EP0636743B1 - Procédé de teinture de matériaux fibreux contenant de la laine - Google Patents

Procédé de teinture de matériaux fibreux contenant de la laine Download PDF

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Publication number
EP0636743B1
EP0636743B1 EP94810425A EP94810425A EP0636743B1 EP 0636743 B1 EP0636743 B1 EP 0636743B1 EP 94810425 A EP94810425 A EP 94810425A EP 94810425 A EP94810425 A EP 94810425A EP 0636743 B1 EP0636743 B1 EP 0636743B1
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EP
European Patent Office
Prior art keywords
radical
wool
process according
parts
formula
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EP94810425A
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German (de)
English (en)
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EP0636743A3 (fr
EP0636743A2 (fr
Inventor
Philippe Ouziel
Martin Dr. Kuhn
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BASF Schweiz AG
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
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Classifications

    • 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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/82—Textiles which contain different kinds of fibres
    • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8238—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
    • D06P3/8242—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye using dispersed and acid dyes
    • 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
    • D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6133—Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols

Definitions

  • the present invention relates to a new method for high temperature dyeing of Wool or wool-containing fiber materials.
  • Y stands e.g. for bromine and preferably for chlorine.
  • radicals (a) to (f) have further hydroxyl groups, these can each be in the form of a free hydroxyl group or, for example, in the form of an ether group of the formula -O-CH 2 -CH (OH) -CH 2 -Y where Y has the meaning given above.
  • hydroxyl groups present in the R radical can also be in ethoxylated, propoxylated or 2-hydroxypropoxylated form, for example in the form of a radical of the formula -O- (CH 2 CH 2 O) x -H -O- (CH 2 CH [CH 3 ] O) y -H or -O- (CH 2 CH [OH] CH 2 O) z -H wherein x, y and z each independently represent a number from, for example, 1 to 200.
  • R stands for the remainder of a hydroxy group-containing ethylenically unsaturated compound according to (a), it is, for example, the remainder of allyl alcohol or the remainder of a completely with a hydroxy-C 1 -C 4 -alkyl compound or with a C 2 -C 4 - Alkylene glycol esterified ethylenically unsaturated mono-, di- or tricarboxylic acid.
  • Examples of such ethylenically unsaturated carboxylic acid hydroxyalkyl esters are the 2- or 3-hydroxypropyl esters or hydroxyethyl esters or -di- or triesters of (meth) acrylic acid, maleic acid, fumaric acid, itaconic acid, mesaconic acid, citraconic acid, vinyl acetic acid, vinyl propionic acid, crotonic acid, aconitic acid, allylacetic acid, acetic acid , Allyloxyacetic acid, ⁇ , ⁇ -dimethyl (meth) acrylic acid, methylene malonic acid, 2-hydroxy (meth) acrylic acid, 2-halogeno (meth) acrylic acid, ⁇ -carboxyethyl acrylate, acrylamidoglycolic acid, ⁇ -carboxyethyl acrylate, allyloxy-3-hydroxybutanoic acid, allyloxymalonic acid , Allylsuccinic acid or allylmalonic acid.
  • R is preferably a hydroxyl-containing, ethylenically unsaturated radical for the rest of allyl alcohol, acrylic acid hydroxypropyl or hydroxyethyl ester, Hydroxypropyl or hydroxyethyl methacrylate or Maleic acid di-hydroxypropyl or hydroxyethyl ester.
  • R represents the remainder of a homo- or copolymer according to (b)
  • R is e.g. for the Remainder of a homo- or copolymer, which consists of one or more of the above mentioned hydroxy-containing, ⁇ , ⁇ -unsaturated compounds and optionally one or more copolymerizable monoethylenic unsaturated monomers is built up.
  • Suitable copolymerizable monoethylenically unsaturated monomers are e.g. Esters, Amides or nitriles of unsaturated carboxylic acids, e.g. Acrylklaremethyl- or ethyl ester, methyl or ethyl methacrylate, hydroxyethyl (meth) acrylate, Hydroxypropyl (meth) acrylates, hydroxybutyl (meth) acrylates, dimethylaminoethyl (meth) acrylate, Diethylaminoethyl (meth) acrylate, acrylamide, methacrylamide, N-alkyl- (meth) acrylamide, Acrylonitrile or methacrylonitrile.
  • Esters e.g. Acrylklaremethyl- or ethyl ester
  • methyl or ethyl methacrylate hydroxyethyl (meth) acrylate
  • Hydroxypropyl (meth) acrylates
  • Comonomers include sulfonic acid groups or those containing phosphonic acid groups
  • Monomers e.g. (Meth) allylsulfonic acid, vinylsulfonic acid, 3-allyloxy-2-hydroxypropanesulfonic acid, Styrene sulfonic acid, acrylamidomethanesulfonic acid, 3-sulfopropyl (meth) acrylate, 3-sulfopropyl itaconate, 2-acrylamido-2-methylpropanesulfonic acid, Vinyl phosphonate, allyl phosphonate and acrylamidomethyl propanephosphonic acid.
  • N-vinylpyrrolidone N-vinylcaprolactam
  • N-vinylformamide N-vinyl-N-methylformamide
  • N-vinylacetamide N-vinyl-N-methyl-acetamide
  • N-vinylimidazole N-vinylmethylimidazole
  • N-vinyl-2-methylimidazole N-vinylimidazoline
  • methyl vinyl ketone vinyl acetate
  • vinyl propionate vinyl butyrate
  • styrene Olefins with e.g.
  • 2 to 10 carbon atoms such as ethylene, propylene, isobutylene, hexene, diisobutene and vinyl alkyl ethers such as methyl vinyl ether, ethyl vinyl ether, dimethoxyethylene, n-butyl vinyl ether, isobutyl vinyl ether, hexyl vinyl ether or octyl vinyl ether, and Mixtures of the monomers mentioned.
  • the homopolymers and copolymers on which R is based preferably have Molecular weight e.g. 100 to 1,000,000, particularly preferably from 100 to 10,000 and particularly preferably from 500 to 5000.
  • R is the remainder of a mono-, di-, tri-, oligo- or polysaccharide according to (c), then Here come all the usual saccharides, as they come from the textbooks of organic Chemistry are known in question.
  • saccharides are monosaccharides such as Pentoses, e.g. Arabinose, xylose or ribose, or hexoses, e.g. Glucose, mannose, Galactose or fructose, di, tri and oligosaccharides such as e.g. Sucrose, milk sugar, Lactose, maltose or raffinose or polysaccharides such as e.g. Starch or cellulose.
  • R preferably represents the rest of starch, the hydroxyl groups of which are partly or completely in the form of an ether of the formula (2) given above.
  • R is the residue of a C 1 -C 22 -alkyl compound containing hydroxy groups according to (d), it is, for example, the residue of a monohydric alkanol, for example the residue of methanol, ethanol, n- or iso-propanol, n-, iso- , sec- or tert-butanol or around the rest of a straight-chain or branched C 5 -C 22 monoalcohol, around the rest of a glycol such as ethylene glycol or propylene glycol or around the rest of a polyhydric alcohol such as glycerol, diglycerol, triglycerol, 1,1,1-tris (hydroxymethyl) propane, erythritol, pentaerythritol, arabitol, sorbitol or mannitol.
  • a monohydric alkanol for example the residue of methanol, ethanol, n- or iso-propanol, n-,
  • the further hydroxyl groups can be partially or completely in the form of an ether of the formula (2) given above or as an ethoxylated, propoxylated or 2-hydroxypropoxylated radical of the formula (3), (4) or ( 5) are available.
  • R preferably represents the residue of a polyvalent one Alcohol, the hydroxyl groups of which are partially or completely in the form of an ether Formula (2) given above or as ethoxylated, propoxylated or 2-hydroxypropoxylated radical of the formula (3), (4) or (5) are present.
  • examples for particularly preferred hydroxyalkyl radicals R are the radicals of glycerol, diglycerol, Pentaerythritol and 1,1,1-tris (hydroxymethyl) propane, in which the further hydroxyl groups partially or completely in the form of an ether of the formula (2) given above or as ethoxylated, propoxylated or 2-hydroxypropoxylated radical of the formula (3), (4) or (5) are available.
  • R represents the remainder of a polyglycerol according to (e), this preferably indicates Molecular weight ⁇ 5000.
  • the hydroxyl groups of the polyglycerol are preferred partially or completely in the form of an ether of the formula (2) given above.
  • R represents the remainder of a polyglycol according to (f), this corresponds, for example, to the formula - (CH 2 CH 2 O) s - (CH 2 CH [CH 3 ] O) t - H where s and t each independently represent a number from, for example, 0 to 200 and the sum (s + t) is ⁇ 1.
  • the polyglycol e.g. a molecular weight of ⁇ 100,000 and preferably ⁇ 1,000 on.
  • R as a polyglycol radical is particularly preferably the radical of one Polyethylene glycol with a molecular weight of ⁇ 1,000.
  • the compounds of the formula (1) used according to the invention can be prepared in a manner known per se, for example by using a compound of the formula R - OH where R has the meaning given above, with an epihalohydrin, preferably epibromohydrin or particularly preferably epichlorohydrin, optionally in the presence of a catalyst, for example boron trifluoride / diacetic acid, boron trifluoride ethyl etherate, SnCl 4 or Zn (BF 4 ) 2 .
  • a catalyst for example boron trifluoride / diacetic acid, boron trifluoride ethyl etherate, SnCl 4 or Zn (BF 4 ) 2 .
  • the compounds of formula (7) are known per se or can be obtained by methods known per se.
  • the wool protection agents used according to the invention can one or more of the Contain compounds of formula (1). Good results are also obtained when one as a wool protection agent, a mixture containing (I) one or more compounds of Formula (1) and (II) an organic mono-, di- or tricarboxylic acid, e.g. Acetic acid, Propionic acid, succinic acid, isoserine diacetic acid, nitrilotriacetic acid, ethylenediamine triacetic acid, Diethylenetriaminepentaacetic acid, Hydroxyethylenediaminotriessigkla, Malic acid, citric acid, hydroxycitric acid, lactic acid, tartronic acid or Tartaric acid, or a mineral acid, e.g. Hydrochloric acid, sulfuric acid, phosphoric acid, used.
  • an organic mono-, di- or tricarboxylic acid e.g. Acetic acid, Propionic acid, succinic acid, isoserine diacetic acid, nitril
  • the wool-containing fiber material is first with the Wool protection agent pretreated in an aqueous bath and then added of the dye to this bath colors. You can also proceed in such a way that you dye the material simultaneously with the wool preservative and the dye in an aqueous bath treated.
  • the wool protection agent in an amount of e.g. 0.5 to 10% by weight, preferably 1 to 6% by weight, based on the weight of the material to be dyed, to use.
  • the wool-containing fiber material can be wool alone or mixtures from e.g. Trade wool / polyamide or wool / polyester. Thereby mixtures are made Wool and synthetic polyamide preferably with anionic dyes and Mixtures of wool and polyester fibers preferably with dispersion and anionic Dyes colored. Suitable anionic dyes and disperse dyes are Known specialist.
  • the fiber material can be in various stages of processing, e.g. in Form of yarn, flake, sliver, knitwear, such as knitwear or knitted fabric, as Nonwoven fabric or preferably as a fabric.
  • the mixed fiber materials are preferably fiber mixtures Wool and polyester, which are usually in a proportion of 20 to 50 Parts by weight of wool are present to 80-50 parts by weight of polyester.
  • the one for the procedure preferred fiber blends contain 45 parts of wool and 55 parts of polyester fibers.
  • the liquor ratio can be within a wide range in the process according to the invention Range can be selected; it is e.g. 1: 1 to 1: 100 and preferably 1:10 to 1:50.
  • the dyebath can also be customary Additives included.
  • Additives included.
  • Mineral acids, organic acids and / or their salts which serve to adjust the pH of the dyebath, continue Electrolytes, leveling, wetting and defoaming agents and, if it is dyeing deals with wool / polyester mixtures, carriers and / or dispersants.
  • the dye bath has a pH of e.g. 4 to 6.5 and preferably 5.2 to 5.8 on.
  • the process according to the invention is generally carried out at a temperature of e.g. 60 to 130 ° C carried out.
  • the dyeing is expediently carried out the pull-out process, e.g. at a temperature in the range of 60 to 106 ° C, preferably 95 to 98 ° C.
  • the dyeing time can vary depending on the requirements, however, it is preferably 60-120 minutes.
  • the dyeing of the polyester / wool mixed fiber materials is advantageously carried out in a single bath from aqueous liquor after the exhaust process. It is preferably dyed according to the so-called high-temperature processes in closed, pressure-resistant equipment at temperatures above 100 ° C, expediently between 110 and 125 ° C and preferably at 118-120 ° C and optionally under pressure.
  • the mixed fiber materials can also be added using the usual carrier dyeing process Temperatures below 106 ° C, e.g. in the temperature range from 75 to 98 ° C in the presence one or more carriers are colored.
  • the dyeing of the polyester / wool mixed fiber materials can be carried out in such a way that the first thing to be dyed is the wool preservative and, if necessary, the carrier treated and then colored. You can also proceed in such a way that you dye the material at the same time with the wool protection agent, the dyes and, if necessary, auxiliaries treated.
  • the textile mixed fiber material is preferably added to a fleet, which contains the wool protection agent and possibly other conventional auxiliaries and a Has temperature of 40-50 ° C, and treated the material for 5 to 15 minutes Temperature. Then you raise the temperature to about 60 to 70 ° C, give the dye , heats up slowly to the dyeing temperature and then dyes about 20 to 60, preferably 30 up to 45 minutes at this temperature. At the end the fleet is heated to around 60 ° C cooled and the colored material worked up as usual.
  • Parts mean parts by weight, Percentages by weight.
  • Example 1 33.2 parts of diglycerol (0.8 OH equivalents) and 2.8 g of boron trifluoride / diacetic acid complex are placed in a sulfonation flask and heated to 75.degree. 37 parts of epichlorohydrin are added dropwise within about 2 hours and the temperature is kept between 75 and 80 ° C. The mixture is then stirred for a further 30 minutes at 75 ° C., then cooled to room temperature, neutralized to pH approx. 5 by adding sodium hydroxide solution and the product is dried in vacuo.
  • Example 2 46 parts of glycerol and 1 part of boron trifluoride ethyl etherate are placed in a suitable reaction vessel under an N 2 atmosphere. 148.2 parts of glycidol are added dropwise at 5.5 to 30.degree. C. in the course of 5.5 hours, and the reaction mixture is subsequently stirred for about 3 hours at 50.degree. C. and then for about 12 to 15 hours at room temperature. 92.5 parts of epichlorohydrin are then added dropwise at about 25 to 30 ° C. over the course of about 5.5 hours, and the reaction mixture is further stirred at room temperature for about 12 hours and at 50 ° C. for 3 hours.
  • a further 53.3 parts of epichlorohydrin are added to 165.1 parts of the product obtained above added dropwise within about 3 hours and the temperature at about 35 to 40 ° C. held.
  • the reaction mixture is then heated to about 50 ° C. for about 4 hours and then dried in vacuo.
  • Example 3 38.8 parts of tetraethylene glycol (0.4 OH equivalents) and 2.9 parts of boron trifluoride / diacetic acid complex are heated to 75 ° C. and 37 parts of epichlorohydrin are added within about 2 hours. The mixture is then left to stir at 75 ° C. for about 30 minutes, then cooled to room temperature, neutralized to pH 6 and the product dried.
  • EXAMPLE 4 The procedure is as described in Example 3, but 41.2 parts of polyethylene glycol 400 (0.2 OH equivalents), 1.4 parts of boron trifluoride / diacetic acid complex and 18.5 parts of epichlorohydrin are reacted.
  • Example 5 27.5 parts of starch, 15 parts of water and 8.4 parts of Zn (BF 4 ) 2 (40% in water) are heated to 80 ° C. and 64.8 parts of epichlorohydrin within about 6 hours Temperature added. The mixture is then left to stir at 80 ° C. for about 1 hour, the product precipitates in ethanol and dries it.
  • Zn (BF 4 ) 2 40% in water
  • Example 6 49.2 parts of starch, 95 parts of dioxane and 11.4 parts of Zn (BF 4 ) 2 (40% in water) are heated to 75 ° C. and 23.1 parts of epichlorohydrin within about 2 hours Temperature added. The mixture is then left to stir at 75 ° C. for about 2 hours, cooled to room temperature, the product is filtered off and dried.
  • Zn (BF 4 ) 2 40% in water
  • EXAMPLE 7 The procedure is as described in Example 3, but 46.4 parts of hydroxyethyl acrylate (stabilized with 0.3 part of hydroquinone monomethyl ether), 2.9 parts of boron trifluoride / diacetic acid complex and 37 parts of epichlorohydrin are reacted.
  • Example 8 58 parts of maleic acid and 3 parts of triethylamine are placed in a suitable reaction vessel and heated to 115 ° C. 74 parts of glycidol are added dropwise within about 2 hours and the reaction mixture is then stirred at 115 ° C. for 2 hours. It is cooled to about 50 ° C., 4.2 parts of boron trifluoride ethyl etherate are added, and the reaction mixture is again heated to about 115 ° C. 74 parts of glycidol are then added dropwise in the course of about 2 hours, and the reaction mixture is then stirred for a further 3 hours. 92.5 parts of epichlorohydrin are added dropwise to the reaction mixture over the course of about 2.5 hours, the temperature being kept at 115.degree. The reaction mixture is then held at this temperature for about 9 hours and then dried in vacuo.
  • Example 9 26.8 parts of 1,1,1-tris (hydroxymethyl) propane, 4.3 parts of boron trifluoride / diacetic acid complex and 55.5 parts of epichlorohydrin are reacted with one another analogously to that described in Example 3.
  • Example 10 277.1 parts of a reaction product of 1 mol of pentaerythritol with 8 mol of glycidol are placed in a sulfonation flask under a nitrogen atmosphere and 54.7 parts of epichlorohydrin are added at a temperature of 25 to 30 ° C. in the course of about 4 hours. Then the mixture is left to stir at 50 ° C. for about 4 hours and the product is then dried in vacuo.
  • Example 12 100 parts of a wool fabric with a m 2 weight of 180 g are in 1000 parts of an aqueous liquor containing 4 parts of ammonium sulfate, 1.5 parts of the product according to Example 1 and 0.5 parts of a naphthalenesulfonic acid condensate product at 50 for 10 minutes ° C treated; the pH of the liquor is previously adjusted to about 6 with acetic acid. Then 3 parts of the dye of the formula added and a further 5 min. treated. The dyeing liquor is then removed within approx. 45 min. heated to approx. 98 ° C and the tissue for 60 min. colored at this temperature. Then allow to cool to approx. 60 ° C, rinse as usual and dry the dyed fabric. You get a rub-fast, level blue color without negatively influencing the wool quality.
  • Example 13 10 parts each of a wool fabric and 10 parts of a bleached polyester fabric are combined in 200 parts of a liquor adjusted to pH 5.5 with acetic acid containing 0.6 part of the product according to Example 1 and 0.4 part of sodium acetate for 5 minutes. pretreated at 40 ° C. The liquor is then heated within 30 minutes. to 120 ° C, the fabric is treated for 40 min. at this temperature and then cools down to 60 ° C. After the blind bath treatment (without dye) carried out in this way, the wool fabric shows no loss in quality, for example with regard to bursting resistance; the polyester accompanying fabric also shows no yellowing due to the hydrolytic degradation of the wool.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (12)

  1. Procédé pour la teinture de matières de fibres contenant de la laine par des colorants anioniques, caractérisé en ce que l'on teint ces matières en présence d'un produit de protection de la laine contenant au moins un composé de formule R-O-CH2-CH(OH)-CH2-Y où Y représente un atome d'halogène et R représente
    (a) le reste d'un composé hydroxylé à insaturation éthylénique,
    (b) le reste d'un homo- ou copolymère de monomères hydroxylés à insaturation éthylénique et éventuellement d'un ou de plusieurs comonomères,
    (c) le reste d'un mono-, di-, tri-, oligo- ou polysaccharide,
    (d) le reste d'un composé hydroxylé d'alkyle en C1-C22,
    (e) le reste d'un dérivé de polyglycérine ayant une masse molaire ≤50 000, ou
    (f) le reste d'un polyglycol.
  2. Procédé selon la revendication 1, caractérisé en ce que Y représente un atome de chlore.
  3. Procédé selon la revendication 1 ou 2, caractérisé en ce que le reste R présente un ou plusieurs groupes hydroxyle et ceux-ci sont remplacés partiellement ou entièrement par un reste de formule -O-CH2-CH(OH)-CH2-Y -O-(CH2CH2O)x-H -O-(CH2CH[CH3]O)y-H ou -O-(CH2CH[OH]CH2O)z-H où Y représente un atome d'halogène et x, y et z représentent, indépendamment les uns des autres, un nombre de 1 à 200.
  4. Procédé selon l'une des revendications 1 ou 2, caractérisé en ce que R représente le reste d'alcool allylique, d'acrylate d'hydroxypropyle ou d'hydroxyéthyle, de méthacrylate d'hydroxypropyle ou d'hydroxyéthyle, de maléate de dihydroxypropyle ou de dihydroxyéthyle.
  5. Procédé selon l'une des revendications 1 à 3, caractérisé en ce que R représente le reste d'arabinose, de xylose, de ribose, de glucose, de mannose, de galactose, de fructose, de saccharose, de sucre de lait, maltose, de lactose, de raffinose, de cellulose ou de préférence d'amidon.
  6. Procédé selon l'une des revendications 1 à 2, caractérisé en ce que R représente le reste d'un monoalcool, d'un glycol ou d'un alcool multifonctionnel.
  7. Procédé selon l'une des revendications 1 à 3 ou 6, caractérisé en ce que R représente le reste de glycérine, de diglycérine, de triglycérine, de 1,1,1-tris(hydroxyméthyl)-propane, d'érythritol, de pentaérythritol, d'arabitol, de sorbitol ou de mannitol.
  8. Procédé selon l'une des revendications 1 à 3, caractérisé en ce que R représente le reste d'une polyglycérine ayant une masse molaire ≤5 000.
  9. Procédé selon l'une des revendications 1 à 3, caractérisé en ce que R représente le reste d'un polyéthylène glycol ayant une masse molaire ≤1 000.
  10. Procédé selon l'une des revendications 1 à 9, caractérisé en ce que l'on teint la matière de fibres contenant de la laine en présence de 0,5 à 10% en masse, par rapport à la matière à teindre, d'un ou plusieurs composés de formule (1).
  11. Procédé selon l'une des revendications 1 à 10, caractérisé en ce que l'on teint la matière de fibres contenant de la laine en présence d'un produit de protection de la laine contenant un ou plusieurs composés de formule (1) et un acide mono-, di- ou tricarboxylique ou un acide minéral.
  12. Procédé selon l'une des revendications 1 à 11, pour la teinture de matières de fibres mixtes laine/polyester selon le procédé d'épuisement.
EP94810425A 1993-07-28 1994-07-19 Procédé de teinture de matériaux fibreux contenant de la laine Expired - Lifetime EP0636743B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH228293 1993-07-28
CH2282/93 1993-07-28
CH228293 1993-07-28

Publications (3)

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EP0636743A2 EP0636743A2 (fr) 1995-02-01
EP0636743A3 EP0636743A3 (fr) 1998-04-22
EP0636743B1 true EP0636743B1 (fr) 1999-12-29

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US (1) US5460630A (fr)
EP (1) EP0636743B1 (fr)
DE (1) DE59409028D1 (fr)
ES (1) ES2141211T3 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19519021C2 (de) * 1995-05-24 1998-09-03 Dystar Textilfarben Gmbh & Co Polysaccharid-Farbstoff-Formulierung
DE19533713C1 (de) * 1995-09-12 1997-01-23 Boehme Chem Fab Kg Wollschutzmittel für Naßbehandlungen bei Temperaturen oberhalb 98 DEG C, deren Verwendung bei Textilveredlungsprozessen sowie Verfahren zum Schutz von Wolle
US5948125A (en) * 1997-05-20 1999-09-07 Ciba Specialty Chemicals Corporation Method of treating dyed, natural or synthetic polyamide fibre materials
US7815900B1 (en) 2000-07-11 2010-10-19 L'ORéAL S.A. Use of C3-C5 monosaccharides to protect keratinous fibers
US8846154B2 (en) * 2005-06-07 2014-09-30 S.C. Johnson & Son, Inc. Carpet décor and setting solution compositions
US7776108B2 (en) * 2005-06-07 2010-08-17 S.C. Johnson & Son, Inc. Composition for application to a surface
US8557758B2 (en) 2005-06-07 2013-10-15 S.C. Johnson & Son, Inc. Devices for applying a colorant to a surface
CA2610730C (fr) 2005-06-07 2013-04-23 S. C. Johnson & Son, Inc. Procede de neutralisation d'une tache sur une surface

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1565248A (fr) * 1967-05-13 1969-04-25
DE1619004A1 (de) * 1966-04-27 1969-11-20 Drew Chem Corp Insektenschutzmittel fuer Proteinfasern

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE59104446D1 (de) * 1990-02-14 1995-03-16 Ciba Geigy Ag Verfahren zum Färben von Wolle mit Reaktivfarbstoffen.
ES2092270T3 (es) * 1992-08-06 1996-11-16 Ciba Geigy Ag Procedimiento para la tintura de materiales de fibra que contengan lana.

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1619004A1 (de) * 1966-04-27 1969-11-20 Drew Chem Corp Insektenschutzmittel fuer Proteinfasern
FR1565248A (fr) * 1967-05-13 1969-04-25

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ES2141211T3 (es) 2000-03-16
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US5460630A (en) 1995-10-24
EP0636743A2 (fr) 1995-02-01

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