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WO2012130492A1 - Polymère colorant - Google Patents

Polymère colorant Download PDF

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Publication number
WO2012130492A1
WO2012130492A1 PCT/EP2012/050896 EP2012050896W WO2012130492A1 WO 2012130492 A1 WO2012130492 A1 WO 2012130492A1 EP 2012050896 W EP2012050896 W EP 2012050896W WO 2012130492 A1 WO2012130492 A1 WO 2012130492A1
Authority
WO
WIPO (PCT)
Prior art keywords
reactive
dye
treatment composition
laundry treatment
composition according
Prior art date
Application number
PCT/EP2012/050896
Other languages
English (en)
Inventor
Stephen Norman Batchelor
Jayne Michelle Bird
Original Assignee
Unilever Plc
Unilever N.V.
Hindustan Unilever Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever Plc, Unilever N.V., Hindustan Unilever Limited filed Critical Unilever Plc
Publication of WO2012130492A1 publication Critical patent/WO2012130492A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/101—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing an anthracene dye
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/106—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing an azo dye
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3753—Polyvinylalcohol; Ethers or esters thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40—Dyes ; Pigments
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
    • D06P1/384—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes reactive group not directly attached to heterocyclic group

Definitions

  • the present invention relates to polyvinyl alcohol polymers tethered to reactive dyes and their use.
  • WO2006/055787 discloses laundry formulations containing a cellulose ether polymer covalently bound to a reactive dye for whitening the fabric.
  • Cellulose ethers show poor water solubility and form thick pastes in water.
  • Effective reaction with the reactive dyes requires the cellulose ether to be present in aqueous solution at high concentration to reduce the side reaction of dye hydrolysis that produces unwanted hydrolysed dye that is untethered to the polymer.
  • the present invention provides a laundry treatment composition comprising:
  • the present invention provides a domestic method of treating a textile, the method comprising the steps of:
  • the dye-polymers show very little staining to fabric when neat detergent product is applied to fabric.
  • the dye polymer may be any colour, allowing a variety of hues to be given to fabric.
  • the dye polymer is preferably blue or violet in colour.
  • a blue or violet colour is provided to the cloth to give a hue angle of 230 to 345, more preferably 265 to 330, most preferably 270 to 300.
  • the cloth used is white bleached non-mercerised woven cotton sheeting.
  • the dye polymer may be formed by reacting a reactive dye with a polyvinyl alcohol.
  • the reaction is preferably conducted in an aqueous solution.
  • the reactive dye is tethered to the polyvinyl alcohol by a covalent bond.
  • the dye polymer is a polyvinylalcohol polymer where at least one of the OH groups of the polyvinylalcohol polymer has been reacted with the reactive group of a reactive dye so that the chromophore of the reactive dye is covalently bound (tethered) to the polyvinylalcohol polymer.
  • the weight average molecular weight of the dye polymer is from 1000 to 2000000, more preferably 20000 to 200000.
  • the reactive dye is preferably selected from: reactive blue; reactive black; reactive red; and, reactive violet dyes.
  • the reactive dyes are selected from mixtures of: reactive black and reactive red; reactive blue and reactive red;
  • the reactive dye is negatively charged and is selected from a chromophore selected from the group comprising of: azo; anthraquinone;
  • dye— S— C -C -OS0 3 Na dye— S— C CH 2 * dye— S— C -CH 2
  • a hydrolysed reactive dyes is one in which the reactive groups has reacted with the hydroxide anion, HO " , rather than the polymer.
  • the composition of the invention comprise less than 100ppm of hydrolysed reactive dye per l OOOOppm of dye polymer., more preferably less than 50ppm, most preferably less than 5ppm. Most preferably hydrolysed reactive dyes are not present in the composition. Such dyes may be removed by dialysis or careful control of the reactions conditions.
  • a polvvinylalcohol is a polymer of formula:
  • Polyvinyl alcohols may be made by hydrolysis of polyvinyl acetate.
  • the polymer contains vinyl alcohol and vinyl acetate units.
  • Preferably partially hydrolysed grades are used where the molar vinyl alcohol content is greater than the molar vinyl acetate contents. More preferably the polymer is 75 to 95 mole % hydrolyzed, most preferably 85 to 90 mole % hydrolyzed.
  • Reactive dyes are described in Industrial Dyes (K. Hunger ed, Wiley VCH 2003). Many Reactive dyes are listed in the colour index (Society of Dyers and Colourists and American Association of Textile Chemists and Colorists). Reactive dyes consist of a dye chromophore covalently bound to a reactive group. Reactive groups react with hydroxyl groups to form a covalent bound, preferably by a substitution or addition reaction.
  • Reactive yellow and reactive Orange dyes are preferably chosen from mono-azo and bis-azo compounds, most preferably mono-azo.
  • Blue and violet dye chromophores are preferably selected from anthraquinone, bis-azo, triphenodioxazine, and phthalocyanine, more preferably anthraquinone, bis-azo, and triphenodioxazine, most preferably bis-azo and triphenodioxazine.
  • Red and violet reactive dyes may be mixed with the blue and violet reactive dyes to provide the correct hue.
  • Reactive red dye chromophores are preferably selected from mono and bis-azo dyes. To avoid differential build up on multiple treatments, if more than one colour is present, for example a reactive red and a reactive blue, they are preferably bound to the same polymer backbone.
  • a preferred blue bis-azo dye is of the form:
  • the A and B rings may be further substituted by sulphonate groups (SOsNa).
  • the A and B rings may be further substituted with suitable uncharged organic groups, preferably with a molecular weight lower than 200.
  • suitable uncharged organic groups preferably with a molecular weight lower than 200.
  • Preferred groups are -
  • a preferred blue anthraquinone dye is of the form:
  • the dye may be further substituted with sulphonate groups (SOsNa) and suitable uncharged organic groups, preferably with a molecular weight lower than 200.
  • SOsNa sulphonate groups
  • suitable uncharged organic groups are-CH 3 , -C2H5, and -OCH3.
  • a preferred triphenodioxazine dye is of the form:
  • D and E rings are substituted by a reactive groups.
  • D and E rings are further substituted by sulphonate groups (SOsNa).
  • a preferred red azo dye is of the form
  • F ring is optionally extended to form a naphthyl group
  • F ring is optionally extended to form a naphthyl group
  • groups selected from sulphonate groups (SOsNa) and a reactive group.
  • G is selected from a reactive group, H, or alky group.
  • a reactive group must be present on the dye.
  • Reactive groups are preferably selected from heterocyclic reactive groups and, a sulfooxyethylsulfonyl reactive group (-S0 2 CH 2 CH 2 OS0 3 Na).
  • the heterocyclic reactive groups are preferably nitrogen contains aromatic rings bound to a halogen or an ammonium group, which react with NH 2 or NH groups of the polymers to form a covalent bond.
  • the halogen is preferred.
  • More preferred heterocylic reactive groups are dichlorotriazinyl, difluorochloropyrimidine, monofluorotrazinyl, monofluorochlorotrazinyl, dichloroquinoxahne, difluorotriazine, monochlorotriazinyl, and trichloropyrimidine.
  • the reactive group may be linked to the dye chromophore via an alkyl spacer for example: dye-NH-CH 2 CH 2 -reactive group.
  • Especially preferred heterocylic reactive groups are:
  • Ri is selected from H or alkyl, preferably H.
  • X is selected from F or CI.
  • Z 1 is selected from -CI, -NR 2 R 3 , -OR 2 , -S0 3 Na
  • R 2 and R 3 are independently selected from H, alkyl and aryl groups.
  • Aryl groups are preferably phenyl and are preferably substituted by -S0 3 Na or - S0 2 CH 2 CH 2 OS0 3 Na.
  • Alkyl groups are preferably methyl or ethyl.
  • the phenyl groups may be further substituted with suitable uncharged organic groups, preferably with a molecular weight lower than 200.
  • Preferred groups include -CH 3 , -C 2 H 5 , and -OCH 3 .
  • the alkyl groups may be further substituted with suitable uncharged organic groups, preferably with a molecular weight lower than 200.
  • Preferred groups include -CH 3 , -C 2 H 5 , -OH, -OCH 3 , -OC 2 H 4 OH.
  • Most preferred heterocylic reactive groups are selected from
  • n 1 or 2, preferably 1 .
  • the reactive dye contains more than one reactive group, preferably two or three.
  • An untethered hydrolysed reactive dyes is one in which the reactive groups have reacted with the hydroxide anion, HO " , rather than the polymer.
  • the composition contains less than 100ppm of untethered hydrolysed reactive dye per l OOOOppm dye-polymer, more preferably less than 20ppm. Most preferably untethered hydrolysed reactive dyes are not present in the composition. Such dyes may be removed by dialysis or careful control of the reaction conditions.
  • a reactive dye has been tethered to the polymer to form one or more covalent bonds and has a hydrolysed reactive group this is not classed as an unteathered reactive dye.
  • reactive dyes are reactive blue 2, reactive blue 4, reactive blue 5, reactive blue 7, reactive blue 15, reactive blue 19, reactive blue 27, reactive blue29, reactive blue 49, reactive blue 50, reactive blue 74, reactive blue 94, reactive blue 246, reactive blue 247, reactive blue 247, reactive blue 166, reactive blue 109, reactive blue 187, reactive blue 213, reactive blue 225, reactive blue 238, reactive blue 256. Further structures are exemplified below:
  • the composition comprises between 2 to 70 wt % of a surfactant, most preferably 10 to 30 wt %.
  • a surfactant most preferably 10 to 30 wt %.
  • the nonionic and anionic surfactants of the surfactant system may be chosen from the surfactants described "Surface Active Agents" Vol. 1 , by Schwartz & Perry, Interscience 1949, Vol. 2 by Schwartz, Perry & Berch, Interscience 1958, in the current edition of "McCutcheon's Emulsifiers and Detergents” published by Manufacturing Confectioners Company or in
  • surfactants used are saturated.
  • Suitable nonionic detergent compounds which may be used include, in particular, the reaction products of compounds having a hydrophobic group and a reactive hydrogen atom, for example, aliphatic alcohols, acids, amides or alkyl phenols with alkylene oxides, especially ethylene oxide either alone or with propylene oxide.
  • Specific nonionic detergent compounds are C6 to C22 alkyl phenol- ethylene oxide condensates, generally 5 to 25 EO, i.e. 5 to 25 units of ethylene oxide per molecule, and the condensation products of aliphatic Cs to C18 primary or secondary linear or branched alcohols with ethylene oxide, generally 5 to 40 EO.
  • Suitable anionic detergent compounds which may be used are usually water- soluble alkali metal salts of organic sulphates and sulphonates having alkyl radicals containing from about 8 to about 22 carbon atoms, the term alkyl being used to include the alkyl portion of higher acyl radicals.
  • suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulphates, especially those obtained by sulphating higher Cs to C18 alcohols, produced for example from tallow or coconut oil, sodium and potassium alkyl C9 to C20 benzene sulphonates, particularly sodium linear secondary alkyl C10 to C15 benzene sulphonates; and sodium alkyl glyceryl ether sulphates, especially those ethers of the higher alcohols derived from tallow or coconut oil and synthetic alcohols derived from petroleum.
  • the preferred anionic detergent compounds are sodium C11 to C15 alkyl benzene sulphonates and sodium C12 to C18 alkyl sulphates. Also applicable are surfactants such as those described in
  • EP-A-328 177 (Unilever), which show resistance to salting-out, the alkyl polyglycoside surfactants described in EP-A-070 074, and alkyl monoglycosides.
  • Preferred surfactant systems are mixtures of anionic with nonionic detergent active materials, in particular the groups and examples of anionic and nonionic surfactants pointed out in EP-A-346 995 (Unilever).
  • surfactant system is a mixture of an alkali metal salt of a Ci6 to Ci8 primary alcohol sulphate together with a C12 to C15 primary alcohol 3 to 7 EO ethoxylate.
  • the nonionic detergent is preferably present in amounts greater than 10%, e.g. 25 to 90 wt % of the surfactant system.
  • Anionic surfactants can be present for example in amounts in the range from about 5% to about 40 wt % of the surfactant system .
  • the surfactant may be a cationic such that the formulation is a fabric conditioner.
  • the formulation is preferably packed in pack sizes of 0.5 to 5kg.
  • the formulation is preferably packs in laminated cardboard packs or sealed plastic bags.
  • the present invention When the present invention is used as a fabric conditioner it needs to contain a cationic compound.
  • the quaternary ammonium compound is a quaternary ammonium compound having at least one C12 to C22 alkyl chain.
  • a preferred compound of this type is the quaternary ammonium compound cetyl trimethyl quaternary ammonium bromide.
  • a second class of materials for use with the present invention are the quaternary ammonium of the above structure in which R 1 and R 2 are independently selected from C 12 to C 22 alkyl or alkenyl chain; R 3 and R 4 are independently selected from Ci to C 4 alkyl chains and X " is a compatible anion.
  • the ratio of cationic to nonionic surfactant is from 1 : 100 to 50:50, more preferably 1 :50 to 20:50.
  • the cationic compound may be present from 1 .5 wt % to 50 wt % of the total weight of the composition.
  • the cationic compound may be present from 2 wt % to 25 wt %, a more preferred composition range is from 5 wt % to 20 wt %.
  • the softening material is preferably present in an amount of from 2 to 60% by weight of the total composition, more preferably from 2 to 40%, most preferably from 3 to 30% by weight.
  • the composition optionally comprises a silicone.
  • Builders or Complexing agents may be selected from 1 ) calcium seguestrant materials, 2) precipitating materials, 3) calcium ion-exchange materials and 4) mixtures thereof.
  • calcium seguestrant builder materials examples include alkali metal
  • polyphosphates such as sodium tripolyphosphate and organic seguestrants, such as ethylene diamine tetra-acetic acid.
  • Examples of precipitating builder materials include sodium orthophosphate and sodium carbonate.
  • Examples of calcium ion-exchange builder materials include the various types of water-insoluble crystalline or amorphous aluminosilicates, of which zeolites are the best known representatives, e.g. zeolite A, zeolite B (also known as zeolite P), zeolite C, zeolite X, zeolite Y and also the zeolite P-type as described in EP-A- 0,384,070.
  • composition may also contain 0-65 % of a builder or complexing agent such as ethylenediaminetetraacetic acid, diethylenetriamine-pentaacetic acid, alkyl- or alkenylsuccinic acid, nitrilotriacetic acid or the other builders mentioned below.
  • a builder or complexing agent such as ethylenediaminetetraacetic acid, diethylenetriamine-pentaacetic acid, alkyl- or alkenylsuccinic acid, nitrilotriacetic acid or the other builders mentioned below.
  • Many builders are also bleach-stabilising agents by virtue of their ability to complex metal ions.
  • Zeolite and carbonate are preferred builders.
  • the composition may contain as builder a crystalline aluminosilicate, preferably an alkali metal aluminosilicate, more preferably a sodium aluminosilicate. This is typically present at a level of less than 15%w.
  • Aluminosilicates are materials having the general formula:
  • M is a monovalent cation, preferably sodium.
  • M is a monovalent cation, preferably sodium.
  • M is a monovalent cation, preferably sodium.
  • M is a monovalent cation, preferably sodium.
  • M is a monovalent cation, preferably sodium.
  • M is a monovalent cation, preferably sodium.
  • M is a monovalent cation, preferably sodium.
  • the preferred sodium aluminosilicates contain 1 .5-3.5 S 1O2 units in the formula above. They can be prepared readily by reaction between sodium silicate and sodium aluminate, as amply described in the literature.
  • the ratio of surfactants to alumuminosilicate (where present) is preferably greater than 5:2, more preferably greater than 3: 1 .
  • phosphate builders may be used.
  • 'phosphate' embraces diphosphate
  • silicates such as soluble silicates, metasilicates, layered silicates (e.g. SKS-6 from
  • the laundry detergent formulation is a non-phosphate built laundry detergent formulation, i.e., contains less than 1 wt% of phosphate.
  • the laundry detergent formulation is carbonate built.
  • the composition preferably comprises a fluorescent agent (optical brightener).
  • fluorescent agents are well known and many such fluorescent agents are available commercially. Usually, these fluorescent agents are supplied and used in the form of their alkali metal salts, for example, the sodium salts.
  • the total amount of the fluorescent agent or agents used in the composition is generally from 0.005 to 2 wt %, more preferably 0.01 to 0.1 wt %.
  • Preferred classes of fluorescer are: Di-styryl biphenyl compounds, e.g. Tinopal (Trade Mark) CBS-X, Di-amine stilbene di-sulphonic acid compounds, e.g.
  • Preferred fluorescers are: sodium 2 (4-styryl-3-sulfophenyl)-2H-napthol[1 ,2- d]triazole, disodium 4,4'-bis ⁇ [(4-anilino-6-(N methyl-N-2 hydroxyethyl) amino 1 ,3,5- triazin-2-yl)]amino ⁇ stilbene-2-2' disulfonate, disodium 4,4'-bis ⁇ [(4-anilino-6- morpholino-1 ,3,5-triazin-2-yl)]amino ⁇ stilbene-2-2' disulfonate, and disodium 4,4'- bis(2-sulfostyryl)biphenyl.
  • the aqueous solution used in the method has a fluorescer present.
  • a fluorescer is present in the aqueous solution used in the method it is preferably in the range from 0.0001 g/l to 0.1 g/l, preferably 0.001 to 0.02 g/l.
  • the composition comprises a perfume.
  • the perfume is preferably in the range from 0.001 to 3 wt %, most preferably 0.1 to 1 wt %.
  • CTFA Cosmetic, Toiletry and
  • compositions of the present invention it is envisaged that there will be four or more, preferably five or more, more preferably six or more or even seven or more different perfume components.
  • top notes are defined by Poucher (Journal of the Society of Cosmetic Chemists 6(2):80 [1955]).
  • top-notes are selected from citrus oils, linalool, linalyl acetate, lavender, dihydromyrcenol, rose oxide and cis-3-hexanol. Perfume and top note may be used to cue the whiteness benefit of the invention.
  • laundry treatment composition does not contain a
  • peroxygen bleach e.g., sodium percarbonate, sodium perborate, and peracid.
  • the composition may comprise one or more other polymers.
  • examples are carboxymethylcellulose, poly (ethylene glycol), polyvinyl alcohol),
  • polycarboxylates such as polyacrylates, maleic/acrylic acid copolymers and lauryl methacry late/acrylic acid copolymers.
  • Polymers present to prevent dye deposition for example poly(vinylpyrrolidone), poly(vinylpyridine-N-oxide), and poly(vinylimidazole), are preferably absent from the formulation.
  • One or more enzymes are preferred present in a composition of the invention and when practicing a method of the invention.
  • the level of each enzyme is from 0.0001 wt% to 0.1 wt% protein.
  • enzymes include proteases, alpha-amylases, cellulases, lipases, peroxidases/oxidases, pectate lyases, and mannanases, or mixtures thereof.
  • Suitable lipases include those of bacterial or fungal origin. Chemically modified or protein engineered mutants are included. Examples of useful lipases include lipases from Humicola (synonym Thermomyces), e.g. from H. lanuginosa (T. lanuginosus) as described in EP 258 068 and EP 305 216 or from H. insolens as described in WO 96/13580, a Pseudomonas lipase, e.g. from P. alcaligenes or P. pseudoalcaligenes (EP 218 272), P. cepacia (EP 331 376), P. stutzeri (GB
  • lipase variants such as those described in WO 92/05249, WO 94/01541 , EP 407 225, EP 260 105, WO 95/35381 , WO 96/00292, WO 95/30744, WO 94/25578, WO 95/14783, WO 95/22615, WO 97/04079 and WO 97/07202, WO 00/60063.
  • LipolaseTM and Lipolase UltraTM LipexTM
  • LipocleanTM Novozymes A/S
  • the method of the invention may be carried out in the presence of phospholipase classified as EC 3.1 .1 .4 and/or EC 3.1 .1 .32.
  • phospholipase classified as EC 3.1 .1 .4 and/or EC 3.1 .1 .32 As used herein, the term
  • phospholipase is an enzyme which has activity towards phospholipids.
  • Phospholipids such as lecithin or phosphatidylcholine, consist of glycerol esterified with two fatty acids in an outer (sn-1 ) and the middle (sn-2) positions and esterified with phosphoric acid in the third position; the phosphoric acid, in turn, may be esterified to an amino-alcohol.
  • Phospholipases are enzymes which participate in the hydrolysis of phospholipids. Several types of phospholipase activity can be distinguished, including phospholipases Ai and A 2 which hydrolyze one fatty acyl group (in the sn-1 and sn-2 position, respectively) to form
  • lysophospholipid lysophospholipid
  • lysophospholipase or phospholipase B which can hydrolyze the remaining fatty acyl group in lysophospholipid.
  • Phospholipase C and phospholipase D release diacyl glycerol or
  • the enzyme and the shading dye may show some interaction and should be chosen such that this interaction is not negative. Some negative interactions may be avoided by encapsulation of one or other of enzyme or shading dye and/or other segregation within the product.
  • proteases include those of animal, vegetable or microbial origin. Microbial origin is preferred. Chemically modified or protein engineered mutants are included.
  • the protease may be a serine protease or a metallo protease, preferably an alkaline microbial protease or a trypsin-like protease.
  • Preferred commercially available protease enzymes include AlcalaseTM, SavinaseTM, PrimaseTM,
  • DuralaseTM DyrazymTM, EsperaseTM, EverlaseTM, PolarzymeTM, and KannaseTM, (Novozymes A/S), MaxataseTM, MaxacalTM, MaxapemTM, ProperaseTM,
  • the method of the invention may be carried out in the presence of cutinase.
  • cutinase used according to the invention may be of any origin.
  • cutinases are of microbial origin, in particular of bacterial, of fungal or of yeast origin.
  • amylases include those of bacterial or fungal origin. Chemically modified or protein engineered mutants are included. Amylases include, for example, alpha-amylases obtained from Bacillus, e.g. a special strain of B. licheniformis, described in more detail in GB 1 ,296,839, or the Bacillus sp. strains disclosed in WO 95/026397 or WO 00/060060. Commercially available amylases are DuramylTM, TermamylTM, Termamyl UltraTM, NatalaseTM,
  • Suitable cellulases include those of bacterial or fungal origin. Chemically modified or protein engineered mutants are included. Suitable cellulases include cellulases from the genera Bacillus, Pseudomonas, Humicola, Fusarium, Thielavia,
  • Acremonium e.g. the fungal cellulases produced from Humicola insolens,
  • Commercially available cellulases include CelluzymeTM, CarezymeTM, EndolaseTM, RenozymeTM
  • Suitable peroxidases/oxidases include those of plant, bacterial or fungal origin. Chemically modified or protein engineered mutants are included. Examples of useful peroxidases include peroxidases from Coprinus, e.g. from C. cinereus, and variants thereof as those described in WO 93/24618, WO 95/10602, and WO 98/15257. Commercially available peroxidases include GuardzymeTM and NovozymTM 51004 (Novozymes A/S).
  • Any enzyme present in the composition may be stabilized using conventional stabilizing agents, e.g., a polyol such as propylene glycol or glycerol, a sugar or sugar alcohol, lactic acid, boric acid, or a boric acid derivative, e.g., an aromatic borate ester, or a phenyl boronic acid derivative such as 4-formylphenyl boronic acid, and the composition may be formulated as described in e.g. WO 92/19709 and WO 92/19708.
  • a polyol such as propylene glycol or glycerol
  • a sugar or sugar alcohol lactic acid, boric acid, or a boric acid derivative, e.g., an aromatic borate ester, or a phenyl boronic acid derivative such as 4-formylphenyl boronic acid
  • indefinite article “a” or “an” and its corresponding definite article “the” as used herein means at least one, or one or more, unless specified otherwise.
  • Average molecular weights refer to weight average molecular weights.
  • the synthesis was repeated with the azo dye Reactive Red 239.
  • the so-formed polymer was code PVA-RR239.
  • Composition 1 Composition 2 Composition 3 reference
  • PVA-RB19 and PVA-RR239 are the polymers synthesised in example 1 .
  • the formulation were used to wash a mixture of white fabrics: woven cotton, knitted cotton, woven polycotton, micro-fibre polyester, knitted nylon-elastane at a Liquor to cloth ratio of 10: 1 in a linitester. Demineralised water was used and each wash lasted 30 minutes and was followed by a running rinse. The formulations were used at 2.0g/L.
  • a +ve value indicates a blueing of the fabric compared to the control. Bluer fabrics appear whiter to the eye.
  • the formulation containing the dye polymer increases the whiteness of the polyester and cotton fabrics.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Textile Engineering (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)
  • Eyeglasses (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Detergent Compositions (AREA)

Abstract

La présente invention concerne des colorants réactifs liés à un poly(alcool vinylique) et leur utilisation.
PCT/EP2012/050896 2011-03-25 2012-01-20 Polymère colorant WO2012130492A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP11159722 2011-03-25
EP11159722.5 2011-03-25

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WO2012130492A1 true WO2012130492A1 (fr) 2012-10-04

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2767581A1 (fr) 2013-02-19 2014-08-20 The Procter & Gamble Company Procédé de lavage d'un textile
EP2767579A1 (fr) 2013-02-19 2014-08-20 The Procter and Gamble Company Procédé de lavage d'un textile
EP2767582A1 (fr) 2013-02-19 2014-08-20 The Procter and Gamble Company Procédé de lavage d'un textile
EP2832843A1 (fr) 2013-07-30 2015-02-04 The Procter & Gamble Company Procédé de fabrication de compositions détergentes granulaires comprenant des polymères
EP2832842A1 (fr) 2013-07-30 2015-02-04 The Procter & Gamble Company Procédé de fabrication de compositions détergentes granulaires comprenant des tensioactifs
WO2015112341A1 (fr) 2014-01-22 2015-07-30 The Procter & Gamble Company Composition de traitement de textile
WO2015127004A1 (fr) 2014-02-19 2015-08-27 The Procter & Gamble Company Composition contenant un agent bénéfique et un solvant aprotique
WO2015126547A1 (fr) 2014-02-19 2015-08-27 Milliken & Company Composition comprenant un agent à effet bénéfique et un solvant aprotique
US20150299468A1 (en) * 2014-04-22 2015-10-22 Milliken & Company Organic Colorant Complexes from Reactive Dyes and Articles Containing the Same
EP2987848A1 (fr) 2014-08-19 2016-02-24 The Procter & Gamble Company Procédé de lavage d'un textile
EP2987849A1 (fr) 2014-08-19 2016-02-24 The Procter and Gamble Company Procédé de lavage d'un textile
EP3124562A3 (fr) * 2015-07-28 2017-03-29 Seiko Epson Corporation Pénétration d'impression sur textile à jet d'encre et appareil d'enregistrement à jet d'encre
US9980892B2 (en) 2014-04-14 2018-05-29 Conopce, Inc. Skin care composition

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EP2767581A1 (fr) 2013-02-19 2014-08-20 The Procter & Gamble Company Procédé de lavage d'un textile
EP2767579A1 (fr) 2013-02-19 2014-08-20 The Procter and Gamble Company Procédé de lavage d'un textile
EP2767582A1 (fr) 2013-02-19 2014-08-20 The Procter and Gamble Company Procédé de lavage d'un textile
WO2014130509A1 (fr) 2013-02-19 2014-08-28 The Procter & Gamble Company Procédé de lavage d'un tissu
WO2014130512A1 (fr) 2013-02-19 2014-08-28 The Procter & Gamble Company Procédé de lavage d'un tissu
WO2014130508A1 (fr) 2013-02-19 2014-08-28 The Procter & Gamble Company Procédé de lavage d'un tissu
EP2832843A1 (fr) 2013-07-30 2015-02-04 The Procter & Gamble Company Procédé de fabrication de compositions détergentes granulaires comprenant des polymères
EP2832842A1 (fr) 2013-07-30 2015-02-04 The Procter & Gamble Company Procédé de fabrication de compositions détergentes granulaires comprenant des tensioactifs
WO2015112341A1 (fr) 2014-01-22 2015-07-30 The Procter & Gamble Company Composition de traitement de textile
WO2015127004A1 (fr) 2014-02-19 2015-08-27 The Procter & Gamble Company Composition contenant un agent bénéfique et un solvant aprotique
WO2015126547A1 (fr) 2014-02-19 2015-08-27 Milliken & Company Composition comprenant un agent à effet bénéfique et un solvant aprotique
US9980892B2 (en) 2014-04-14 2018-05-29 Conopce, Inc. Skin care composition
US20150299468A1 (en) * 2014-04-22 2015-10-22 Milliken & Company Organic Colorant Complexes from Reactive Dyes and Articles Containing the Same
WO2015164299A1 (fr) 2014-04-22 2015-10-29 Milliken & Company Complexes colorants organiques de colorants réactifs et objets les contenant
CN106459607A (zh) * 2014-04-22 2017-02-22 美利肯公司 得自反应性染料的有机着色剂复合物和包含其的制品
EP2987848A1 (fr) 2014-08-19 2016-02-24 The Procter & Gamble Company Procédé de lavage d'un textile
EP2987849A1 (fr) 2014-08-19 2016-02-24 The Procter and Gamble Company Procédé de lavage d'un textile
EP3124562A3 (fr) * 2015-07-28 2017-03-29 Seiko Epson Corporation Pénétration d'impression sur textile à jet d'encre et appareil d'enregistrement à jet d'encre
US10385223B2 (en) 2015-07-28 2019-08-20 Seiko Epson Corporation Ink jet textile printing penetrant and ink jet recording apparatus

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