EP0225281B1 - Hilfsmittelkombination und ihre Verwendung als Textilveredelungsmittel - Google Patents

Hilfsmittelkombination und ihre Verwendung als Textilveredelungsmittel Download PDF

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Publication number
EP0225281B1
EP0225281B1 EP86810500A EP86810500A EP0225281B1 EP 0225281 B1 EP0225281 B1 EP 0225281B1 EP 86810500 A EP86810500 A EP 86810500A EP 86810500 A EP86810500 A EP 86810500A EP 0225281 B1 EP0225281 B1 EP 0225281B1
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EP
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Prior art keywords
carbon atoms
formula
combination according
ammonium salt
lower alkyl
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Expired
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EP86810500A
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German (de)
English (en)
French (fr)
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EP0225281A1 (de
Inventor
Heinz Abel
Rosemarie Töpfl
Franz Dr. Günter
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Novartis AG
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Ciba Geigy AG
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Classifications

    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/405—Acylated polyalkylene polyamines
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/325—Amines
    • D06M13/332—Di- or polyamines
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/467—Compounds containing quaternary nitrogen atoms derived from polyamines
    • 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
    • D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5278—Polyamides; Polyimides; Polylactames; Polyalkyleneimines
    • 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
    • D06P1/655—Compounds containing ammonium groups
    • D06P1/66—Compounds containing ammonium groups containing quaternary ammonium 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
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02—After-treatment
    • D06P5/04—After-treatment with organic compounds
    • D06P5/06—After-treatment with organic compounds containing nitrogen
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/917—Wool or silk

Definitions

  • the present invention relates to a new combination of auxiliaries and their use as textile finishing agents, in particular in post-treatment processes for wool dyeings.
  • DE-B 1 281 998 discloses diquaternary ammonium salts with preferably two higher molecular weight aliphatic hydrocarbon radicals, which together with nonionic dispersants, such as e.g. Polyglycol ethers of higher fatty acid amides can be used in dyeing nitrogen-containing fibers.
  • auxiliary combination of cationic compounds with such diquaternary ammonium salts has been found, which is distinguished from the previously known agents for improving the fastness properties, especially wet and rub fastness properties of wool dyeings, in that it not only improves the fastness properties, but is also capable of to suppress the soiling tendency of the textile material, which, for example caused by dust (dry soiling) or by re-lifting dirt detached from washing or solvent baths in the laundry (wet soiling). Thanks to the additional softening properties, the new combination also gives the textile material a soft, fluffy feel and thus conveys pleasant wearing properties.
  • Components (1) and (2) can be present as individual compounds or as mixtures with one another.
  • Lower alkyl and lower alkoxy in the definition of the radicals in formula (1) and in the formulas below represent those groups or group components which have 1 to 5, in particular 1 to 3, carbon atoms, such as, for example, Methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl or amyl or methoxy, ethoxy or isopropoxy.
  • the aliphatic radicals R 1 and R 2 can be straight-chain or branched. Together with the CO group, they advantageously represent the acid residue of an unsaturated or preferably saturated aliphatic carboxylic acid having 8 to 24 carbon atoms.
  • aliphatic carboxylic acids are 2-ethylhexanoic acid, capric, lauric, coconut fatty, myristic and palm kernel fatty acids, Called palmitic, tallow fatty, oil, ricinoleic, linoleic, linolenic, stearic, arachic, arachidonic, behenic, erucic or lignoceric acid.
  • Behenic acid is the preferred acid. Mixtures of these acids can also be used, such as those obtained from the cleavage of natural oils or fats.
  • Coconut fatty acid, palm kernel fatty acid, palmitic / stearic acid mixtures, tallow fatty acid and especially arachinic / behenic acid mixtures are particularly preferred mixtures.
  • R i and R 2 each preferably represent an alkyl radical having 7 to 23 carbon atoms and in particular having 19 to 21 carbon atoms.
  • the lower radicals R 3 to R 6 are preferably identical and are in particular methyl, ethyl, isopropyl or hydroxyethyl. Methyl is particularly preferred.
  • X 1 and X 2 are preferably -HN-.
  • Z 1 and Z 2 represent in particular an alkylene group which contains 2 to 5 carbon atoms and can be straight-chain or branched. These are, for example, the -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 - -CH 2 -CH 2 and especially -CH 2 CH 2 CH 2 - are particularly preferred.
  • the aliphatic hydrocarbon chain in the bridge member Q preferably has 3 to 10 carbon atoms. It can be straight or branched.
  • Q is preferably an alkylene radical with 3 to 10 carbon atoms which is optionally interrupted in the chain by oxygen and optionally substituted by hydroxyl groups.
  • Anions Y e include both anions of inorganic acids, such as, for example, the chloride, bromide, fluoride, iodide or sulfate ion, and also anions of organic acids, for example aromatic or aliphatic sulfonic acids, such as, for example, benzenesulfonate, p-toluenesulfonate, Chlorobenzenesulfonate, methane or ethanesulfonate ion, furthermore the anions of lower carboxylic acids, such as acetate, propionate or oxalate ion.
  • inorganic acids such as, for example, the chloride, bromide, fluoride, iodide or sulfate ion
  • organic acids for example aromatic or aliphatic sulfonic acids, such as, for example, benzenesulfonate, p-toluenesulfonate, Chlorobenzen
  • Y e is primarily the chloride, bromide, sulfate or p-toluenesulfonate ion.
  • the diquaternary ammonium salts of the formula (I) are prepared in a manner known per se.
  • the preparation can preferably be carried out by adding 1 mol of a compound of the formulas
  • a Q-introducing compound having two functional groups such as, for example, epihalohydrin, dihaloalkanes, dihaloalkyl ethers, olefin dioxides, diepoxy compounds, such as a, ro-alkanediol diglycidyl ether or alkanediol alkyl or aryl sulphonates.
  • the reaction is preferably carried out in a polar solvent and, if necessary, with the addition of a hydrohalic acid, e.g. Hydrochloric acid or sulfuric acid.
  • a hydrohalic acid e.g. Hydrochloric acid or sulfuric acid.
  • Suitable polar solvents are water or preferably water-miscible organic solvents.
  • water-miscible organic solvents are aliphatic C 1 -C s alcohols, such as methanol, ethanol or the propanols; Alkylene glycols, such as ethylene glycol or propylene glycol; Monoalkyl ethers of glycols, such as, for example, ethylene glycol monomethyl, ethyl or butyl ether and diethylene glycol monomethyl or ethyl ether; Ketones such as acetone and diacetone alcohol; Ethers, such as diisopropyl ether, diphenyl oxide, dioxane, tetrahydrofuran, and also tetrahydrofurfuryl alcohol, acetonitrile, y-butyrolactone, N, N-dimethylformamide. Mixtures of the solvents mentioned can also be used.
  • quaternary ammonium salts (A) for component (2) there can be reaction products of aliphatic or araliphatic mono- and / or diamines, which contain tertiary amino groups and a lipophi len rest, can be used with epihalohydrin.
  • reaction products of aliphatic or araliphatic mono- and / or diamines which contain tertiary amino groups and a lipophi len rest, can be used with epihalohydrin.
  • Such compounds are described, for example, in DE-AS 1 092 878 or DE-PS 1 921 827.
  • a suitable polymeric ammonium salt (B) in component (2) is advantageously a water-soluble reaction product of a peralkylated di- or triamine with a dihaloalkane, dihalodimethyldiphenyl, dihaloalkyl ether or preferably an epihalohydrin.
  • Such polymeric quaternary ammonium salts are e.g. described in DE-OS 26 57 582 and 28 24 743.
  • a particularly preferred polymeric ammonium salt for component (2) is that it is the repeating unit of the formula wherein or and si are 3 to 30 and Y 3 9 has the meaning given.
  • condensates containing amino groups which have been prepared by reacting dicyandiamide, cyanamide, guanidine or bisguanidine and polyalkylene amines with at least three primary and / or secondary amino groups, can be used, the condensates can be implemented even further with an epihalohydrin.
  • polycondensates (C) and the corresponding starting materials are known from DE-AS 1 595 390 and can be prepared by the process described there.
  • suitable nitrogen-containing polycondensates are basic polyamides which are obtained by condensation of polymeric, preferably di- to trimer-unsaturated fatty acids and polyalkylene polyamines having at least 3 amino groups and 4 to 12 carbon atoms, expediently in such a ratio that the resulting polyamide resin has an amine value in the range of 200 has up to 650 mg of potassium hydroxide per gram of polyamide polyamine.
  • polyamide polyamines are described for example in GB-PS 1 276 461 or DE-OS 2 000 204.
  • the polymerized unsaturated fatty acids required here are preferably di- to trimerized fatty acids which are derived from monocarboxylic acids having 12 to 24, preferably 16 to 22 and in particular 16 to 18 carbon atoms. These monocarboxylic acids have at least one, preferably 2 to 5, ethylenically unsaturated groups. Representatives of this class of acids are e.g.
  • Laurolein myristolein, palmitolein, physet oil, oil, elaidin, petroselin, eikosen, cetolein, gadolein, eruca, eläostoarin, parinar, arachidone, clupanodone, nisine and especially linole and linolenic acid.
  • These fatty acids can be obtained from natural oils of vegetable or animal origin.
  • di- to trimerized fatty acids are obtained in a known manner by dimerization of monocarboxylic acids of the type specified.
  • the polymerized fatty acids are technical mixtures which always have a content of trimerized and a small content of monomeric acids.
  • the di- to trimerized linoleic or linolenic acid is particularly suitable.
  • the technical mixtures of these acids generally contain 75 to 95 percent by weight of dimerized acid, 4 to 25 percent by weight of trimerized acid and a trace to 3 percent by weight of monomeric acid.
  • the molar ratio of dimerized to trimerized acid is accordingly about 5: 1 to 36: 1.
  • Amines of the formula are suitable as polyalkylene polyamines wherein ni is 1 to 5, preferably 1, 2 or 3, ie diethylene triamine, triethylene tetramine or tetraethylene pentamine, triethylene tetramine being of particular importance.
  • a polyalkylene polyaminopolyamide of di- to trimerized linoleic or linolenic acid and triethylene tetramine is preferably used.
  • polyamide resins are, for example, those obtained by reacting haiogenohydrins e.g. Products obtained from epichlorohydrin with aminopolyamides and polyalkylene amines and aliphatic dicarboxylic acids of 2 to 10 carbon atoms, e.g. in U.S. Patent 3,311,594.
  • Components (1) and (2) are usually preferred in a weight ratio of 2: 1 to 1: 5 used 1: 1 to 1: 2.
  • the new combination of auxiliaries is preferably used as an aftertreatment agent for wool dyeings, while at the same time improving the fastness of the dyeings and acting as an inhibitor for the soiling of the goods.
  • components (1) and (2) are usually added separately to the aftertreatment solution.
  • the combination mentioned can also be used in the form of an aqueous preparation. This preparation can be obtained by simply stirring the components in water, if necessary by heating to 50 to 70 ° C. and diluting with water to a 20 to 40% solution.
  • the present invention accordingly also relates to a process for the aftertreatment of wool-containing fiber material dyed with anionic dyes, which is characterized in that this material is treated with an aqueous liquor which comprises the auxiliary combination according to the invention, i.e. Contains components (1) and (2).
  • the fiber material can be in a wide variety of processing stages. For example, the following can be considered: flake, sliver, fabric, knitted fabric, nonwovens, yarn or knitwear.
  • the anionic dyes are, for example, salts of heavy metal-containing or metal-free mono-, dis- or polyazo dyes including the formazan dyes and the anthraquinone, xanthene, nitro, triphenylmethane, naphthoquinoneimine and phthalocyanine dyes.
  • the anionic character of these dyes can be caused by metal complex formation alone and / or preferably by acidic, salt-forming substituents, such as carboxylic acid groups, sulfuric acid and phosphonic acid ester groups, phosphonic acid groups or sulfonic acid groups.
  • These dyes can also have so-called reactive groups in the molecule, which form a covalent bond with the material to be colored. Acidic metal-free reactive dyes which preferably have at least two sulfonic acid groups are preferred.
  • the 1: 1 or preferably 1: 2 metal complex dyes are also of interest.
  • the 1: 1 metal complex dyes preferably have one or two sulfonic acid groups. As metal they contain a heavy metal atom, e.g. Copper, nickel or especially chrome.
  • the 1: 2 metal complex dyes contain a heavy metal atom as the central atom, e.g. a cobalt atom or in particular a chromium atom.
  • Two complex-forming components are connected to the central atom, at least one of which is a dye molecule, but preferably both are dye molecules.
  • the two dye molecules involved in the complex formation can be the same or different from one another.
  • the 1: 2 metal complex dyes can e.g.
  • the azo dye molecules can have water solubilizing groups, e.g. Acid amide, alkylsulfonyl or the acid groups mentioned above. Preference is given to 1: 2 cobalt or 1: 2 chromium complexes of monoazo dyes which have acid amide groups, alkylsulfonyl groups or a total of a single sulfonic acid group.
  • anionic dyes can also be used.
  • dye mixtures of at least 2 or 3 anionic dyes can be used to produce level bichromy or trichromatic dyeings.
  • Dye mixtures which contain a reactive dye with at least two sulfonic acid groups and a 1: 2 metal complex dye are particularly preferred.
  • the mixing ratio can vary from 9: 1 to 1: 9.
  • the dyeings can be produced by the exhaust process, padding process or by printing.
  • the amount of dyes used depends on the desired depth of color. In general, amounts of 0.1 to 10 percent by weight, in particular 0.5 to 5 percent by weight, based on the fiber material used, have proven successful.
  • the aftertreatment of the dyed wool material according to the invention is generally followed Send a color, but preferably carried out from a fresh bath.
  • the liquor ratio can be selected within a wide range, for example: 1: 3 to 1: 100, preferably 1:10 to 1:50. It is convenient to work at a temperature of 20 to 98 ° C, preferably 40 to 60 ° C in the exhaust process and 20 to 30 ° C in the padding process. Special devices are not required in the method according to the invention.
  • the usual dyeing devices such as open baths, reel runners, jiggers, paddle, nozzle or circulation devices, can be used.
  • the treatment liquors contain components (1) and (2) in the exhaust process, preferably each in an amount of 0.2 to 5% by weight, in particular 0.5 to 2% by weight, based on the weight of the wool or, in the case of padding liquors, expediently in each case in an amount of 1 to 50 g / l, preferably 10 to 30 g / l, components (1) and (2) being present in the weight ratio mentioned above.
  • the squeezing effect is appropriately 60 to 90% by weight.
  • the aftertreatment fiotts can include mineral acids, e.g. Sulfuric acid or phosphoric acid, organic acids, suitably lower aliphatic carboxylic acids, e.g. Formic, acetic or oxalic acid and / or salts such as ammonium acetate, ammonium sulfate or sodium acetate.
  • the acids primarily serve to adjust the pH of the liquors, which can be 4 to 8, but preferably 5 to 6.
  • the liquors can also contain other common additives, such as Wool protection, dispersing and wetting agents as well as defoamers included.
  • the aftertreatment of the wool-containing material is expediently carried out in such a way that the material is then treated with an aqueous liquor which contains components (1) and (2) and, if appropriate, acid, followed by dyeing from a fresh bath.
  • the dyed wool-containing materials are preferably added to a liquor which contains components (1) and (2) and acid and has a pH of 4.5 to 6 and a temperature of 40 ° C., and the wool is treated in this Temperature for 15 to 45 minutes, preferably 20 to 30 minutes.
  • the wet fastness properties and the rub fastness properties are improved and, surprisingly, a soiling inhibition is also achieved at the same time. Color yield and light fastness are not affected.
  • the parts are parts by weight and the percentages are percentages by weight.
  • R , residual behenic acid.
  • n 10-18.
  • the product has a molecular weight of 4500-6300.
  • reaction mixture is then stirred for a further 5 hours at 110 ° C. and then the excess dichloroethyl ether is removed at 80 ° C. and 1.33.104 Pa.
  • the pH of a 5% aqueous solution is 4.0.
  • Example 1 In a dyeing machine, 10 g of chlorinated wool fabric are dyed as follows: One starts at 40 ° C. with a liquor ratio of 1:30, the fabric in the aqueous liquor being constantly moved.
  • a fresh bath at 40 ° C. and a liquor ratio of 1:30 is admixed with 0.6% of the ammonium salt of the formula (101) and 0.6% of the polymeric ammonium salt according to instruction F with units of the formula (125). After 10 minutes, the pH is adjusted to 5 with acetic acid and treated for a further 15 minutes. It is then dewatered and dried.
  • the three tissues treated in this way are then examined for their stainability.
  • the fastnesses of the dyeings are checked for potting, wash 3 and xenon light.
  • the soiling behavior test is carried out as follows:
  • the dye bath is heated to boil in 45 minutes and boiled for 60 minutes. The bath is then cooled and the goods are rinsed. In a fresh bath (liquor ratio 1:30), the dyeing is aftertreated at 40 ° C. with 1% of the reaction product according to preparation G with units of the formula (126) and 0.6% of the ammonium salt of the formula (101) for 20 minutes. It is then rinsed and dried. 2 Parallel tests or soiling tests are carried out as described in Example 1. The fastness to perspiration, alkaline, the wet heat test and the xenon light fastness were evaluated from the three colors. The results are shown in Table 2.
  • ammonium salt of the formula (101) the diquaternary ammonium salts of the formulas (100) or (102) to (112) are used, and instead of the ammonium salt of the formula (126), ammonium salts of the formulas (120) to (123) or polymeric ammonium salts according to Before writing E or F with units of the formula (124) or (125), similarly good results are achieved.
  • Example 4 A hand-knitting yarn made of 100 kg of wool is on a strand dyeing machine at a liquor ratio of 1:15 with 5% of a mixture consisting of a 1: 1 chromium complex of the dye of the formula and a 1: 1 chromium complex of the dye of the formula (Mixing ratio 3: 2) colored. The bath is then cooled and the wool is rinsed. In the same apparatus, from a fresh bath also at a liquor ratio of 1:15, the dyeing is aftertreated as follows.
  • the mixture is warmed to 85 ° C. in the course of 25 minutes and dyed at this temperature for 60 minutes. Then 3% of the diquaternary diammonium salt of the formula (109) and 3% of the polyammonium salt according to specification G with units of the formula (126) are added to the completely dyed bath. It is treated in the cooling belt, in particular at 40-50 ° C. for 15 minutes, after which the goods are rinsed and dried.
  • a strong, level, level black dyeing is obtained which has a potting fastness of 4-5.
  • the handle of the sliver is very soft, which has a positive effect on the processability.
  • the wool is treated for 15 minutes at 50 ° C. Then it is rinsed and dried.
  • the wool shows a full, level, brown shade and a potting fastness of grade 4.
  • the feel of the wool is pleasantly soft.
  • the wool is treated in a cooling bath, in particular at 40-50 ° C. for 15 minutes, after which the wool is rinsed and dried.
  • the wool shows a level, black shade with a potting fastness of 4-5.
  • the wool has a soft feel.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
EP86810500A 1985-11-08 1986-11-03 Hilfsmittelkombination und ihre Verwendung als Textilveredelungsmittel Expired EP0225281B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH480285 1985-11-08
CH4802/85 1985-11-08

Publications (2)

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EP0225281A1 EP0225281A1 (de) 1987-06-10
EP0225281B1 true EP0225281B1 (de) 1989-06-14

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US (1) US4728337A (enrdf_load_stackoverflow)
EP (1) EP0225281B1 (enrdf_load_stackoverflow)
JP (1) JPS62117887A (enrdf_load_stackoverflow)
AU (1) AU589463B2 (enrdf_load_stackoverflow)
CA (1) CA1278402C (enrdf_load_stackoverflow)
DE (1) DE3663965D1 (enrdf_load_stackoverflow)
ZA (1) ZA868485B (enrdf_load_stackoverflow)

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JPS62117887A (ja) 1987-05-29
US4728337A (en) 1988-03-01
CA1278402C (en) 1991-01-02
EP0225281A1 (de) 1987-06-10
DE3663965D1 (en) 1989-07-20
AU589463B2 (en) 1989-10-12
JPH0127189B2 (enrdf_load_stackoverflow) 1989-05-26
ZA868485B (en) 1987-06-24
AU6495186A (en) 1987-05-14

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