compatible anion that provides electrical neutrality. Most commonly, the anion used to provide electrical neutrality in these salts is derived from a strong acid, especially a halide, such as chloride, bromide, or iodide. However, other anions can be used, such as methosulfate, ethanesulfate, acetate, formate, sulfate, carbonate, and the like. Chloride and methosulfate are preferred herein as anion a. The anion may also, but less preferably, carry a double charge, in which case A^-Represents one half of the group.

Fabric care benefit agents

The compositions disclosed herein may comprise a fabric care benefit agent. As used herein, "fabric care benefit agent" refers to a water dispersible or water insoluble ingredient, and the detergent ingredient can provide fabric care benefits to garments and fabrics, especially cotton garments and fabrics, such as fabric softening, color protection, reduced pilling/fuzzing, anti-wear, anti-wrinkle, fragrance longevity, and the like.

These fabric care benefit agents typically have a solubility in distilled water at 25 ℃ of less than 100g/L, preferably less than 10 g/L. It is believed that if the solubility of the fabric care benefit agent is greater than 10g/L, it will remain dissolved in the wash liquor and thus not deposit onto the fabric.

Examples of water insoluble fabric care benefit agents useful herein include dispersible polyolefins, polymer latexes, organosiloxanes, perfume or other active microcapsules, and mixtures thereof. The fabric care benefit agent may be in the form of an emulsion, latex, dispersion, suspension, micelle, and the like, preferably in the form of a microemulsion, swollen micelle, or latex. As such, they may have a broad particle size range of about 1nm to 100um, preferably about 5nm to 10 um. The particle size of the microemulsion may be determined using conventional methods, such as using a Leeds & Northrup Microtrac UPA particle sizer.

Emulsifiers, dispersants and suspending agents may be used. The weight ratio of the emulsifying, dispersing or suspending agent to the fabric care benefit agent is from about 1:100 to about 1: 2. Preferably, the weight ratio is in the range of about 1:50 to 1: 5. Any surfactant suitable for preparing a polymer emulsion or polymer latex emulsion polymerization may be used to prepare the water insoluble fabric care benefit agent of the present invention. Suitable surfactants include anionic, cationic and nonionic surfactants, or mixtures thereof.

Siloxanes

Suitable organosiloxanes include, but are not limited to, (a) non-functional siloxanes such as Polydimethylsiloxane (PDMS); and (b) a functionalized siloxane, such as a siloxane having one or more functional groups selected from the group consisting of: amino, amide, alkoxy, alkyl, phenyl, polyether, acrylate, silane, mercaptopropyl, carboxylate, sulfate, phosphate, quaternized nitrogen, and combinations thereof.

In typical embodiments, the organosiloxanes suitable for use herein have a viscosity in the range of from about 10CSt to about 2,000,000CSt (centistokes) at 25 ℃. In other embodiments, suitable organosiloxanes have a viscosity of from about 10 to about 800,000 centistokes at 25 ℃.

(a) Polydimethylsiloxane (PDMS) has been described in "Cosmetics and Toiletries". They may be linear, branched, cyclic, grafted or crosslinked or cyclic structures. In some embodiments, the detergent composition comprises PDMS having a viscosity of from about 100CSt to about 700,000CSt at 25 ℃.

(b) Exemplary functionalized silicones include, but are not limited to, aminosilicones, amidosiloxanes, silicone polyethers, alkylsiloxanes, phenylsiloxanes, and quaternary siloxanes.

The functionalized silicones suitable for use in the present invention have the general formula:

wherein

m is from 4 to 50,000, preferably from 10 to 20,000;

k is 1 to 25,000, preferably 3 to 12,000.

Each R is H or C₁-C₈Alkyl or aryl, preferably C₁-C₄Alkyl, and more preferably methyl;

x is a linking group having the formula:

i)-(CH₂)_p-, wherein p is 2 to 6, preferably 2 to 3;

ii)

wherein q is 0 to 4, preferably 1 to 2;

iii)

q has the formula:

i)-NH₂、-NH–(CH₂)_r–NH₂wherein r is 1 to 4, preferably 2 to 3; or

ii)-(O–CHR₂–CH₂)_s-Z, wherein s is 1 to 100, preferably 3 to 30; wherein R is₂Is H or C₁-C₃Alkyl, preferably H or CH₃(ii) a And Z is selected from-OR₃、-OC(O)R₃、-CO-R₄–COOH、-SO₃、–PO(OH)₂And mixtures thereof; further, wherein R₃Is H, C₁-C₂₆Alkyl or substituted alkyl, C₆-C₂₆Aryl or substituted aryl, C₇-C₂₆Alkylaryl or substituted alkylaryl, preferably, R₃Is H, methyl, ethyl, propyl or benzyl; r₄is-CH₂-or-CH₂CH₂-a group; and

iii)

iv)

wherein n is 1 to 4, preferably 2 to 3; r₅Is C1-C4 alkyl, preferably methyl.

Another class of organosiloxanes useful herein comprises modified polyalkylene oxide polysiloxanes of the general formula:

wherein Q is NH₂or-NHCH₂CH₂NH₂(ii) a R is H or C₁-C₆An alkyl group; r is 0 to 1000; m is 4 to 40,000; n is 3 to 35,000; and p and q are integers independently selected from 2 to 30.

A non-limiting example of such polyalkylene oxide-containing polysiloxanes when r is 0 is available from GE Silicones (Wilton, CT)L-7622、L-7602、L-7604、L-7500、TLC; available from Noveon Inc. (Cleveland, OH)SW-12 andDW-18 siloxane; and from Dow(Midland, MI) DC-5097,Another example is Andall available from Shin Etsu Silicones (Tokyo, Japan).

Non-limiting examples of such organosiloxanes when r is 1 to 1000 are those all available from Noveon, inc. (Cleveland, OH)A21 anda-23; available from Dow Corning Toray Ltd (Japan)And from Shin Etsu Corporation (Tokyo, Japan)

A third class of organosiloxanes useful herein are modified polyalkylene oxide polysiloxanes of the general formula:

wherein m is 4 to 40,000; n is 3 to 35,000; and p and q are integers independently selected from 2 to 30; z is selected from

i.Wherein R is₇Is a C1-C24 alkyl group;

ii.wherein R is₄Is CH₂Or CH₂CH₂；

iii.-SO₃

iv.

v.

Wherein R is₈Is C1-C22 alkyl, and A-is a suitable anion, preferably Cl^-；

vi.

Wherein R is₈Is C1-C22 alkyl, and A^-As a suitable anion, preferably Cl^-。

Another class of silicones are cationic silicones. These are generally prepared by reacting diamines with epoxides. These may be trademarkedPrime、HSSD、A-858 was obtained commercially (both from GESilicones).

In another aspect, the functionalized silicone polymer may comprise a silicone-urethane, in one aspect, the synthesis of the silicone-urethane comprises a conventional polycondensation reaction between a polysiloxane containing hydroxyl or amine functionality at its chain ends (e.g., α, omega-dihydroxyalkyl polydimethylsiloxane or α, omega-diaminoalkyl polydimethylsiloxane or α -amino, omega-hydroxyalkyl polydimethylsiloxane) and a diisocyanate.

One embodiment of the composition of the present invention comprises an organosiloxane emulsion comprising an organosiloxane dispersed in a suitable carrier, typically water, in the presence of an emulsifier, typically an anionic surfactant.

In another embodiment, the organosiloxane is in the form of a microemulsion. The organosiloxane microemulsion may have an average particle size in the range of from about 1nm to about 150nm, or from about 10nm to about 100nm, or from about 20nm to about 50 nm. The microemulsions are more stable than conventional macroemulsions (average particle size of about 1-20 microns) and when incorporated into products, the resulting products have a preferred clear appearance. More importantly, when the composition is used in a typical aqueous washing environment, the emulsifier in the composition is diluted such that the microemulsion is no longer retained and the organosiloxane coalesces to form significantly larger droplets having an average particle size greater than about 1 micron. Since the selected organosiloxanes are water-insoluble or have limited solubility in water, they will segregate from the wash liquor, thereby achieving more effective deposition on fabrics and enhancing fabric care benefits. In a typical immersion wash environment, the composition is mixed with excess water to form a wash liquor, which typically has a water to composition weight ratio in the range of 10:1 to 400: 1.

One typical embodiment of the composition comprises from about 0.01% to about 10% by weight of the composition of the organosiloxane, and an effective amount of emulsifier in a carrier. By "effective amount" of emulsifier is meant an amount sufficient to produce an organosiloxane microemulsion in a carrier, preferably water. In some embodiments, the amount of emulsifier ranges from about 5 to about 75 parts, or from about 25 to about 60 parts per 100 parts by weight of organosiloxane.

The microemulsion typically comprises from about 10% to about 70%, or from about 25% to about 60%, by weight of the microemulsion, of a dispersed organosiloxane; comprises from about 0.1% to about 30%, or from about 1% to about 20%, by weight of the microemulsion, of an anionic surfactant; optionally comprising from about 0% to about 3%, or from about 0.1% to about 20%, by weight of the microemulsion, of a nonionic surfactant; and the balance water and optionally other carriers. Selected organosiloxane polymers (all those disclosed above, excluding PDMS and cationic siloxanes) are suitable for forming microemulsions; these organosiloxanes are sometimes referred to as "self-emulsifying siloxanes". Emulsifiers, particularly anionic surfactants, may be added to aid in the formation of the organosiloxane microemulsion in the composition. Optionally, nonionic surfactants that can be used as wash aids to provide detersive benefits can also aid in the formation and stabilization of microemulsions. In a typical embodiment, the amount of emulsifier is from about 0.05% to about 15% by weight of the composition.

Dispersible polyolefinsAll dispersible polyolefins which provide fabric care benefits may be used as fabric care benefit agents in the compositions of the present invention. The polyolefin may be in the form of a wax, emulsion, dispersion or suspension. Examples of polyolefins useful herein are discussed below.

The polyolefin can be polyethylene, polypropylene, polyisoprene, polyisobutylene, and copolymers and combinations thereof. The polyolefin may be at least partially modified to include various functional groups, such as carboxyl, alkylamide, sulfonic acid, or amide groups. In one embodiment, the polyolefin is at least partially carboxy-modified, or in other words oxidized.

For ease of formulation, the dispersible polyolefin can be introduced as a suspension or emulsion of the polyolefin dispersed in an aqueous medium by using an emulsifier. When an emulsion is used, the emulsifier can be any suitable emulsifier, including anionic, cationic, or nonionic surfactants, or mixtures thereof. Almost any suitable surfactant can be used as the emulsifier in the present invention. The dispersible polyolefin is dispersed by using an emulsifying or suspending agent in a ratio of 1:100 to about 1: 2. Preferably, the ratio is in the range of about 1:50 to 1: 5.

The polyolefin suspension or emulsion may comprise from about 1% to about 60%, alternatively from about 10% to about 55%, and alternatively from about 20% to about 50%, by weight of the polyolefin.

Suitable polyethylene waxes are commercially available from suppliers including, but not limited to: honeywell (A-C polyethylene), Clariant (Velustrol emulsion) and BASF (LUWAX).

Polymer latexThe polymer latex is generally prepared by an emulsion polymerization process, which comprises one or more monomers, one or more emulsifiers, initiators, and other components familiar to those of ordinary skill in the art. All polymer latexes that provide fabric care benefits can be used as the water insoluble fabric care benefit agent of the present invention. Non-limiting examples of suitable polymer latexes include monomers used to produce polymer latexes, such as: (1) 100% or pure butyl acrylate; (2) a butyl acrylate and butadiene mixture having at least 20% by weight of butyl acrylate (monomer ratio); (3) butyl acrylate and less than 20% by weight of monomers other than butadiene; (4) alkyl acrylates having C6 or greater than C6 alkyl carbon chains; (5) alkyl acrylates having C6 or alkyl carbon chains greater than C6 and less than 50% (by weight monomer ratio) of other monomers; (6) a third monomer (monomer ratio of less than 20% by weight) added to the monomer system; and (7) combinations thereof.

Polymer latexes suitable for use as fabric care benefit agents herein include those having a glass transition temperature of from about-120 ℃ to about 120 ℃, and preferably from about-80 ℃ to about 60 ℃. Suitable emulsifiers include anionic, cationic, nonionic and amphoteric surfactants. Suitable initiators include all initiators suitable for emulsion polymerization of polymer latices. The particle size of the polymer latex may be from about 1nm to about 10 μm, and preferably from about 10nm to about 1 μm.

Oily sugar derivatives

For the purposes of the present invention, oily sugar derivatives include those that can deliver fabric care benefits. Two general types of oily sugar derivatives are liquid or soft solid derivatives of: cyclic polyols (hereinafter referred to as "CEPs"); or a Reducing Sugar (RSE); from 35% to 100% of the hydroxyl groups in the CEP or RSE are esterified and/or etherified. The resulting derivative CPE or RSE has at least two or more independently attached C₈To C₂₂An alkyl or alkenyl chain or an ester or ether group thereof. Typically the CPE and RSE have 3 or more ester or ether groups or combinations thereof.

In some embodiments, two or more ester or ether groups of CPE or RSE may be independently connected to C₈To C₂₂An alkyl or alkenyl chain. C₈To C₂₂The alkyl or alkenyl chain may be straight or branched. In some embodiments, from about 40% to about 100% of the hydroxyl groups are esterified or etherified. In some embodiments, from about 50% to about 100% of the hydroxyl groups are esterified or etherified.

In the context of the present invention, the term cyclic polyol includes all forms of saccharides. In some embodiments, the CPE and RSE are derived from monosaccharides and disaccharides. Non-limiting examples of monosaccharides that can be used include: xylose; arabinose; galactose; fructose; and glucose. One non-limiting example of a useful sugar is sorbitan. Non-limiting examples of disaccharides that may be used include: sucrose; lactose; maltose; and cellobiose.

In some embodiments, the CPE or RSE has 4 or more ester or ether groups. If the cyclic CPE is a disaccharide, the disaccharide can have three or more ester or ether groups. In some embodiments, sucrose esters having 4 or more ester groups are used; these may be trademarkedCommercially available from The Procter and Gamble Co. If the cyclic polyol is a reducing sugar, it may be advantageous for the ring of the CPE to have one ether group, preferably at C₁A location; the remaining hydroxyl groups are esterified with alkyl groups.

Polyglycerol esters

All polyglycerol esters (PGEs) which provide fabric care benefits may be used as fabric care benefit agents in the compositions of the present invention. Polyglycerol esters suitable for use in the present invention have the general formula:

wherein each R is independently selected from fatty acid ester moieties comprising a carbon chain having a carbon chain length of from about 10 to about 22 carbon atoms; h; and combinations thereof; wherein n can be from about 1.5 to about 6; wherein the average% esterification of the PGE can be from about 20% to about 100%; and wherein the PGE may be saturated or unsaturated, or may comprise a combination thereof. Exemplary PGEs that are commercially available include those available from BASFPGO 31K、PGO 104K; from Abitec CorpMPGO、ET; from DaniscoPGE 382、PGE 55、PGE 60; from Evonik Industries14、PC 31、GO 33、GI 34。

Anionic surfactant scavenger

The composition may comprise an anionic surfactant scavenger. The surfactant scavenger is preferably a water soluble cationic and/or zwitterionic scavenger compound. Cationic and zwitterionic scavenger compounds useful herein typically have quaternized nitrogen atoms or amine groups. Suitable anionic surfactant scavengers include, but are not limited to, monoalkyl quaternary ammonium compounds and amine precursors thereof, dialkyl quaternary ammonium compounds and amine precursors thereof, polymeric amines, polyquaternary ammonium compounds and amine precursors thereof.

BuilderThe composition may also comprise from about 0.1 wt% to 80 wt% of a builder. Compositions in liquid form typically comprise from about 1 wt% to 10 wt% of a builder component. Compositions in granular form typically comprise from about 1 wt% to 50 wt% of a builder component. Detergent builders are well known in the art and may include, for example, phosphates and various organic and inorganic non-phosphate builders. Water-soluble, non-phosphorus organic builders useful herein include the various alkali metal, ammonium and substituted ammonium polyacetates, carboxylates, polycarboxylates and polyhydroxysulfonates. Illustrative of polyacetate builders and polycarboxylate builders are ethylenediaminetetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, mellitic acid, polyacetic acidSodium, potassium, lithium, ammonium and substituted ammonium salts of carboxylic acid benzenes and citric acid. Other polycarboxylate builders are oxydisuccinate and ether carboxylate builder compositions comprising a combination of tartrate monosuccinate and tartrate disuccinate. Builders used in liquid detergents include citric acid. Suitable non-phosphorus inorganic builders include silicates, aluminosilicates, borates and carbonates such as sodium and potassium carbonate, sodium and potassium bicarbonate, sodium and potassium sesquicarbonate, sodium and potassium tetraborate decahydrate, and SiO₂Sodium silicate and potassium silicate in a weight ratio to alkali metal oxide of about 0.5 to about 4.0, or about 1.0 to about 2.4. Also useful are aluminosilicates, including zeolites.

Dispersing agentThe composition may comprise from about 0.1% to about 10% by weight of the dispersant. Suitable water-soluble organic materials are the homopolyacids or the copoly acids or their salts, wherein the polycarboxylic acids may comprise at least two carboxyl groups separated from each other by not more than two carbon atoms. The dispersant may also be an alkoxylated derivative and/or a quaternized derivative of the polyamine.

EnzymeExamples of suitable enzymes include hemicellulases, peroxidases, proteases, cellulases, xylanases, lipases, phospholipases, esterases, cutinases, pectinases, cutinases, reductases, oxidases, phenol oxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, mailanases, β -glucanases, arabinosidases, hyaluronidase, chondroitinase, laccase, and amylases, or mixtures thereof typical combinations may be mixtures of conventionally available enzymes such as proteases, lipases, cutinases, and/or cellulases in combination with amylases.Or they may be used in heavy duty laundry detergent formulations at higher levels, e.g., about 0.1% and higher. Depending on some consumer preferences for "non-biological" detergents, the compositions may be enzyme-containing and/or enzyme-free.

Dye transfer inhibitorsThe composition may further comprise from about 0.0001%, from about 0.01%, from about 0.05% to about 10%, to about 2% or even to about 1%, by weight of the composition, of one or more dye transfer inhibiting agents, such as polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, polyvinyloxazolidinones and polyvinylimidazoles, or mixtures thereof.

Chelating agentsThe composition may comprise less than about 5%, or from about 0.01% to about 3%, of a chelating agent, such as citrate; nitrogen-containing, non-phosphorus aminocarboxylates such as EDDS, EDTA, and DTPA; amino phosphonates such as diethylenetriamine pentamethylenephosphonic acid and ethylenediamine tetramethylene phosphonic acid; nitrogen-free phosphonates such as HEDP; and nitrogen or oxygen containing, non-phosphorus, carboxylate-free chelants, such as the general class of compounds having certain macrocyclic N-ligands, such as those known for use in bleach catalyst systems.

Whitening agentThe composition may also comprise a whitening agent (also referred to as "optical whitening agent") and may comprise any compound that exhibits fluorescence, including compounds that absorb ultraviolet light and re-emit in the form of "blue" visible light. Non-limiting examples of whitening agents that can be used include: derivatives of stilbene or 4,4' -diaminostilbene, biphenyl, five-membered heterocycles (such as triazole, pyrazoline, oxazole, imidazole, etc.) or six-membered heterocycles (coumarin, naphthamide, s-triazine, etc.). Cationic, anionic, nonionic, amphoteric and zwitterionic brighteners can be used. Suitable whitening agents include those available under the trade nameThose commercially available from Ciba Specialty Chemicals Corporation (High Point, NC).

Bleach systemA bleach system suitable for use herein comprises one or more bleaching agents. Non-limiting examples of suitable bleaching agents include catalytic metal complexes; an activated peroxygen source; a bleach activator; a bleach booster; a photo-bleaching agent; a bleaching enzyme; a free radical initiator; h₂O₂(ii) a A hypohalite bleach; a peroxygen source comprising perborate and/or percarbonate salts and combinations thereof. Suitable bleach activators include perhydrolyzable esters and perhydrolyzable imides, such as tetraacetylethylenediamine, octanoylcaprolactam, benzoyloxybenzenesulfonate, nonanoyloxybenzenesulfonate, benzoylvalerolactam, dodecanoyloxybenzenesulfonate. Other bleaching agents include metal complexes of transition metals with ligands having specified stability constants.

Structuring agentThe composition may comprise one or more structuring agents and thickeners. Any suitable level of structurant may be used; exemplary levels include from about 0.01% to about 20%, from about 0.1% to about 10%, or from about 0.1% to about 3%, by weight of the composition. Non-limiting examples of structurants suitable for use herein include crystalline, hydroxyl-containing stabilizers, trihydroxystearin, hydrogenated oils, or variants thereof, and combinations thereof. In some aspects, the crystalline, hydroxyl-containing stabilizing agent can be a water-insoluble waxy material, including a fatty acid, fatty acid ester, or fatty soap. In other aspects, the crystalline, hydroxyl-containing stabilizing agent can be a derivative of castor oil, such as a hydrogenated castor oil derivative, e.g., castor wax. Commercially available crystalline, hydroxyl-containing stabilizers include(available from Rheox, Inc). Other structurants include thickening structurants such as gums and other similar polysaccharides, for example gellan gum, carrageenan gum and other known types of thickeners and rheological additives. Exemplary structurants within this class include gum-type polymers (e.g., xanthan gum), polyvinyl alcohol and derivatives thereof, cellulose and derivatives thereof (including cellulose ethers and cellulose esters), tamarind gum (e.g., including wood)Dextran polymers), guar gum, locust bean gum (in some aspects, comprising galactomannan polymers), and other industrial gums and polymers.

The structurant material can also include a material added to sufficiently suspend benefit agent-containing delivery particles comprising polysaccharides, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, and mixtures thereof; modified celluloses, such as hydrolyzed cellulose acetate, hydroxypropyl cellulose, methyl cellulose, and mixtures thereof; modified proteins such as gelatin; hydrogenated and unhydrogenated polyolefins, and mixtures thereof; inorganic salts such as magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate; clays such as laponite clays, bentonite clays, and mixtures thereof; polysaccharides in combination with inorganic salts; quaternized polymeric materials such as polyetheramines, alkyltrimethylammonium chlorides, diester ditallow ammonium chlorides; imidazole; nonionic polymers having a pKa of less than 6.0, such as polyethyleneimine, polyethyleneimine ethoxylate; a polyurethane. Such materials are available from CP Kelco Corp. (San Diego, California, USA); degussa AG (Dusseldorf, Germany); BASF AG (Ludwigshafen, Germany); rhodia Corp. (Cranbury, New Jersey, USA); baker Hughes Corp. (Houston, Texas, USA); HerculesCorp (Wilmington, Delaware, USA); agrium Inc (Calgary, Alberta, Canada), ISP (new jersey, u.s.a.). The structurant may also include homopolymers and copolymers comprising cationic monomers selected from the group consisting of: n, N-dialkylaminoalkyl methacrylate, N-dialkylaminoalkyl methyl methacrylate, N-dialkylaminoalkyl acrylate, N-dialkylaminoalkyl acrylamide, N-dialkylaminoalkyl methacrylamide, quaternized N, N-dialkylaminoalkyl methacrylate, quaternized N, N-dialkylaminoalkyl acrylate, quaternized N, N-dialkylaminoalkyl methyl acrylate, quaternized N, N-dialkylaminoalkyl acrylamide, quaternized N, N-dialkylaminoalkyl methacrylamide.

Perfume: the optional perfume component may comprise a component selected from

(1) A perfume microcapsule or moisture-activated perfume microcapsule comprising a perfume carrier and an encapsulated perfume composition, wherein the perfume carrier is selected from the group consisting of cyclodextrins, starch microcapsules, porous carrier microcapsules, and mixtures thereof; and wherein the encapsulated perfume composition may comprise low volatility perfume ingredients, high volatility perfume ingredients, and mixtures thereof;

(2) a pro-fragrance;

(3) a low odor detection threshold perfume ingredient, wherein the low odor detection threshold perfume ingredient may comprise less than about 25% by total weight of the neat perfume composition; and

(4) mixtures thereof; and

porous carrier microcapsules-a portion of the perfume composition may also be absorbed onto and/or into a porous carrier, such as zeolite or clay, to form perfume porous carrier microcapsules to reduce the amount of free perfume in the multi-purpose fabric conditioning composition.

Pro-perfume-the perfume composition may further comprise a pro-perfume. The pro-perfume may comprise a non-volatile material that is released or converted to a perfume material by, for example, simple hydrolysis, or may be a pH change triggered pro-perfume (e.g. triggered by a pH drop), or may be an enzyme released pro-perfume, or a light triggered pro-perfume. Depending on the choice of pro-fragrance, the pro-fragrance may exhibit different release rates.

Perfume delivery system

As disclosed, the benefit of the perfumes disclosed herein can be further enhanced by using perfume delivery systems to apply such perfumes. Non-limiting examples of suitable perfume delivery systems, methods of making perfume delivery systems, and applications of such perfume delivery systems are disclosed in USPA2007/0275866a 1. Such perfume delivery systems include:

polymer Assisted Delivery (PAD): the perfume delivery technology uses polymeric materials to deliver perfume materials. Some examples are typical agglomerates, water soluble or partially water soluble to insoluble charged or neutral polymers, liquid crystals, hot melts, hydrogels, fragrance filled plastics, microcapsules, nano and micro latexes, polymeric film formers and polymeric absorbents, polymeric adsorbents, and the like. PAD includes, but is not limited to:

matrix system: the fragrance is dissolved or dispersed in the polymer matrix or particles. The perfume may be, for example, 1) dispersed into the polymer prior to formulation into the product, or 2) added separately from the polymer during or after formulation of the product. While many other triggers are known that can control the release of perfume, diffusion of perfume from a polymer is a common trigger mechanism that enables or increases the rate at which perfume is released from a polymer matrix system deposited or applied on a desired surface (site). Absorption and/or adsorption into or onto polymer particles, membranes, solutions, etc. is an aspect of this technology. Examples are nanoparticles or microparticles composed of organic materials (e.g., latex). Suitable particles include a wide variety of materials including, but not limited to, polyacetals, polyacrylates, polyacrylics, polyacrylonitriles, polyamides, polyaryletherketones, polybutadienes, polybutylenes, polybutylene terephthalates, polychloroprenes, polyethylenes, polyethylene terephthalates, polycyclohexylenedimethylene terephthalates, polycarbonates, polychloroprenes, polyhydroxyalkanoates, polyketones, polyesters, polyetherimides, polyethersulfones, chlorinated polyethylenes, polyimides, polyisoprenes, polylactic acids, polymethylpentenes, polyphenylene oxides, polyphenylene sulfides, polyphthalamides, polypropylenes, polystyrenes, polysulfones, polyvinyl acetates, polyvinyl chlorides, and polymers based on acrylonitrile-butadiene, cellulose acetate, ethylene-vinyl acetates, ethylene-vinyl alcohols, styrene-butadiene, poly (trimethylene terephthalates), poly (trimethylene terephthalates, Vinyl acetate-ethylene polymers or copolymers, and mixtures thereof.

"Standard" systems are "those that are pre-loaded" and are intended to keep the pre-loaded perfume associated with the polymer until one or more moments of perfume release. Such polymers may also suppress neat product odor and provide strong and/or long lasting benefits, depending on the perfume release rate. One challenge with such systems is to achieve a desirable balance between: 1) stability in the product (hold the perfume inside the carrier until you want it) and 2) timely release (during use or from the dry site). Obtaining this stability is especially important during in-product storage and product aging. This problem is particularly pronounced with water-based products containing surfactants, such as heavy duty liquid laundry detergents. Many "standard" matrix systems that are effectively available become "balanced" systems when formulated into water-based products. An "equilibrium" system or "storage" system may be selected that has acceptable in-product diffusion stability and available trigger mechanisms for release (e.g., friction). "balanced" systems are those in which the perfume and polymer can be added separately to the product, and the balanced interaction between perfume and polymer results in a benefit on one or more consumer points of contact (relative to free perfume without polymer assisted delivery technology). The polymer can be preloaded with a fragrance; however, some or all of the perfume may diffuse during storage within the product, reaching an equilibrium that includes the desired Perfume Raw Material (PRM) associated with the polymer. The polymer then carries the perfume to the surface and releases it, typically via perfume diffusion. The use of such equilibrium system polymers potentially reduces the odor intensity of the neat product (more typically than with preloaded standard systems). Deposition of such polymers serves to "flatten" the release profile and provide increased shelf life. As described above, such shelf life would be obtained by suppressing the initial intensity, and may enable the formulator to use more impact or low Odor Detection Threshold (ODT) or low Kovat's Index (KI) PRM to obtain FMOT benefits without the need for too strong or distorted initial intensity. Importantly, perfume release occurs over the application period to affect the desired point or points of consumer contact. Matrix systems also include hot melt adhesives and flavor plastics. In addition, hydrophobically modified polysaccharides can be incorporated into fragrance-emitting products to enhance fragrance deposition and/or to modify fragrance release. All such matrix systems, including for example polysaccharides and nanoemulsions, can be combined with other PDT, including other PAD systems, such as PAD reservoir systems in the form of Perfume Microcapsules (PMC).

Silicones are also examples of polymers that can be used as PDT and can provide a perfuming benefit in a manner similar to polymer-assisted delivery "matrix systems". Such PDT is known as Silicone Assisted Delivery (SAD). The silicones can be pre-loaded with fragrance or used as an equilibration system as described in PAD. Examples of silicones include polydimethylsiloxane and polyalkyldimethylsiloxanes. Other examples include those having amine functionality that can be used to provide benefits associated with Amine Assisted Delivery (AAD) and/or Polymer Assisted Delivery (PAD) and/or Amine Reaction Products (ARP).

Reservoir system: the reservoir system is also known as the core-shell type technology, or technology in which the fragrance is encapsulated by a perfume release controlling membrane which can act as a protective shell. The material inside the microcapsules is referred to as the core, internal phase or filler, while the wall is sometimes referred to as the shell, coating or film. Microparticles or pressure sensitive capsules or microcapsules are examples of this technology. The microcapsules of the present invention are formed by a variety of procedures including, but not limited to, coating, extrusion, spray drying, interfacial polymerization, in situ polymerization, and matrix polymerization. Possible shell materials differ greatly in their stability to water. Among the most stable are materials based on polyoxymethylene urea (PMU), which can retain certain PRMs in aqueous solution (or product) for even longer periods of time. Such systems include, but are not limited to, urea-formaldehyde and/or melamine-formaldehyde. Gelatin-based microcapsules can be prepared such that they dissolve in water quickly or slowly, depending on, for example, the degree of crosslinking. Many other capsule wall materials are available and the fragrance diffusion stability observed is different. Without being bound by theory, the release rate of perfume from the capsules after deposition on a surface, for example, is generally in reverse order of the diffusion stability of the perfume in the product. Thus, for example, urea-formaldehyde and melamine-formaldehyde microcapsules are generally requiredNot or in addition to diffusional release, such as mechanical forces (e.g., friction, pressure, shear stress) that act to break up the capsules and increase the rate of release of the fragrance (aroma). Other triggering mechanisms include melting, dissolution, hydrolysis or other chemical reactions, electromagnetic radiation, and the like. The use of preloaded microcapsules requires the proper ratio of product internal stability to release on use and/or surface (site) and the proper choice of PRM. Microcapsules based on urea-formaldehyde and/or melamine-formaldehyde are relatively stable, especially in near neutral water-based solutions. These materials may require a friction triggering mechanism that may not be suitable for all product applications. Other microcapsule materials (e.g., gelatin) may be unstable in water-based products and may even provide diminished benefits (relative to free perfume control) when aged within the product. Scratch and fragrance technology is another example of a PAD.

The benefit agent may comprise a material selected from perfumes such as 3- (4-tert-butylphenyl) -2-methylpropionaldehyde, 3- (4-tert-butylphenyl) -propionaldehyde, 3- (4-isopropylphenyl) -2-methylpropionaldehyde, 3- (3, 4-methylenedioxyphenyl) -2-methylpropionaldehyde and 2, 6-dimethyl-5-heptenal, α -dihydrodamascenone, β -dihydrodamascenone, delta-dihydrodamascenone, β -damascenone, 6, 7-dihydro-1, 1,2, 3, 3-pentamethyl-4 (5H) -indanone, methyl-7, 3-dihydro-2H-1, 5-benzodioxepin-3-one, 2- [2- (4-methyl-3-cyclohexen-1-yl) propyl ] cyclopentane-2-one, 2-sec-butyl 3535 β, a polymer which may be formed from a polyamine polymer of a polyamine, a polyvinyl alcohol, a polyvinyl.

Molecular Assisted Delivery (MAD): non-polymeric materials or molecules may also be used to improve the delivery of perfume. Without being bound by theory, the perfume may interact non-covalently with the organic material, resulting in deposition and/or release changes. Non-limiting examples of such organic materials include, but are not limited to, hydrophobic materials such as organic oils, waxes, mineral oils, petrolatum, fatty acids or esters, sugars, surfactants, liposomes, and even other fragrance materials (fragrance oils), as well as natural oils (including body soils and/or other soils). Perfume fixatives are another example. In one aspect, the non-polymeric material or molecule has a CLogP of greater than about 2

Cyclodextrin (CD): the technical approach uses cyclic oligosaccharides or cyclodextrins to improve perfume delivery. A perfume and Cyclodextrin (CD) complex is typically formed. Such complexes may be preformed, formed in situ, or formed on or within the site. Without being bound by theory, water loss can be used to shift the equilibrium towards the CD-perfume complex, especially if other adjunct ingredients (e.g. surfactants) are not present in high concentrations, not competing with the perfume for the cyclodextrin cavities. A rich benefit may be obtained if contact with water occurs at a later point or the water content is increased. In addition, cyclodextrins can increase the flexibility of perfume formulators in choosing PRMs. The cyclodextrin can be preloaded with perfume or added separately from the perfume to achieve the desired perfume stability, deposition or release benefit.

Starch encapsulated blend (SEA): the use of Starch Encapsulated Accord (SEA) technology enables the character of liquid perfumes to be modified by converting the perfume into a solid, for example by the addition of ingredients such as starch. The benefits include improved perfume retention during product storage, especially under non-aqueous conditions. Perfume bloom may be triggered upon contact with water. Benefits at precisely other times may also be obtained because the starch allows the product formulator to select a PRM or PRM concentration that would not normally be used without SEA present. Another example of technology involves the use of other organic and inorganic materials, such as silica, to convert the fragrance from a liquid to a solid.

Zeolite and Inorganic Carrier (ZIC): this technology involves the use of porous zeolites or other inorganic materials to deliver perfume. The perfume loaded zeolite may be used with or without adjunct ingredients used, for example, to coat the Perfume Loaded Zeolite (PLZ) to modify its perfume release characteristics during storage or use of the product, or to modify its perfume release characteristics from a dry locus. Silica is another form of ZIC. Another example of a suitable inorganic carrier includes an inorganic tubule, wherein the perfume or other active is contained within the nano-or micro-tubuleAnd (4) a tube cavity. The perfume-loaded inorganic tubule (or perfume-loaded tubule or PLT) is preferably a mineral nano or micro tubule, such as halloysite or a mixture of halloysite with other inorganic materials, including other clays. The PLT technology may also include additional ingredients inside and/or outside the tubule for improving diffusion stability in the product, for the purpose of deposition at a desired site, or for controlling the release rate of the loaded perfume. Monomeric and/or polymeric materials, including starch encapsulates, may be used to coat, plug, cap or otherwise encapsulate the PLT.

In one aspect, a perfume delivery system selected from the group consisting of: a Polymer Assisted Delivery (PAD) system, a Molecular Assisted Delivery (MAD) system, a Cyclodextrin (CD) system, a Starch Encapsulated Accord (SEA) system, a Zeolite Inorganic Carrier (ZIC) system, wherein the perfume delivery system may comprise a perfume as disclosed in the present specification, e.g. a perfume selected from the various perfumes disclosed in the perfume section described in the present specification.

In one aspect, Polymer Assisted Delivery (PAD) systems are disclosed, wherein the Polymer Assisted Delivery (PAD) systems can comprise a Polymer Assisted Delivery (PAD) reservoir system that can comprise a perfume disclosed in the present specification, e.g., a perfume selected from the various perfumes disclosed in the perfume section of the present specification.

In one aspect of the Polymer Assisted Delivery (PAD) reservoir system, the Polymer Assisted Delivery (PAD) reservoir system may comprise a perfume delivery particle, the perfume delivery particle may comprise a shell material and a core material, the shell material encapsulates the core material, the core material may comprise a perfume disclosed in the present specification, for example a perfume selected from the various perfumes disclosed in the perfume section of the present specification, and the shell comprises a material selected from the group consisting of: polyethylene; a polyamide; polystyrene; a polyisoprene; a polycarbonate; a polyester; a polyacrylate; an aminoplast, which in one aspect can comprise a polyurea, a polyurethane, and/or a polyureaurethane, in one aspect the polyurea comprises a polyoxymethylene urea and/or a melamine formaldehyde resin; a polyolefin; polysaccharides, in one aspect alginate and/or chitosan; gelatin; lac; an epoxy resin; a vinyl polymer; a water-insoluble inorganic substance; a siloxane; and mixtures thereof.

In one aspect of the Polymer Assisted Delivery (PAD) reservoir system, the shell may comprise melamine formaldehyde and/or crosslinked melamine formaldehyde.

In one aspect of the Polymer Assisted Delivery (PAD) reservoir system, the shell may be coated with a water soluble cationic polymer selected from the group consisting of: polysaccharides, cationically modified starches and cationically modified guars, polysiloxanes, dimethyldiallylammonium polyhalides, copolymers of dimethyldiallylammonium polychloride with vinylpyrrolidone, acrylamides, imidazoles, imidazolinium halides and imidazolium halides and also polyvinylamines and their copolymers with N-vinylformamide.

In one aspect of the Polymer Assisted Delivery (PAD) reservoir system, the coating the shell can comprise a cationic polymer and an anionic polymer.

In one aspect of the Polymer Assisted Delivery (PAD) reservoir system, wherein the cationic polymer may comprise hydroxyethyl cellulose; and the anionic polymer may comprise carboxymethyl cellulose.

In one aspect, the Polymer Assisted Delivery (PAD) reservoir system is a perfume microcapsule.

Malodor reduction technologyAny malodor technology may be used, including technologies that mask malodors, suppress the perception of malodors, or operate by any other mechanism to form one or more malodors that are less noticeable to the consumer. One such technique is described in detail in USPA serial No. 2016/0090555a 1. USPA serial No. 2016/0090555a1 teaches that the following malodor reducing materials may be used to suppress malodor: a total of about 0.00025% to about 0.5%, preferably about 0.0025% to about 0.1%, more preferably about 0.005% to about 0.005%From about 0.075%, most preferably from about 0.01% to about 0.05% of 1 or more malodor reduction materials, preferably from 1 to about 20 malodor reduction materials, more preferably from 1 to about 15 malodor reduction materials, most preferably from 1 to about 10 malodor reduction materials, each of said malodor reduction materials having a MORV of at least 0.5, preferably from 0.5 to 10, more preferably from 1 to 10, most preferably from 1 to 5, and preferably each of said malodor reduction materials having a universal MORV, said total malodor reduction materials having a blocking index of less than 3, more preferably less than about 2.5, even more preferably less than about 2, and still more preferably less than about 1, and most preferably 0, and/or a blocking index of on average from 3 to about 0.001. Preferably, the malodor reduction materials have a fragrance fidelity index of less than 3, preferably less than 2, more preferably less than 1, and most preferably 0, and/or a fragrance fidelity index that averages from 3 to about 0.001. In one aspect, the weight ratio of parts of malodor reduction composition to parts of fragrance is from about 1:20,000 to about 3000:1, preferably from about 1:10,000 to about 1,000:1, more preferably from 5,000:1 to about 500:1, and most preferably from about 1:15 to about 1: 1.

Fabric tonerThe composition may contain a fabric hueing agent (sometimes referred to as a colouring agent, bluing agent or whitening agent). Toners generally provide a blue or violet shade to a fabric. Toners can be used alone or in combination to create a particular shade of toning and/or to tone different fabric types. This may be provided, for example, by mixing red and blue-green dyes to produce a blue or violet hue. The toners may be selected from any known chemical class of dyes including, but not limited to, acridines, anthraquinones (including polycyclic quinones), azines, azos (e.g., monoazo, disazo, trisazo, tetrazo, polyazo), including premetallized azos, benzodifurans and benzodifuranones, carotenoids, coumarins, cyanines, diaza hemicyanines, diphenylmethane, formazans, hemicyanines, indigoids, methane, naphthalimides, naphthoquinones, nitro and nitrosos, oxazines, phthalocyanines, pyrazoles, stilbene, styryls, triarylmethanes, triphenylmethanes, xanthenes, and mixtures thereof. Suitable fabric hueing agents include dyes,Dye-clay conjugates, and organic and inorganic pigments. Suitable dyes include small molecule dyes and polymeric dyes. Suitable small molecule dyes include those selected from the group consisting of: dyes belonging to the color index (c.i.) class of acidic, direct, basic, reactive, or hydrolyzed reactive, solvent or disperse dyes, such as dyes classified as blue, violet, red, green, or black, and providing, individually or in combination, a desired hue. In another aspect, suitable small molecule dyes include the following numbered small molecule dyes selected from the dye index (Society of Dyers and Colourists, Bradford, UK): direct violet dyes such as 9, 35, 48, 51, 66 and 99, direct blue dyes such as 1, 71, 80 and 279, acid red dyes such as 17, 73, 52, 88 and 150, acid violet dyes such as 15, 17, 24, 43, 49 and 50, acid blue dyes such as 15, 17, 25, 29, 40, 45, 75, 80, 83, 90 and 113, acid black dyes such as 1, basic violet dyes such as 1,3, 4, 10, 19, 35, 38 and 48, basic blue dyes such as 3, 16, 22, 47, 65, 66, 67, 71, 75 and 159, disperse or solvent dyes, and mixtures thereof. In another aspect, suitable small molecule dyes include small molecule dyes selected from the group consisting of: c.i. code acid violet 17, acid blue 80, acid violet 50, direct blue 71, direct violet 51, direct blue 1, acid red 88, acid red 150, acid blue 29, acid blue 113 or mixtures thereof.

Polymer dyesSuitable polymeric dyes include polymeric dyes selected from the group consisting of: polymers comprising covalently bonded (sometimes referred to as conjugated) chromogens (dye-polymer conjugates) (e.g., polymers having chromogens copolymerized into the polymer backbone), and mixtures thereof.

In another aspect, suitable polymeric dyes include polymeric dyes selected from the group consisting of: under the trade name of(Milliken, Spartanburg, South Carolina, USA), a fabric-entity stain, a dye-polymer conjugate formed from at least one reactive dye and a polymer selected from the group consisting of a coatingA polymer comprising a moiety selected from the group consisting of a hydroxyl moiety, a primary amine moiety, a secondary amine moiety, a thiol moiety, and mixtures thereof. In another aspect, suitable polymeric dyes include polymeric dyes selected from the group consisting of:violet CT, a carboxymethyl CELLULOSE (CMC) covalently bonded to a reactive blue, reactive Violet or reactive red dye such as CMC conjugated to c.i. reactive blue 19 (sold under the product name AZO-CM-CELLULOSE by Megazyme, Wicklow, Ireland under the product code S-ACMC), an alkoxylated triphenyl-methane polymeric colorant, an alkoxylated thiophene polymeric colorant, and mixtures thereof.

The hueing agent may be incorporated into the detergent composition as part of the reaction mixture as a result of the organic synthesis of the dye molecule by one or more optional purification steps. Such reaction mixtures typically comprise the dye molecules themselves and may, in addition, comprise unreacted starting materials and/or by-products of organic synthesis pathways.

The above-described fabric hueing agents may be used in combination (any mixture of fabric hueing agents may be used).

Coating materialIn one aspect of the invention, a benefit agent containing delivery particle is manufactured and subsequently coated with an additional material. Non-limiting examples of coating materials include, but are not limited to, materials selected from the group consisting of: poly (meth) acrylates, poly (ethylene-maleic anhydride), polyamines, waxes, polyvinylpyrrolidone copolymers, polyvinylpyrrolidone-ethyl acrylate, polyvinylpyrrolidone-vinyl methacrylate, polyvinylpyrrolidone/vinyl acetate, polyvinyl acetal, polyvinyl butyral, polysiloxane, poly (propylene maleic anhydride), maleic anhydride derivatives, copolymers of maleic anhydride derivatives, polyvinyl alcohol, styrene-butadiene latex, gelatin, gum arabic, carboxymethyl cellulose, carboxymethyl hydroxyethyl cellulose, hydroxyethyl celluloseCellulose, other modified celluloses, sodium alginate, chitosan, casein, pectin, modified starches, polyvinyl acetal, polyvinyl butyral, polyvinyl methyl ether/maleic anhydride, polyvinyl pyrrolidone and its copolymers, poly (vinyl pyrrolidone/methacrylamidopropyl trimethyl ammonium chloride), polyvinyl pyrrolidone/vinyl acetate, polyvinyl pyrrolidone/dimethylaminoethyl methacrylate, polyvinyl amine, polyvinyl formamide, polyallylamine, and copolymers of polyvinyl amine, polyvinyl formamide and polyallylamine, and mixtures thereof. Such materials are available from CP Kelco Corp. (San Diego, California, USA); degussa AG (Dusseldorf, Germany); BASF AG (Ludwigshafen, Germany); rhodia Corp. (Cranbury, New Jersey, USA); baker Hughes Corp. (Houston, Texas, USA); hercules Corp. (Wilmington, Delaware, USA); agrium Inc (Calgary, Alberta, Canada); ISP (New Jersey, u.s.a.).

Formaldehyde scavengerIn one aspect, the benefit agent-containing delivery particle may be combined with a formaldehyde scavenger. In one aspect, such benefit agent-containing delivery particles may comprise benefit agent-containing delivery particles of the present invention. Suitable formaldehyde scavengers include materials selected from the group consisting of: sodium bisulfite, melamine, urea, ethylene urea, cysteine, cysteamine, lysine, glycine, serine, carnosine, histidine, glutathione, 3, 4-diaminobenzoic acid, allantoin, glycoluril, anthranilic acid, methyl anthranilate, methyl 4-aminobenzoate, ethyl acetoacetate, acetoacetamide, malonamide, ascorbic acid, 1, 3-dihydroxyacetone dimer, biuret, oxamide, benzoguanamine, pyroglutamic acid, methyl gallate, ethyl gallate, propyl gallate, triethanolamine, succinamide, thiabendazole, benzotriazole, triazole, indoline, sulfanilic acid, oxamide, sorbitol, glucose, cellulose, poly (vinyl alcohol), partially hydrolyzed poly (vinylformamide), poly (vinylamine), poly (ethyleneimine), Poly (oxyalkylene amine), poly (vinyl alcohol) -co-poly (vinylamine), poly (4-aminostyrene), poly (1-lysine), shellPolysaccharide, hexanediol, ethylenediamine-N, N' -diacetylacetamide, N- (2-ethylhexyl) acetoacetamide, 2-benzoyl acetoacetamide, N- (3-phenylpropyl) acetoacetamide, mugueldehyde, heliotropin, melon aldehyde, (2, 4-dimethylcyclohexen-3-yl) formaldehyde, 5-dimethyl-1, 3-cyclohexanedione, 2, 4-dimethyl-3-cyclohexenecarbaldehyde, 2, 2-dimethyl-1, 3-dioxane-4, 6-dione, 2-pentanone, dibutylamine, triethylenetetramine, ammonium hydroxide, benzylamine, hydroxycitronelol, cyclohexanone, 2-butanone, pentanedione, dehydroacetic acid, or mixtures thereof. These formaldehyde scavengers are available from Sigma/Aldrich/Fluka (st.louis, missouri, u.s.a.) or from PolySciences, inc. (Warrington, Pennsylvania, u.s.a.).

In one aspect, such formaldehyde scavengers may be combined with consumer products such as liquid laundry detergent products comprising benefit agent-containing delivery particles, said scavenger being selected from: sodium bisulfite, melamine, urea, ethylene urea, cysteine, cysteamine, lysine, glycine, serine, carnosine, histidine, glutathione, 3, 4-diaminobenzoic acid, allantoin, glycoluril, anisic acid, methyl anthranilate, methyl 4-aminobenzoate, ethyl acetoacetate, acetoacetamide, malonamide, ascorbic acid, 1, 3-dihydroxyacetone dimer, biuret, oxamide, benzoguanamine, pyroglutamic acid, pyrogallol, methyl gallate, ethyl gallate, propyl gallate, triethanolamine, succinamide, thiabendazole, benzotriazole, triazole, indoline, sulfanilic acid, oxamide, sorbitol, glucose, cellulose, poly (vinyl alcohol), partially hydrogenated poly (vinylformamide), poly (vinylamine), poly (ethyleneimine), Poly (oxyalkylene amine), poly (vinyl alcohol) -co-poly (vinylamine), poly (4-aminostyrene), poly (1-lysine), chitosan, hexylene glycol, ethylenediamine-N, N' -diacetoacetamide, N- (2-ethylhexyl) acetoacetamide, 2-benzoylacetoacetamide, N- (3-phenylpropyl) acetoacetamide, lilial, heliotropin, melonal, (2, 4-dimethylcyclohexen-3-yl) formaldehyde, 5-dimethyl-1, 3-cyclohexanedione, 2, 4-dimethyl-3-cyclohexylformaldehyde, 2-dimethyl-1, 3-dioxane-4, 6-dione, 2-pentanone, pentanol, and mixtures thereof, Dibutylamine, triethylenetetramine, ammonium hydroxide, benzylamine, hydroxycitronellal, cyclohexanone, 2-butanone, pentanedione, dehydroacetic acid, and mixtures thereof, and is combined with the liquid laundry detergent product at a level of from about 0.003 wt.% to about 0.20 wt.%, from about 0.03 wt.% to about 0.20 wt.%, or even from about 0.06 wt.% to about 0.14 wt.%, based on the total weight of the liquid laundry detergent product.

CarrierThe composition generally comprises a carrier. In some aspects, the carrier may be water alone or a mixture of an organic solvent and water. In some aspects, the organic solvent comprises 1, 2-propanediol, ethanol, isopropanol, glycerol, and mixtures thereof. Other lower alcohols, C, may also be used₁-C₄Alkanolamines such as monoethanolamine and triethanolamine. Suitable vectors include, but are not limited to: salts, sugars, polyvinyl alcohol (PVA), modified PVA; polyvinylpyrrolidone; PVA copolymers such as PVA/polyvinylpyrrolidone and PVA/polyvinylamine; partially hydrolyzed polyvinyl acetate; polyalkylene oxides such as ethylene oxide; polyethylene glycol; polypropylene oxide, acrylamide; acrylic acid; cellulose, alkyl celluloses such as methyl cellulose, ethyl cellulose, and propyl cellulose; a cellulose ether; cellulose esters; a cellulose amide; polycarboxylic acids and salts; a polyamino acid or peptide; a polyamide; polyacrylamide; maleic/acrylic acid copolymers; polysaccharides, including starch, modified starch; gelatin; an alginate; xyloglucans, other hemicellulose polysaccharides including xylan, glucuronoxylan, arabinoxylan, mannan, glucomannan and galactoglucomannan; natural gums such as pectin, xanthan gum, carrageenan, locust bean gum, gum arabic, tragacanth gum; and combinations thereof. In one embodiment, the polymer comprises: polyacrylates, especially sulfonated polyacrylates and water soluble acrylate copolymers; and alkylhydroxycelluloses such as methylcellulose, sodium carboxymethylcellulose, modified carboxymethylcellulose, dextrin, ethylcellulose, propylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose, maltodextrin, polyvinyAnd (e) a methacrylate ester. In addition to the carriers provided above, copolymers of such polymeric materials can also serve as carriers. The carrier may not be present, for example, in compositions in the form of an anhydrous solid, but more typically is present at a level in the range of from about 0.1% to about 99%, from about 10% to about 95%, or from about 25% to about 90%.

Methods of use and treated articles

The compositions disclosed herein are useful for cleaning and/or treating fabrics. Typically, at least a portion of the fabric is contacted with an embodiment of applicants' composition (in pure form or diluted in a liquid, e.g., a wash liquor), and the fabric may then optionally be washed and/or rinsed.

For purposes of the present invention, washing includes, but is not limited to, scrubbing and mechanical agitation. The fabric may comprise most any fabric capable of being laundered or otherwise treated under normal consumer use conditions. Liquids that can include the disclosed compositions can have a pH of about 3 to about 12. Such compositions are typically used at concentrations of about 500ppm to about 15,000ppm in solution. When the wash solvent is water, the water temperature is typically in the range of about 5 ℃ to about 90 ℃, and when the fabric comprises a fabric, the ratio of water to fabric is typically about 1:1 to about 30: 1.

In one aspect, the present invention discloses a fabric treated with any embodiment of any of the compositions disclosed herein.

Test method

Molecular weight distribution

Weight average molecular weight (M)_w) The values were determined as follows. The sample molecular weight was determined on an Agilent 1260HPLC system equipped with an autosampler, cartridge and refractive index detector. The operating system is OpenLAB CDS ChemStationWorkstation (A.01.03). Data storage and analysis was performed using Cirrus GPC off-line, ChemStation's GPC/SEC software, version 3.4. The column conditions are given in table 3. In making the calculations, the results were obtained using a polystyrene reference sample of known molecular weightAnd (5) product calibration. M_wThe measurement of the value changes by 5% or less. Molecular weight analysis was determined using chloroform mobile phase.

TABLE 3

Table 4 shows the molecular weight and retention time of the polystyrene standards.

TABLE 4

Iodine number

Another aspect of the invention provides a method of measuring the iodine value of a glyceride copolymer. Iodine values were determined using AOCS official method Cd 1-25 with the following modifications: the carbon tetrachloride solvent was replaced with chloroform (25ml), precision test samples (oleic acid 99%, Sigma-Aldrich; IV 89.86 ± 2.00cg/g) were added to the sample set, and the reported IV was corrected for the identified minor contribution from the olefin when determining the free hydrocarbon content of the glyceride copolymer.

Gas chromatography analysis of fatty acid residues in glyceride copolymers

After vacuum distillation of the olefins to less than 1 wt%, the final glyceride oligomer products described in examples 4, 5, 6 and 7 were analyzed by gas chromatography and the resulting oligomer products were transesterified to methyl esters by the following procedure.

Sample 0.10 ± 0.01g was weighed into a20 mL scintillation vial. A 1% solution of sodium methoxide in methanol (1.0mL) was transferred to the vial by pipette and the vial was capped. The capped vial was placed in a sample shaker and shaken at 250rpm and 60 ℃ until the sample was completely homogeneous and clear. The sample was removed from the medium shaker, then 5ml of saline solution was added by pipette, then 5ml of ethyl acetate was added. The vial was vortex mixed for one minute to thoroughly mix the solution. The mixed solution was allowed to stand until the two layers separated. The top layer (ethyl acetate) (1mL) was transferred to a vial for gas chromatography. The normalized compositions, based on the selected group of components, are shown in table 9 in weight%.

Gas chromatography data was collected using an Agilent 6850 instrument equipped with an Agilent DB-WAXETR column (122-. The methods and conditions used are as follows: GC method "Fast _ fame. m" was used for analysis of all samples in examples 1 to 7.

C in glyceride copolymers_10-14Weight percent of unsaturated fatty acid ester by comparing all C's obtained in the above analysis₁₀、C₁₁、C₁₂、C₁₃And C₁₄The weight percentage of the unsaturated fatty acid ester is added. C in glyceride copolymers_10-13Weight percent of unsaturated fatty acid ester by comparing all C's obtained in the above analysis₁₀、C₁₁、C₁₂And C₁₃The weight percentage of the unsaturated fatty acid ester is added. C in glyceride copolymers_10-11Weight percent of unsaturated fatty acid ester by comparing all C's obtained in the above analysis₁₀And C₁₁The weight percentage of the unsaturated fatty acid ester is added.

Free hydrocarbon content

In another aspect of the invention, a method of determining the free hydrocarbon content of a glyceride copolymer is provided. The method combines gas chromatography/mass spectrometry (GC/MS) to confirm the identification of free hydrocarbon homologues and gas chromatography with flame ionization detection (GC/FID) to quantify the free hydrocarbons present in the glyceride copolymers.

Sample preparation: the sample to be analyzed is generally transesterified by dilution (e.g., 400:1) in methanolic KOH (e.g., 0.1N) and heating in a closed vessel until the reaction is complete (i.e., 90 ℃ for 30 minutes), and then cooled to room temperature. The sample solution can then be treated with 15% boron trifluoride in methanol and heated again in a closed vessel until the reaction is complete (i.e., at 60 ℃ for 30 minutes) to simultaneously acidify (methyl orange-red) and methylate any free acid present in the sample. After allowing to cool to room temperature, the reaction was quenched by addition of saturated aqueous NaCl. An organic extraction solvent such as cyclohexane containing a known level of internal standard (e.g., 150ppm dimethyl adipate) is then added to the vial and mixed well. After layer separation, a portion of the organic phase was transferred to a vial suitable for injection into a gas chromatograph. The sample extract solution was analyzed by GC/MS, compared to a reference spectrum to confirm identification of peaks matching hydrocarbon retention time, and then compared to standard FID response factors to calculate hydrocarbon, fatty acid, and fatty diacid concentrations by GC/FID.

Commonly observed hydrocarbon compounds (i.e., 1-dodecene, 1-tridecene, 1-tetradecene, 1-pentadecene, 1-hexadecene, 1-heptadecene, 1-octadecene, dodecane, tridecane, tetradecane, pentadecane, hexadecane, heptadecane, and octadecane) are prepared by dilution in the same internal standard-containing solvent as used to extract the sample reaction mixture, such as 50ppm each. The hydrocarbon standard is analyzed by GC/MS to generate retention times and reference spectra, and then retention times and response factors are generated by GC/FID.

GC/MS: qualitative identification of the observed peaks was performed using an Agilent 7890GC equipped with split/no split injection ports with a Waters quattro microgc mass spectrometer set in EI + ionization mode. A nonpolar DB1-HT column (15m 0.25mm 0.1um df) was installed with 1.4mL/min helium carrier gas. In a separate run, 1uL of the hydrocarbon standard and sample extract solution was injected into the 300 ℃ injection port at a split ratio of 25: 1. The oven was held at 40 ℃ for 1 minute and then ramped up at a rate of 15 ℃/minute to a final temperature of 325 ℃ for 10 minutes for a total run time of 30 minutes. The transmission line was maintained at 330 ℃ and the temperature of the EI source was 230 ℃. The ionization energy was set at 70eV and the scanning range was 35-550 m/z.

GC/FID: quantitative analysis was performed using an Agilent 7890GC equipped with split/splitless sample inlets and a flame ionization detector. A nonpolar DB1-HT column (5m 0.25mm 0.1um df) was installed with 1.4mL/min helium carrier gas. In a separate run, 1uL of the hydrocarbon standard and sample extract solution was injected into the 330 ℃ injection port at a split ratio of 100: 1. The oven was held at 40 ℃ for 0.5 minute and then ramped up to a final temperature of 380 ℃ at a rate of 40 ℃/minute for 3 minutes, resulting in a total run time of 12 minutes. The FID was maintained at 380 deg.C, the hydrogen flow rate was 40 mL/min, and the air flow rate was 450 mL/min. The make-up gas was helium at a flow rate of 25 mL/min. Hydrocarbon standards were used to create calibration tables in Chemstation data analysis software, including known concentrations to generate response factors. These response factors are applied to corresponding peaks in the sample chromatogram to calculate the total amount of free hydrocarbons present in each sample.

Examples

While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Non-limiting examples of product formulations disclosed in this specification are summarized below.

Example 1-butenyl canola oil (BCO) reaction: effect of BCO content

The experimental setup consisted of a three-necked round bottom flask equipped with a magnetic stir bar, a septum cap, and an outlet to the vacuum system. External heating was provided by a silicon oil bath. The membrane was used to add metathesis catalyst and extract the sample. The vacuum system consists of a TEFLON diaphragm pump and a pressure controller.

The Butenylated Canola (BCO) was prepared by cross-metathesizing canola oil (Wesson) with 1-butene (1-butene with 1mol of C ═ C double bonds per mole of oil) according to the method described in us patent 8,957,268. BCO was mixed with canola oil (Wesson) and charged to a 500mL round bottom flask. The oil mixture was purged with nitrogen (Airgas, UHP) for about 15 minutes. The reaction flask was heated to about 70 ℃ and evacuated to the desired pressure (see below: 200 or 450 torr absolute). A solution of C827 metathesis catalyst (10 mg/mL; Material, Inc., Pasadena, California, USA) in toluene (Sigma-Aldrich, anhydrous 99.8%) was added to the oil mixture to achieve a catalyst content of 100 ppmwt. The reaction was maintained at 70 ℃ while maintaining a dynamic vacuum at the desired pressure for 2 hours. A small sample of the reaction mixture was removed by syringe, quenched with ethyl vinyl ether (Sigma-Aldrich), and analyzed by GPC to determine the weight average molecular weight (Mw) of the resulting glyceride oligomer.

Table 5 shows the resulting weight average M of 13 different reactions_wWherein the percentage of BCO is increased. The percent BCO reported is the weight percent of BCO relative to the total weight of the oil (BCO and canola oil). The weight average molecular weight is reported in g/mol.

TABLE 5

Example 2-reaction with Butenyl Canola Oil (BCO): influence of reaction time

Using the same equipment and procedures as those described in example 1, a 50 wt%/50 wt% mixture of BCO and canola oil was reacted for four hours while maintaining the dynamic vacuum at 200 or 450 torr (absolute pressure), with samples taken every hour. Table 6 shows the weight average molecular weight (M) with the passage of time_w). Molecular weight (Mw) is reported in g/mol.

TABLE 6

Example 3-cross-metathesis of canola oil with crotylated palm oil (BPO): effect of the raw Material composition

The mixture of bpo (wilmar) and palm oil was allowed to react for two hours using the same equipment and methods as those described in example 1. Table 7 shows the molecular weight (Mw) after two hours. Molecular weight (Mw) is reported in g/mol.

TABLE 7

Example 4 self-metathesis of canola oil (comparative example)

Using the same equipment (except that a two-stage rotary vane pump was used in the experiment run under dynamic vacuum at a pressure less than 10 Torr absolute and the procedure described in example 1, canola oil reacted for two hours Table 8 shows the molecular weight (M) after two hours_w). Molecular weight (M)_w) Reported in g/mol.

TABLE 8

Absolute pressure (holder)	Grade 100g (M)_w)	1kg grade (M)_w)
			450	11,700	-
200	12,300	-
			75	12,600	-
8	14,500	13,600
			3.2	-	15,100
2.5	-	15,900

A portion (473g) of the product from a 1kg experiment run at 2.5 torr was diluted with heptane (BDH, laboratory reagents, 500 mL). Magnesol-600-R (Dallas Group of Am., 10g) was added and the resulting mixture was stirred under nitrogen at ambient temperature for 30 minutes. Magnesol-600-R was removed by vacuum filtration. Fresh Magnesol-600-R (10g) was added and the resulting mixture was stirred under nitrogen at ambient temperature for 30 minutes. Heptane was removed by rotary evaporation. The olefin was removed by vacuum distillation in a 1L three-necked round bottom flask equipped with a short path distillation head; a condenser cooled to 5 ℃; a20 mL round bottom flask cooler with dry ice/isopropanol; a magnetic stirring rod; and thermometers that measure the liquid temperature and the vapor temperature. Heating is provided by a resistance heating jacket. The vacuum is provided by a two-stage rotary-vane vacuum pump that removes a substantial portion of the olefin material by progressively increasing the heat input. For the initial part of the distillation, a minimal nitrogen purge was maintained on the system. The final pressure was about 0.1 torr absolute and the final liquid temperature was 192 ℃. The olefin content is less than 1 mass%. A sample of the final product was transesterified and analyzed by GC to determine the fatty acid residues as described above. See table 9 (below).

Example 5-one kilogram Scale canola oil with butenyl canola oil Using catalyst removal and olefin stripping (BCO) cross metathesis

Using the same metathesis process and equipment as described in example 1, 1kg of a mixture (50 wt%/50 wt%) of BCO and canola oil was reacted for two hours. Catalyst removal was accomplished by THMP treatment. THMP treatment consisted of: an aqueous solution of 1M tris (hydroxymethyl) phosphine (THMP, 1.0M, 50mol THMP/mol C827) was added, stirred at ambient temperature for 2 hours, and then washed with water (2 × 100mL) in a separatory funnel. The olefin by-product and trace residual water were removed from the product by the same procedure and distillation apparatus as described in example 4 except that no nitrogen purge was used. The final pressure was about 0.2 torr absolute and the final liquid temperature was 195 ℃. An olefin content of less than 1% by mass, and M of a glyceride oligomer_wIt was 16,700 g/mol. A sample of the final product was transesterified and analyzed by GCTo determine the fatty acid residues as described above. See table 9 (below).

Example 6 two kilogram Scale Soybean oil with Butenylated Soybean oil Using catalyst removal and olefin stripping (BCO) cross metathesis

The same procedure and apparatus as described in example 1 were used, except that a 3L flask was used instead of the 500mL flask, and 1kg of 50/50 wt% mixture of crotinated soybean oil and soybean oil (Costco) was reacted for about four hours using 100ppm wt C827 catalyst. An additional 40ppm of catalyst was added and after about two hours more, the reaction was quenched with ethyl vinyl ether. Olefin by-product and trace residual water were removed from a 265g product sample by similar distillation procedures and equipment as described in example 5. The final pressure was about 0.1 torr absolute and the final liquid temperature was 195 ℃. The olefin content is less than 1 mass%. A sample of the final product was transesterified and analyzed by GC to determine the fatty acid residues as described above. See table 9 (below).

Example 7-twelve kilogram Scale canola oil with Butenylated canola oil, utilizing catalyst removal and olefin stripping (BCO) cross metathesis

This example was carried out in a 5 gallon stainless steel reactor (Par) equipped with an impeller, a port for airless catalyst addition, and a Strahman valve for sampling. Before start-up, the reactor system was completely purged with nitrogen.

BCO (6.16kg) was prepared by a procedure similar to that used in example 1, and was mixed with canola oil (6.12kg) and charged to the reactor. The oil mixture was stirred at 200rpm while being purged through the dip tube with nitrogen at a rate of 0.5SCFM for about 30 minutes. The reactor was evacuated to 200 torr (absolute vacuum) and heated to 70 ℃. The C827 metathesis catalyst (1.0g, material, inc., Pasadena, California, USA) was suspended in canola oil (50mL) and added to the oil mixture. The reaction was held at 70 ℃ and 200 torr for four hours. An additional amount of C827 catalyst (0.25g) suspended in canola oil (50mL) was added to the reaction. After another two hours, the reactor was back-filled with nitrogen.

Catalyst removal was performed in a 5 gallon jacketed glass reactor equipped with an agitator, a bottom drain valve, and a port for reagent addition. A glass reactor was charged with a 0.12M aqueous solution of THMP (0.31kg) and preheated to about 90 ℃. The crude metathesis reaction product was transferred to a glass reactor at 70 ℃ and the mixture was stirred (150rpm) for 20 minutes at about 80-90 ℃. The following washing procedure was performed twice. Deionized water (1.9kg, 60 ℃) was added to the reactor heated to 80-90 ℃ and the resulting mixture was stirred (100rpm) for 20 minutes. The stirrer was stopped and the reactor contents were allowed to settle at a constant temperature of 80-90 ℃ for 16 hours. The bottom aqueous layer was carefully drained. After the second wash, the washed product was cooled and then discharged into a vessel.

The washed product was split in two parts to remove olefins and residual water using similar distillation procedures and equipment as described in example 5. The final distillation pressure was about 0.1 torr absolute pressure and the final liquid temperature was about 190 ℃. After distillation, the two fractions were recombined. A small sample of the recombinant product was transesterified and analyzed by GC to determine the fatty acid residues as described above. See table 9 (below).

After vacuum distillation of the olefins to less than 1 wt%, the final glyceride oligomer products produced in examples 4, 5, 6 and 7 were analyzed for fatty acid residues by the method described above. Calculating C_10-14Unsaturated fatty acid ester, C_10-13Unsaturated fatty acid ester, and C_10-11Unsaturated fatty acid esters and are reported in table 10.

TABLE 9

Watch 10

EXAMPLE 8 diene Selective hydrogenation of crude glyceride Polymer

In a 600mL Parr reactor, 170g of crude metathesis product from example 6, 170g of n-decane (Sigma-Aldrich, anhydrous,. gtoreq.99%), and 0.60g of PRIAT 9908(Johnson Matthey Catalysts) were washed via toluene prior to reaction; removal of saturated triglyceride wax with N₂Then with H₂Each purged for 15 minutes, then at 100psig H₂(Airgas, UHP) at 160 ℃ while stirring at 1000rpm using a gas dispersion impeller. Monitoring H₂The pressure was reduced and when the reactor was reduced to about 70psig, the reactor was refilled to 100 psig. After six hours, the reaction was cooled below 50 ℃ and the hydrogen was replaced with nitrogen. The reaction mixture was vacuum filtered through celite to remove the catalyst solids. Olefin by-product and n-decene were removed from the product by similar distillation procedures and equipment as described in example 5. The final distillation pressure was about 0.1 torr absolute pressure and the final liquid temperature was 195 ℃. The olefin content is less than 1 mass%. A sample of the final product was transesterified with methanol and analyzed by GC. The content of polyunsaturated C18 fatty acid methyl esters (C18:2 plus C18:3) was reduced from 3.88% to 1.13% in the feed and C21:2 diesters from 6.40% to 3.72% in the feed.

Examples9: liquid fabric enhancer

The fabric softener composition was prepared by mixing together the ingredients shown below:

¹n, N-bis (alkanoyloxyethyl) -N, N-dimethylammonium chloride wherein the alkyl group consists essentially of C16-C18 alkyl chains and the IV value is about 20, available from Evonik

²Bis [ ethyl (tallow fatty acid ester)]-2-hydroxyethylammonium methyl sulfate, available from Stepan

³N, N-bis (alkanoyloxyethyl) -N, N-dimethylammonium chloride wherein the alkyl group is comprised of C16-C18 alkyl chains and the IV value is about 52, available from Evonik

⁴The reaction product of the fatty acid and methyldiethanolamine, quaternized with methyl chloride, yielded a mixture of N, N-bis (tallowoyloxyethyl) -N, N-dimethylammonium chloride and N- (tallowoyloxyethyl) N-hydroxyethyl-N, N-dimethylammonium chloride in a 2.5:1 molar ratio, available from Evonik Corporation, Hopewell, Va.

⁵Low molecular weight alcohols, such as ethanol or isopropanol

⁶Cationic polyacrylamide polymers, e.g. acrylamide/[ 2- (acrylamido) ethyl]A copolymer of trimethylammonium chloride (quaternized dimethylaminoethyl acrylate) is available under the tradename Rheovis CDX from BASF, AG, Ludwigshafen.

⁷The name of the commodity is2280 didecyl dimethyl ammonium chlorideOr by trade nameHTL8-MS hydrogenated tallow alkyl (2-ethylhexyl) dimethyl ammonium methosulfate from Akzo Nobel

⁸Perfume microcapsules, available from ex Appleton Papers, Inc.

⁹Propoxylated amino-functional organosiloxane polymers as described in U.S. Pat. No. 8748646

The compositions provided by the above formulations are made by combining such ingredients according to the methods of preparation provided in this specification.

Example 10

Granular laundry detergent compositions for hand washing or washing machines, typically top-loading washing machines.

(1) Optionally.

(2) From Appleton Paper (Appleton, Wis.)

Example 11

Particulate laundry detergent compositions typically used in front loading automatic washing machines.

(1) Optionally.

(2) From Appleton Paper (Appleton, Wis.)

A typical pH is about 10.

Example 12: heavy duty liquid laundry detergent compositions

(1) Optionally.

(2) From Appleton Paper (Appleton, Wis.)

(3) From BASF, Ludwigshafen

(4) Commercially available from Dow Chemicals under the trade names Polymer PK or LR400

Example 13: unit dose composition

Not more than 12% water in total, based on the total cleaning and/or treatment composition weight

(1) From Appleton Paper (Appleton, Wis.)

Example 14: laundry detergent lozenge compositions

(5) From Appleton Paper (Appleton, Wis.)

(6) From BASF, Ludwigshafen

(7) Commercially available from Dow Chemicals under the trade names Polymer PK or LR400

The ingredients are combined and mixed by conventional means known to those of ordinary skill in the art.

Raw materials and descriptions for composition examples

LAS is supplied by Stepan (Northfield, Illinois, USA) or Huntsman Corp. with C₉-C₁₅Linear alkyl benzene sulphonate of average aliphatic carbon chain length (HLAS in acid form).

C_12-14Dimethylhydroxyethylammonium chloride, supplied by Clariant GmbH (Germany).

AE3S is C_12-15Alkyl ethoxy (3) sulfates supplied by Stepan (Northfield, Illinois, USA)

AE7 is C_12-15Alcohol ethoxylates, having an average degree of ethoxylation of 7, are supplied by Huntsman (Salt Lake City, Utah, USA)

AES is C_10-18Alkyl ethoxy sulfates, supplied by Shell Chemicals.

AE9 is C_12-13Alcohol ethoxylates, having an average degree of ethoxylation of 9, were supplied from Huntsman (Salt Lake City, Utah, USA)

HSAS or HC_16-17HSAS is a mid-chain branched primary alkyl sulfate having an average carbon chain length of about 16-17.

Sodium tripolyphosphate, supplied by Rhodia (Paris, France)

Zeolite A was supplied by Industrial Zeolite (UK) Ltd (Grays, Essex, UK)

1.6R silicate supplied by Koma (Nestemica, Czech Reublics)

Sodium carbonate was supplied by Solvay (Houston, Texas, USA)

Polyacrylates with a molecular weight of 4500 are supplied by BASF (Ludwigshafen, Germany)

Carboxymethyl cellulose is supplied by CP Kelco (Arnhem, Netherlands)V

Suitable chelating agents are, for example, Diethylene Tetramine Pentaacetic Acid (DTPA) supplied by Dow Chemical (Midland, Michigan, USA), or hydroxyethane diphosphonate (HEDP) supplied by Solutia (St Louis, Missouri, USA Bagsvaerd, Denmark)

Celluclean^TM、Andare all products of Novozymes (Bagsvaerd, Denmark).

Proteases may be supplied by Genencor International (Palo Alto, California, USA) (e.g., Purafect) Or supplied by Novozymes (Bagsvaerd, Denmark) (e.g.,)。

the fluorescent whitening agent 1 isAMS, fluorescent whitening agent 2 isCBS-X, sulfonated zinc phthalocyanines and direct violet 9 isViolet BN-Z, all supplied by Ciba Specialty Chemicals (Basel, Switzerland)

Sodium percarbonate supplied by Solvay (Houston, Texas, USA)

Sodium perborate is supplied by Degussa (Hanau, Germany)

NOBS is sodium nonanoyloxybenzenesulfonate supplied by Future Fuels (Batesville, USA).

TAED is tetraacetylethylenediamine, trade nameSupplied by Clariant GmbH (Sulzbach, Germany).

S-ACMC is carboxymethyl CELLULOSE conjugated with c.i. reactive blue 19, sold by Megazyme (Wicklow, Ireland) under the product name AZO-CM-CELLULOSE (product code S-ACMC).

Detergents are supplied by Rhodia (Paris, France)PF

The molecular weight of the acrylic acid/maleic acid copolymer was 70,000 and the ratio of acrylate to maleate was 70:30, supplied by BASF (Ludwigshafen, Germany)

Sodium salt of ethylenediamine-N, N' -disuccinic acid, (S, S) isomer (EDDS) was supplied by Octel (Ellesmie Port, UK)

Hydroxyethane diphosphonate (HEDP) is supplied by Dow Corning (Midland, Michigan, USA)

Suds suppressor agglomerates supplied by Dow Corning (Midland, Michigan, USA)

C_12-14Dimethylammonium oxide from Procter&Supplied by Gamble Chemicals (Cincinnati, USA)

The random graft copolymer is a polyvinyl acetate grafted polyethylene oxide copolymer having a polyethylene oxide backbone and a plurality of polyvinyl acetate side chains. The molecular weight of the polyethylene oxide backbone is about 6000 and the weight ratio of polyethylene oxide to polyvinyl acetate is about 40:60 with no more than 1 graft point per 50 ethylene oxide units.

Ethoxylated polyethyleneimine is a polyethyleneimine having 20 ethoxylate groups per-NH (MW 600).

The cationic cellulose polymer is LK400, LR400 and/or JR30M from Amerchol Corporation (Edgewater NJ).

Note that: all enzyme contents are expressed as% zymogen material.

Example 15

Examples of free-flowing particulate products comprising the glyceride copolymers according to the present invention.

(1)PEG

(2) Clay clay

(3) Urea

(4) Polysaccharides, most starches, unmodified starches, starch derivatives, acid modified starches and kappa carrageenan

(5) Zeolite

(6) starch/zeolite-SEA

(7) Metal oxides-non-limiting examples-TiO 2, ZnO, MnO

(8) Metal catalyst

(9) Light-shading agent

(10) Purchased from Appvion, Appleton, WI.

The dimensions and values disclosed herein are not to be understood as being strictly limited to the exact numerical values recited. Rather, unless otherwise specified, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm".

All documents cited in the detailed description of the invention are, in relevant part, incorporated herein by reference; the citation of any document is not to be construed as an admission that it is prior art with respect to the present invention. To the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall govern.

Claims

1. A composition, comprising:

A) a material selected from the group consisting of:

(i) a first glyceride copolymer comprising 3% to 30%, preferably 3% to 25%, more preferably 5% to 20% C, based on the total weight of the first glyceride copolymer_10-14Unsaturated fatty acid esters; preferably, the first glyceride copolymer comprises from 3% to 30%, preferably from 3% to 25%, more preferably from 3% to 20% C, based on the total weight of the first glyceride copolymer_10-13Unsaturated fatty acid esters; more excellentOptionally, the first glyceride copolymer comprises from 0.1% to 30%, preferably from 0.1% to 25%, more preferably from 0.2% to 20%, most preferably from 0.5% to 15% of C, based on the total weight of the first glyceride copolymer_10-11Unsaturated fatty acid esters;

(ii) a second glyceride copolymer having the formula (I):

wherein:

each R in the second glyceride copolymer¹、R²、R³、R⁴And R⁵Independently selected from: oligoglyceride fraction, C_1-24Alkyl, substituted C wherein the substituents are one or more-OH moieties_1-24Alkyl radical, C_2-24Alkenyl, or substituted C wherein the substituents are one or more-OH moieties_2-24An alkenyl group; and/or wherein each of the following combinations of moieties may each independently be covalently linked:

R¹and R³，

R²And R⁵，

R¹And adjacent R⁴，

R²And adjacent R⁴，

R³And adjacent R⁴，

R⁵And adjacent R⁴Or is or

Any two adjacent R⁴

Such that the covalently linked moiety forms an alkenylene moiety;

each X in the second glyceride copolymer¹And X²Independently selected from: c_1-32Alkylene, substituted C wherein the substituents are one or more-OH moieties_1-32Alkylene radical, C_2-32Alkenylene, or substituted C wherein the substituents are one or more-OH moieties_2-32An alkenylene group;

for each individual repeat unit of the repeat units having an index n, G⁴、G⁵And G⁶Two of them are-CH₂-, and G⁴、G⁵And G⁶Is a direct bond, and the value of each individual repeat unit is G⁴、G⁵And G⁶Independently selected from G in other repeating units⁴、G⁵And G⁶A value of (d);

n is an integer of 3 to 250;

with the proviso that for each of said second glyceride copolymers, R¹、R²、R³And R⁵And/or at least one R in a single one of said repeating units having an index n⁴Selected from: 8-nonenyl; 8-decenyl; 8-undecenyl; 8-dodecenyl; 8, 11-dodecadienyl; 8, 11-tridecadienyl; 8, 11-tetradecadienyl; 8, 11-pentadecadienyl; 8,11, 14-pentadecatrienoyl; 8,11, 14-hexadecatrienyl; 8,11, 14-octadecyltrienyl; 9-methyl-8-decenyl; 9-methyl-8-undecenyl; 10-methyl-8-undecenyl; 12-methyl-8, 11-tridecadienyl; 12-methyl-8, 11-tetradecadienyl; 13-methyl-8, 11-tetradecadienyl; 15-methyl-8, 11, 14-hexadecatrienyl; 15-methyl-8, 11, 14-heptadecatrienyl; 16-methyl-8, 11, 14-heptadecatrienyl; 12-tridecenyl; 12-tetradecenyl; 12-pentadecenyl; 12-hexadecenyl; 13-methyl-12-tetradecenyl; 13-methyl-12-pentadecenyl; and 14-methyl-12-pentadecenyl; preferably, the second glyceride copolymer comprises from 3% to 30%, preferably from 3% to 25%, more preferably from 5% to 20% of C, based on the total weight of the second glyceride copolymer_9-13An alkenyl moiety; preferably, the second glyceride copolymer comprises3% to 30%, preferably 3% to 25%, more preferably 3% to 20% of C based on the total weight of the second glyceride copolymer_9-12An alkenyl moiety; more preferably, the second glyceride copolymer comprises from 0.1% to 30%, preferably from 0.1% to 25%, more preferably from 0.2% to 20%, most preferably from 0.5% to 15% of C, based on the total weight of the second glyceride copolymer_9-10An alkenyl moiety; and

(iii) mixtures thereof;

preferably, the first and second copolymers have a weight average molecular weight of from 4,000 to 150,000g/mol, preferably from 5,000 to 130,000g/mol, more preferably from 6,000 to 100,000g/mol, more preferably from 7,000 to 50,000g/mol, more preferably from 8,000 to 30,000g/mol, most preferably from 8,000 to 20,000g/mol, and the composition preferably comprises from 0.1% to 50%, preferably from 0.5% to 30%, more preferably from 1% to 20% by weight of the total composition of a glyceride copolymer selected from the first glyceride copolymer, a second glyceride copolymer, and mixtures thereof; and

B) a material selected from the group consisting of: fabric softener active, fabric care benefit agent, anionic surfactant scavenger, delivery enhancer, perfume delivery system, structurant, soil dispersing polymer, brightener, hueing dye, dye transfer inhibitor, builder, surfactant, enzyme, preferably detersive enzyme, and mixtures thereof, and optionally a carrier, preferably, the composition has a pH of from 2 to 12;

the composition is a fabric care composition.

2. The composition according to claim 1, wherein for the second glyceride copolymer, R¹、R²、R³、R⁴Or R⁵At least one of them is C_9-13Alkenyl, preferably C_9-12Alkenyl, more preferably C_9-10An alkenyl group.

3. According toThe composition of any of the preceding claims, wherein for the second glyceride copolymer, R¹Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R¹Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadienyl group, 8, 11-tridececenyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R¹Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

4. The composition according to any preceding claim, wherein for the second glyceride copolymer, R²Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R²Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadienyl group, 8, 11-tridececenyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecaTrienyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R²Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

5. The composition according to any preceding claim, wherein for the second glyceride copolymer, R³Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R³Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadienyl group, 8, 11-tridececenyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R³Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

6. The composition of any preceding claim, wherein for the second glycerolEster copolymer of each R⁴Independently selected from C_1-24Alkyl and C_2-24An alkenyl group; preferably, each R⁴Independently selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadienyl group, 8, 11-tridececenyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-heptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, each R⁴Independently selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

7. The composition according to any preceding claim, wherein for the second glyceride copolymer, R⁵Is C_1-24Alkyl or C_2-24An alkenyl group; preferably, R⁵Selected from: 8-nonenyl group, 8-decenyl group, 8-undecenyl group, 8-dodecenyl group, 8, 11-dodecadienyl group, 8, 11-tridececenyl group, 8, 11-tetradecadienyl group, 8, 11-pentadecenyl group, 8,11, 14-hexadecatrienyl group, 8,11, 14-octadecatrienyl group, 9-methyl-8-decenyl group, 9-methyl-8-undecenyl group, 10-methyl-8-undecenyl group, 12-methyl-8, 11-tridecadienyl group, 12-methyl-8, 11-tetradecadienyl group, 13-methyl-8, 11-tetradecadienyl group, 15-methyl-8, 11, 14-hexadecatrienyl, 15-methyl-8, 11, 14-heptadecenyl, 16-methyl-8, 11, 14-decadecenylHeptadecenyl, 12-tridecenyl, 12-tetradecenyl, 12-pentadecenyl, 12-hexadecenyl, 13-methyl-12-tetradecenyl, 13-methyl-12-pentadecenyl, and 14-methyl-12-pentadecenyl; more preferably, R⁵Selected from: 8-nonenyl, 8-decenyl, 8-undecenyl, 8, 11-dodecadienyl, 8, 11-tridecadienyl, 8, 11-tetradecadienyl, 8,11, 14-pentadecenyl, 8,11, 14-hexadecatrienyl, 12-tridecenyl, 12-tetradecenyl, and 12-pentadecenyl.

8. The composition of any one of the preceding claims, comprising one or more of:

k) 0.01% to 20%, 0.1% to 10%, or 0.1% to 5% of the structurant;

n) 0.1% to 99% of a carrier; and

o) mixtures thereof.

9. The composition of any one of the preceding claims, wherein:

a) the fabric softener active comprises a cationic fabric softener, preferably selected from the group consisting of bis- (2-hydroxypropyl) -dimethyl ammonium methyl sulfate fatty acid ester, 1, 2-bis (acyloxy) -3-trimethyl ammonium chloride propane, N-bis (stearoyloxyethyl) -N, N-dimethyl ammonium chloride, N-bis (tallowoyloxyethyl) -N, N-dimethyl ammonium chloride, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) -N-methyl ammonium methyl sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethyl ammonium methyl sulfate, N-bis (tallowoyl-2-hydroxypropyl) -N, n-dimethyl ammonium methyl sulfate, N-bis (palmitoyl-2-hydroxypropyl) -N, N-dimethyl ammonium methyl sulfate, N-bis (stearoyl-2-hydroxypropyl) -N, N-dimethyl ammonium chloride, 1, 2-bis (stearoyloxy) -3-trimethyl ammonium propane chloride, di-erucic dimethyl ammonium chloride, di-tallow dimethyl ammonium chloride, di-erucic dimethyl ammonium methyl sulfate, 1-methyl-1-stearamidoethyl-2-stearoyl methyl imidazolinium sulfate, 1-tallowamidoethyl-2-tallowimidazolinium, dipalmitoethylhydroxyethyl ammonium methyl sulfate, and mixtures thereof;

e) the soil dispersing polymer is selected from the group consisting of homopolymer copolymers or terpolymers of ethylenically unsaturated monomeric anionic monomers, preferably the anionic monomers are selected from the group consisting of acrylic acid, methacrylic acid, methyl methacrylate, itaconic acid, fumaric acid, 3-allyloxy-2-hydroxy-1-propane-sulfonic acid (HAPS) and salts thereof, allylsulfonic acid and salts thereof, maleic acid, vinyl sulfonic acid, styrene sulfonic acid, acrylamidopropyl methane sulfonic Acid (AMPS) and salts thereof, derivatives and combinations thereof, alkoxylated polyamines, in one aspect, alkoxylated polyethyleneimines, and mixtures thereof;

k) the structuring agent is selected from the group consisting of hydrogenated castor oil, gellan gum, starch, derivatized starch, carrageenan, guar gum, pectin, xanthan gum, modified cellulose, microcrystalline cellulose, modified proteins, hydrogenated polyolefins, non-hydrogenated polyolefins, inorganic salts, preferably the inorganic salts are selected from the group consisting of magnesium chloride, calcium formate, magnesium formate, aluminum chloride, potassium permanganate and mixtures thereof, clays, homopolymers and copolymers comprising cationic monomers selected from the group consisting of N, N-dialkylaminoalkyl methacrylates, N-dialkylaminoalkyl methyl methacrylates, N-dialkylaminoalkyl acrylates, N-dialkylaminoalkylacrylamides, N-dialkylaminoalkylmethacrylamides, quaternized N-methacrylic acids, n-dialkylaminoalkyl esters, quaternized N, N-dialkylaminoalkyl methyl methacrylates, quaternized N, N-dialkylaminoalkyl acrylates, quaternized N, N-dialkylaminoalkylacrylamides, quaternized N, N-dialkylaminoalkyl methacrylamides, and mixtures thereof, preferably, when the composition is a liquid laundry detergent composition, the structurant comprises hydrogenated castor oil; preferably, when the composition is a rinse added fabric enhancer, the structurant comprises a linear and/or crosslinked homopolymer and/or copolymer of a quaternized N, N-dialkylaminoalkyl acrylate and/or methacrylate;

1) the fabric care benefit agent is selected from the group consisting of polyglycerol esters, oily sugar derivatives, wax emulsions, silicones, polyisobutylenes, polyolefins and mixtures thereof;

o) the carrier is selected from the group consisting of water, 1, 2-propanediol, hexanediol, ethanol, isopropanol, glycerol, C₁-C₄Alkanolamines, salts, sugars, polyalkylene oxides, preferably polyethylene oxide; polyethylene glycol; polypropylene oxides, and mixtures thereof.

10. The composition according to claims 1 to 9, comprising:

b) optionally, a fabric care benefit agent, preferably a silicone;

c) optionally a perfume;

d) optionally a perfume delivery system;

e) optionally a delivery enhancing agent.

11. The composition according to any one of claims 1 to 9, comprising:

a) fabric softeners, perfumes, and delivery enhancers; or

b) Fabric softeners, perfumes, and perfume delivery systems; or

c) Hueing dye and surfactant; or

e) Fabric softeners, fabric care benefit agents and delivery enhancers; or

g) Fabric care benefit agents, anionic surfactant scavengers and delivery enhancers; or

h) A perfume delivery system, preferably, said perfume delivery system is selected from the group consisting of a Polymer Assisted Delivery (PAD) system, a Molecule Assisted Delivery (MAD) system, a Cyclodextrin (CD) system, a Starch Encapsulated Accord (SEA) system, a zeolite and an inorganic carrier (ZIC) system; preferably two or more types of PMC.

12. Composition according to any one of claims 1 to 10 in the form of crystals, beads or pastilles, preferably the composition comprises from 0.1% to 50%, preferably from 0.5% to 30%, more preferably from 5% to 30% by weight of the total composition of a glyceride copolymer selected from the group consisting of the first glyceride copolymer, the second glyceride copolymer, and mixtures thereof, preferably the beads have a shape which is a circle, a diamond shape, a dome shape, or a semi-circle with a flat base.

13. An article comprising the composition of any one of claims 1 to 9, the article being in the form of dryer paper.

14. A fabric treated with a composition according to claims 1 to 12 and/or an article according to claim 13.

15. A method of treating and/or cleaning a fabric, the method comprising:

a) optionally washing and/or rinsing the fabric;

b) contacting the fabric with the composition of claims 1 to 12 and/or the article of claim 13;

c) optionally washing and/or rinsing the fabric; and

d) optionally passively or actively drying the fabric.

16. A composition according to any one of claims 1 to 12, wherein the first glyceride copolymer and the second glyceride copolymer have a free hydrocarbon content of from 0% to 5%, preferably from 0.1% to 5%, more preferably from 0.1% to 4%, more preferably from 0.1% to 3%, most preferably from 0.1% to 1%, by weight of the glyceride copolymer.