EP0442844B2 - Procédé de teinture de la laine avec des colorants réactifs - Google Patents

Procédé de teinture de la laine avec des colorants réactifs Download PDF

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Publication number
EP0442844B2
EP0442844B2 EP91810078A EP91810078A EP0442844B2 EP 0442844 B2 EP0442844 B2 EP 0442844B2 EP 91810078 A EP91810078 A EP 91810078A EP 91810078 A EP91810078 A EP 91810078A EP 0442844 B2 EP0442844 B2 EP 0442844B2
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Prior art keywords
component
formula
hydrogen
compound
process according
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EP0442844A1 (fr
EP0442844B1 (fr
Inventor
Klaus Dr. Hannemann
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BASF Schweiz AG
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Ciba Geigy AG
Ciba Spezialitaetenchemie 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
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/14—Wool
    • 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
    • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
    • D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
    • 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
    • D06P3/148—Wool using reactive dyes
    • 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
    • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/07—Organic amine, amide, or n-base containing
    • 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 method for fiber and flat level dyeing of wool with reactive dyes, the material dyed according to the new process and a means of carrying out the Procedure.
  • the present method is particularly suitable for producing light to medium shades.
  • auxiliary mixture as component (c) can be a nonionic compound of the formula wherein R "is an alkyl or alkenyl radical having 12 to 22 carbon atoms and x and y are integers, the sum of x and y being 80 to 140.
  • auxiliary mixtures which, as component (a), are a compound of the formula (3a) and as component (b) a compound of the formula (4b) or auxiliary mixtures which, as component (a) contain a compound of formula (3b) and as component (b) a compound of formula (4a).
  • M in the formulas (1), (3) and (4) denotes hydrogen, alkali metal, such as sodium, potassium and in particular ammonium.
  • the residues Q. Q ', Q 1 and Q' 1 and A ⁇ , A ' ⁇ , A 1 ⁇ and A 2 ⁇ in formulas (1) and (3) are derived from quaternizing agents , QC 1 to C 4 -Alkyl, -CH 2 -CO-NH 2 . or is.
  • quaternizing agents are e.g. Acetyl bromide, ethyl bromide, ethylene chlorohydrin, Ethylene bromohydrin, epichlorohydrin, epibromohydrin, dimethyl sulfate, diethyl sulfate and in particular Chloroacetamide into consideration.
  • the aliphatic radicals R 1 , R 2 , R 3 , R 4 , R 5 and R 6 in the formulas (1), (3) and (4) are alkyl or alkenyl radicals having 12 to 24, preferably 16 to 22, carbon atoms Consideration.
  • the following may be mentioned as examples: the n-dodecyl, myristyl, n-hexadecyl, n-heptadecyl, n-octadecyl, arachidyl, behenyl, dodecenyl, hexadecenyl, oleyl and octadecenyl radical.
  • the compounds of components (a), (b) and (c) are e.g. (in part) from US-A-4,444,564 known.
  • the compounds of component (a) according to formula (1a) are prepared by 2 to 15 moles of ethylene oxide to aliphatic amines, which is an aliphatic radical having 12 to 24 carbon atoms have accumulated and optionally the adduct in the acidic monoester and optionally the acidic monoester converted into the alkali or ammonium salts or the adduct one of the quaternizing agents mentioned above.
  • the compounds of component (b) accordingly Formula (1b) are prepared by adding 25 to 200 moles of ethylene oxide to aliphatic amines which have an aliphatic radical having 12 to 24 carbon atoms, attached and optionally that Addition product in the acidic ester and optionally the acidic ester in the alkali or ammonium salts transferred or the adduct with one of the ouating agents mentioned above implements.
  • the compounds of formula (2) are prepared by adding 80 to 140 moles of ethylene oxide to a compound of formula where R "has the meaning given under formula (2).
  • the amines which are required as starting materials for the preparation of the compounds of the formulas (1), (3) and (4) can have saturated or unsaturated, branched or unbranched hydrocarbon radicals having 12 to 24, preferably 16 to 22, carbon atoms.
  • the amines can be chemically uniform or in the form of mixtures.
  • the amine mixtures used are preferably those which arise when natural fats or oils, such as tallow fat, soybean or coconut oil, are converted into the corresponding amines.
  • Dodecylamine, hexadecylamine, octadecylamine, arachidylamine, behenylamine and octadecenylamine may be mentioned as amines.
  • Tallow fatty amine is a mixture of approx. 30% hexadecylamine, 25% octadecylamine and 45% octadecenylamine.
  • Both the ethylene oxide addition and the esterification can be carried out according to methods known per se be performed.
  • sulfuric acid or its functional derivatives such as e.g. Chlorosulfonic acid and especially sulfamic acid are used.
  • the esterification is usually carried out by simply mixing the reactants with heating, expediently carried out at a temperature between 50 and 100 ° C.
  • the free acids can then be converted into the alkali metal or ammonium salts by the usual way Bases such as Ammonia, sodium or potassium hydroxide can be added.
  • an auxiliary mixture which 10 to 80 parts, preferably 20 to 70 parts of component (a), 5 to 70 parts, preferably 5 to 50 Parts of component (b) and 0 to 70, preferably 0 to 50 parts of the compound of component (c) and contains ad 100 parts of water.
  • auxiliary mixture consists of components (a), (b) and optionally (c) is added to the dyebath, range between 0.5 and 4 percent by weight, based on the fiber material to be dyed. Preferably 1 to 2 percent by weight of the Auxiliary mixture, based on the fiber material.
  • the weight ratio of components (a) and (b) is between 1: 5 and 10: 1, preferably between 1: 2 and 5: 1.
  • Wool can be considered as the fiber material that can be dyed according to the invention.
  • the fiber material can be in various forms. Examples include: Flake, sliver, yarn, fabric, knitwear or carpets.
  • the wool can be normal or felt-free be equipped.
  • This class of dyes is referred to in the Color Index 3rd edition 1971 as "reactive dyes”. It deals mainly dyes that contain at least one with polyhydroxy fibers (cellulose fibers) or polyamide fibers, especially wool, reactive group, a precursor for this or one with Contain polyhydroxyl fibers or polyamide fibers reactive substituents.
  • Suitable bases for the reactive dyes are, in particular, those from the series of mono-, dis- or Polyazo dyes including the formazan dyes and the anthraquinone, xanthene, nitro, Triphenylmethane, naphthoquinoneimine, dioxazine and phthalocyanine dyes.
  • being the azo and phthalo cyanine dyes can be both metal-free and metal-containing.
  • reactive groups and precursors which form such reactive groups are Epoxy groups, the ethylene imide group, the vinyl grouping in vinyl sulfone or in acrylic acid residue and the ⁇ -sulfatoethylsulfone group, the ⁇ -chloroethylsuffone group or the ⁇ -dialkylaminoethylsulfone group called.
  • the reactive substituents in reactive dyes are those which are easily removable and leave an electrophilic residue.
  • substituents are 1 or 2 halogen atoms in an aliphatic one Acyl residue e.g. in the ⁇ -position or ⁇ - and ⁇ -position of a propionyl radical or in the ⁇ - and / or ⁇ -position of an acrylic acid residue. or 1 to 3 halogen atoms on the following ring system: pyridazine, Pyrimidine, pyridazone, triazine, quinoxaline or phthalazine.
  • Dyes with two or more identical or different reactive groups can also be used be used.
  • Preferred reactive dyes contain chloroacetyl, bromoacrylic or as reactive substituents Dibromopropionyl.
  • the reactive dyes can be acidic, salt-forming substituents, e.g. Carboxylic acid groups, sulfuric acid and phosphonic acid ester groups, phosphonic acid groups or preferably sulfonic acid groups contain.
  • Reactive dyes with at least one sulfonic acid group are preferred with an azo or anthraquinone base, which preferably has two to three sulfonic acid groups having.
  • Mixtures of reactive dyes can also be used, with bichromatic or trichromatic dyeings can be generated.
  • the coloring takes place after the pull-out procedure.
  • the amount of dyes added to the dye liquor depends on the desired color strength. Generally, amounts are from 0.01 to 10 Percent by weight, preferably 0.01 to 2 percent by weight, based on the fiber material used, proven.
  • the liquor ratio can be chosen within a wide range e.g. 1: 3 to 1: 100, preferably 1: 8 to 1:30.
  • the dye baths can contain mineral acids, e.g. Sulfuric acid or phosphoric acid, organic acids, expediently aliphatic carboxylic acids such as formic acid, acetic acid, oxalic acid or citric acid and / or salts such as ammonium acetate, ammonium sulfate or sodium acetate.
  • the acids serve especially the adjustment of the pH of the liquors used according to the invention, which is between 4 and 5 lies.
  • the dye liquors can also contain other additives, e.g. Wool protection, dispersing and wetting agents and also contain defoamers.
  • Special devices are not required in the method according to the invention. They can usual dyeing machines, such as, for example, open baths, worsted, stranded yarn or packers, Jigger, paddle, tree dyeing, circulation or jet dyeing or reel skids be used.
  • dyeing machines such as, for example, open baths, worsted, stranded yarn or packers, Jigger, paddle, tree dyeing, circulation or jet dyeing or reel skids be used.
  • the dyeing is advantageously carried out at a temperature in the range from 60 to 120 ° C., preferably 70 to 105 ° C.
  • the dyeing time is within the usual range and is usually 20 to 120 minutes.
  • the dyeing process can be followed by an alkaline after-treatment, e.g. With aqueous ammonia, alkali metal hydroxides, alkali metal carbonates. -hydrogen carbonates or hexamethylenetetraamine be connected.
  • the pH of the dye baths containing alkali is expediently 7.5 to 9, preferably 8 to 8.5.
  • the dyeing of the fiber material is expediently carried out in such a way that the material to be dyed with a aqueous liquor containing the acid, the auxiliary mixture of components (a) and (b) and, if appropriate contains component (c) and has a temperature of 30 to 60 ° C, briefly treated and the the same bath adds the reactive dye. Then you slowly increase the temperature to in one Color range from 80 to 100 ° C and for 20 to 90 minutes, preferably 30 to 60 minutes.
  • the dyed material is then, if necessary, after the addition of alkalis, preferably sodium hydrogen carbonate or treated with sodium carbonate for 10 to 20 minutes at 70 to 90 ° C. In the end it will pulled out colored material and rinsed, acidified and dried as usual.
  • Fiber and surface level dyeings are obtained in particular by the dyeing process according to the invention in light to medium shades with good light and wet fastness properties.
  • the pH of the liquor is 4.5.
  • the 12 mg of the dye of the formula 24 mg of the dye of the formula and 44 mg of the dye of the formula contains, the dyebath is kept at 40 ° for about 5 minutes and then heated to 60 ° at a rate of 1 ° / min and held at 60 ° for 20 minutes. The mixture is then heated to 98 ° at 1 ° / min and dyed for 30 minutes. After the liquor has cooled to 70 °, rinsing is carried out as usual. A fiber- and flat-level dyeing with good fastness properties is obtained.
  • EXAMPLE 3 The procedure is as described in Example 1, with the difference that 0.2 g of the adduct of 34 mol of ethylene oxide and 1 mol of a C 20 -C 22 fatty amine is used instead of auxiliary B 2 . A fiber- and flat-level dyeing with good fastness properties is obtained.
  • EXAMPLE 4 The procedure is as described in Example 1, with the difference that 0.2 g of the quaternized adduct of 34 mol of ethylene oxide and 1 mol of a C 20 -C 22 fatty amine is used instead of auxiliary B 2 . A fiber- and flat-level dyeing with good fastness properties is obtained.
  • EXAMPLE 5 The procedure is as described in Example 1, with the difference that 0.2 g of the adduct of 30 mol of ethylene oxide and 1 mol of tallow fatty amine is used instead of B 2 . A fiber- and flat-level dyeing with good fastness properties is obtained.
  • EXAMPLE 9 The procedure is as described in Example 2, with the difference that, instead of the dye mixture, 80 mg of the dye of the formula is used.
  • Example 10 One proceeds as described in Example 9 with the difference. that instead of 80 mg of the dye of the formula (105), 80 mg of the dye of the formula starts.
  • EXAMPLE 11 The procedure is as described in Example 9, with the difference that instead of 80 mg of the dye of the formula (105), 200 mg of the dye of the formula used.
  • EXAMPLE 12 The procedure is as described in Example 9, with the difference that instead of 80 mg of the dye of the formula (105), 320 mg of the dye of the formula used.
  • EXAMPLE 13 The procedure is as described in Example 9, with the difference that instead of 80 mg of the dye of the formula (105), 100 mg of the dye of the formula used.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Claims (14)

  1. Procédé pour teindre uniformément, tant au niveau des fibres qu'au niveau du tissu, de la laine avec des colorants réactifs en présence d'un mélange d'adjuvants, caractérisé en ce que l'on utilise pour la teinture de ces matériaux un bain aqueux contenant au moins un colorant réactif et un mélange d'adjuvants contenant, comme composant (a), au moins un composé de formule
    Figure 00210001
    et, comme composant (b), au moins un composant de formule
    Figure 00210002
    dans laquelle
    R1 et R2 représentent indépendamment un résidu aliphatique comportant de 12 à 24 atomes de carbone,
    Q et Q' représentent indépendamment un groupe alkyle en C1-4, -CH2-CO-NH2, -CH2-CH(OH)-CH2Cl ou -CH2-CH(OH)Cl,
    A- et A'- représente un anion,
    Z1, Z2 Z'1 et Z'2 représentent indépendamment un atome d'hydrogène, un groupe SO3M ou PO3M, M étant un atome d'hydrogène, un métal alcalin ou un groupe ammonium, t1 est égal à 0 ou 1 et t2 est égal à 0 ou 1, où, lorsque t1 est égal à 0, Z1 et Z2 représentent un atome d'hydrogène ou un des deux représente un atome d'hydrogène et l'autre un groupe SO3M ou PO3M, et lorsque t2 est égal à 0, Z'1 et Z'2 représentent un atome d'hydrogène ou un des deux représente un atome d'hydrogène et l'autre un groupe SO3M ou PO3M,
    m1, n1, p1 et q1 sont des nombres entiers, la somme de (m1+n1) étant comprise entre 2 et 15 et la somme de (p1+q1) entre 25 et 200,
    et la teinture est terminée, indépendamment de l'intensité de couleur, à un pH compris entre 4,0 et 5,0.
  2. Procédé conforme à la revendication 1, caractérisé en ce que la laine est teinte en des nuances claires à moyennement foncées.
  3. Procédé conforme à une des revendications 1 à 2, caractérisé en ce que la somme (m1+n1) est comprise entre 5 et 12 et la somme de (p1+q1) entre 25 et 100.
  4. Procédé conforme à une des revendications 1 à 3, caractérisé en ce que le mélange d'adjuvant contient en plus, comme composant (c), un composé non ionogène de formule
    Figure 00220001
    dans laquelle R" représente un radical alkyle ou alcényle comportant de 12 à 22 atomes de carbone et x et y sont des nombres entiers, la somme de x + y étant comprise entre 80 et 140.
  5. Procédé conforme à une des revendications 1 à 4, caractérisé en ce que l'on utilise un mélange d'adjuvants contenant, comme composant (a), un composé de formule
    Figure 00220002
    comme composant (b), un composé de formule
    Figure 00220003
    et, comme composant (c), un composé de formule (2), dans lesquelles R3 et
    R4 représentent indépendamment l'un de l'autre un résidu aliphatique comportant de 12 à 24 atomes de carbone,
    Q1 et Q'1 représentent indépendamment un groupe alkyle en C1-4, ou un groupe -CH2-CO-NH2,
    Z3, Z4 Z'3 et Z'4 représentent indépendamment un atome d'hydrogène ou un groupe SO3M, M étant un atome d'hydrogène, un métal alcalin ou un groupe ammonium,
    m2, n2, p2 et q2 sont des nombres entiers, la somme de (m2+n2) étant comprise entre 5 et 12 et la somme de (p2+q2) entre 25 et 100, et
    A1 - et A2 - représentent un anion.
  6. Procédé conforme à une des revendications 1 à 4, caractérisé en ce que l'on utilise un mélange d'adjuvants contenant, comme composant (a), un composé de formule
    Figure 00230001
    et, comme composant (b), un composé de formule
    Figure 00230002
    dans lesquelles R5 et R6 représentent indépendamment l'un de l'autre un résidu aliphatique comportant de 12 à 24 atomes de carbone, Z5 et Z6 représentent un atome d'hydrogène ou un des deux représente un atome d'hydrogène et l'autre un groupe SO3M,
    Z'5 et Z'6 représentent indépendamment un atome d'hydrogène ou un groupe SO3M, M étant un atome d'hydrogène, un métal alcalin ou un groupe ammonium, et
    m3, n3, p3 et q3 étant des nombres entiers, la somme de (m3+n3) ) étant comprise entre 5 et 12 et la somme de (p3+q3) étant comprise entre 25 et 100.
  7. Procédé conforme à une des revendications 1 à 4, caractérisé en ce que l'on utilise un mélange d'adjuvants contenant, comme composant (a), un composé de formule (3a) conforme à la revendication 5 et, comme composant (b), un composé de formule (4b) conforme à la revendication 6.
  8. Procédé conforme à une des revendications 1 à 4, caractérisé en ce que l'on utilise un mélange d'adjuvants contenant, comme composant (a), un composé de formule (3b) conforme à la revendication 5 et, comme composant (b), un composé de formule (4a) conforme à la revendication 6.
  9. Procédé conforme à une des revendications 1 à 8, caractérisé en ce que l'on utilise un mélange d'adjuvants contenant
    de 10 à 80 parties du composant (a),
    de 5 à 70 parties du composant (b) et
    de Q à 70 parties du composant (c) et
    une quantité suffisante d'eau pour arriver à 100 parties.
  10. Procédé conforme à une des revendications 1 à 9, caractérisé en ce que les composants (a) et (b) sont présents en un rapport en poids compris entre 1/5 et 10/1.
  11. Procédé conforme à une des revendications 1 à 10, caractérisé en ce que l'on utilise des colorants réactifs contenant au moins un groupe sulfo.
  12. Procédé conforme à la revendication 11, caractérisé en ce que l'on utilise des colorants réactifs contenant, comme substituants réactifs, des résidus chloroacétyle, bromoacétyle ou dibromopropionyle.
  13. Procédé conforme à une des revendications 1 à 12, caractérisé en ce que l'on teint à une température comprise entre 60 et 120 °C.
  14. Procédé conforme à une des revendications 1 à 13, caractérisé en ce que l'on teint avec un rapport de bain compris entre 1/3 et 1/100, de préférence entre 1/8 et 1/30.
EP91810078A 1990-02-14 1991-02-05 Procédé de teinture de la laine avec des colorants réactifs Expired - Lifetime EP0442844B2 (fr)

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CH47790 1990-02-14
CH477/90 1990-02-14

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EP0442844A1 EP0442844A1 (fr) 1991-08-21
EP0442844B1 EP0442844B1 (fr) 1995-02-01
EP0442844B2 true EP0442844B2 (fr) 1998-01-21

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EP (1) EP0442844B2 (fr)
JP (1) JPH04214476A (fr)
KR (1) KR910015749A (fr)
AU (1) AU638793B2 (fr)
CA (1) CA2036224A1 (fr)
DE (1) DE59104446D1 (fr)
ES (1) ES2067902T5 (fr)
NZ (1) NZ237087A (fr)

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EP0548013A1 (fr) * 1991-12-16 1993-06-23 Ciba-Geigy Ag Procédé de teinture de la laine avec l'aide d'un pétraitement avec un plasma basse température ou Corona
IT1261839B (it) * 1992-08-03 1996-06-03 Sandoz Ag Procedimento per la produzione di effetti speciali di coloritura su prodotti tessili e miscele di coloranti impiegate.
ES2141211T3 (es) * 1993-07-28 2000-03-16 Ciba Sc Holding Ag Procedimiento para el teñido de materiales de fibras que contienen lana.
DE19848894A1 (de) * 1998-10-23 2000-04-27 Bayer Ag Phosphorsäureester
WO2005001192A1 (fr) * 2003-06-26 2005-01-06 Ciba Specialty Chemicals Holding Inc. Compositions liquides aqueuses de cyclodextrine ou de derives de cyclodextrine et procede pour utiliser cette composition
EP1777337A1 (fr) * 2005-10-07 2007-04-25 Clariant International Ltd. Procédé pour la teinture de fibres de polyamide
DE102008058921A1 (de) * 2008-11-25 2010-05-27 Henkel Ag & Co. Kgaa Neue Färbemittel

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US3919283A (en) * 1965-03-18 1975-11-11 Ciba Geigy Ag Sulfate derivatives of polyglycol compounds
DE2847913B1 (de) * 1978-11-04 1980-02-07 Hoechst Ag Verfahren zum Faerben von Wolle mit Reaktivfarbstoffen
DE3363011D1 (en) * 1982-03-12 1986-05-22 Ciba Geigy Ag Process for dyeing fibrous material from natural polyamides
FR2574791A1 (fr) * 1984-12-14 1986-06-20 Sandoz Sa Sulfates d'amines grasses, leur preparation et leur utilisation comme produits auxiliaires
EP0312493B1 (fr) * 1987-10-14 1992-07-15 Ciba-Geigy Ag Procédé de teinture de fibres en polyamide naturelles avec des colorants réactifs
EP0414631A1 (fr) * 1989-02-22 1991-02-27 Ciba-Geigy Ag Mélange d'agents auxiliaires et son utilisation pendant la teinture de matériaux fibreux en polyesters
EP0417040A1 (fr) * 1989-09-06 1991-03-13 Ciba-Geigy Ag Procédé pour teindre la laine

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AU7099491A (en) 1991-08-15
ES2067902T3 (es) 1995-04-01
ES2067902T5 (es) 1998-04-16
JPH04214476A (ja) 1992-08-05
US5145486A (en) 1992-09-08
EP0442844A1 (fr) 1991-08-21
KR910015749A (ko) 1991-09-30
DE59104446D1 (de) 1995-03-16
CA2036224A1 (fr) 1991-08-15
AU638793B2 (en) 1993-07-08
NZ237087A (en) 1993-04-28
EP0442844B1 (fr) 1995-02-01

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