JP2002522650A - Anti-wrinkle composition - Google Patents

Abstract

  (57) [Summary] The use of a crosslinked resin having cationic properties provides compositions and methods for treating fabrics to improve various properties of the fabric, especially anti-wrinkle properties.

Description

DETAILED DESCRIPTION OF THE INVENTION

TECHNICAL FIELD OF THE INVENTION The present invention relates to fabric protection compositions and to various properties of fabrics, especially anti-wrinkle properties,
And a method of treating a fabric to improve the quality.

BACKGROUND OF THE INVENTION Home treatment of fabrics is a problem known to formulators of laundry compositions in the field. It is well known that alternating cycles of use and washing of fabrics and fabrics, e.g., worn clothing and clothing, necessarily adversely affect the appearance and integrity of the fabrics and fabrics so used and washed. I have. Fabrics and fabrics simply wear over time and use. Washing of fabrics and fabrics is necessary to remove dirt and stains that accumulate therein and thereon during normal use. However, the washing operation itself contributes to the deterioration of the integrity and appearance of such fabrics and fabrics over many cycles.

[0003] One solution for improving the appearance and integrity of fabrics is disclosed in International Patent Publication No. WO 98/04.
No. 772, in which a composition comprising a polycarboxylic acid or a derivative thereof is applied, and then the composition is cured by treatment at home to address wrinkles in the fabric. I have. However, while effective in reducing wrinkles, the compositions disclosed in this patent do not effectively bind cellulosic fibers during the rinsing step.

[0004] It is, therefore, an object of the present invention to provide compounds and compositions that deposit effectively on fabrics without adversely affecting the appearance or integrity of the fabric. In particular, it is an object of the present invention to provide compounds or compositions having effective and durable pressing properties.

[0005] The problem of durable presses in the industrial field is well known in the art. Methods for performing industrial durable pressing of textiles were first introduced in the 1960's and have been widespread since then. In these durable press treatment methods, textile fibers are treated with a crosslinking agent. Early durable pressing methods used formaldehyde as a cross-linking agent, which, although effective, had a strong odor and was undesirable for consumers.

As a result, reactive resins such as dimethylol urea (DMU), dimethylol ethylene urea (DMEU), and modified ethylene urea resins such as dimethylol dihydroxyethylene urea (DMDHEU) are used in place of formaldehyde. Became. However, increasing the desired durable press performance through the use of crosslinkers can undesirably result in the loss of other important fabric properties, such as tensile strength, tear strength, abrasion resistance and fabric feel. It is also known that there is. Furthermore, industrial solutions cannot usually be moved to domestic treatment. In fact, industrial manufacturing methods allow for strict control of parameters such as pH, electrolyte concentration, water hardness, temperature, etc., whereas home washing machines do not allow such high levels of control.

[0007] Moreover, it has been found that industrial solutions do not effectively bind cellulosic fibers in domestic rinsing applications.

[0008] Durable pressing at home requires conditions that may not be compatible with industrial processing. Therefore, in order to perform durability treatment at home, the compound or its composition must clearly show at least one of the following characteristics.

I) Low aldehyde levels. In fact, aldehyde-based crosslinker technology is less preferred for domestic treatment from an environmental and safety standpoint. I mean,
In contrast to the industry in which the process is controlled, in household processing, the consumer is the only person using the product and therefore may be misused. In addition, high levels of aldehydes tend to emit odors that deter consumers from reusing them. It is therefore desirable to provide a durable treatment for home use that is safe for consumers and has an acceptable good odor.

Ii) Low or no decrease in tensile strength. As also described above for i), the process control in domestic treatment is inadequate. In addition, one cloth
In contrast to the reworking industry, household treatments are subject to repeated use, resulting in a decrease in tensile strength. Therefore, it is desirable to provide a durable treatment for home use that has little or no drop in tensile strength.

Iii) It can be used at a low temperature. In fact, it is not practical to rely on high processing temperatures, such as those used in industrial processes, ie, temperatures above 40 ° C., in domestic treatments, especially in household rinsing. Therefore, it is also desirable for a durable press at home to provide superior performance at these low temperatures. In fact, the industry usually achieves better performance by strictly controlling the reaction process and the various parameters involved. However, this strict control cannot be achieved by domestic treatment. Therefore, the performance of a durable pressing method needs to be achieved through the use of efficient technology.

Iv) Applicability to rinsing applications. In such types of applications, the use of the product can be easily controlled, thereby avoiding misuse. For home treatment, therefore, it is necessary that the technology involved in the durable pressing method is preferably suitable for rinsing applications.

And / or vi) not harden the fabric. Again, as described with respect to ii), repeated use in domestic treatment can cause the fabric to become firm. Therefore, a durable press treatment in which such adverse effects are reduced is desirable.

In addition to the above, industrial processes use high concentrations of cross-linking agents required for industrial-scale processing, while low levels are most preferred for domestic processing for economic reasons. Thus, despite advances in this field, there remains a need for efficient and economical compositions that provide effective and durable press properties to treated fabrics.

Here, it has been found that the use of a special resin compound satisfies such requirements and is particularly suitable for rinsing applications.

SUMMARY OF THE INVENTION The present invention relates to a composition comprising: i) a fabric softening compound; and ii) a crosslinked resin having the properties of being cationic.

In another aspect of the present invention, the present invention provides a method comprising: i) fabricating a polyamine resin, a polyethyleneimine resin, a cationic starch,
Contacting an epichlorohydrin adduct of polydiallyldimethylammonium chloride, and mixtures thereof, and ii) curing the composition.

In another aspect of the present invention, the present invention provides a method comprising: i) contacting a fabric with a resin compound or composition as defined herein; and ii) curing the composition using a household treatment method. A method of treating fabric.

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a composition for applying an effective and durable press to a treated fabric, especially when treated in a rinsing application.

I-Cation-Crosslinked Resin Having Cationic Properties An essential component of the present invention is a crosslinked resin having cationic properties. "Crosslinked resin having the property of being cationic" means that the resin is at least partially positively charged. However, it is not necessary that the reactive portion of the molecule be positively charged. In fact, the polymeric resin can be based on a positively charged monomer that facilitates deposition on the fibers. Since the crosslinked resins are cationic, i.e., positively charged, when these resins are added to the final rinse of the washing process, these resins deposit on the negatively charged cellulose fibers, Well maintained.

Crosslinked resins having the properties of being cationic systems suitable for use herein are those resins that are commonly known to have wet strength in the papermaking industry. To explain the mechanism by which the wet strength resin acts, at least two types of mechanisms are assumed. One is that the wet-strength resin forms a covalent bond between adjacent fibers, and the other is that the wet-strength resin overlies the hydrogen bonds formed between adjacent paper fibers. One layer is placed, thereby preventing water from breaking hydrogen bonds.

Conventional wet strength agents suitable for use herein include polyamines, polyethyleneimines, cationic starches, polydiallyldimethylammonium chloride,
And mixtures thereof, and amine-aldehyde resins, such as melamine-formaldehyde resins, amide-aldehyde resins, and mixtures thereof, and epichlorohydrin adducts. When used within the meaning of the invention, substances of the abovementioned category, which apparently do not themselves have outstanding wet strength properties, but nevertheless have the same durable pressing effect as the abovementioned wet strength agents Can also be used. Among the polyamine, polyethyleneimine, cationic starch, polydiallyldimethylammonium chloride, and the epichlorohydrin adduct of a mixture thereof, preferred components are polyamide-epichlorohydrin (PAE) resin, polyalkylenepolyamine- Epichlorohydrin (PAPAE) resins, and polymeric amine-epichlorohydrin resins selected from the group consisting of amine polymer-epichlorohydrin (APE) resins, wherein the amine group is an epichlorohydrin resin. Alkylated with chlorohydrin to form polyamine-epichlorohydrin resins with azetidinium or epoxide functionality. The preferred crosslinked resin having cationic properties for use herein is a cationic wet strength resin, which can be used to convert saturated aliphatic dicarboxylic acids having 3 to 10 carbon atoms into 2 to 4 saturated aliphatic dicarboxylic acids. Reacting with a polyalkylene polyamine containing ethylene groups, two primary amine groups, and 1-3 secondary amine groups (eg, diethylene triamine, triethylene tetraamine and tetraethylene pentaamine) to form a secondary amine These polyamide / polyamine / epichlorohydrin wet strength resins are prepared by forming a poly (aminoamide) bearing groups and alkylating it with epichlorohydrin to form a PAE resin.
, Doane, Hamerstand and Hofreiter, the Journal of Applied Polymer
Science Vol. 17, pp. 721-735 (1973). Such a resin is commercially available from Hercules, Inc. as KYMENE. The commercial synthesis of such resins from adipic acid, diethylenetriamine and epichlorohydrin is based on Ca
rr et al., supra, and in US Pat. No. 2,926,154 to GI Keim (February 23, 1960), or US Pat. No. 4,240,995. . For details on the production of polyamide / polyamine / epichlorohydrin resins, reference may be made to these documents.

The cross-linking resin having the most preferred cationic properties of this category is the wet strength resin Kyme
ne 557H (commercially available from Hercules Incorporated), where adipic acid is reacted with diethylenetriamine to form a poly (aminoamide), which is alkylated with epichlorohydrin and crosslinked to form a PAE resin. Still other preferred crosslinked resins made from epichlorohydrin having cationic properties are Luresin.RTM and Etadurin, both polyamidoamine-epichlorohydrin resins.

Amine-aldehyde resins are suitable cross-linked resins for the present invention and are prepared by the condensation of an amine or amide monomer with an aldehyde, such as formaldehyde or glyoxal. Preferred amines are amines having low molecular weight amines,
For example, melamine, or polymeric amines, for example, preferably quaternized,
Polydiallylamine. Preferred amides are polymeric amides such as polyacrylamide. All of these suitable amine / amide monomers can also be copolymerized with cationic monomers.

[0025] Among the amine-aldehyde crosslinked resins, resins selected from the group of melamine-formaldehyde resins are preferred. Melamine-formaldehyde resins of this kind are also known as crosslinkers of this kind in the coatings industry and are described, for example, in DE 2,457,3.
Nos. 87 (US Pat. No. 4,035,213) and 1,719,324, and in particular, US Pat. No. 3,242,230, which is hereby incorporated by reference. It is also described in the specification.

[0026] Preferred melamine-formaldehyde resins are from Madiant and Cas from Clariant.
A resin sold under the trade name surit.

Yet another preferred crosslinked resin within the group of amine-aldehyde crosslinked resins having the property of being cationic is poly (acrylamide-glyoxal) resin commercially available from Clariant under the trade name SOLIDURIT KM. is there.

According to the invention, mixtures of wet strength resins of the above type or equivalent compounds can also be used.

Preferably, for the purposes of the present invention, the crosslinked resin having cationic properties has a molecular weight of 2
It is from 0.00 to 1,000,000, preferably from 500 to 100,000, most preferably from 1000 to 25,000. For use in the present invention, a crosslinked resin having a low molecular weight is most preferred because of its high water solubility and better fiber permeability. The low molecular weight is 25 to 2000, preferably 50 to 1000, more preferably 50 to 1000.
Molecular weight in the range of 500.

The crosslinking components described above can be used in compositions for applying to textiles, for example by a rinsing step.

The crosslinking component or derivative thereof is preferably present in an amount of 0.01 to 60% by weight, preferably 0.01 to 30% by weight of the total composition.

For aldehyde-containing crosslinked resins, it is advantageous to use a catalyst with the composition according to the invention. Preferred catalysts include organic acids, such as citric acid, succinic acid, and tartaric acid, as well as conventional Lewis acid such AlCl ₃ or MgCl 2, or salts _thereof, or mixtures thereof. A typical example of a catalyst is the catalyst NKD, commercially available from Hoechst, made from a mixture of a salt and an organic acid.

The amount of catalyst is preferably from 10 to 50% by weight, preferably from 20 to 40% by weight of the crosslinking component or derivatives thereof.

[0034] For other crosslinked resins such as Kymene, no catalyst need be used.

Fabric Softening Compound The compositions of the present invention also include a fabric softening compound. Typical loadings of the softening compound in the composition are 1 to 80% by weight of the composition, preferably 2 to 70% by weight,
More preferably, it is 5 to 60% by weight.

A typical cationic softening component is a quaternary ammonium compound or an amine precursor thereof as defined below.

A) -Quaternary ammonium fabric softening active compound (1) Preferred quaternary ammonium fabric softening active compounds have the formula:

[0038]

Embedded image Or

Embedded image Wherein Q is a carbonyl unit having the formula:

[0039]

Embedded image Wherein each R unit is independently hydrogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, and mixtures thereof, preferably methyl or hydroxyalkyl, and each R ¹ unit is Independently a linear or branched C ₁₁ -C ₂₂ alkyl, a linear or branched C ₁₁ -C ₂₂ alkenyl, and mixtures thereof, wherein R ² is hydrogen, C ₁ -C ₄ alkyl, C ₁ -C _{4 4} hydroxyalkyl, and mixtures thereof, where X is an anion that is compatible with the fabric softener active and adjunct ingredients, has an index m of 1-4, preferably 2, and an index n of 1 to
4, preferably 2.

An example of a preferred fabric softener active ingredient is a mixture of quaternary amines having the formula:

[0041]

Embedded image Wherein R is preferably methyl and R ¹ is a linear or branched alkyl or alkenyl chain having at least 11, preferably at least 15, carbon atoms. In the above example of fabric softening agents, the unit -O ₂ CR ¹ typically represents a fatty acyl unit derived from a triglyceride source. The triglyceride source is preferably tallow, partially hydrogenated tallow, lard, partially hydrogenated lard, vegetable oil and / or partially hydrogenated vegetable oil, such as canola oil, safflower oil, Derived from peanut oil, sunflower oil, corn oil, soybean oil, tall oil, rice bran oil, etc., and mixtures of these oils.

Preferred fabric softening actives of the present invention are diester and / or diamide quaternary ammonium (DEQA) compounds, wherein the diester and diamide have the formula:

[0043]

Embedded image In the formula, R, R ¹ , X and n are the same as defined in the above formulas (1) and (2), and Q has the following formula.

[0044]

Embedded image These preferred fabric softening actives are prepared by reacting an amine with a fatty acyl unit to form the formula

Embedded image Wherein R is preferably methyl, and Q and R ¹ are as defined above, followed by the addition of quaternary to the final softener active ingredient.
It is manufactured by grading.

Examples of preferred amines used in forming the DEQA fabric softening actives of the present invention include methyl bis (2-hydroxyethyl) amine having the formula:

Embedded image Methylbis (2-hydroxypropyl) amine having the formula:

Embedded image Methyl (3-aminopropyl) (2-hydroxyethyl) amine having the formula:

Embedded image Methyl bis (2-aminoethyl) amine having the formula:

Embedded image A triethanolamine having the formula:

Embedded image Di (2-aminoethyl) ethanolamine having the formula

Embedded image However, the present invention is not limited to these.

The above counterion X ⁽⁻⁾ is any anion compatible with the softening agent, preferably a strong acid anion, such as chloride, bromide, methyl sulfate, ethyl sulfate, sulfate, nitrate, And more preferably chloride or methyl sulfate. The anion can also have a double charge (where X ^(-) represents half the group), but this is less preferred.

Tallow and canola oil are advantageous and inexpensive sources of fatty acyl units suitable for use as R ¹ units in the present invention. The quaternary ammonium compounds suitable for use in the composition of the present invention are exemplified below, but not limited thereto. The term "tallowyl" as used below indicates that the R ¹ units are derived from a tallow triglyceride source and are a mixture of fatty alkyl or alkenyl units. Similarly, the term canolyl means a mixture of fatty alkyl or alkenyl units derived from canola oil.

The following table sets forth examples of suitable fabric softeners according to the above formula, but is not limited to these examples. In this list, "oxy" defines an O-C-unit, while the term "oxo" defines an -O- unit.

TABLE II Fabric softener active ingredient N, N-di (tallowyl-oxy-2-oxo-ethyl) -N-methyl, N- (
2-hydroxyethyl) ammonium chloride, N, N-di (canolyl-oxy-2-oxo-ethyl) -N-methyl, N- (2
-Hydroxyethyl) ammonium chloride, N, N-di (tallowyloxy-2-oxo-ethyl) -N, N-dimethylammonium chloride, N, N-di (canolyloxy-2-oxo-ethyl) -N, N -Dimethylammonium chloride, N, N, N-tri (tallowyl-oxy-2-oxo-ethyl) -N-methylammonium chloride, N, N, N-tri (canolyl-oxy-2-oxo-ethyl) -N -Methylammonium chloride, N- (tallowyloxy-2-oxo-ethyl) -N- (tallowyl) -N, N
-Dimethylammonium chloride, N- (canolyloxy-2-oxo-ethyl) -N- (canolyl) -N, N-dimethylammonium chloride, 1,2-di (tallowyloxy-oxo) -3-N, N, N-trimethylammoniopropane chloride, and 1,2-di (canolyloxy-oxo) -3-N, N, N, N-trimethylammoniopropane chloride, and mixtures of the above active ingredients.

Other examples of quaternary ammonium softening compounds are methyl bis (tallowamidoethyl) (2-hydroxyethyl) ammonium methyl sulfate and methylbis (hydrogenated tallowamidoethyl) (2-hydroxyethyl) ammonium methyl sulfate These materials are commercially available from Witco Chemical Company under the trade names Varisoft 222 and Varisoft 110, respectively.

N, N-di (tallowyl-oxy-2-oxo-ethyl) -N-methyl, N- (2-hydroxyethyl) ammonium chloride wherein the tallow chain is at least partially unsaturated is particularly preferred.

The level of unsaturation contained in a tallow, canola, or other fatty acyl unit chain can be measured by the iodine value (IV) of the corresponding fatty acid, which in the present invention is:
IV, preferably in the range of 5-100, but less than or greater than 25
Are distinguished into two types of compounds having:

In fact, the following equation

Embedded image For compounds derived from tallow fatty acids having the iodine value of 5 to 25, preferably 15 to 20, the weight ratio of cis / trans isomers exceeds about 30/70, preferably about 50/50. It has been found that above this, more preferably above about 70/30, results in optimal concentrating properties. For such compounds made from tallow fatty acids having an iodine value of more than 25, the ratio of the cis to trans isomer has proven to be less important, unless very high concentrations are required. Another preferred example of a fabric softener active ingredient is a fatty acyl, wherein "tallowyl" and "canolyl" in the above examples are replaced by the term "cocoyl, palmyl, lauryl, oleyl, ricinoleyl, stearyl, palmityl" Derived from the group, these terms correspond to the triglyceride source from which the fatty acyl unit is derived. These alternative fatty acyl sources can comprise fully saturated or, preferably, partially unsaturated chains.

As noted above, the R units are preferably methyl, but suitable fabric softener active ingredients are identified by the term “methyl” in the examples of Table II above having the units “ethyl, ethoxy, propyl, Illustrated by replacing with propoxy, isopropyl, butyl, isobutyl and t-butyl.

The counterion X in the examples of Table II can be replaced as appropriate by bromide, methyl sulfate, formate, sulfate, nitrate, and mixtures thereof. In fact, the anion X only exists as a counterion of the positively charged quaternary ammonium compound. The scope of the present invention is not limited by a particular anion.

With respect to the above ester fabric softeners, the pH of the composition is an important parameter of the present invention. In fact, pH affects the stability of the quaternary ammonium or amine precursor compound, especially under prolonged storage conditions.

As used herein, reference to a diester includes monoesters commonly present in the manufacture. To provide flexibility under laundry conditions with no / low detergent carryover, the monoester percentage should be as low as possible, preferably about 2.5%.
You should: However, under conditions where detergent carryover is high, some monoester is preferred. The overall ratio of diester to monoester is about 100: 1 to
About 2: 1, preferably about 50: 1 to about 5: 1, more preferably 13: 1 to 8: 1.
It is. Under conditions of high detergent carryover, the di / monoester ratio is preferably about 1
1: 1. The amount of monoester present can be adjusted in making the softener compound.

Mixtures of the active ingredients of the formulas (1) and (2) can also be prepared.

[0059] 2) - suitable, yet another quaternary ammonium fabric softening compounds for use herein, two or more long chain acyclic aliphatic C ₈ -C ₂₂ hydrocarbon group or, A cationic nitrogen-containing salt having one such group and one arylalkyl group, which can be used alone or as a part of a mixture, and (i) an acyclic quaternary ammonium salt having the following formula:

Embedded image Wherein R ⁴ is an acyclic aliphatic C ₈ -C ₂₂ hydrocarbon group, R ⁵ is a C ₁ -C ₄ saturated alkyl or hydroxyalkyl group, and R ⁸ is R ⁴ and R ⁵ Wherein A- is an anion as defined above), (ii) a diaminoalkoxylated quaternary ammonium salt having the formula:

Embedded image Wherein n is 1 to about 5 and R ¹ , R ² , R ⁵ and A ⁻ are as defined above, and (iii) mixtures thereof.

Examples of cationic nitrogen-containing salts of the type described above are the well-known dialkyldimethylammonium salts, such as ditallow dimethyl ammonium chloride, ditallow dimethyl ammonium methyl sulfate, di (hydrogenated tallow) dimethyl ammonium chloride , Distearyl dimethyl ammonium chloride and dibehenyl dimethyl ammonium chloride. Di (hydrogenated tallow) dimethylammonium chloride and ditallowdimethylammonium chloride are preferred. Examples of commercially available dialkyldimethyl ammonium salts that can be used in the present invention are all Wi
Di (hydrogenated tallow) dimethyl ammonium chloride (trade name Adogen 442), ditallow dimethyl ammonium chloride (trade name Adogen 470, Praepagen 3445), distearyl dimethyl ammonium chloride (trade name Arosurf TA-) commercially available from tco Chemical Company. 100). Dibehenyl dimethyl ammonium chloride is available from Witco Chemical Corporation's Humko Chemical Division.
Sold under the trade name Kemamine Q-2802C. Dimethylstearylbenzylammonium chloride is sold by Witco Chemical Company under the trade name Varisoft SDC and by Onyx Chemical Company under the trade name Ammonyx 490.

B) —Amine Fabric Softening Active Compounds Suitable amine fabric softening compounds, which may be in amine or cationic form, suitable for use herein are selected from the following materials:

(I) A reaction product of a higher fatty acid and a polyamine selected from the group consisting of hydroxyalkylalkylenediamines, dialkylenetriamines and mixtures thereof. These reaction products are mixtures of several compounds with respect to the polyfunctional structure of the polyamine. Preferred components (i) are nitrogen-containing compounds selected from the group consisting of a mixture of reaction products or some selected component of the mixture. One of the preferred components (i) is a compound selected from the group consisting of substituted imidazoline compounds having the formula:

[0063]

Embedded image Wherein R ⁷ is an acyclic aliphatic C _{15 to} C ₂₁ hydrocarbon group, and R ⁸ is a divalent C ₁ to
It is a C ₃ alkylene group.

The material of component (i) was Mazamide (trade name) 6 available from Mazer Chemicals,
oz Colors & Chemicals commercially available Ceranine (trade name) HC, Alkaril Chemicals
Inc. under the trade name Alkazine ST or Schercoz from Scher Chemicals, Inc.
Stearic hydroxyethyl imidazoline commercially available under the trade name oline S, N, N
"-Ditalowalcoyldiethylenetriamine, 1-tallowamidoethyl-2-
It is commercially available as tallow imidazoline (in the above structure, R ¹ is an aliphatic C ₁₅ -C ₁₇ hydrocarbon group and R ⁸ is a divalent ethylene group).

N, N ″ -Ditallowalcoyldiethylenetriamine and 1-tallow (amidoethyl) -2-tallowimidazoline are both reaction products of tallow fatty acids and diethylenetriamine, and the cationic fabric softener methyl- It is a precursor of 1-tallowamidoethyl-2-tallowimidazolinium methyl sulfate ("Cationic Surface Active Agents as Fabric Softners", RR Egan, Jou
rnal of the American Oil Chemicals' Society, January 1978, 118-121
Page). N, N "-Ditalowalcoyldiethylenetriamine and 1-tallowamidoethyl-2-tallowimidazoline are available as test chemicals from Witco Chemical Company. Methyl-1-tallowamidoethyl-2-tallowimidazolinium methyl Sulfate is available from Witco Chemical Company as Varisoft 4
It is marketed under 75 trade names.

(Ii) A softener having the following formula:

Embedded image Wherein each R ² is a C _1-6 alkylene group, preferably an ethylene group, G is an oxygen atom or a —NR— group, and each R, R ¹ , R ² and R ⁵ are as defined above. And A ⁻ is as defined above for X ⁻ .

An example of compound (ii) is 1-oleylamidoethyl-2-oleylimidazolinium chloride, wherein R ¹ is an acyclic aliphatic C ₁₅ -C ₁₇ hydrocarbon group and R ² Is an ethylene group, G is an NH group, R ⁵ is a methyl group, and A ⁻ is a chloride anion.

(Iii) A softener having the following formula:

Embedded image Wherein R, R ¹ , R ² and A ⁻ are as defined above.

Examples of compound (iii) are those having the formula:

[0070]

Embedded image Wherein R ¹ is derived from oleic acid.

Other fabric softeners useful herein include Toan Trinh, Errol H. Wahl, Donald
U.S. Patent No. 4,661, M. Swartley and Ronald L. Hemingway
, 269, promulgated on April 28, 1987, U.S. Patent No. 4,439,335, Bu
rns, promulgated March 27, 1984, and U.S. Pat. No. 3,861,870, Ed.
wards and Diehl, 4,308,151, Cambre, 3,886,075
No. Bernardino, No. 4,233,164, Davis, No. 4,401,578,
Verbruggen, 3,974,076, Wiersema and Rieke, 4,237,
016, published in European Patent Application No. 472,178 by Rudkin, Clint and Young, and Yamamura et al., The entirety of which is incorporated herein by reference.

Of course, the term “softening active” also includes mixed softening actives.

Among the above types of softener compounds, diester or diamide quaternary ammonium fabric softening active compounds (DEQA) are preferred.

A well-formulated fabric softening composition can include, in addition to the above components, one or more of the following components.

Optional Components (1) Liquid Carrier Another optional but preferred component is a liquid carrier. The liquid carrier used in the composition has low cost, relative availability, safety,
Water is preferably at least uniquely defined from the viewpoint of compatibility with the environment. The amount of water in the liquid carrier is preferably at least about 50%, most preferably at least about 60%, by weight of the carrier. Mixtures of water and organic solvents of low molecular weight, such as <about 200, such as lower alcohols, such as ethanol, propanol, isopropanol or butanol, are useful as liquid carriers. Low molecular weight alcohols include monohydric, dihydric (glycols, etc.), trivalent (glycerol, etc.), and higher polyhydric (polyol) alcohols.

(2) -Dispersing Aids Producing Relatively Concentrated, Stable Compositions Without Added Concentration Aids, Containing Both Saturated and Unsaturated Diester Quaternary Ammonium Compounds Can be. However, the compositions of the present invention may require organic and / or inorganic thickening aids to achieve higher concentrations and / or to meet higher stability standards depending on other ingredients. . Are these thickening aids (which can typically be viscosity improvers) required to ensure stability under extreme conditions when using particular softener active ingredient amounts? Or may be preferred. Surfactant concentration aids generally include (1) single long chain alkyl cationic surfactants, (2) nonionic surfactants, (3) amine oxides, (4) fatty acids, and (5) Select from the group consisting of mixtures thereof. These auxiliaries are described in particular in WO 94/20597, page 14, line 12 to page 20, line 12, which is incorporated herein by reference.

When the dispersing aid is present, its total amount is from 0.1 to 20% by weight of the composition, preferably from 0.2 to 10% by weight, more preferably from 0.5 to 5% by weight, still more preferably Is 1 to 2% by weight. These materials include active softener raw materials (I), such as single long chain alkyl cationic surfactants, which are the reactants used to form the biodegradable fabric softener active ingredients described above, and And / or fatty acids, or as a separate component. The total amount of dispersing aid includes all that may be present as part of component (I).

Inorganic viscosity / dispersion modifiers which act like surfactant concentration aids or can also increase their effect can be incorporated into the compositions of the present invention if desired. And salts that can be ionized with A wide variety of ionizable salts can be used. Examples of suitable salts are halides of metals from Groups IA and IIA of the Periodic Table of the Elements, such as calcium chloride, magnesium chloride, sodium chloride, potassium bromide, and lithium chloride. Ionizable salts are particularly useful when mixing the components to produce the compositions of the present invention and later to achieve the desired viscosity. The amount of ionizable salt used depends on the amount of active ingredient used in the composition and can be adjusted as desired by the formulator. Typical amounts of salts used to adjust the viscosity of the composition are from about 20 to about 20,000 ppm, preferably from about 20 to about 11,000 ppm by weight of the composition.

In addition to or instead of the above water-soluble, ionizable salts, alkylene polyammonium salts can be incorporated into the composition to control the viscosity. further,
These substances can also act as scavengers, form ion pairs in the rinse water and on the fabric with anionic detergents carried over from the main wash liquor, and improve flexibility. These substances can stabilize the viscosity over a wide temperature range, especially at low temperatures, as compared to inorganic electrolytes. Specific examples of the alkylene polyammonium salt include l-
Includes lysine monohydrochloride and 1,5-diammonium 2-methylpentane dihydrochloride.

(3) -Stabilizer A stabilizer can be present in the composition of the present invention. The term "stabilizer" as used herein includes antioxidants and reducing agents. These materials are from 0% to about 2%, preferably from about 0.01% to about 0.2%, more preferably about 0.035% with respect to antioxidants.
% To about 0.1%, more preferably about 0.01% to about 0.2% with respect to the reducing agent. These substances ensure that the compositions and compounds stored in the molten state have good odor stability under long-term storage conditions. The use of antioxidants and reducing stabilizers is particularly important for low fragrance (low perfume) products.

Examples of antioxidants that can be added to the compositions of the present invention include Eastman Chemical Pro
A mixture of ascorbic acid, ascorbic palmitate, propyl gallate, commercially available under the trade names Tenox PG and Tenox S-1 from ducts, Inc., Eastman
A mixture of BHT (butylated hydroxytoluene), BHA (butylated hydroxyanisole), propyl gallate, and citric acid, commercially available from Chemical Products, Inc. under the trade name Tenox-6, Sustane BH from UOP Process Division
Butylated hydroxytoluene, commercially available under the trade name T, Eastman Chemical P
Eastma, a tertiary butyl hydroquinone commercially available as Tenox TBHQ from roducts, Inc.
n Natural tocopherol commercially available from Chemical Products, Inc. as Tenox GT-1 / GT-2, and butylated hydroxyanisole commercially available as BHA from Eastman Chemical Products, Inc., long chain esters of gallic acid (C ₈ -C ₂₂ ), For example, dodecyl gallate, Irganox (trade name) 1010, Irganox (trade name) 1035, Irganox (
(Brand name) B 1171, Irganox (Brand name) 1425, Irganox (Brand name) 3114, Irganox
(Trade name) 3125, and mixtures thereof, preferably Irganox (trade name) 3125,
Irganox (trade name) 1425, Irganox (trade name) 3114, and a mixture thereof, and more preferably, Irganox (trade name) 3125 alone. The chemical names and CAS numbers of some of the above stabilizers are shown in Table II below.

Table II Antioxidants CAS Number Chemical Name Used in Federal Regulations
Irganox 1010 6683-19-8 Tetrakis [methylene (3,5-di-tert-butyl-4- (trade name) hydroxyhydrocinnamate)] methane Irganox 1035 41484-35-9 Thiodiethylenebis (3,5-di -tert-butyl-4- (trade name) hydroxyhydrocinnamate Irganox 1098 23128-74-7 N, N'-hexamethylenebis (3,5-di-tert-buty (trade name) ru-4-hydroxyhydro Cinnamamide Irganox B 1171 31570-04-4 (trade name) 23128-74-7 1: 1 mixture of Irganox (trade name) 1098 and Irgafos (trade name) 168 Irganox 1425 65140-91-2 Calcium bis [monoethyl ( 3,5-Di-tert-butyl (trade name) tyl-4-hydroxybenzyl) phosphonate] Irganox 3114 65140-91-2 Calcium bis [monoethyl (3,5-di-tert-butyl (trade name) tyl-4 -Hydroxybenzyl) phosphonate] Irganox 3125 34137-09-2 3,5-di-tert-butyl-4-hydroxy-hydro (trade name) of cinnamic acid, 1,3,5-tris (2-H Triester with (roxyethyl) -s-triazine-2,4,6- (1H, 3H, 5H) -trione Irgafos 168 31570-04-4 Tris (2,4-di-tert-butyl-phenyl) phosph ( Trade names) Examples of reducing agents include sodium borohydride, hypophosphorous acid, Irgafos (trade name) 168, and mixtures thereof.

4- The antimicrobial active ingredient composition preferably employs an optional, solubilized, water soluble, antimicrobial active ingredient that protects against microorganisms adhering to the treated material. Free, uncomplexed antimicrobial substances, such as bactericidal active ingredients, exhibit optimal bactericidal performance.

[0084] Disinfection of fabrics can be achieved by the compositions of the present invention that include antimicrobial substances, such as bactericidal halogen compounds, quaternary compounds, and phenolic compounds. A more potent antimicrobial halogen compound, which can function as a biguanide disinfectant / disinfectant as well as a preservative of the final product (see below) and is useful in the compositions of the present invention, is commonly referred to as chlorohexidine. , 1'-Hexamethylenebis (5
-(P-chlorophenyl) biguanide), and salts thereof, for example, salts with hydrochloric acid, acetic acid and gluconic acid. Digluconate is highly water-soluble and has about 7
0%, and the diacetate has a solubility in water of about 1.8%. When chlorohexidine is used as a bactericide in the present invention, this material typically comprises from about 0.001 to about 0.4%, preferably from about 0.002 to about 0.3%, by weight of the use composition. Preferably it is present in an amount of about 0.01 to about 0.1% by weight. An amount of about 1% to about 2% may be required to achieve antiviral activity.

Other useful biguanide compounds include Cosmoci (trade name), including poly (hexamethylene biguanide) hydrochloride, CQ (trade name), Vantocil (trade name) IB. Other useful cationic antimicrobial agents include bis-biguanide alkanes. Possible water-soluble salts of the above substances are chlorides, bromides, sulphates, alkylsulphonates such as methylsulphonate and ethylsulphonate, phenylsulphonates such as p-methylphenylsulphonate, nitrate , Acetate, gluconate, and the like.

As previously described, important bisbiguanides are chlorohexidine and its salts, such as digluconate, dihydrochloride, diacetate, and mixtures thereof. A wide variety of quaternary compounds can be used as antimicrobial active ingredients in the compositions of the present invention that do not contain the quaternary compound cyclodextrin, along with the preferred surfactant. Examples of useful quaternary compounds include (1) benzalkonium chloride and / or substituted benzalkonium chlorides, such as commercially available Barq
uat (trade name) (commercially available from Lonza), Maquat (trade name) (commercially available from Mason), Variq
uat (trade name) (commercially available from Witco / Sherex), and Hyamine (trade name) (commercially available from Lonza), (2) quaternary dialkyl substances such as Bardac (trade name) product of Lonza, (3) N- ( 3-chloroallyl) hexaminium chloride, such as Dowcide (trade name) and Dowcil (trade name) available from Dow; (4) benzethonium chloride, such as Hyamine (trade name) 1622 available from Rohm &Haas; (5) Rohm & H
Examples include, but are not limited to, methylbenzethonium chloride represented by Hyamine (trade name) 10X commercially available from AAS, and (6) cetylpyridinium chloride, such as Cepacol chloride commercially available from Merrell Labs. A typical concentration for obtaining the bactericidal effect of these quaternary compounds is about 0.
001 to about 0.8% by weight, preferably about 0.005 to about 0.3% by weight, more preferably about 0.01 to 0.2% by weight. The corresponding concentration for the concentrated composition is about 0.003 to about 2%, preferably about 0.006 to about 1.2% by weight of the concentrated composition.
, More preferably about 0.1 to 0.8% by weight.

Other preservatives commonly used in the art, such as those described in US Pat. No. 5,593,670, incorporated herein by reference, may also be used. .

5-Fragrance The present invention can include a fragrance. Suitable perfumes are described in U.S. Patent No. 5,500,138, which is incorporated herein by reference.

As used herein, perfumes include natural (ie, obtained by extraction of flowers, herbs, leaves, roots, bark, wood, fruit flowers or grasses), artificial (ie, various natural oils or Scented substances or mixtures of substances, including oily components) and synthetic (ie, synthetically produced) fragrances. Such materials are often accompanied by auxiliary materials, such as fixatives, spreaders, stabilizers and solvents. These auxiliary ingredients also fall under the meaning of "perfume" as used herein. Typically, perfumes are complex mixtures of multiple organic compounds.

Examples of perfume ingredients useful for the perfume of the composition of the present invention include hexylcinnamaldehyde, amylcinnamaldehyde, amyl salicylate, hexyl salicylate, terpineol, 3,7-dimethyl-cis-2,6-octadiene- 1-ol, 2
2,6-dimethyl-2-octanol, 2,6-dimethyl-7-octen-2-ol, 3,7-dimethyl-3-octanol, 3,7-dimethyl-trans-2
, 6-octadien-1-ol, 3,7-dimethyl-6-octen-1-ol, 3,7-dimethyl-1-octanol, 2-methyl-3- (para-tert
-Butylphenyl) -propionaldehyde, 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde, tricyclodecenyl propionate, tricyclodecenyl acetate, anisaldehyde, 2- Methyl-2- (para-iso-propylphenyl) -propionaldehyde, ethyl-3
-Methyl-3-phenylglycidate, 4- (para-hydroxyphenyl) -butan-2-one, 1- (2,6,6-trimethyl-2-cyclohexen-1-yl) -2-butene-1- Examples include, but are not limited to, on, para-methoxyacetophenone, para-methoxy-alpha-phenylpropene, methyl-2-n-hexyl-3-oxo-cyclopentanecarboxylate, undecalactone gamma.

Other examples of fragrance materials include orange oil, lemon oil, grapefruit oil, bergamot oil, chopped oil, dodecalactone gamma, methyl-2- (2-pentyl-
3-oxo-cyclopentyl) acetate, beta-naphthol methyl ether, methyl-beta-naphthyl ketone, coumarin, decylaldehyde, benzaldehyde, 4-tert-butylcyclohexyl acetate, alpha, alpha-dimethylphenethyl acetate, methylphenylcarbinyl acetate, 4-
Schiff base of (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde and methyl anthranilate, cyclic ethylene glycol diester of tridecanedioic acid, 3,7-dimethyl-2,6-octadiene-1 -Nitrile, ionone gamma methyl, ionone alpha, ionone beta,
Petitglen, methyl sedron, 7-acetyl-1,2,3,4,5,6,7,
8-octahydro-1,1,6,7-tetramethylnaphthalene, iononemethyl, methyl-1,6,10-trimethyl-2,5,9-cyclododecatriene-1
-Yl ketone, 7-acetyl-1,1,3,4,4,6-hexamethyltetralin, 4-acetyl-6-tert-butyl-1,1-dimethylindane, benzophenone, 6-acetyl-1,1,1 2,3,3,5-hexamethylindane, 5
-Acetyl-3-isopropyl-1,1,2,6-tetramethylindane, 1-
Dodecanal, 7-hydroxy-3,7-dimethyloctanal, 10-undecen-1-al, iso-hexenylcyclohexylcarboxaldehyde, formyltricyclodecane, cyclopentadecanolide, 16-hydroxy-9-hexadecenoic acid lactone, 1,3,4,6,7,8-hexahydro-4,6,6
7,8,8-Hexamethylcyclopenta-gamma-2-benzo-pyran, ambroxane, dodecahydro-3a, 6,6,9a-tetramethyl-naphtho [2,1b] furan, cedrol, 5- (2,2,3-trimethylcyclopenta-3-enyl) -3-methylpentan-2-ol, 2-ethyl-4- (2
, 2,3-Trimethyl-3-cyclopenten-1-yl) -2-buten-1-ol, caryophyllene alcohol, ceryl acetate, para-tert-butylcyclohexyl acetate, patchouli, oribanum resinoid, labdanam, vetiver
(vetivert), copaiba balsam, fir balsam, and condensation products of hydroxycitronellal and methyl anthranilate, condensation products of hydroxycitronellal and indole, condensation products of phenylacetaldehyde and indole, 4
-(4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde and the condensation product of methyl anthranilate, but are not limited thereto.

Other examples of perfume ingredients include geraniol, geranyl acetate, linalool, linalyl acetate, tetrahydrolinalool, citronellol, citronellyl acetate, dihydromyrcenol, dihydromyrcenyl acetate, tetrahydromyrcenol acetate, terpinyl acetate, nopol, Nopyr acetate, 2-phenylethanol, 2-phenylethyl acetate, benzyl alcohol, benzyl acetate, benzyl salicylate, benzyl benzoate, styralyl acetate, dimethylbenzylcarbinol, trichloromethylphenylcarbinyl, methylphenylcarbinyl acetate, isononyl acetate, Vetiveryl acetate, vetiverol, 2-methyl-3- (p-te
rt-butylphenyl) -propanal, 2-methyl-3- (p-isopropylphenyl) -propanal, 3- (p-tert-butylphenyl) -propanal, 4- (4-methyl-3-pentenyl) -3-cyclohexenecarbaldehyde, 4-acetoxy-3-pentyltetrahydropyran, methyldihydrojasmonate, 2-n-heptylcyclopentanone, 3-methyl-2-pentyl-
Cyclopentanone, n-decanal, n-dodecanal, 9-decenol-1,
Phenoxyethyl isobutyrate, phenylacetaldehyde dimethyl acetal, phenylacetaldehyde diethyl acetal, geranonitrile, citronellonitrile, ceryl acetal, 3-isocamphyl cyclohexanol, ceryl methyl ether, isolongifolanone, ovepinnitrile, ovepin, helio Tropine, eugenol, vanillin, diphenyl oxide, hydroxycitronellal ionone, methyl ionone, isomethyl ionone, iron, cis-3-hexenol and its ester, indan mask flavor, tetralin mask flavor,
Isochroman mask fragrance, macrocyclic ketone, macrolactone mask fragrance, ethylene brasilate.

[0093] Fragrances useful in the compositions of the present invention are substantially free of halides and nitromasks.

Suitable solvents, diluents or carriers for the above-mentioned perfume ingredients are, for example, ethanol, isopropanol, diethylene glycol, monoethyl ether, dipropylene glycol, diethyl phthalate, triethyl citrate and the like. The amount of such solvents, diluents or carriers incorporated into the perfume is preferably kept to the minimum necessary to provide a homogeneous perfume solution.

The perfume can be present in an amount of 0 to 10%, preferably 0.1 to 5%, more preferably 0.2 to 3% by weight of the finished composition. The fabric softener composition of the present invention has excellent perfume adhesion to fabric.

The perfume ingredients are described as releasable odors, for example, US Pat. No. 5,652,205, Hartman et al., Issued Jul. 29, 1997, incorporated herein by reference.
International Patent Nos. WO95 / 04809, WO96 / 02625,
PCT filed August 19, 1997 and claiming priority on August 19, 1996
/ US 97/14610 and European Patent EP-A-0,75.
It can also be added as a pro-perfume or pro-fragrance as described in 2,465.

6-Soil Release Agent Preferably, a soil release agent is used in the composition of the present invention. All polymeric soil release agents known to those skilled in the art can be used in the compositions of the present invention, if desired. The characteristics of the polymeric soil release agent are the hydrophobic parts, such as polyester and nylon, which impart hydrophilicity to the surface, and which adhere to the hydrophobic fibers and remain there until the washing and rinsing cycle is completed. To stop and have both a hydrophobic part that acts as an anchor for the hydrophilic part. This makes it possible to more easily wash the stain generated after the treatment with the soil release agent in a later washing procedure.

When used, soil release agents generally comprise from about 0.01% to about 10.0%, typically from about 0.1% to about 5%, preferably from about 0.2% by weight of the detergent composition. ~ About 3.0% by weight
Is configured.

The following documents, which are incorporated herein by reference, all describe soil release polymers suitable for the present invention. U.S. Pat. No. 3,959,230, Hays, May 1976
May 25, U.S. Pat. No. 3,893,929, Basadur, promulgated July 8, 1975, U.S. Pat. No. 4,000,093, Nicol et al., 197.
U.S. Pat. No. 4,702,857 issued Dec. 28, 6; Gosselink,
U.S. Pat. No. 4,968,451 issued Oct. 27, 1987, Scheib
el et al., promulgated Nov. 6, U.S. Pat. No. 4,702,857, Gossel
ink, promulgated October 27, 1987, U.S. Pat. No. 4,711,730,
Gosselink et al., Promulgated December 8, 1987, U.S. Pat. No. 4,721,580.
No. 4,877,8, issued Jan. 26, 1988, to Gosselink.
No. 96, Maldonado et al., Issued Oct. 31, 1989, U.S. Pat.
U.S. Pat. No. 5,415,807, Gosselink et al., May 16, 1995. Gosselink et al., Issued on Sep. 11, 1990.
Published by Kud, et al., European Patent Application No. 0219048, Apr. 22, 1987.

In addition, suitable soil release agents are described in US Pat.
201,824, Violland et al., U.S. Pat. No. 4,240,918, Lagasse et al., U.S. Pat. No. 4,525,524, Tung et al.
U.S. Pat. No. 4,579,681; Ruppert et al., U.S. Pat.
240,918, U.S. Pat. No. 4,787,989, U.S. Pat. No. 4,525,524, European Patent 279,134A, 1
988 Rhone-Poulenc Chemie, EP 457,205A,
BASF (1991), and German Patent 2,335,044, Unilever N
V. 1974.

Commercially available soil release agents include ME manufactured by Shin-Etsu Chemical Co., Ltd.
TOLOSE SM100, METOLOSE SM200, SOKALAN type materials available from BASF (Germany), such as SOKALAN HP-22, ZELCON 5126 (from Dupont) and MILEASE T (from ICI)
There is.

7-pH A desired requirement of the composition according to the invention is that the pH is above 3, preferably between 3 and 12
It is to be. This range is preferred for fabric safety. Diester 4
If a graded ammonium type lubricant is used, the composition should be in the normal pH range, measured at 20 ° C., in the undiluted composition, at 2.0-5, preferably 2.5-4.5, preferably 2.5-4.5. Most preferably, has about 2.5 to about 3.5. PH of these compositions
Can be adjusted by adding a Bronsted acid.

9-Other Optional Ingredients The present invention relates to other optional ingredients commonly used in textile treatment compositions, such as colorants, colorants, preservatives, bactericides, optics. Brighteners, opacifiers, anti-shrink agents, bactericides, fungicides, antioxidants, dye fixatives, enzymes, chelating agents,
Metal salts selected from the group consisting of copper salts, zinc salts, and mixtures thereof, for absorbing cyclodextrins, amines and sulfur-containing compounds, including color protectants, such as polyethyleneimine and its alkoxylated derivatives, etc. be able to. Typically, less than about 0.5%, preferably less than about 0.3% by weight of the composition,
More preferably, it should contain less than about 0.1% by weight of the starch and / or modified starch.

Compositions and Compound Forms The composition or individual components thereof may take any suitable form, such as a spray, foam, gel or any other form suitable for a liquid aqueous composition. it can.

Method of Use A method of treating a fabric, in particular applying a durable press to the fabric, ie to prevent wrinkling of the fabric, wherein the fabric is treated with a crosslinked compound or composition of the invention as defined herein. Contacting, and subsequently curing the composition using a domestic treatment method.

“Contacting” means all steps suitable for bringing the composition into contact with the fabric. This includes dipping, washing, rinsing, and / or spraying, and using a dryer sheet with the composition adsorbed. Preferably, the contact is
A washing method step, preferably a rinsing step, preferably below 30 ° C., preferably 5 ° C.
Perform at a temperature of 〜25 ° C.

The hardening of the fabric at home can be carried out by the heat used for drying the fabric, for example by rotary drying. Ironing is also particularly advantageous for curing fabrics. Without theoretical support, it is believed that the short times and low temperatures used to cure the cross-linking component at home prevent wrinkling of the fabric without altering the feel or drape properties of the fabric.

Yet another advantage of the present invention is that the use of a polyamine resin, a polyethyleneimine resin, a cationic starch, or an epichlorohydrin adduct of polydiallyldimethylammonium chloride, for example, with a Kymene compound at room temperature, ie, at 15 ° C. At 30 ° C., home curing can be performed.

A further advantage of the above-mentioned epichlorohydrin adducts is that they can be used in industrial processes. Thus, contacting the fabric with an epichlorohydrin adduct of a polyamine resin, a polyethyleneimine resin, a cationic starch, or polydiallyldimethylammonium chloride, or a mixture thereof, and then curing the fabric. A method for treating a fabric comprising: In this preferred method, the cure is a cure conventionally known in industrial processes such as padding.

The compositions of the present invention can also be used as ironing aids. An effective amount of the composition can be sprayed onto the fabric, but the fabric should not be sprayed until saturation. The fabric can be ironed at the normal temperature for ironing the fabric. In yet another preferred fabric treatment method, the fabric is sprayed with an effective amount of the composition, dried, and then ironed or sprayed and immediately ironed.

The present invention is illustrated by the following examples, but is not limited to these examples. All percentages are by weight unless otherwise indicated.

In these examples, the abbreviated components have the following meanings.

Resin # 1 Polyamide / polyamine / epichlorohydrin resin, Hercules Inc.
Marketed under the trade name KYMENE 557 from Resin # 2 Polyamide / polyamine / epichlorohydrin resin, Hercules Inc.
Resin # 3 Melamine-formaldehyde resin, available from Clariant under the trade name CASSURIT HML Resin # 4 Poly (acrylamide-glyoxal) resin, available from Clariant
Resin # 5 melamine-formaldehyde resin, marketed under the trade name RIT KM, marketed under the trade name MADURIT MW 167 from Clariant Catalyst: Catalyst NKD, mixture of salts and organic acids, commercially available from Hoechst DEQA: di- (tallowyl-oxy-ethyl) ) Dimethyl ammonium chloride DOEQA: Di- (oleyloxyethyl) dimethyl ammonium methyl sulfate DTDMAC: Ditallow dimethyl ammonium chloride Fatty acid: Tallow fatty acid, IV = 18 Electrolyte: Calcium chloride PEG: Polyethylene glycol 4000 PEI 1800 E1: Ethoxylated polyethylene imine ( PEI 1200 E1: ethoxylated polyethyleneimine (molecular weight 1200, 50% in water)
Activity) synthesized in Synthesis Example 2 PEI 1200 E2: ethoxylated polyethyleneimine (molecular weight 1200, 50% in water
Activity) Synthesis Example 5 Synthesis dye fixative 1: Cellulose reactive dye fixing agent, commercial Synthesis Example 1-PEI 1800E ₁ manufacturing process A) under the trade name Indosol CR from Clariant - ethoxylated, temperature measurement and control, Performed in a 2 gallon stirred stainless steel autoclave equipped to perform pressure measurements, vacuum and inert gas scavenging, sampling, and introduction of ethylene oxide as a liquid. An approximately 20 lb. net ethylene oxide cylinder (ARC) is placed on a balance so that the weight change of the cylinder can be monitored and arranged to pump ethylene oxide as a liquid to the autoclave.

750 g of polyethyleneimine (PEI) (Nippon Shokubai, Epomin SP-
018, indicated, having an average molecular weight of 1800, equal to 0.417 mole of polymer and 17.4 moles of nitrogen functional groups). The autoclave is then sealed and purged of air (applying a vacuum of -28 "Hg, followed by pressurizing with nitrogen to 250 psia and then evacuating to atmospheric pressure). After about 1 hour, load the autoclave with nitrogen at about 250 psia while cooling the autoclave to about 105 ° C. Then, while closely monitoring the autoclave pressure, temperature, and ethylene oxide flow rate, Ethylene oxide is gradually added to the autoclave over time, the ethylene oxide pump is stopped and cooled to limit the temperature increase due to the exothermic reaction, and the total pressure is gradually increased while maintaining the temperature at 100 to 110 ° C during the reaction. A total of 750 grams of ethylene oxide (1 mole of ethylene per PEI nitrogen functional group) After loading approximately equal) to the autoclave N'okishido, the temperature 11
Raise to 0 ° C. and stir autoclave for another hour. At this point, vacuum is applied to remove any remaining unreacted ethylene oxide.

Step B) —The reaction mixture is then heated to 130 ° C. and, while stirring, about 100 cu. Ft. Of inert gas (argon or nitrogen) is passed through the gas dispersion frit and the reaction mixture, and the reaction mixture is Deodorizes.

The final reaction product is cooled slightly and collected in a glass container purged with nitrogen.

In another production, neutralization and deodorization are carried out in the reactor before discharging the product.

[0118] Production Step A Synthesis Example 2-PEI 1200E ₁₎ - ethoxylation temperature measurement and control, pressure measurement, vacuum and inert gas purging, sampling, and introduction of ethylene oxide as a liquid, equipment for performing In a 2 gallon stirred stainless steel autoclave. An approximately 20 lb. net ethylene oxide cylinder (ARC) is placed on a balance so that the weight change of the cylinder can be monitored, and the pump is arranged to supply ethylene oxide as a liquid to the autoclave.

750 g parts of polyethyleneimine (PEI) (labeled polymer about 0.62
5 moles and an average molecular weight of 1200 equal to 17.4 moles of nitrogen functionality) are added to the autoclave. The autoclave is then sealed and purged of air (applying a vacuum of -28 "Hg, then pressurizing to 250 psia with nitrogen and then evacuating to atmospheric pressure).
Heat to 0 ° C. After about 1 hour, the autoclave is charged with nitrogen to about 250 psia while cooling the autoclave to about 105 ° C. Ethylene oxide is then slowly added to the autoclave over time, while closely monitoring the autoclave pressure, temperature, and flow rate of ethylene oxide. The ethylene oxide pump is stopped and cooled to limit temperature increase due to the exothermic reaction. During the reaction, the temperature is 100 ~
While maintaining at 110 ° C., gradually increase the total pressure. Total 750 grams of ethylene oxide (approximately one mole of ethylene oxide per PEI nitrogen functional group)
After loading into the autoclave, the temperature is increased to 110 ° C. and the autoclave is stirred for another hour. At this point, vacuum is applied to remove any remaining unreacted ethylene oxide.

Step B) —The reaction mixture is then heated to 130 ° C. and, while stirring, about 100 cu. Ft. Of inert gas (argon or nitrogen) is passed through the gas dispersion frit and the reaction mixture, and the reaction mixture is cooled. Deodorizes.

The final reaction product is cooled slightly and collected in a glass container purged with nitrogen.

In another production, neutralization and deodorization are performed in the reactor before discharging the product.

If PEI 1200E ₇ is desired, the following catalyst addition step between steps A and B is included.

While the vacuum is continuously applied, cool the autoclave to about 50 ° C.
376 g of a methanol solution of sodium methoxide are introduced (1.74 mol, P
Achieve 10% catalyst loading on the EI nitrogen function). The methoxide solution is sucked into the autoclave under vacuum, then the set point of the autoclave temperature controller is increased to 130 ° C. Use a device to monitor the power consumed by the stirrer. The power of the stirrer is monitored along with the temperature and pressure. As methanol was removed from the autoclave and the viscosity of the mixture increased, the power and temperature values of the stirrer gradually increased and stabilized in about 1 hour, indicating that most of the methanol had been removed. The mixture is further heated and stirred under vacuum for another 30 minutes.

The vacuum is removed and the autoclave is cooled to 105 ° C. while 250 psi of nitrogen is applied.
a and then vented to atmospheric pressure. The autoclave is filled to 200 psia with nitrogen. Again, the pressure, temperature, and ethylene oxide flow rate of the autoclave are closely monitored, and ethylene oxide is gradually added to the autoclave as before while maintaining the temperature at 100 to 110 ° C. and limiting the temperature increase due to the exothermic reaction.
After the addition of 4500 g of ethylene oxide over a period of several hours (totaling 7 mol of ethylene oxide per mole of PEI nitrogen function), the temperature is increased to 110 ° C. and the mixture is stirred for a further hour.

The reaction mixture is then collected in a nitrogen purged vessel and finally transferred into a 22 L three neck round bottom flask equipped with heating and stirring equipment. 167 g of methanesulfonic acid (1
. (74 mol) to neutralize the strong alkali catalyst.

Other preferred examples, such as PEI 1200E2, PEI 1200E3, PE
I 1200E15 and PEI 1200E20 can be produced by the methods described above by adjusting the reaction time and the relative amount of ethylene oxide used in the reaction.

The present invention will be described with reference to the following examples, but is not limited to these examples. All percentages are by weight unless otherwise indicated.

EXAMPLES The following composition A is in accordance with the invention.

[0130]

[Table 1]

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) D06M 13/368 D06M 13/368 13/402 13/402 15/11 15/11 15/423 15/423 ( 81) Designated countries EP (AT, BE, CH, CY, DE, DK, ES, FI, FR, GB, GR, IE, IT, LU, MC, NL, PT, SE), OA (BF, BJ, CF, CG, CI, CM, GA, GN, GW, ML, MR, NE, SN, TD, TG), AP (GH, GM, KE, LS, MW, SD, SL, SZ, UG, ZW) , EA (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM), AE, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BY, CA, CH, CN , CU, CZ , DE, DK, EE, ES, FI, GB, GD, GE, GH, GM, HR, HU, ID, IL, IN, IS, JP, KE, KG, KP, KR, KZ, LC, LK, LR, LS, LT, LU, LV, MD, MG, MK, MN, MW, MX, NO, NZ, PL, PT, RO, RU, SD, SE, SG, SI, SK, SL, TJ, TM , TR, TT, UA, UG, US, UZ, VN, YU, ZA, ZW (71) Applicant ONE PROCTER & GANBLE PLAZA, CINCINNATI, OHIO, UNITED STATES OF AMERICA (72) Inventor Ann, Bernarts Belgium Bär-2860, Sint-Katherine-Weber, Olmstrat, 20 (72) Inventor Els, Gusens Ber-2890, Belgium, Opus, Pand Gati , 20 ar (72) Inventors Bruno, Albert, Jean, U-Besch, Belgium-3061, Reefdal, van, Brasselastrat, 16 (72) Inventors Axel, Mashlan, Belgium-1050, Brussels, Ryu, Fede, 27 F term (reference) 4J002 AA031 AB041 BG131 BJ001 CC141 CC151 CC181 CL031 CM011 EN136 EU106 FD206 4L033 AB04 AC01 AC02 BA08 BA53 BA62 BA71 BA85 CA32 CA36

Claims (11)

[Claims] 1. A composition comprising: i) a fabric softening compound; and ii) a crosslinked resin having cationic properties. 2. The crosslinked resin compound is an amine-aldehyde resin, an amide-aldehyde resin,
Epichlorohydrin adducts of polyamines, polyethyleneimines, cationic starches, polydiallyldimethylammonium chloride, and mixtures thereof;
The composition of claim 1, wherein the composition is selected from: and mixtures thereof. 3. The crosslinked resin is a polyamine epichlorohydrin resin selected from the group consisting of polyamide-epichlorohydrin, polyalkylenepolyamine-epichlorohydrin, and amine polymer-epichlorohydrin. The composition of claim 1. 4. The crosslinked resin having a molecular weight of 200 to 1,000,000, preferably 500 to 1
The composition according to any one of claims 1 to 3, wherein the composition is 00,000. 5. The composition according to claim 1, wherein said crosslinked resin is contained in an amount of 0.01 to 60% by weight, preferably 0.01 to 60% by weight of the whole composition.
5. The composition according to any one of claims 1 to 4, which is present in an amount of 30% by weight. 6. The cross-linked resin is an aldehyde-containing cross-linked resin and the composition further comprises a catalyst, preferably present in an amount of 10 to 50% by weight of the cross-linking component or a derivative thereof. The composition according to any one of claims 1 to 5. 7. The composition according to claim 1, wherein the softening compound is a quaternary ammonium compound or an amine precursor thereof. 8. A step of: i) contacting the fabric with the resin compound or composition according to any one of claims 1 to 7, and ii) curing the composition using a household treatment method. A method for treating cloth, comprising: 9. The step of i) contacting the fabric with an epichlorohydrin adduct of polyamine, polyethyleneimine, cationic starch, polydiallyldimethylammonium chloride, and mixtures thereof; and ii) curing the composition. A method for treating fabric, comprising the steps of: 10. The method according to claim 8, wherein the contacting is performed in a rinsing step. 11. The method according to claim 8, wherein said contacting is performed at a temperature of less than 30 ° C., preferably 5-25 ° C.
The method according to any one of claims 10 to 10.