EP1611278A2 - Textile auxiliary agent - Google Patents

Textile auxiliary agent

Info

Publication number
EP1611278A2
EP1611278A2 EP04725914A EP04725914A EP1611278A2 EP 1611278 A2 EP1611278 A2 EP 1611278A2 EP 04725914 A EP04725914 A EP 04725914A EP 04725914 A EP04725914 A EP 04725914A EP 1611278 A2 EP1611278 A2 EP 1611278A2
Authority
EP
European Patent Office
Prior art keywords
coom
cooh
textile auxiliary
phenyl
homopolymer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP04725914A
Other languages
German (de)
French (fr)
Other versions
EP1611278B1 (en
Inventor
Wolfgang Brennich
Sabine Felkel
Branka Kempf
Katja Zipfel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CHT Germany GmbH
Original Assignee
CHT R Beitlich GmbH
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Filing date
Publication date
Application filed by CHT R Beitlich GmbH filed Critical CHT R Beitlich GmbH
Publication of EP1611278A2 publication Critical patent/EP1611278A2/en
Application granted granted Critical
Publication of EP1611278B1 publication Critical patent/EP1611278B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • 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
    • 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
    • D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
    • D06P1/5242—Polymers of unsaturated N-containing compounds
    • 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
    • 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
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters
    • 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
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters
    • D06P3/54—Polyesters using dispersed dyestuffs

Definitions

  • the present invention relates to a process for dyeing polyester fibers by bringing textiles into contact with a dyebath comprising a textile auxiliary comprising a homo-, co- or terpolymer based on 2-acrylamido-2-methylpropane sulfonic acid (AMPS) and a homo-, co - or terpolymer based on one or more olefinic double bonds containing carboxylic acid monomers and the use of the mixture for dispersing oligomers.
  • AMPS 2-acrylamido-2-methylpropane sulfonic acid
  • Polyester fibers have an ever increasing share in global fiber production. The most important representative of this type of fiber is polyethylene terephthalate, but other polyesters such as polybutylene terephthalate etc. are also used [Tetzlaff, G .; Dahmen, M.; Wulfhorst B., chemical fibers / textile industry 43/95 (1993), 508-522]. Polyester fibers are often used in a mixture with other types of fibers (cellulose, etc.).
  • the polyester fiber Due to the production process, the polyester fiber contains cyclic oligomers, which migrate to the fiber surface or emerge from the fiber at temperatures above 80 ° C during the dyeing process. These oligomers, which are predominantly trimers in the case of polyethylene terephthalate, cannot be dyed and have. only a low solubility in water. Therefore, they crystallize on contact with the aqueous dyeing liquor and cause disruptive effects on the fabric surface and in dyeing machines Deposits. In addition to a possible unevenness of the dyeing, these deposits can lead to dirt, dust and damage to thread guide elements, needles etc. during further processing. The best remedy is alkaline dyeing, in which the oligomers are saponified. However, the selection of alkali-stable disperse dyes is very small [Richter, P.: Chemiefas.Textilind. 44: 290-230 (1996)].
  • Another possibility for reducing the amount of oligomers on the fiber surface is the alkaline pretreatment of the goods.
  • the subsequent coloring can then - depending on the choice of dye - be acidic or alkaline [Yang, Y .; Shiqi, L: text. Chem. Color. At the. Dyst. Rep. 32 (2000), 42-46].
  • the disadvantage of this process is the change in pH from alkaline to acidic or, in the case of alkaline dyeing, the limited selection of alkali-stable disperse dyes.
  • Another method to prevent oligomers from escaping from the polyester fiber is "sticking" to the fiber surface. area with high molecular substances. However, the use of such substances is not possible in all dyeing processes.
  • Dicarboxylic acids or their salts b) 20 to 85% by weight of monoethylenically unsaturated C3-10 monocarboxylic acids or their salts, c) 1 to 50% by weight of monounsaturated monomers which, after hydrolysis or saponification, form monomer units with one or several hydroxyl groups covalently bonded to the CC chain can be converted, d)> 10 to 40% by weight of monoethylenically unsaturated monomers containing sulfonic acid or sulfate groups or their salts and e) 0 to 10% by weight of further free-radically copolymerizable monomers, the sum of the monomers from a) to e) being 100% by weight, in aqueous solution and hydrolysis or hydrolysis of the monomer constituents according to c).
  • the polymers described can also be used alone as auxiliaries in washing and dyeing liquors for polyesters.
  • the polymers can also be used in combination with copolymers of, for example, acrylic acid and maleic acid.
  • No. 5,464,452 A describes an environmentally compatible method for fixing dyes that are impregnated in fine-dimensional synthetic textile backing material.
  • the method comprises contacting the colored synthetic carrier material with a phenoi- and formaldehyde-free composition for fixing dyes comprising: (a) polymethacrylic acid, (b) copolymer of methacrylic acid essentially consisting of methacrylic acid and ethylenically unsaturated comonomers selected from the group are composed of 2-acrylamido-2-methyl-propanesulfonic acid, sodium vinyl sulfonate, sodium styrene sulfonate, alkyl acrylate, and combinations thereof, (c) combinations of (a) and (b), and (d) water.
  • a phenoi- and formaldehyde-free composition for fixing dyes comprising: (a) polymethacrylic acid, (b) copolymer of methacrylic acid essentially consisting of methacrylic acid and ethylenically unsaturated comonomers selected from the group are composed of 2-acrylamido-2-methyl-propanesulf
  • the object of the present invention is therefore to provide a process for dyeing polyester fibers by bringing textiles into contact with a dye bath comprising a textile auxiliary with oligomer dispersing properties which is suitable for overcoming the problem of oligomer deposition in polyester dyeing, in particular in acid and in alkaline dye baths can be used.
  • a dye bath comprising a textile auxiliary with oligomer dispersing properties which is suitable for overcoming the problem of oligomer deposition in polyester dyeing, in particular in acid and in alkaline dye baths can be used.
  • the result of the coloring with regard to hue, depth of color, levelness and authenticity must not be influenced by the aid used.
  • the proportion of ethoxylated compounds should be kept as low as possible, since they can promote foam formation.
  • the object is achieved in a first embodiment by a process for dyeing polyester fibers Bringing textiles into contact with a dyebath comprising a textile auxiliary
  • R 1 CO-NH-C (CH 3 ) 2-CH2SO 3
  • R 2 H and / or CH 3
  • R 3 H, COOH and / or COOM
  • R 4 H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
  • R 5 H and / or CH 3
  • R 6 H, COOH and / or COOM
  • R 7 H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
  • R 8 H and / or M
  • R 9 H, COOH, COOM and / or CONH 2
  • R 10 COOH, COOM and / or CONH 2
  • R 11 H and / or CH 3
  • R 12 H, COOH and / or COOM
  • R 13 H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
  • R 14 H and / or CH 3
  • R 15 H, COOH and / or COOM
  • R 16 H, COOH, COOM, CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
  • homopolymer denotes a polymer, for example polyacrylic acid, which was obtained by polymerizing the olefinic double bonds of only one monomer with olefinic double bonds
  • copolymer or terpolymer denotes polymers which are polymerized by polymerizing the olefinic double bonds of two or three various monomers with olefinic double bonds were obtained statistically, as block polymers, as block copolymers or in some other way.
  • the indices a, b and c, d, e and f define the quantitative ratio of the monomer units to each other, the order of the monomers is not determined in any way.
  • Block copolymers of the type aa x -bb y -cc y are also included, for example.
  • component (a) is a homopolymer of a salt of 2-acrylamido-2-methylpropanesulfonic acid, in particular a sodium salt.
  • Component b) is particularly preferably a homopolymer, copolymer or terpolymer based on acrylic acid and / or maleic acid and optionally an olefin of a composition of the general formula (II).
  • the components a) and b) of the textile auxiliary are preferably water-soluble.
  • Water-soluble in the sense of the invention means that clear solutions are still obtained at room temperature at concentrations of the constituent in water of up to 400, in particular up to 500 g / l.
  • the ratio of the parts by weight of constituents (a) to (b) is 90 to 10 to 10 to 90, in particular 65 to 35 to 35 to 65, very particularly 60 to 40 up to 40 to 60 and particularly preferably about 50 to 50.
  • the method is preferably characterized in that the components a) and / or b) used are partially or completely neutralized.
  • the mixture preferably has a pH in the range from 4 to 12.
  • the neutralization improves the solubility in water. This is an advantage because it works in aqueous dyeing liquors.
  • the textile auxiliary used in the process according to the invention additionally contains others
  • Components such as detergents, color accelerators, leveling agents,
  • the textile auxiliary used in the process according to the invention can contain water.
  • the invention relates to a process in which a textile auxiliary is used which contains a total of 5 to 50, in particular 10 to 40 percent by weight, based on the total weight of the textile auxiliary, of components a) and b).
  • the textile auxiliary used in the process according to the invention is preferably used in the dyeing of polyester-containing textiles, the textiles being brought into contact with the textile auxiliary.
  • the textile auxiliary is used in particular in the process described above for dispersing oligomers.
  • the main dyeing process for polyester is the high temperature (HT) process. This is usually carried out at temperatures of 130 - 140 ° C in a closed dyeing machine. Disperse dyes are used almost exclusively. Coloring usually takes place in a weakly acidic medium. Dye accelerators (carriers), leveling agents, dispersants for stabilizing the dye dispersion, buffers and wrinkle preventers can be used alone or in combination with the textile auxiliary as auxiliaries in the dyebath. To improve the color fastness, it is also possible to use post-cleaning agents which remove the dye adhering to the surface. All of the textile auxiliaries mentioned can also be used in the dyeing of polyester and cellulose mixtures [Richter, P.: loc. Cit.].
  • auxiliaries described in the Textile Aids Catalog (THK) 2000, Deutscher fraverlag, Frankfurt am Main (2000) are preferred, as dye accelerators, in particular carboxylic acid compounds, sulfonates, sulfates, hydrocarbons, alkoxylates, further dye accelerators according to THK and preparations from one or more of these Substances, as leveling agents, in particular carboxylic acid compounds, sulfonates, sulfates, alkoxylates, polyesters, further leveling agents according to THK and preparations from one or more of these substances, as dispersing agents, in particular naphthalene sulfonates, other sulfonates, their condensation products with formaldehyde, sulfates, carboxylic acid compounds, alkoxylates, polyesters, and others Dispersing agents according to THK and preparations from one or more of these substances, as buffers, in particular inorganic and / or organic acids, carboxylic acid compounds, sulfon
  • the textile auxiliary used in the process according to the invention preferably serves to effectively disperse oligomers. This object is achieved particularly well in combination with the various other auxiliaries which are either already present in the textile auxiliaries used in the process according to the invention or can additionally be added to the dye bath.
  • the auxiliary can be used in the dyebath as well as for pre-washing and post-washing.
  • the liquors are placed in HT staining beakers and heated to 80 ° C in the Labomat. 6.0 ml of the polyester oligomer solution are added at this temperature and the mixture is heated to 130.degree and maintains this temperature for 30 minutes. Then let it cool.
  • the liquors are sucked off using a suction bottle and vacuum pump via black filters at 700 mbar.
  • the filters are dried in air and then the oligomer deposits on the filter are assessed with the eye.
  • a blind liquor without oligomer-dispersing textile auxiliary is always checked as a comparison.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)
  • Coloring (AREA)
  • Gloves (AREA)

Abstract

The invention relates to a method for dyeing polyester fibres by bringing textiles into contact with a dye bath containing a textile auxiliary agent containing a homo-, co or terpolymer based on 2-acrylamido-2-methylpropane sulfonic acids (AMPS) and a homo-, co- or terpolymer based on a carboxylic acid monomer containing one or several olefinic double bonds. The invention also relates to the use of the mixture in order to disperse oligomers.

Description

Textilhilfsmittel textile auxiliaries
Die vorliegende Erfindung betrifft ein Verfahren zum Färben von Polyesterfasern durch Inkontaktbringen von Textilien mit einem Färbebad umfassend ein Textilhilfsmittel enthaltend ein Homo-, Co- oder Terpolymer auf Basis von 2-Acrylamido-2-methylpropan- sulfonsäure (AMPS) und ein Homo-, Co- oder Terpolymer auf der Basis von einem oder mehreren olefinische Doppelbindungen enthaltenden Carbonsäure-Monomeren sowie die Verwendung des Gemisches zum Dispergieren von Oligomeren.The present invention relates to a process for dyeing polyester fibers by bringing textiles into contact with a dyebath comprising a textile auxiliary comprising a homo-, co- or terpolymer based on 2-acrylamido-2-methylpropane sulfonic acid (AMPS) and a homo-, co - or terpolymer based on one or more olefinic double bonds containing carboxylic acid monomers and the use of the mixture for dispersing oligomers.
Polyesterfasern haben einen ständig steigenden Anteil an der weltweiten Faserproduktion. Der wichtigste Vertreter dieser Faserart ist Polyethylenterephthalat, aber auch andere Polyester wie zum Beispiel Polybutylenterephthalat usw. kommen zum Einsatz [Tetzlaff, G.; Dahmen, M. ; Wulfhorst B., Chemiefasern/Textilindustrie 43/95 (1993), 508-522]. Polyesterfasern werden häufig auch in Mischung mit anderen Faserarten (Cellulose usw.) verwendet.Polyester fibers have an ever increasing share in global fiber production. The most important representative of this type of fiber is polyethylene terephthalate, but other polyesters such as polybutylene terephthalate etc. are also used [Tetzlaff, G .; Dahmen, M.; Wulfhorst B., chemical fibers / textile industry 43/95 (1993), 508-522]. Polyester fibers are often used in a mixture with other types of fibers (cellulose, etc.).
In der Polyesterfaser befinden sich bedingt durch die Herstellung cyclische Oligomere, die während des Färbeprozesses bei Temperaturen über 80 °C an die Faseroberfläche wandern beziehungsweise aus der Faser austreten. Diese Oligomere, bei denen es sich im Falle von Polyethylenterephthalat vorwiegend um Trimere handelt, sind nicht anfärbbar und besitzen . nur eine geringe Wasserlöslichkeit. Daher kristallisieren sie beim Kontakt mit der wässrigen Färbeflotte aus und verursachen auf der Warenoberfläche und in Färbeapparaten störende Ablagerungen. Neben einer möglichen Unegalität der Färbung können diese Ablagerungen bei der Weiterverarbeitung zu Verschmutzungen, Staub und Beschädigungen von Fadenführungselementen, Nadeln usw. führen. Die beste Abhilfe schafft das alkalische Färben, bei dem die Oligomeren verseift werden. Allerdings ist die Auswahl an alkalistabilen Dispersionsfarbstoffen sehr gering [Richter, P. : Chemiefas.Textilind. 44 (1996), 290 - 302].Due to the production process, the polyester fiber contains cyclic oligomers, which migrate to the fiber surface or emerge from the fiber at temperatures above 80 ° C during the dyeing process. These oligomers, which are predominantly trimers in the case of polyethylene terephthalate, cannot be dyed and have. only a low solubility in water. Therefore, they crystallize on contact with the aqueous dyeing liquor and cause disruptive effects on the fabric surface and in dyeing machines Deposits. In addition to a possible unevenness of the dyeing, these deposits can lead to dirt, dust and damage to thread guide elements, needles etc. during further processing. The best remedy is alkaline dyeing, in which the oligomers are saponified. However, the selection of alkali-stable disperse dyes is very small [Richter, P.: Chemiefas.Textilind. 44: 290-230 (1996)].
Eine weitere Möglichkeit zur Verringerung der Menge der Oligomeren auf der Faseroberfläche ist die alkalische Vorbehandlung der Ware. Die anschließende Färbung kann dann - je nach Farbstoffauswahl - sauer oder alkalisch erfolgen [Yang, Y.; Shiqi, L : Text. Chem. Color. Am. Dyst. Rep. 32 (2000), 42 - 46]. Der Nachteil dieses Verfahrens ist der Wechsel des pH-Wertes von alkalisch zu sauer beziehungsweise beim alkalischen Färben die geringe Auswahl an alkalistabilen Dispersionsfarbstoffen.Another possibility for reducing the amount of oligomers on the fiber surface is the alkaline pretreatment of the goods. The subsequent coloring can then - depending on the choice of dye - be acidic or alkaline [Yang, Y .; Shiqi, L: text. Chem. Color. At the. Dyst. Rep. 32 (2000), 42-46]. The disadvantage of this process is the change in pH from alkaline to acidic or, in the case of alkaline dyeing, the limited selection of alkali-stable disperse dyes.
Die Verwendung von Tensiden zur Entfernung der Oligomeren sorgt hauptsächlich für das Herauslösen der ohnehin wasserlöslichen linearen Oligomere. Bezüglich der Trimeren kann nur wenig Verbesserung erreicht werden [Grosse, ; Schreiber, H. : Tenside, Surf. Det. 33 (1996), 252 - 259; Hodul P. et al. : Vläkna a textil 5 (1998), 12 - 18]. Bei Nachwaschverfahren kommen häufig kationische Tenside zum Einsatz, die aufgrund ihrer Ladung jedoch nicht im Färbebad eingesetzt werden können. Außerdem zeigen diese Nachwaschverfahren wenig Effizienz.The use of surfactants to remove the oligomers mainly ensures that the already water-soluble linear oligomers are extracted. Little improvement can be achieved with regard to the trimers [Grosse,; Schreiber, H.: Tenside, Surf. Det. 33 (1996), 252-259; Hodul P. et al. : Vläkna a textile 5 (1998), 12-18). Cationic surfactants are often used in post-washing processes, but because of their charge they cannot be used in the dye bath. In addition, these post-washing processes show little efficiency.
Ein anderes Verfahren, um den Austritt von Oligomeren aus der Polyesterfaser zu verhindern, ist das "Festkleben" an der Faserober- fläche mit hochmolekularen Substanzen. Der Einsatz derartiger Substanzen ist aber nicht in allen Färbeverfahren möglich.Another method to prevent oligomers from escaping from the polyester fiber is "sticking" to the fiber surface. area with high molecular substances. However, the use of such substances is not possible in all dyeing processes.
DE 195 16 956 C2 beschreibt wasserlösliche, für Wasch- und Reinigungsmittel geeignete Polymere, erhältlich durch radikalische Polymerisation von Monomermischungen aus a) , 10 bis 70 Gew.-% monoethylenisch ungesättigten C4-8-DE 195 16 956 C2 describes water-soluble polymers suitable for detergents and cleaning agents, obtainable by free-radical polymerization of monomer mixtures from a), 10 to 70% by weight of monoethylenically unsaturated C 4 - 8 -
Dicarbonsäuren bzw. deren Salzen, b) 20 bis 85 Gew.-% monoethylenisch ungesättigten C3-10- Monocarbonsäuren bzw. deren Salzen, c) 1 bis 50 Gew.-% einfach ungesättigten Monomeren, die nach Hydrolyse oder Verseifung zu Monomereinheiten mit einer oder mehreren an der C-C-Kette kovalent gebundenen Hydroxylgruppen umgewandelt werden können, d) > 10 bis 40 Gew.-% monoethylenisch ungesättigten sulfonsäure- oder sulfatgruppenhaltigen Monomeren bzw. deren Salzen und e) 0 bis 10 Gew.-% weiteren, radikalisch copolymerisierbaren Monomeren, wobei die Summe der Monomeren von a) bis e) 100 Gew.-% beträgt, in wässriger Lösung und Hydrolyse oder Verseifung der Monomerbestandteile nach c).Dicarboxylic acids or their salts, b) 20 to 85% by weight of monoethylenically unsaturated C3-10 monocarboxylic acids or their salts, c) 1 to 50% by weight of monounsaturated monomers which, after hydrolysis or saponification, form monomer units with one or several hydroxyl groups covalently bonded to the CC chain can be converted, d)> 10 to 40% by weight of monoethylenically unsaturated monomers containing sulfonic acid or sulfate groups or their salts and e) 0 to 10% by weight of further free-radically copolymerizable monomers, the sum of the monomers from a) to e) being 100% by weight, in aqueous solution and hydrolysis or hydrolysis of the monomer constituents according to c).
Die beschriebenen Polymerisate können alleine auch als Hilfsmittel in Wasch- und Färbeflotten für Polyester eingesetzt werden. Für Wasch- und Reinigungsmittel können die Polymerisate auch in Kombination mit Copolymeren von beispielsweise Acrylsäure und Maleinsäure verwendet werden. US 5,464,452 A beschreibt ein umweltverträgliches Verfahren zur Fixierung von Farbstoffen, die in fein-dimensionales synthetisches Textilträgermaterial imprägniert sind. Das Verfahren umfasst das Inkontaktbringen des gefärbten synthetischen Trägermaterials mit einer phenoi- und formaldehyd-freien Zusammensetzung zur Fixierung von Farbstoffen enthaltend : (a) Polymethacrylsäure, (b) Copolymer der Methacrylsäure im Wesentlichen bestehend aus Methacrylsäure und ethylenisch ungesättigten Comonomeren, die aus der Gruppe ausgewählt sind bestehend aus 2-Acrylamido-2-methyl- propansulfonsäure, Natriumvinylsulfonat, Natriumstyrolsulfonat, Alkylacrylat, und Kombinationen davon, (c) Kombinationen von (a) und (b), und (d) Wasser. In diesem Prozess wird das bereits gefärbte Fasermaterial mit der beschriebenen Zusammensetzung behandelt.The polymers described can also be used alone as auxiliaries in washing and dyeing liquors for polyesters. For detergents and cleaning agents, the polymers can also be used in combination with copolymers of, for example, acrylic acid and maleic acid. No. 5,464,452 A describes an environmentally compatible method for fixing dyes that are impregnated in fine-dimensional synthetic textile backing material. The method comprises contacting the colored synthetic carrier material with a phenoi- and formaldehyde-free composition for fixing dyes comprising: (a) polymethacrylic acid, (b) copolymer of methacrylic acid essentially consisting of methacrylic acid and ethylenically unsaturated comonomers selected from the group are composed of 2-acrylamido-2-methyl-propanesulfonic acid, sodium vinyl sulfonate, sodium styrene sulfonate, alkyl acrylate, and combinations thereof, (c) combinations of (a) and (b), and (d) water. In this process, the already dyed fiber material is treated with the composition described.
Die Aufgabe der vorliegenden Erfindung besteht somit darin, ein Verfahren zum Färben von Polyesterfasern durch Inkontaktbringen von Textilien mit einem Färbebad umfassend ein Textilhilfsmittel mit Oligomeren-Dispergiereigenschaften bereitzustellen, das geeignet ist, das Problem der Oligomerenablagerung bei der Polyesterfärberei zu überwinden und insbesondere in sauren und in alkalischen Färbebädern eingesetzt werden kann. Dabei darf das Ergebnis der Färbung bezüglich Farbton, Farbtiefe, Egalität und Echtheit durch das eingesetzte Hilfsmittel nicht beeinflusst werden. Darüber hinaus soll der Anteil ethoxylierter Verbindungen nach Möglichkeit gering gehalten werden, da sie die Schaumbildung begünstigen können.The object of the present invention is therefore to provide a process for dyeing polyester fibers by bringing textiles into contact with a dye bath comprising a textile auxiliary with oligomer dispersing properties which is suitable for overcoming the problem of oligomer deposition in polyester dyeing, in particular in acid and in alkaline dye baths can be used. The result of the coloring with regard to hue, depth of color, levelness and authenticity must not be influenced by the aid used. In addition, the proportion of ethoxylated compounds should be kept as low as possible, since they can promote foam formation.
Die Aufgabe wird erfindungsgemäß in einer ersten Ausführungsform gelöst durch ein Verfahren zum Färben von Polyesterfasern durch Inkontaktbringen von Textilien mit einem Färbebad umfassend ein Textilhilfsmittel enthaltendAccording to the invention, the object is achieved in a first embodiment by a process for dyeing polyester fibers Bringing textiles into contact with a dyebath comprising a textile auxiliary
(a) ein Homopolymer auf der Basis von 2-Acrylamido-2-methylpropan- sulfonsäure-Monomeren (AMPS) und/oder ein Co- oder Terpolymer auf der Basis von AMPS mit weiteren Monomeren mit olefinischen Doppelbindungen, wobei das Homo- Co- oder Terpolymer eine Zusammensetzung der allgemeinen Formel (I)(a) a homopolymer based on 2-acrylamido-2-methylpropane sulfonic acid monomers (AMPS) and / or a co- or terpolymer based on AMPS with other monomers with olefinic double bonds, the homo- or Terpolymer a composition of general formula (I)
(Formel I)(Formula I)
mit unabhängig voneinanderwith independently of each other
R1 = CO-NH-C(CH3)2-CH2SO3R8 R 1 = CO-NH-C (CH 3 ) 2-CH2SO 3 R 8
R2 = H und/oder CH3 R 2 = H and / or CH 3
R3 = H, COOH und/oder COOMR 3 = H, COOH and / or COOM
R4 = H, COOH, COOM, CONH2, CH3, (C2 bis C6)-Alkyl, Phenyl und/oder substituiertes PhenylR 4 = H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
R5 = H und/oder CH3 R 5 = H and / or CH 3
R6 = H, COOH und/oder COOMR 6 = H, COOH and / or COOM
R7 = H, COOH, COOM, CONH2, CH3, (C2 bis C6)-Alkyl, Phenyl und/oder substituiertes PhenylR 7 = H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
R8 = H und/oder MR 8 = H and / or M
M = Alkalimetail, Erdalkalimetall, Ammonium, Amin und/oder substituiertes Amin mit der Maßgabe, dass a + b + c = 1 und a = 0,1 bis 1,0, b = 0,0 bis 0,9 und c = 0,0 bis 0,9 betragen undM = alkali metal detail, alkaline earth metal, ammonium, amine and / or substituted amine with the proviso that a + b + c = 1 and a = 0.1 to 1.0, b = 0.0 to 0.9 and c = 0.0 to 0.9 and
(b) ein Homo-, Co- oder Terpolymer auf der Basis von wenigstens einem Monomeren, ausgewählt aus Carbonsäurederivaten mit olefinischen Doppelbindungen, das Homo- Co- oder Terpolymer genügend einer Zusammensetzung der allgemeinen Formel (II)(b) a homopolymer, co- or terpolymer based on at least one monomer selected from carboxylic acid derivatives with olefinic double bonds, the homopolymer or terpolymer has sufficient composition of the general formula (II)
mit unabhängig voneinanderwith independently of each other
R9 = H, COOH, COOM und/oder CONH2 R 9 = H, COOH, COOM and / or CONH 2
R10 = COOH, COOM und/oder CONH2 R11 = H und/oder CH3 R 10 = COOH, COOM and / or CONH 2 R 11 = H and / or CH 3
R12 = H, COOH und/oder COOMR 12 = H, COOH and / or COOM
R13 = H, COOH, COOM, CONH2, CH3, (C2 bis C6)-Alkyl, Phenyl und/oder substituiertes PhenylR 13 = H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
R14 = H und/oder CH3 R15 = H, COOH und/oder COOMR 14 = H and / or CH 3 R 15 = H, COOH and / or COOM
R16 = H, COOH, COOM, CH3, (C2 bis C6)-Alkyl, Phenyl und/oder substituiertes PhenylR 16 = H, COOH, COOM, CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
M = Alkalimetall, Erdalkalimetall, Ammonium, Amin und/oder substituiertes Amin mit der Maßgabe, dass d + e + f = 1 und d = 0 bis 0,50, e = 0 bis 0,50 und f = 0,50 bis 0,95 betragen.M = alkali metal, alkaline earth metal, ammonium, amine and / or substituted amine with the proviso that d + e + f = 1 and d = 0 to 0.50, e = 0 to 0.50 and f = 0.50 to 0.95.
Der Begriff "Homopolymer" bezeichnet dabei ein Polymer, beispielsweise Polyacrylsäure, das durch Polymerisation der olefinischen Doppelbindungen lediglich eines Monomers mit olefinischen Doppelbindungen erhalten wurde, "Copolymer", bzw. "Terpolymer" bezeichnen Polymere, die durch Polymerisation der olefinischen Doppelbindungen zweier bzw. dreier verschiedener Monomere mit olefinischen Doppelbindungen statistisch, als Blockpolymere, als Blockcopolymere oder in sonstiger Weise erhalten wurden. Die Indices a, b und c, d, e und f definieren das Mengenverhältnis der Monomerbausteine zueinander, die Reihenfolge der Monomere wird dadurch in keiner Weise festgelegt. Auch Blockcopolymere der Art a-ax-b-by-c-cy sind beispielsweise damit eingeschlossen.The term "homopolymer" denotes a polymer, for example polyacrylic acid, which was obtained by polymerizing the olefinic double bonds of only one monomer with olefinic double bonds, "copolymer" or "terpolymer" denotes polymers which are polymerized by polymerizing the olefinic double bonds of two or three various monomers with olefinic double bonds were obtained statistically, as block polymers, as block copolymers or in some other way. The indices a, b and c, d, e and f define the quantitative ratio of the monomer units to each other, the order of the monomers is not determined in any way. Block copolymers of the type aa x -bb y -cc y are also included, for example.
Dabei ist erfindungsgemäß bevorzugt, wenn der Bestandteil (a) ein Homopolymer eines Salzes von 2-Acrylamido-2-methylpropansulfon- säure, insbesondere eines Natriumsalzes, ist.It is preferred according to the invention if component (a) is a homopolymer of a salt of 2-acrylamido-2-methylpropanesulfonic acid, in particular a sodium salt.
Besonders bevorzugt ist dabei der Bestandteil b) ein Homo-, Co- oder Terpolymer auf der Basis von Acrylsäure und/oder Maleinsäure und gegebenenfalls einem Olefin einer Zusammensetzung der allgemeinen Formel (II).Component b) is particularly preferably a homopolymer, copolymer or terpolymer based on acrylic acid and / or maleic acid and optionally an olefin of a composition of the general formula (II).
Die Bestandteile a) und b) des Textilhilfsmittels sind bevorzugt wasserlöslich. Wasserlöslich im Sinne der Erfindung bedeutet, dass bei Raumtemperatur bei Konzentrationen des Bestandteils in Wasser bis zu 400, insbesondere bis zu 500 g/l noch klare Lösungen erhalten werden. Beste Ergebnisse bei der Dispergϊerung von Oligomeren werden erzielt, wenn in dem erfindungsgemäßen Verfahren das Verhältnis der Gewichtsteile der Bestandteile (a) zu (b) 90 zu 10 bis 10 zu 90, insbesondere 65 zu 35 bis 35 zu 65, ganz besonders 60 zu 40 bis 40 zu 60 und insbesondere bevorzugt etwa 50 zu 50 eingestellt wird.The components a) and b) of the textile auxiliary are preferably water-soluble. Water-soluble in the sense of the invention means that clear solutions are still obtained at room temperature at concentrations of the constituent in water of up to 400, in particular up to 500 g / l. The best results in the dispersion of oligomers are achieved if, in the process according to the invention, the ratio of the parts by weight of constituents (a) to (b) is 90 to 10 to 10 to 90, in particular 65 to 35 to 35 to 65, very particularly 60 to 40 up to 40 to 60 and particularly preferably about 50 to 50.
Vorzugsweise ist das Verfahren dadurch gekennzeichnet, dass die verwendeten Bestandteile a) und/oder b) teilweise oder vollständig neutralisiert sind. Dadurch weist das Gemisch bevorzugt einen pH-Wert im Bereich von 4 bis 12 auf. Durch die Neutralisation wird die Löslichkeit in Wasser verbessert. Dies ist von Vorteil, da in wässrigen Färbeflotten gearbeitet wird.The method is preferably characterized in that the components a) and / or b) used are partially or completely neutralized. As a result, the mixture preferably has a pH in the range from 4 to 12. The neutralization improves the solubility in water. This is an advantage because it works in aqueous dyeing liquors.
Das im erfindungsgemäßen Verfahren verwendete Textilhilfsmittel enthält in einer Ausführungsform der Erfindung zusätzlich weitereIn one embodiment of the invention, the textile auxiliary used in the process according to the invention additionally contains others
Bestandteile wie Waschmittel, Färbebeschleuniger, Egalisiermittel,Components such as detergents, color accelerators, leveling agents,
Dispergiermittel zur Stabilisierung der Farbstoffdispersion, Puffer,Dispersants for stabilizing the dye dispersion, buffers,
Faltenverhinderer und/oder Nachreinigungsmittel. Daraus resultiert dieWrinkle preventers and / or post-cleaning agents. This results in the
Möglichkeit für die Herstellung von kombinierten Produkten, die ebenfalls Gegenstand der Erfindung sind. Ein Beispiel hierfür ist diePossibility for the production of combined products, which are also the subject of the invention. An example of this is the
Mischung des erfindungsgemäßen Hilfsmittels mit Fettsäureethoxylaten zur Herstellung von Egalisiermitteln mit Oligomeren dispergierendenMixture of the auxiliary according to the invention with fatty acid ethoxylates for the production of leveling agents with dispersing oligomers
Eigenschaften. Aber auch die Kombination mit Färbebeschleunigern,Characteristics. But also the combination with dye accelerators,
Dispergiermitteln zur Stabilisierung der Farbstoffdispersion, Puffern und Faltenverhinderern ist möglich. Weiterhin kann das im erfindungsgemäßen Verfahren verwendete Textilhilfsmittel Wasser enthalten. In einer weiteren Ausführungsform betrifft die Erfindung ein Verfahren, in dem man ein Textilhilfsmittel einsetzt, das insgesamt 5 bis 50, insbesondere 10 bis 40 Gewichtsprozent, bezogen auf das Gesamtgewicht des Textilhilfsmittels, der Bestandteile a) und b) enthält.Dispersants to stabilize the dye dispersion, buffers and wrinkle preventers are possible. Furthermore, the textile auxiliary used in the process according to the invention can contain water. In a further embodiment, the invention relates to a process in which a textile auxiliary is used which contains a total of 5 to 50, in particular 10 to 40 percent by weight, based on the total weight of the textile auxiliary, of components a) and b).
Das im erfindungsgemäßen Verfahren eingesetzte Textilhilfsmittel findet bevorzugt Verwendung in der Färberei polyesterhaltiger Textilien, wobei man die Textilien mit dem Textilhilfsmittel in Kontakt bringt. Insbesondere findet das Textilhilfsmittel Verwendung im oben beschriebenen Verfahren zum Dispergieren von Oligomeren.The textile auxiliary used in the process according to the invention is preferably used in the dyeing of polyester-containing textiles, the textiles being brought into contact with the textile auxiliary. The textile auxiliary is used in particular in the process described above for dispersing oligomers.
Das wichtigste Färbeverfahren für Polyester ist das Hochtemperatur- (HT)-Verfahren. Üblicherweise wird dieses bei Temperaturen von 130 - 140 °C im geschlossenen Färbeapparat durchgeführt. Dabei werden fast ausschließlich Dispersionsfarbstoffe verwendet. Die Färbung findet normalerweise im schwach sauren Medium statt. Als Hilfsmittel im Färbebad können Färbebeschleuniger (Carrier), Egalisiermittel, Dispergiermittel zur Stabilisierung der Farbstoffdispersion, Puffer und Faltenverhinderer allein oder in Kombination mit dem Textilhilfsmittel eingesetzt werden. Zur Verbesserung der Farbechtheiten können außerdem Nachreinigungsmittel verwendet werden, die oberflächlich anhaftenden Farbstoff entfernen. Alle genannten Textilhilfsmittel können auch beim Färben von Polyester- und Cellulosemischungen Verwendung finden [Richter, P. : a. a. O.]. Bevorzugt werden in diesem Zusammenhang die im Textilhilfsmittelkatalog (THK) 2000, Deutscher Fachverlag, Frankfurt am Main (2000) beschriebenen Hilfsmittel, als Färbebeschleuniger insbesondere Carbonsäureverbindungen, Sulfonate, Sulfate, Kohlenwasserstoffe, Alkoxylate, weitere Färbebeschleuniger gemäß THK sowie Zubereitungen aus einem oder mehreren dieser Stoffe, als Egalisiermittel insbesondere Carbonsäureverbindungen, Sulfonate, Sulfate, Alkoxylate, Polyester, weitere Egalisiermittel gemäß THK sowie Zubereitungen aus einem oder mehreren dieser Stoffe, als Dispergiermittel insbesondere Naphthalinsulfonate, andere Sulfonate, deren Kondensationsprodukte mit Formaldehyd, Sulfate, Carbonsäureverbindungen, Alkoxylate, Polyester, weitere Dispergiermittel gemäß THK sowie Zubereitungen aus einem oder mehreren dieser Stoffe, als Puffer insbesondere anorganische und/oder organische Säuren, Carbonsäureverbindungen, Sulfonate, Phosphonate, verschie- dene Salze, weitere Puffer gemäß THK sowie Zubereitungen aus einem oder mehreren dieser Stoffe, als Lauffaltenverhinderer insbesondere Carbonsäureverbindungen, Sulfonate, Sulfate, Phosphate, Alkoxylate, Polyethylen, Polymerdispersionen, Polykondensate, weitere Lauffaltenverhinderer gemäß THK sowie Zubereitungen aus einem oder mehreren dieser Stoffe, als Nachreinigungsmittel insbesondere anorganische und/oder organische Reduktionsmittel, Sulfinsäureverbindungen, Thioharnstoffdioxid, Carbonsäureverbindungen, Sulfonate, Sulfate, Phosphate, quaternäre Ammoniumverbindungen, Alkoxylate, Polyethylen, Polymerdispersionen, Polykondensate, weitere Nachreinigungs- mittel gemäß THK sowie Zubereitungen aus einem oder mehreren dieser Stoffe.The main dyeing process for polyester is the high temperature (HT) process. This is usually carried out at temperatures of 130 - 140 ° C in a closed dyeing machine. Disperse dyes are used almost exclusively. Coloring usually takes place in a weakly acidic medium. Dye accelerators (carriers), leveling agents, dispersants for stabilizing the dye dispersion, buffers and wrinkle preventers can be used alone or in combination with the textile auxiliary as auxiliaries in the dyebath. To improve the color fastness, it is also possible to use post-cleaning agents which remove the dye adhering to the surface. All of the textile auxiliaries mentioned can also be used in the dyeing of polyester and cellulose mixtures [Richter, P.: loc. Cit.]. In this context, the auxiliaries described in the Textile Aids Catalog (THK) 2000, Deutscher Fachverlag, Frankfurt am Main (2000) are preferred, as dye accelerators, in particular carboxylic acid compounds, sulfonates, sulfates, hydrocarbons, alkoxylates, further dye accelerators according to THK and preparations from one or more of these Substances, as leveling agents, in particular carboxylic acid compounds, sulfonates, sulfates, alkoxylates, polyesters, further leveling agents according to THK and preparations from one or more of these substances, as dispersing agents, in particular naphthalene sulfonates, other sulfonates, their condensation products with formaldehyde, sulfates, carboxylic acid compounds, alkoxylates, polyesters, and others Dispersing agents according to THK and preparations from one or more of these substances, as buffers, in particular inorganic and / or organic acids, carboxylic acid compounds, sulfonates, phosphonates, various salts, further buffers according to THK and preparations from one or more of these substances, as anti-wrinkle agents, in particular carboxylic acid compounds , Sulfonates, sulfates, phosphates, alkoxylates, polyethylene, polymer dispersions, polycondensates, further anti-wrinkle preventers according to THK and preparations made from one or more of these substances, in particular as post-cleaning agents organic and / or organic reducing agents, sulfinic acid compounds, thiourea dioxide, carboxylic acid compounds, sulfonates, sulfates, phosphates, quaternary ammonium compounds, alkoxylates, polyethylene, polymer dispersions, polycondensates, further post-cleaning agents according to THK and preparations made from one or more of these substances.
Das im erfindungsgemäßen Verfahren verwendete Textilhilfsmittel dient dabei bevorzugt dem effektiven Dispergieren von Oligomeren. Diese Aufgabe wird besonders gut in Kombination mit den verschiedenen sonstigen Hilfsmitteln im Färbebad gelöst, die entweder bereits in dem im erfindungsgemäßen Verfahren verwendeten Textilhilfsmittel enthalten sind oder zusätzlich dem Färbebad zugegeben werden können. Das Hilfsmittel kann sowohl im Färbebad als auch bei der Vorwäsche und Nachwäsche verwendet werden.The textile auxiliary used in the process according to the invention preferably serves to effectively disperse oligomers. This object is achieved particularly well in combination with the various other auxiliaries which are either already present in the textile auxiliaries used in the process according to the invention or can additionally be added to the dye bath. The auxiliary can be used in the dyebath as well as for pre-washing and post-washing.
Ausführunαsbeispiele:Ausführunαsbeispiele:
Die folgenden Beispiele zeigen die Oligomeren dispergierende Wirkung während der Färbung von Polyesterfasern. Da es im Labormaßstab nicht möglich ist, den Effekt einfach mittels verschiedener Färbungen zu zeigen, wurden die Vergleiche mit einer speziellen Testmethode durchgeführt, die die Färbebediπgungen simuliert.The following examples show the oligomeric dispersing effect during the dyeing of polyester fibers. Since it is not possible on a laboratory scale to simply show the effect using different stains, the comparisons were carried out using a special test method that simulates the staining conditions.
Testmethode:Test Method:
Man verwendet Ablagerungen aus Färbemaschinen von Textilveredlungsbetrieben, die Polyester-Oligomere enthalten. Zur Reinigung werden 10 g Ablagerungen mit 1000 ml Dioxan Übergossen und ca. 30 Minuten bei Raumtemperatur verrührt. Anschließend filtriert man diese Lösung über ein Filterpapier ab. Auf diese Weise erhält man als Filtrat eine klare Polyester-Oligomerenlösung.Deposits from dyeing machines of textile finishing companies containing polyester oligomers are used. For cleaning, 10 g of deposits are poured over with 1000 ml of dioxane and stirred for about 30 minutes at room temperature. This solution is then filtered off through a filter paper. In this way, a clear polyester oligomer solution is obtained as the filtrate.
Zur Überprüfung der Oligomerdispergierwirkung stellt man jeweils 200 ml Flotte her, welche 2 g/l MEROPAN® CIT (Puffer für die Polyesterfärberei von der Firma CHT R. Beitlich GmbH, Tübingen) und 5 g/l des zu überprüfenden Textilhilfsmittels enthält.To check the oligomer dispersion effect, 200 ml of liquor are prepared, which contains 2 g / l MEROPAN ® CIT (buffer for polyester dyeing from CHT R. Beitlich GmbH, Tübingen) and 5 g / l of the textile auxiliary to be checked.
Nach Überprüfung des pH-Wertes gibt man die Flotten in HT- Färbebecher und heizt im Labomat auf 80 °C. Bei dieser Temperatur gibt man 6,0 ml der Polyester-Oligomerenlösung zu, heizt auf 130 °C und hält diese Temperatur für die Dauer von 30 Minuten. Anschließend lässt man-abkühlen.After checking the pH, the liquors are placed in HT staining beakers and heated to 80 ° C in the Labomat. 6.0 ml of the polyester oligomer solution are added at this temperature and the mixture is heated to 130.degree and maintains this temperature for 30 minutes. Then let it cool.
Bei 20 °C werden die Flotten mittels Saugflasche und Vakuumpumpe über Schwarzfilter bei 700 mbar abgesaugt. Man trocknet die Filter an der Luft und beurteilt anschließend mit dem Auge die Oligomerablagerungen auf dem Filter. Als Vergleich wird immer eine Blindflotte ohne Oligomeren dispergierendem Textilhilfsmittel mitgeprüft.At 20 ° C, the liquors are sucked off using a suction bottle and vacuum pump via black filters at 700 mbar. The filters are dried in air and then the oligomer deposits on the filter are assessed with the eye. A blind liquor without oligomer-dispersing textile auxiliary is always checked as a comparison.
Beispiele:Examples:
In den folgenden Beispielen wurden Mischungen aus dem Homopolymer des Na-Salzes von 2-Acrylamido-2-methylpropansulfonsäure (Homopol. AMPS-Na) und des Na-Salzes eines Maleinsäure/Olefin-Copolymerϊsates (SOKALAN® CP 9 von der Fa. BASF, Ludwigshafen) verwendet. Beide Polymere wurden in Form ihrer wässrigen Lösung mit insgesamt 5 g/l des(r) zu überprüfenden Textilhilfsmittel(s) eingesetzt. Die angegebenen Teile bezeichnen das Gewichtsverhältnis der enthaltenen Fest- Stoffanteile zueinander. Die Versuchsdurchführung erfolgte gemäß der oben beschriebenen Testmethode. Dabei wurden folgende Ergebnisse erhalten: In the following examples, mixtures of the homopolymer of the sodium salt of 2-acrylamido-2-methylpropanesulfonic (Homopol. AMPS-Na) and the sodium salt of a maleic acid / olefin Copolymerϊsates (SOKALAN ® CP 9, from Fa. BASF Ludwigshafen) used. Both polymers were used in the form of their aqueous solution with a total of 5 g / l of the textile aid (s) to be checked. The parts indicated indicate the weight ratio of the solid content contained to one another. The test was carried out in accordance with the test method described above. The following results were obtained:
Beurteilung: keine Oligomerendispergierwirkung + leichte Oligomerendispergierwirkung ++ gute Oligomerendispergierwirkung +++ sehr gute Oligomerendispergierwirkung Evaluation: no oligomer dispersing effect + slight oligomer dispersing effect ++ good oligomer dispersing effect +++ very good oligomer dispersing effect

Claims

Patentansprüche claims
1. Verfahren zum Färben von Polyesterfasern durch Inkontaktbringen von Textilien mit einem Färbebad, umfassend ein Textilhilfsmittel enthaltend1. A process for dyeing polyester fibers by bringing textiles into contact with a dye bath comprising a textile auxiliary
(a) ein Homopolymer auf der Basis von 2-Acrylamido-2- methylpropansulfonsäure-Monomeren (AMPS) und/oder ein Co- oder Terpolymer auf der Basis von AMPS mit weiteren Monomeren mit olefinischen Doppelbindungen, wobei das Homo- Co- oder Terpolymer eine Zusammensetzung der allgemeinen Formel (I) aufweist(a) a homopolymer based on 2-acrylamido-2-methylpropanesulfonic acid monomers (AMPS) and / or a copolymer or terpolymer based on AMPS with other monomers with olefinic double bonds, the homopolymer or terpolymer being a Composition of the general formula (I)
I) I)
mit unabhängig voneinanderwith independently of each other
R1 - CO-NH-C(CH3)2-CH2SO3R8 R 1 - CO-NH-C (CH 3 ) 2 -CH 2 SO 3 R 8
R2 = H und/oder CH3 R 2 = H and / or CH 3
R3 = H, COOH und/oder COOMR 3 = H, COOH and / or COOM
R4 = H, COOH, COOM, CONH2, CH3/ (C2 bis C6)-Afkyl, Phenyl und/oder substituiertes PhenylR 4 = H, COOH, COOM, CONH 2 , CH 3 / (C 2 to C 6 ) -afkyl, phenyl and / or substituted phenyl
R5 = H und/oder CH3 R 5 = H and / or CH 3
R5 = H, COOH und/oder COOM R7 = H, COOH, COOM, CONH2, CH3, (C2 bis C6)-Alkyl, Phenyl und/oder substituiertes PhenylR 5 = H, COOH and / or COOM R 7 = H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
R8 = H und/oder MR 8 = H and / or M
M = Alkalimetall, Erdalkalimetall, Ammonium, Amin und/oder substituiertes Amin mit der Maßgabe, dass a + b + c = 1 und a = 0,1 bis 1,0, b = 0,0 bis 0,9 und c = 0,0 bis 0,9 betragen undM = alkali metal, alkaline earth metal, ammonium, amine and / or substituted amine with the proviso that a + b + c = 1 and a = 0.1 to 1.0, b = 0.0 to 0.9 and c = 0 , 0 to 0.9 and
(b) ein Homo-, Co- oder Terpolymer auf der Basis von wenigstens einem Monomeren, ausgewählt aus Carbonsäurederivaten mit olefinischen Doppelbindungen, das Homo- Co- oder Terpolymer genügend einer Zusammensetzung der allgemeinen Formel (II)(b) a homopolymer, co- or terpolymer based on at least one monomer selected from carboxylic acid derivatives with olefinic double bonds, the homopolymer or terpolymer has sufficient composition of the general formula (II)
mit unabhängig voneinanderwith independently of each other
R9 = H, COOH, COOM und/oder CONH2 R 9 = H, COOH, COOM and / or CONH 2
R10 = COOH, COOM und/oder CONH2 R 10 = COOH, COOM and / or CONH 2
R11 = H und/oder CH3 R 11 = H and / or CH 3
R12 = H, COOH und/oder COOMR 12 = H, COOH and / or COOM
R13 = H, COOH, COOM, CONH2, CH3, (C2 bis C6)-Alkyl, Phenyl und/oder substituiertes PhenylR 13 = H, COOH, COOM, CONH 2 , CH 3 , (C 2 to C 6 ) alkyl, phenyl and / or substituted phenyl
R14 = H und/oder CH3 R 14 = H and / or CH 3
R15 = H, COOH und/oder COOM R16 = H, COOH, COOM, CH3, (C2 bis Cδ)-Alkyl, Phenyl und/oder substituiertes PhenylR 15 = H, COOH and / or COOM R 16 = H, COOH, COOM, CH 3 , (C 2 to C δ ) alkyl, phenyl and / or substituted phenyl
M = Alkalimetall, Erdalkalimetall, Ammonium, Amin und/oder substituiertes Amin mit der Maßgabe, dass d + e + f = 1 und d = 0 bis 0,50, e = 0 bis 0,50 und f = 0,50 bis 0,95 betragen.M = alkali metal, alkaline earth metal, ammonium, amine and / or substituted amine with the proviso that d + e + f = 1 and d = 0 to 0.50, e = 0 to 0.50 and f = 0.50 to 0 , Be 95.
2. Verfahren gemäß Patentanspruch 1, dadurch gekennzeichnet, dass der Bestandteil a) ein Homopolymer eines Salzes von 2-2. The method according to claim 1, characterized in that component a) is a homopolymer of a salt of 2-
Acrylamido-2-methylpropansulfonsäure, insbesondere eines Natriumsalzes, ist.Acrylamido-2-methylpropanesulfonic acid, especially a sodium salt.
3. Verfahren gemäß Patentanspruch 1 oder 2, dadurch gekennzeichnet, dass man als Bestandteil b) ein Homo-, Co- oder Terpolymer auf der Basis von Acrylsäure und/oder Maleinsäure einer Zusammensetzung der allgemeinen Formel (II) einsetzt.3. The method according to claim 1 or 2, characterized in that one uses as component b) a homo-, co- or terpolymer based on acrylic acid and / or maleic acid of a composition of general formula (II).
4. Verfahren gemäß einem der Patentansprüche 1 bis 3, dadurch gekennzeichnet, dass man das Verhältnis der Gewichtsteile der Bestandteile (a) zu (b) im Bereich von 90 zu 10 bis 10 zu 90, insbesondere 65 zu 35 bis 35 zu 65, ganz besonders 60 zu 40 bis 40 zu 60 und vornehmlich etwa 50 zu 50 einstellt.4. The method according to any one of claims 1 to 3, characterized in that the ratio of the parts by weight of the components (a) to (b) in the range from 90 to 10 to 10 to 90, in particular 65 to 35 to 35 to 65, completely especially 60 to 40 to 40 to 60 and especially about 50 to 50.
5. Verfahren gemäß einem der Patentansprüche 1 bis 4, dadurch gekennzeichnet, dass man die Bestandteile a) und/oder b) teilneutralisiert oder neutralisiert. 5. The method according to any one of claims 1 to 4, characterized in that the components a) and / or b) partially neutralized or neutralized.
6. Verfahren gemäß einem der Patentansprüche 1 bis 5, dadurch gekennzeichnet, dass man ein Textilhilfsmittel einsetzt, das insgesamt 5 bis 50, insbesondere 10 bis 40 Gewichtsprozent, bezogen auf das Gesamtgewicht des Textilhilfsmittels, der Bestandteile a) und b) enthält.6. The method according to any one of claims 1 to 5, characterized in that a textile auxiliary is used which contains a total of 5 to 50, in particular 10 to 40 percent by weight, based on the total weight of the textile auxiliary, of components a) and b).
7. Verfahren gemäß einem der Patentansprüche 1 bis 6, dadurch gekennzeichnet, dass man ein Textilhilfsmittel einsetzt, das Hilfs- und Zusatzstoffe und/oder Wasser enthält.7. The method according to any one of claims 1 to 6, characterized in that a textile auxiliary is used which contains auxiliaries and additives and / or water.
8. Verfahren gemäß Patentanspruch 7, dadurch gekennzeichnet, dass man ein Textilhilfsmittel einsetzt, das Hilfs- und Zusatzstoffe enthält, die ausgewählt sind aus Waschmitteln, Färbebeschleunigern, Egalisiermitteln, Dispergiermitteln zur Stabilisierung der Farbstoffdispersion, Puffern, Faltenverhinderern und/oder Nachreinigungsmitteln.8. The method according to claim 7, characterized in that a textile auxiliary is used which contains auxiliaries and additives selected from detergents, dye accelerators, leveling agents, dispersants to stabilize the dye dispersion, buffers, wrinkle preventers and / or post-cleaning agents.
9. Verwendung eines Textilhilfsmittels wie in einem der Patentansprüche 1 bis 8 definiert zum Dispergieren von Oligomeren. 9. Use of a textile auxiliary as defined in one of claims 1 to 8 for dispersing oligomers.
EP04725914A 2003-04-10 2004-04-06 Textile auxiliary agent Expired - Lifetime EP1611278B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10316401A DE10316401A1 (en) 2003-04-10 2003-04-10 textile auxiliaries
PCT/EP2004/003632 WO2004090222A2 (en) 2003-04-10 2004-04-06 Textile auxiliary agent

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EP1611278A2 true EP1611278A2 (en) 2006-01-04
EP1611278B1 EP1611278B1 (en) 2007-01-24

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EP04725914A Expired - Lifetime EP1611278B1 (en) 2003-04-10 2004-04-06 Textile auxiliary agent

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EP (1) EP1611278B1 (en)
AT (1) ATE352658T1 (en)
DE (2) DE10316401A1 (en)
ES (1) ES2281793T3 (en)
WO (1) WO2004090222A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109295764A (en) * 2018-09-27 2019-02-01 桐乡市创新纺织有限公司 A kind of dyeing of polyester fiber

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1674608A1 (en) * 2004-12-23 2006-06-28 Clariant International Ltd. Dispersing agent for polyester oligomers

Family Cites Families (3)

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Publication number Priority date Publication date Assignee Title
DE2738497C3 (en) * 1977-08-26 1980-08-14 Chemische Fabrik Pfersee Gmbh, 8900 Augsburg Process for dyeing and, if necessary, the simultaneous finishing of textiles
US5464452A (en) * 1994-05-10 1995-11-07 Henkel Corporation Process for fixing dyes in textile materials
DE19516957C2 (en) * 1995-05-12 2000-07-13 Stockhausen Chem Fab Gmbh Water-soluble copolymers and process for their preparation and their use

Non-Patent Citations (1)

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Title
See references of WO2004090222A3 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109295764A (en) * 2018-09-27 2019-02-01 桐乡市创新纺织有限公司 A kind of dyeing of polyester fiber

Also Published As

Publication number Publication date
EP1611278B1 (en) 2007-01-24
WO2004090222A3 (en) 2005-03-03
WO2004090222A2 (en) 2004-10-21
DE10316401A1 (en) 2004-11-04
ES2281793T3 (en) 2007-10-01
DE502004002770D1 (en) 2007-03-15
ATE352658T1 (en) 2007-02-15

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