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
  • D06P3/8209—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing amide groups
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
  • D06M16/006—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic with wool-protecting agents; with anti-moth agents
• • 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
  • D06P1/52—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 synthetic macromolecular substances
  • D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
  • D06P1/5257—(Meth)acrylic acid
• • 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
  • D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
  • D06P1/651—Compounds without nitrogen
  • D06P1/65106—Oxygen-containing compounds
  • D06P1/65118—Compounds containing hydroxyl groups
• • 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
  • D06P3/02—Material containing basic nitrogen
  • D06P3/04—Material containing basic nitrogen containing amide groups
  • D06P3/14—Wool
  • D06P3/16—Wool using 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
  • 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
  • D06P3/8214—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester and amide groups

Definitions

• the present invention relates to a new process for high-temperature dyeing wool or wool-containing fiber materials.
• auxiliaries in order to counteract fiber damage which occurs in particular during high-temperature dyeing.
• auxiliaries Many of the known auxiliaries contain formaldehyde or release formaldehyde when heated, which is not toxicologically harmless.
• Y stands e.g. for bromine and preferably for chlorine.
• R is a radical R * -C (O) -O- and R * is a radical of an ethylenically unsaturated mono-, di- or tricarboxylic acid according to (Ia)
• the compound used according to the invention can be, for example, of the formula correspond in which R1 and R2 independently of one another are, for example, hydrogen, hydroxyl, halogen, alkyl, or a group - (CH2) p -COOB, B, for example, for hydrogen, the radical -CH2-CH (OH) -CH2Y, alkyl, a group - (CH2-CH2-O) x - (CH2-CH [CH3] -O) y -R3 or represents a cation, p and q each independently represent a number 0 to 2, x and y each independently of one another Are from 0 to 250, the sum (x + y) ⁇ 1 and R3 independently has the meaning of R1, with the proviso that at least one of the
• R1 or any other substituent than halogen is, for example, bromine, fluorine or, in particular, chlorine.
• R1 or any substituents other than alkyl are e.g. to C1-C4 alkyl.
• Examples are n- or iso-propyl, n-, iso-, sec- or tert-butyl or, preferably, methyl or ethyl.
• p is preferably the number 0 or 1.
• q is preferably the number 0.
• R3 is preferably hydrogen or alkyl.
• B stands for a cation
• this can e.g. an alkali or alkaline earth metal e.g. Na+, K+ or Li+, or a quaternary inorganic or organic ammonium cation, e.g. NH4+ or NR4+, where R is optionally e.g. is hydroxy substituted alkyl.
• B is preferably hydrogen, the radical -CH2-CH (OH) -CH2Cl, methyl, ethyl, a group - (CH2-CH2-O) x - (CH2-CH [CH3] -O) y -R3, wherein R3 is hydrogen , Is methyl or ethyl, or a cation.
• B particularly preferably represents hydrogen, a cation or in particular the radical -CH2-CH (OH) -CH2Cl.
• Preferred carboxylic acid derivatives according to (Ia) used according to the invention are ⁇ , ⁇ -ethylenically unsaturated compounds of the formula (1) in which q is 0, R1 and R2 independently of one another are hydrogen, hydroxyl, chlorine, methyl, ethyl, -COOB or -CH2-COOB , B represents hydrogen, a cation or the radical -CH2-CH (OH) -CH2Cl and R3 independently has the meaning of R1, with the proviso that at least one of the substituents B present in the molecule is a radical -CH2-CH (OH) -CH2Y is.
• Examples of suitable carboxylic acid residues R * according to (Ia) are the residues 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, vinyloxyacetic 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, with other molecules present Carboxyl groups with each a compound of the formula (II) given above may be esterified.
• R * is particularly preferably an ethylenically unsaturated carboxylic acid residue for the rest of acrylic acid, methacrylic acid, maleic acid or fumaric acid, a second carboxyl group present in the molecule optionally with a compound of the ones mentioned above
• R * is a radical R * -C (O) -O- and R * is the radical of a homo- or copolymer according to (Ib), then R * is e.g. for the remainder of a homopolymer or copolymer which is composed of one or more of the abovementioned ⁇ , ⁇ -unsaturated carboxylic acid derivatives and, if appropriate, one or more copolymerizable monoethylenically unsaturated monomers and is partially or completely esterified with a compound of the formula (II) given above.
• Suitable copolymerizable monoethylenically unsaturated monomers are e.g. Esters, amides or nitriles of unsaturated carboxylic acids, e.g. Methyl or ethyl acrylate, methyl or ethyl methacrylate, hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, acrylamide, methacrylamide, N-alkyl- ( meth) acrylamides, acrylonitrile or methacrylonitrile.
• Esters, amides or nitriles of unsaturated carboxylic acids e.g. Methyl or ethyl acrylate, methyl or ethyl methacrylate, hydroxyethyl (meth
• Suitable comonomers includes sulfonic acid groups or monomers containing phosphonic acid group, e.g. (Meth) allylsulfonic acid, vinylsulfonic acid, 3-allyloxy-2-hydroxypropanesulfonic acid, styrene sulfonic acid, acrylamidomethanesulfonic acid, 3-sulfopropyl (meth) acrylates, 3-sulfopropyl itaconate, 2-acrylamido-2-methylpropanesulfonic acid, vinyl phosphonate, allyl phosphonate and acrylamidomethylpropane.
• phosphonic acid group e.g. (Meth) allylsulfonic acid, vinylsulfonic acid, 3-allyloxy-2-hydroxypropanesulfonic acid, styrene sulfonic acid, acrylamidomethanesulfonic acid, 3-sulfopropyl (meth) acrylates, 3-sulf
• N-vinylpyrrolidone N-vinylcaprolactam
• N-vinylformamide N-vinyl-N-methylformamide
• N-vinylacetamide N-vinyl-N-methylacetamide
• N-vinylimidazole N-vinylmethylimidazole
• N-vinyl-2 -methylimidazole N-vinylimidazoline
• methyl vinyl ketone vinyl acetate, vinyl propionate, vinyl butyrate, styrene
• olefins with, for example 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,
• the homopolymers and copolymers on which R * is based preferably have a molecular weight of 100 to 1,000,000, particularly preferably from 500 to 50,000 and particularly preferably from 500 to 5,000.
• the homopolymers or copolymers according to (Ib) used according to the invention are, for example, polymers containing structural elements of the formula wherein B and q each independently have the meaning given above and R4 and R5 each independently have the meaning of R1, and optionally
• Homopolymers and copolymers of mono-, di- or tricarboxylic acid derivatives and optionally one or more comonomers are preferred, in which 5-100%, preferably 10-85% and particularly preferably 10-40% of the carboxyl groups present in the form of 2-hydroxy-3 chloropropyl ester and the remaining carboxyl groups in the form of a C1-C4 alkyl ester or, preferably, in the form of the free acid or one of its salts.
• Homopolymers or copolymers based on acrylic acid or maleic acid are particularly preferred.
• R * is a radical of the formula R * -C (O) -O- and R * is the radical of a modified sugar derivative according to (Ic), R * is, for example, the radical of a carboxyl group-containing one Mono-, di-, tri-, oligo- or polysaccharides.
• saccharides are carboxymethyl cellulose, carboxymethyl starch, oxidized sugar derivatives, reaction products of a carbohydrate material with an ⁇ , ⁇ -unsaturated dicarboxylic acid, as are known, for example, from DE-A 2,439,155, or alkyl mono- and alkyl polyglucoside ether carboxylates, as described, for example, from EP-A 0 457 155 are known; the saccharides mentioned are in each case partially or completely esterified with a compound of the formula (II) given above.
• R is a radical R * -C (O) -O- and R * is a radical of a saturated carboxylic acid according to (Id)
• the underlying carboxylic acid has e.g. a molecular weight of 46 to 50,000, and preferably 60 to 5,000.
• saturated carboxylic acids which can form the basis of the radical R * are e.g. saturated C1-C20 mono- or dicarboxylic acids such as e.g. Acetic acid, propionic acid or succinic acid, isoderinediacetic acid, nitrilotriacetic acid, ethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid, hydroxyethylenediaminotrieslacetic acid, hydroxycarboxylic acids, e.g. Malic acid, citric acid, hydroxycitric acid, lactic acid, tartronic acid, tartaric acid, amino acid derivatives, e.g.
• saturated carboxylic acids which can form the basis of the radical R * are e.g. saturated C1-C20 mono- or dicarboxylic acids such as e.g. Acetic acid, propionic acid or succinic acid, isoderinediacetic acid, nitrilotriacetic acid, ethylenediaminetriacetic acid, diethylenetriamine
• R * as the residue of a saturated carboxylic acid is preferably the residue of a C2-C10 mono- or dicarboxylic acid, C2-C10-hydroxycarboxylic acid or hydroxyiminodisuccinic acid and particularly preferably the residue of a saturated C2-C4-mono- or dicarboxylic acid or C3-C6- Hydroxy carboxylic acid.
• the diols of the formula HO CH2 - CH (OH) - CH2Y, the ethylenically unsaturated mono-, di- or tricarboxylic acid derivatives according to (Ia) and the polymers according to (Ib) are known, for example, from DE-OS 2,424,892 or can be obtained by methods known per se.
• the polymers according to (Ib) can be known per se, for example by (co) polymerizing the corresponding monomers, which correspond, for example, to the formula (1) given above Way will be obtained. If appropriate, the monomers of the formula (1) are copolymerized with further monomers, for example those on which the radical A is based.
• the polymers according to (Ib) can advantageously be obtained by using a homo- or copolymer containing, for example, structural elements of the formula and optionally structural elements of the formula wherein R4, R5, A and q each have the meanings and preferences given above and X represents hydrogen or a cation, with an epihalohydrin, preferably epibromohydrin or in particular epichlorohydrin, in the presence of a catalyst.
• an epihalohydrin preferably epibromohydrin or in particular epichlorohydrin
• a catalyst preferably, metal salts such as NaCl, KCl and LiCl are used as catalysts.
• the reaction is carried out, for example, in an aqueous medium or in a medium consisting of water and an organic solvent, and temperatures of, for example, 50-100 ° C. and preferably 70-90 ° C. are used.
• a (co) polymer of one or more of the aforementioned ethylenically unsaturated mono-, di- or tricarboxylic acids and optionally one or more comonomers without a free acid function is preferably used for the reaction, and this is reacted with an epihalohydrin; the use of an excess of epihalohydohydrin is preferred, but the degree of esterification can be influenced by varying the molar amounts.
• the dihalopropanol and 3-halo-1,2-dihydroxypropane formed in the reaction can be separated off in a conventional manner, for example by azeotropic distillation; it is preferred, however, to obtain the mixture of polymer according to (Ib) and after the distillative removal of the dihalopropanol Diol of the formula (I), in which R is hydroxy, can be used directly as wool protection agent after appropriate work-up and / or formulation.
• modified sugar derivatives according to (Ic) can be obtained analogously to the polymers according to (Ib) by reacting the known carboxyl group-containing modified sugar derivatives with an epihalohydrin.
• the carboxylic acid derivatives according to (Id) can be obtained analogously to the compounds according to (Ia).
• Suitable ethylenically unsaturated carboxylic acid derivatives according to (a) correspond, for example, to the formula (1) given above, in which B is hydrogen, alkyl, a group - (CH2-CH2-O) x - (CH2-CH [CH3] -O) y -R3 or is a cation and R1, R2, R3, p, q, x and y each have the meaning given above.
• Examples of preferred carboxylic acid derivatives according to (a) are itaconic acid, mesaconic acid, citraconic acid, vinyl acetic acid, vinyl propionic acid, crotonic acid, aconitic acid, allylacetic acid, vinyloxyacetic 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-hydroxy-butanoic acid, allyloxymalonic acid, allylsuccinic acid, allylmalonic acid or especially acrylic acid, methacrylic acid, maleic acid or fumaric acid.
• suitable homopolymers or copolymers according to (b) are homopolymers or copolymers which are composed of one or more of the abovementioned ⁇ , ⁇ -unsaturated carboxylic acid derivatives and, if appropriate, one or more of the abovementioned copolymerizable monoethylenically unsaturated monomers.
• Homo- or copolymers based on (meth) acrylic acid or maleic acid with a molecular weight of, for example, 500 to 5000 are preferred.
• modified sugar derivatives according to (c) are carboxymethyl cellulose, carboxymethyl starch, oxidized sugar derivatives, reaction products from a carbohydrate material, an ⁇ , ⁇ -unsaturated dicarboxylic acid and an alkaline earth metal hydroxide, as described e.g. are known from DE-A 2,439,155, or alkyl mono- and alkyl polyglucoside ether carboxylates, such as those e.g. are known from EP-A 0 457 155.
• saturated carboxylic acid derivatives according to (d) are saturated C1-C20 mono- or dicarboxylic acids such as e.g. Acetic acid, propionic acid or succinic acid, isoderinediacetic acid, nitrilotriacetic acid, ethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid, hydroxyethylenediaminotrieslacetic acid, hydroxycarboxylic acids, e.g. Malic acid, citric acid, hydroxycitric acid, lactic acid, tartronic acid, tartaric acid, amino acid derivatives, e.g.
• saturated C1-C20 mono- or dicarboxylic acids such as e.g. Acetic acid, propionic acid or succinic acid, isoderinediacetic acid, nitrilotriacetic acid, ethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid, hydroxyethylenediaminotrieslacetic acid, hydroxycarboxylic acids,
• the saturated carboxylic acid derivatives (d) used are preferably saturated C2-C10 mono- or dicarboxylic acids, C2-C10-hydroxycarboxylic acids or hydroxyiminodisuccinic acid, and their alkaline earth metal, alkali metal or ammonium salts and particularly preferably a C2-C4 mono- or dicarboxylic acid or one C3-C5-hydroxycarboxylic acid.
• particularly preferred carboxylic acid derivatives (d) are malic acid, citric acid, lactic acid, tartaric acid, acetic acid, propionic acid or succinic acid.
• suitable salts of mineral acids are alkaline earth, alkali or ammonium salts of mineral acids such as e.g. Hydrochloric acid, sulfuric acid, nitric acid or phosphoric acid.
• Alkali metal salts of hydrochloric acid, sulfuric acid or phosphoric acid e.g. Sodium, potassium or lithium chloride, sulfate or phosphate.
• a wool protection agent e.g. a mixture according to (aIV), (aV) or (bI) - (bVI), the components are advantageously in a weight ratio diol: other compounds from 5:95 to 80:20, preferably 5:95 to 50:50, in particular preferably 5:95 to 30:70 and particularly preferably from 10:90 to 30:70.
• An aqueous solution containing ⁇ 10% by weight, in particular 5-10% by weight, of a diol of the formula (II) and optionally 30 to 50% by weight, in each case based on the overall formulation, are preferably used as wool protection agents another connection eg according to (aIV), (aV) or (bI) - (bVI).
• the general procedure is to have the wool-containing fiber material in the presence from, for example, 0.5 to 10% by weight, preferably 1 to 6% by weight, based on the weight of the material to be dyed, dyes one or more compounds of the formula (I) according to the invention.
• a preferred embodiment of the present invention relates to a process for dyeing wool-containing fiber materials with anionic dyes, which is characterized in that these materials contain a wool preservative in the presence of 0.5 to 10% by weight, based on the weight of the material to be dyed the diol of the formula HO -CH2 CH (OH) - CH2Cl colors.
• a further preferred embodiment of the present invention relates to a method for dyeing wool-containing fiber materials with anionic dyes, which is characterized in that these materials in the presence of 0.5 to 10% by weight, based on the weight of the material to be dyed, of a wool protection agent containing the diol of the formula HO -CH2 CH (OH) - CH2Cl and a homo- or copolymer containing structural elements of the formula (2) given above, in which B is hydrogen or a cation and R4 and R5 independently of one another are hydrogen, hydroxyl, cyano, halogen or C1-C4alkyl and q is the number 0, in the weight ratio of diol: polymer colors 5:95 to 30:70 and preferably 10:90 to 30:70.
• a particularly preferred embodiment of the present invention relates to a method for dyeing wool-containing fiber materials with anionic dyes, which is characterized in that these materials in the presence of 0.5 to 10 wt .-%, based on the weight of the material to be dyed, a wool protection agent containing the diol of the formula HO -CH2 CH (OH) - CH2Cl and a homo- or copolymer containing structural elements of the formula (2) given above, in which B is a radical -CH2-CH (OH) -CH2Cl, R4 and R5 independently of one another hydrogen, hydroxy, cyano, halogen, C1-C4-alkyl or - C (O) O-CH2-CH (OH) -CH2Cl mean and q represents the number 0, in the weight ratio diol: polymer colors from 5:95 to 30:70 and preferably 10:90 to 30:70.
• a particularly preferred embodiment of the present invention relates to a A process for dyeing wool-containing fiber materials with anionic dyes, which is characterized in that these materials in the presence of 0.5 to 10 wt .-%, based on the weight of the material to be dyed, of a wool protection agent containing the diol of the formula HO -CH2 CH (OH) - CH2Cl and a C2-C10 hydroxycarboxylic acid, a saturated C2-C10 mono- or dicarboxylic acid or an alkaline earth metal, alkali metal or ammonium salt of hydrochloric acid, sulfuric acid or phosphoric acid in a weight ratio of diol: hydroxycarboxylic acid, carboxylic acid or mineral salt from 5:95 to 30:70 and preferably colors 10:90 to 30:70.
• the wool-containing fiber material can be wool alone or a mixture of e.g. Trade wool / polyamide or wool / polyester.
• Mixtures of wool and synthetic polyamide are preferably dyed with anionic dyes and mixtures of wool and polyester fibers are preferably dyed with disperse and anionic dyes. Suitable anionic dyes and disperse dyes are known to the person skilled in the art.
• the fiber material can be in various stages of processing, e.g. in the form of yarns, flakes, sliver, knitwear such as knitwear or knitted fabrics, as a nonwoven fabric or preferably as a woven fabric.
• the mixed fiber materials are preferably fiber blends of wool and polyester, which are generally present in a proportion of 20 to 50 parts by weight of wool to 80-50 parts by weight of polyester.
• the fiber mixtures preferred for the process contain 45 parts of wool and 55 parts of polyester fibers.
• the liquor ratio can be selected within a wide range in the process according to the invention; it is e.g. 1: 1 to 1: 100 and preferably 1:10 to 1:50.
• the dyebath can contain other customary additives.
• other customary additives e.g. Mineral acids, organic acids and / or their salts, which serve to adjust the pH value of the dye bath, further electrolytes, leveling agents, wetting agents and defoamers and, if dyeing wool / polyester mixtures, carriers and / or dispersant.
• the dyebath has a pH of, for example, 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, for example, 60 to 130.degree.
• the dyeing is expediently carried out using the exhaust process, e.g. at a temperature in the range 60 to 106 ° C, preferably 95 to 98 ° C.
• the dyeing time can vary depending on the requirements, but is preferably 60-120 minutes.
• the dyeing of the polyester / wool mixed fiber materials is advantageously carried out in a single bath from an aqueous liquor using the exhaust process.
• Dyeing is preferably carried out by the so-called high-temperature process in closed, pressure-resistant apparatus 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 processed by the usual carrier dyeing process at temperatures below 106 ° C, e.g. in the temperature range from 75 to 98 ° C in the presence of one or more carriers.
• the dyeing of the polyester / wool mixed fiber materials can be carried out by first treating the material to be dyed with the wool protection agent and, if appropriate, the carrier, and then dyeing. One can also proceed in such a way that the material to be dyed is treated simultaneously with the wool preservative, the dyes and, if appropriate, auxiliaries.
• the textile mixed fiber material is preferably added to a liquor which contains the wool protection agent and, if appropriate, other customary auxiliaries and has a temperature of 40-50 ° C., and the material is treated at this temperature for 5 to 15 minutes.
• the temperature is then increased to about 60 to 70 ° C., the dye is added, the mixture is slowly heated to the dyeing temperature and then dyeing is carried out at this temperature for about 20 to 60, preferably 30 to 45 minutes. Finally, the liquor is cooled to about 60 ° C and the colored material is worked up as usual.
• Parts mean parts by weight, percentages by weight.
• Example 1 87.5 parts of hydrolyzed polymaleic anhydride (0.5 COOH equivalents, molecular weight 500-2000, for example Belclene® 200), 80 parts of water and 3 parts of NaCl are placed in a sulfonation flask. After 31 parts of epichlorohydrin have been added, the mixture is heated to 80-85 ° C. for about 1 hour, allowed to cool to room temperature and the reaction mixture is neutralized by adding sodium hydroxide solution (pH ca.6.8). Excess epichlorohydrin and dichloropropanol formed during the reaction are then distilled off azeotropically. It is adjusted to a dry content concentration of 50% and the product is a mixture of 35% polymer, 15% 3-chloro-1,2-propanediol and 50% water.
• hydrolyzed polymaleic anhydride 0.5 COOH equivalents, molecular weight 500-2000, for example Belclene® 200
• Example 2 107 parts of a terpolymer of acrylic ester, vinyl acetate and maleic anhydride (0.6 COOH equivalents, for example Belclene® 283), 90 parts of water and 4 parts of NaCl are placed in a suitable reaction vessel. After adding 90 parts of epichlorohydrin, the mixture is heated to 80-85 ° C. for about 1 hour, allowed to cool to room temperature and the reaction mixture is neutralized by adding sodium hydroxide solution (pH about 6.8). Excess epichlorohydrin and dichloropropanol formed during the reaction are then distilled off azeotropically. The product is adjusted to contain 25% polymer, 25% 3-chloro-1,2-propanediol and 50% water.
• Example 3 41.6 parts of a copolymer of acrylic acid and maleic acid (0.3 acid equivalents, for example Sokalan® 12 S), 10 parts of water and 1.8 parts of NaCl are placed in a suitable reaction vessel. After adding 39.3 parts of epichlorohydrin, the mixture is heated to 80-85 ° C. for about 90 minutes, allowed to cool to room temperature and the reaction mixture is neutralized by adding sodium hydroxide solution (pH about 6.8). Excess epichlorohydrin and dichloropropanol formed during the reaction are then distilled off azeotropically. The product is adjusted to contain 35% polymer, 15% 3-chloro-1,2-propanediol and 50% water.
• a copolymer of acrylic acid and maleic acid 0.3 acid equivalents, for example Sokalan® 12 S
• 10 parts of water and 1.8 parts of NaCl are placed in a suitable reaction vessel. After adding 39.3 parts of epichlorohydrin, the mixture is heated to 80-85 ° C.
• EXAMPLE 4 The procedure is as described in Example 1, but the copolymer used is a copolymer of acrylic acid and maleic acid (molecular weight approx. 50,000, for example Sokalan® CP 7), and the polymeric product obtained after the reaction with epichlorohydrin is precipitated in ethanol and isolate it. It is a polycarboxylic acid derivative in which 30% of the carboxyl groups present are in the form of the 2-hydroxy-3-chloropropyl ester and the remaining 70% are in the form of the free acid or its sodium salt.
• the copolymer used is a copolymer of acrylic acid and maleic acid (molecular weight approx. 50,000, for example Sokalan® CP 7), and the polymeric product obtained after the reaction with epichlorohydrin is precipitated in ethanol and isolate it. It is a polycarboxylic acid derivative in which 30% of the carboxyl groups present are in the form of the 2-hydroxy-3-chloropropyl ester and the remaining 70% are in the form of
• Example 5 A 40% solution of a terpolymer of acrylic ester, vinyl acetate and maleic anhydride (0.6 COOH equivalents, eg Belclene® 283) is prepared and this is approximately neutralized with sodium hydroxide solution (pH approx. 6.8). 85 parts of this polymer solution are mixed with 15 parts of an aqueous solution containing 40% by weight of 3-chloro-1,2-propanediol and stirred homogeneously.
• a terpolymer of acrylic ester, vinyl acetate and maleic anhydride 0.6 COOH equivalents, eg Belclene® 283
• sodium hydroxide solution pH approx. 6.8
• Example 6 890.4 g of an oxidized oligosaccharide (0.8 COOH equivalents, molecular weight 500-3000) are brought to pH 1.1 in a sulfonation flask by adding 800 ml of 1N hydrochloric acid. After adding 162.8 g of epichlorohydrin, the mixture is heated to 80-85 ° C. until approximately 90% of the carboxyl groups have reacted (approximately 2 hours), then allowed to cool to room temperature and the reaction mixture is neutralized.
• an oxidized oligosaccharide 0.8 COOH equivalents, molecular weight 500-3000
• Example 7 80 parts of a 15% strength aqueous carboxymethyl starch solution (Brookfield viscosity of a 10% strength solution at 85 ° C. about 60 cps with spindle 1, for example Emsize® 60 from Emsland-Starch) are mixed with 20 parts of a 15 % aqueous 3-chloro-1,2-propanediol solution mixed.
• a 15% strength aqueous carboxymethyl starch solution Brookfield viscosity of a 10% strength solution at 85 ° C. about 60 cps with spindle 1, for example Emsize® 60 from Emsland-Starch
• Example 8 80 parts of a 50% aqueous solution of the compound of the formula CH2 (COOH) -CH (COOH) -O-CH2-CH [O-CH (COOH) -CH2-COOH] -CH2-O-CH (COOH ) -CH2-COOH with pH 8 (preparation according to US-A 4,639,325) are mixed homogeneously with 20 parts of a 50% aqueous 3-chloro-1,2-propanediol solution.
• Example 9 85 parts of a 50% aqueous solution of the compound of the formula CH2 (COOH) -CH (COOH) -NH-CO-CH2-NH-CH (COOH) -CH2 (COOH) with pH 7 (preparation according to US A 4 983 315) are mixed homogeneously with 15 parts of an aqueous 50% 3-chloro-1,2-propanediol solution.
• Example 10 85 parts of a 50% acetic acid solution with pH 3 are mixed with 15 parts a 50% aqueous 3-chloro-1,2-propanediol solution mixed homogeneously.
• Example 11 75 parts of a 30% succinic acid solution with pH 5.5 are mixed homogeneously with 25 parts of a 30% aqueous 3-chloro-1,2-propanediol solution.
• Example 12 85 parts of a 50% malic acid solution with pH 6 are homogeneously mixed with 15 parts of a 50% aqueous 3-chloro-1,2-propanediol solution.
• Example 13 82 parts of a 50% lactic acid solution with pH 4 are mixed homogeneously with 18 parts of a 50% aqueous 3-chloro-1,2-propanediol solution.
• Example 14 85 parts of a 50% N- (1,2-dicarboxy-2-hydroxyethyl) aspartic acid solution with pH 6.5 are mixed homogeneously with 15 parts of a 50% aqueous 3-chloro-1,2-propanediol solution .
• Example 15 80 parts of a 50% polyaspartic acid solution (molecular weight approx. 3000) with pH 6.5 are mixed homogeneously with 20 parts of a 50% aqueous 3-chloro-1,2-propanediol solution.
• Example 16 57.6 g of citric acid, 55.5 g of epichlorohydrin and 0.5 g of benzyltributylammonium bromide are placed in a sulfonation flask, heated to 80 ° C. for about 4.5 hours and then dried in vacuo. The solution is then adjusted to a dry matter content of 50%.
• Example 17 69.7 g of maleic acid, 2.6 g of ferric chloride and 100 ml of chloroform are placed in a sulfonation flask. The suspension is heated to 60 ° C. with stirring and then 111 g of epichlorohydrin are added dropwise at 60 to 70 ° C. in the course of about 2 hours. The mixture is left to stir at about 60 to 65 ° C. for about 20 hours, then the reaction solution is diluted by adding water and the pH is adjusted to about 6. The product is extracted with chloroform and then dried in vacuo.
• Example 18 75 parts of a 35% sulfuric acid solution, which had previously been adjusted to pH 3.3 with sodium hydroxide solution, are mixed homogeneously with 25 parts of a 35% aqueous 3-chloro-1,2-propanediol solution.
• Example 19 100 parts of a mixed fabric, consisting of 55% polyester and 45% wool, are in a circulation apparatus with a liquor which 2.0 parts of an aqueous preparation according to Example 1, 0.5 parts of a sulfated fatty amine polyglycol ether, 1.0 parts of a commercially available auxiliary mixture (based on carboxylic and phosphoric acid aromatic compounds) and 2.0 parts sodium acetate contains in 1200 parts of water and is adjusted to pH 5.5 with acetic acid, 5 min. pretreated at 40 ° C. The liquor is then heated to 120 ° C. in the course of 30 minutes, 2.0 parts of the dye mixture consisting of at 70 ° C.
• Example 20 100 parts of a wool fabric with a m2 weight of 180 g are in 1000 parts of an aqueous liquor containing 4 parts of ammonium sulfate, 2 parts of an aqueous preparation according to Example 1 and 0.5 parts of a naphthalenesulfonic acid condensate product at 50 ° C. for 10 minutes 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 21 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 0.8 parts of the aqueous preparation according to Example 1 and 0.4 parts 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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• 1993
  • 1993-07-27 EP EP93810540A patent/EP0582550B1/fr not_active Expired - Lifetime
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