EP0580091B1 - Verfahren zur Herstellung eines modifizierten Fasermaterials und Verfahren zum Färben des modifizierten Fasermaterials mit anionischen Textilfarbstoffen - Google Patents

Verfahren zur Herstellung eines modifizierten Fasermaterials und Verfahren zum Färben des modifizierten Fasermaterials mit anionischen Textilfarbstoffen Download PDF

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Publication number
EP0580091B1
EP0580091B1 EP93111452A EP93111452A EP0580091B1 EP 0580091 B1 EP0580091 B1 EP 0580091B1 EP 93111452 A EP93111452 A EP 93111452A EP 93111452 A EP93111452 A EP 93111452A EP 0580091 B1 EP0580091 B1 EP 0580091B1
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Prior art keywords
formula
group
fiber
dyeing
dye
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EP93111452A
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German (de)
English (en)
French (fr)
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EP0580091A1 (de
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Andreas Dr. Schrell
Werner Hubert Dr. Russ
Thomas Riehm
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Hoechst AG
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Hoechst AG
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/41General 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 basic dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8238Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
    • D06P3/8252Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye using dispersed and reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642Compounds containing nitrogen
    • D06P1/6426Heterocyclic compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642Compounds containing nitrogen
    • D06P1/649Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • D06P1/6492(Thio)urethanes; (Di)(thio)carbamic acid derivatives; Thiuramdisulfide
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/655Compounds containing ammonium groups
    • D06P1/66Compounds containing ammonium groups containing quaternary ammonium groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/93Pretreatment before dyeing

Definitions

  • Textile materials such as woven fabrics, knitted fabrics or yarns containing cellulose fibers can be dyed with anionic dyes by known processes. All processes have in common that for the fixation of the dye on the fiber, in particular when dyeing with reactive dyes, alkali and to achieve acceptable depths of salt are necessary.
  • the salt-containing dye liquor is additionally contaminated with inactive dye hydrolyzates which arise in the course of the dyeing process in the strongly alkaline dye solution.
  • the fixing process is therefore no longer complete, and the waste water from the dyeing process is enriched with hydrolyzates and colored accordingly.
  • dyeings obtained by conventional processes are subject to complex washing processes, on the one hand to remove excess alkali and on the other hand to free the fiber material from dye hydrolyzates.
  • the textile material used is a fiber material which has been pretreated and modified by a compound which is a heterocycloaliphatic compound which contains at least one primary, secondary or tertiary amino group or quaternary ammonium group, these amino groups also being a component of Cycle can be and the hetero portion in the cycle is a carbonic acid ester residue of the formula -O-CO-O- or a carbamic acid residue of the formula -O-CO-NH-.
  • radicals R A , R B and R C represents an alkyl group with a group of the formula (2) or (3).
  • hetero-cycloaliphatic compounds which can be used according to the invention are, for example, 2-oxo-1,3-oxazolidine, 4-aminomethyl-2-oxo-1,3-oxazolidine, 5-aminomethyl-2-oxo-1,3-oxazolidine, 4- ( Trimethylammonium methyl) -2-oxo-1,3-oxazolidine chloride, 5- (trimethylammonium methyl) -2-oxo-1,3-oxazolidine chloride and 1- (trimethylammonium methyl) ethylene carbonate chloride.
  • the compounds which can be used according to the invention can be prepared in accordance with known procedures, as are described in large numbers in the literature (see Houben-Weyl, Methods of Organic Chemistry, 4th Edition, Volume E4, pages 82-88 and 192ff.), For example by reacting an alkanediol which has a latent nitrogen-containing functional group in the side chain with phosgene in aqueous solution at a pH between 7 and 9 to produce the heterocycloaliphatic carbonates or, for example, by reacting aminoalkanols with phosgene in aqueous solution heterocycloaliphatic carbamic acid compounds (2-oxo-1,3-oxazolidines).
  • the present invention thus relates to a process for dyeing fiber materials containing hydroxyl and / or carbonamide groups with water-soluble, anionic dyes, preferably with fiber-reactive dyes, which is characterized in that the dyeing using an electrolyte-poor or completely electrolyte-free and / or alkali-free or completely alkali-free dye solution (dye liquor, printing paste) and using a fiber material pretreated and modified with one of the hetero-cycloaliphatic compounds described above carries out.
  • Fiber materials are understood to mean natural and synthetic fiber materials which contain hydroxyl and / or carbonamide groups, such as silk, wool and other animal hair, and also synthetic polyamide fiber materials and polyurethane fiber materials, for example polyamide-4, polyamide-6 and polyamide-11, and in particular fiber materials which Base bodies of ⁇ , ⁇ -glucose contain, such as cellulose fiber materials, for example cotton, hemp, jute and linen, and their regenerated derivatives, such as viscose silk and rayon, or mixtures of such fiber materials.
  • anionic dyes are meant those which are anionic, i.e. contain acidic groups, such as sulfo and carboxy groups, or their salts, such as alkali metal salts, and are accordingly water-soluble.
  • anionic dyes which have a fiber-reactive group, i.e. a group that is usually able to react with the carbonamide or hydroxy groups of the fiber material and to be able to form a connection with them.
  • the invention further relates to a method for modifying a fiber material, which is characterized in that a heterocycloaliphatic compound of the type mentioned above in aqueous, alkaline solution at a temperature between 60 and 230 ° C, preferably between 90 and 190 ° C, can act on a fiber material.
  • the invention relates to the use of such heterocycloaliphatic compounds, which are defined in more detail above, for modifying fiber materials, in particular with the aim of being able to use them for dyeing with water-soluble, anionic dyes without or only with small amounts of electrolyte salts and alkaline agents.
  • the process according to the invention for modifying the fiber material can be carried out, for example, by contacting the fiber material with a heterocycloaliphatic compound which can be used according to the invention in an alkaline aqueous solution.
  • concentration of this compound in the alkaline aqueous solution is generally between 0.1 and 20% by weight, preferably between 5 and 10% by weight.
  • the alkaline agent such as sodium hydroxide, sodium carbonate and potassium carbonate, is dissolved in a concentration between 0.1 and 20% by weight, preferably between 5 and 10% by weight.
  • the alkaline, aqueous solution containing the heterocycloaliphatic compound has a pH between 10 and 14.
  • the fiber material which is both modified according to the invention and used in the modified form in the dyeing process according to the invention, can be present in all processing states, such as yarn, flake, sliver and piece goods (fabric), and also in a mixture with other fiber materials, as in Form of blended fabrics, for example in the form of cotton / polyester fiber materials.
  • heterocycloaliphatic compounds which can be used according to the invention can be brought into contact with the fiber material in a variety of ways in an alkaline aqueous solution, for example by treating the fiber material in an alkaline, aqueous solution of the compound containing ester and amino groups (analogous to a dyeing agent). Exhaust process) at a temperature between 15 and 100 ° C, the modification of the Fiber material already done. Other possibilities are to pad the fiber material with the aqueous, alkaline solution, to splash or to spray the solution onto the fiber material.
  • the fiber material is impregnated with this alkaline, aqueous solution by introducing the fiber material into this solution or by padding (padding), the impregnated material is then squeezed off by excess liquor, so that the absorption of this aqueous, alkaline solution is between 50 and 120 % By weight, preferably between 70 and 100% by weight, based on the fiber material.
  • the impregnation (by padding, splashing or treatment in the solution itself) takes place at a temperature between 10 and 60 ° C., preferably at a temperature between 15 and 30 ° C.
  • a liquid absorption of preferably between 10 and 50% by weight is selected.
  • the heterocycloaliphatic compound which can be used according to the invention can also advantageously be applied to the cellulose fiber material to be modified directly after the mercerization process, in which the mercerized material still contains the alkali, for example by using the one obtainable after the mercerization process the aqueous alkali-impregnated material is optionally squeezed to a required liquid content and the alkaline-impregnated material is impregnated with the aqueous solution of the compound containing amino and ester groups which can be used according to the invention, the impregnation being carried out by padding, spraying and similar process steps which are customary and known in the art can.
  • the impregnated material is dried; as a rule, the drying of the fiber-modifying compound is carried out at the same time as the drying, a drying and fixing being carried out Temperature between 100 and 230 ° C, preferably between 120 and 190 ° C, chooses. As a rule, drying and simultaneous fixing take place by treatment with hot air for 1 to 5 minutes.
  • the heterocycloaliphatic compound modifying the fiber can be fixed on the fiber material by simple drying at higher temperatures; it can be hung up in drying cabinets to dry and fix the modifying compound on the fiber material and exposed to the required higher temperatures, such as 80 to 105 ° C.
  • the modified fiber material is aftertreated by rinsing with cold and hot water and optionally by treatment in an aqueous bath containing a small amount of an acid, such as acetic acid, to remove the alkali from the fiber material and then drying.
  • a neutral-reacting fiber material should be used in the dyeing process if possible.
  • the dyeing of fiber materials modified in this way is carried out analogously to known dyeing methods and printing processes for dyeing or printing fiber materials with water-soluble textile dyes, such as anionic dyes, in particular fiber-reactive dyes, and using the temperature ranges and customary amounts of dye known for this purpose, but with the exception according to the invention, that the dyebaths, padding liquors and printing pastes of the dyeing process according to the invention contain alkaline compounds, such as are usually used for fixing fiber-reactive dyes, such as sodium carbonate, potassium carbonate, sodium hydroxide solution and water glass, not at all or in an insignificant amount, and that, moreover, the usual amount Addition of electrolyte salts, which should increase the migration of the dye on the fiber in particular, not or only to a small extent, ie up to a maximum of 10 gp ro liter of dye bath or dye liquor, is required.
  • the dyeing process according to the invention is accordingly carried out within a pH range between 4 and 8, preferably between 4.5 and 7.
  • Dyeing processes which can be used according to the invention are, for example, the various extraction processes, such as dyeing on the jigger and on the reel runner or dyeing from a long or short liquor, dyeing in jet dyeing machines, dyeing using the pad-cold-dwell method or after a block-hot steam fixing process. With the pull-out process you can work in the usual liquor ratio of 1: 3 to 1:20.
  • the dyeing temperature can be between 30 and 90 ° C, preferably it is at a temperature below 60 ° C; As can be seen from the above-mentioned application of the pad-cold residence method according to the invention, dyeing is also advantageously possible at room temperature (10 to 30 ° C.)
  • the use of the customary, often necessary dyeing aids such as surfactants (wetting agents), thiourea, thiodiethylene glycol, thickeners, leveling aids, auxiliaries which improve the solubility of dyes in the concentrated padding liquors, such as condensation products of formaldehyde and optionally alkyl-substituted Naphthalenesulfonic acids, and especially urea, can be omitted entirely or to a considerable extent.
  • surfactants wetting agents
  • thiourea thiodiethylene glycol
  • thickeners thickeners
  • leveling aids auxiliaries which improve the solubility of dyes in the concentrated padding liquors, such as condensation products of formaldehyde and optionally alkyl-substituted Naphthalenesulfonic acids, and especially urea
  • the modified fiber material according to the invention can only be dyed using a pure aqueous dye solution in which only an extremely small amount of electrolyte salts (such as sodium chloride and sodium sulfate), which are contained in the dye powders as adjusting agents, are dissolved.
  • electrolyte salts such as sodium chloride and sodium sulfate
  • the present invention can also advantageously be used for single-bath dyeing processes for dyeing mixtures of cellulose and polyester fibers if, in addition, a disperse dye which is suitable for dyeing polyester fiber materials is used in the common dye bath with a reactive dye. Since many disperse dyes are sensitive to alkali, especially when using higher temperatures, They cannot be used in single-bath dyeing of cellulose / polyester mixed fiber materials, since the use of the high temperatures in the alkali-containing bath in the dyeing of the polyester fiber by the disperse dye leads to damage to the disperse dye.
  • the present invention makes it possible to dye free of alkali, so that in the aqueous, alkali-free dye liquor, the reactive dye can be fixed first at low temperature, for example at a dyeing temperature between 30 and 80 ° C., and then the polyester fiber with the disperse dye in the usual way at temperatures above 100 ° C, such as between 110 and 140 ° C, colored.
  • All water-soluble, preferably anionic dyes which preferably have one or more sulfo and / or carboxy groups and which can optionally contain fiber-reactive groups, are suitable for the dyeing methods according to the invention.
  • fiber-reactive dyes they can belong to the class of azo development dyes, direct dyes, vat dyes and acid dyes, which include, for example, azo dyes, copper complex, cobalt complex and chromium complex azo dyes, copper and nickel phthalocyanine dyes, anthraquinone and copper formazan - And triphendioxazine dyes.
  • azo development dyes direct dyes
  • vat dyes and acid dyes which include, for example, azo dyes, copper complex, cobalt complex and chromium complex azo dyes, copper and nickel phthalocyanine dyes, anthraquinone and copper formazan - And triphendioxazine dyes.
  • azo dyes copper complex, cobalt complex and
  • Fiber-reactive dyes are organic dyes which contain 1, 2, 3 or 4 fiber-reactive radicals from the aliphatic, aromatic or heterocyclic series. Such dyes have been extensively described in the literature.
  • the dyes can belong to a wide variety of dye classes, for example the class of monoazo, disazo, polyazo, metal complex azo, such as 1: 1 copper, 1: 2 chromium and 1: 2 cobalt complex monoazo.
  • Fiber-reactive dyes are understood to mean those which have a “fiber-reactive” group, ie a group which contains the hydroxyl groups of cellulose, the amino, carboxy, hydroxyl and thiol groups of wool and silk or the amino and possibly carboxy groups of synthetic polyamides are able to react to form covalent chemical bonds.
  • the fiber-reactive residue can be bound to the dye residue directly or via a bridge member; preferably it is directly or via an optionally monoalkylated amino group, such as, for example, a group of the formula -NH-, -N (CH3) -, -N (C2H5) - or -N (C3H7) -, or via an aliphatic radical, such as one Methylene, ethylene or propylene radical or an alkylene radical of 2 to 8 carbon atoms, which can be interrupted by one or two oxi and / or amino groups, or via a bridge member containing an amino group, such as a phenylamino group, to the Dye residue bound.
  • an optionally monoalkylated amino group such as, for example, a group of the formula -NH-, -N (CH3) -, -N (C2H5) - or -N (C3H7) -, or via an aliphatic radical, such as one Methylene, ethylene or propylene radical
  • Particularly interesting fiber-reactive radicals are fluorine and chloro-1,3,5-triazine radicals of the formula (4) in which Hal is chlorine or fluorine and Q is an amino, alkylamino, N, N-dialkylamino, cycloalkylamino, N, N-dicycloalkylamino, aralkylamino, arylamino, N-alkyl-N-cyclohexylamino, N- Alkyl-N-arylamino group or an amino group which contains a heterocyclic radical which may have a further fused-on carbocyclic ring, or amino groups in which the amino nitrogen atom is a member of an N-heterocyclic ring which optionally contains further heteroatoms, and hydrazino and semicarbazido groups , where the alkyl radicals mentioned can be straight-chain or branched and low molecular weight and higher molecular weight, preferably those having 1 to 6 carbon atoms.
  • Suitable cycloalkyl, aralkyl and aryl radicals are, in particular, cyclohexyl, benzyl, phenethyl, phenyl and naphthyl radicals; heterocyclic radicals are especially furan, thiophene, pyrazole, pyridine, pyrimidine, quinoline, benzimidazole, benzothiazole and Benzoxazole residues.
  • Suitable amino groups, in which the amino nitrogen atom is a member of an N-heterocyclic ring are preferably residues of six-membered N-heterocyclic compounds which may contain nitrogen, oxygen or sulfur as further heteroatoms.
  • alkyl, cycloalkyl, aralkyl and aryl radicals, the heterocyclic radicals and the N-heterocyclic rings can additionally be substituted, for example by halogen, such as fluorine, chlorine and bromine, nitro, cyano, trifluoromethyl, sulfamoyl, carbamoyl, C1 -C4-alkyl, C1-C4-alkoxy, acylamino groups such as acetylamino or benzoylamino, ureido, hydroxy, carboxy, sulfomethyl or sulfo.
  • halogen such as fluorine, chlorine and bromine
  • sulfamoyl carbamoyl, C1 -C4-alkyl, C1-C4-alkoxy
  • acylamino groups such as acetylamino or benzoylamino, ureido
  • amino groups are: -NH2, methylamino, ethylamino, propylamino, isopropylamino, butylamino, hexylamino, ⁇ -methoxyethylamino, ⁇ -methoxypropylamino, ⁇ -ethoxyethylamino, N, N-dimethylamino, N, N-diethylamino, ⁇ -chloroethylamino , ⁇ -cyanoethylamino, ⁇ -cyanopropylamino, ⁇ -carboxyethylamino, sulfomethylamino, ⁇ -sulfoethylamino, ⁇ -hydroxyethylamino, N, N-di- ⁇ -hydroxyethylamino, ⁇ -hydroxypropylamino, benzylamino, phenethylamino, cyclohexylamino, phenyla
  • Q can be an amino radical of the general formula -NR10R11, in which R10 is hydrogen or alkyl of 1 to 4 carbon atoms, such as methyl or ethyl, and R11 is phenyl which is formed by a fiber-reactive radical of the vinylsulfone series directly or via a methylamino , Ethylamino-, methylene, ethylene or propylene group is substituted and that by 1 or 2 substituents from the group methoxy, ethoxy, methyl, ethyl, chlorine, carboxy and may be substituted by sulfo, or R11 is alkyl of 2 to 4 carbon atoms, such as ethyl or n-propyl, which is substituted by a fiber-reactive group of the vinylsulfone series, or alkylenephenyl having an alkylene radical of 1 to 4 carbon atoms, the Phenyl is substituted by a fiber-reactive radical of the vinyl sulfone series,
  • Fiber-reactive groups of the vinyl sulfone series are those of the general formula -SO2-Y, in which Y is vinyl or ethyl which is substituted in the ⁇ -position by an alkaline eliminable substituent, such as, for example, chlorine, sulfato, phosphato, thiosulfato, acetyloxy, sulfobenzoyloxy and dimethylamino.
  • an alkaline eliminable substituent such as, for example, chlorine, sulfato, phosphato, thiosulfato, acetyloxy, sulfobenzoyloxy and dimethylamino.
  • the dyeings of the modified cellulose fiber materials obtainable in the manner according to the invention require no further aftertreatment after removal from the dyebath or after completion of the fixation of the dye on the substrate, in particular no complicated aftertreatment process including washing.
  • a final boiling treatment of the dyed substrate with a washing solution to improve the fastness properties is not necessary.
  • a strong, uniformly colored red color is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
  • a cotton fabric modified in accordance with Example 1a) according to the invention is dyed by a conventional pad-dying dyeing process.
  • an aqueous dye solution containing 20 parts of the known dye of the formula in 1000 parts by volume Contains 100 parts of urea and 3 parts of a commercially available nonionic wetting agent dissolved, by means of a foulard with a liquor absorption of 80%, based on the weight of the fabric, applied to the fabric at 25 ° C.
  • the fabric padded with the dye solution is wound onto a dock, wrapped in a plastic wrap and left at 40 to 50 ° C for four hours and then with cold and hot water, which may or may not contain a commercially available wetting agent, and then again if necessary cold water rinsed and dried.
  • a strong, uniformly colored yellow coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
  • a deep blue color is obtained with the good fastness properties customary for this dye.
  • Example 4 The procedure of Example 4 is followed to produce a dyeing of a polyester / cotton blend, but using the disperse dye of the formula known from Japanese Patent Application Publication Sho-54-69139 and using the fiber-reactive copper phthalocyanine dye of the formula known from Example 3 of German Patent Application No. 28 35 035 and after the usual completion receives a lively blue-colored blended fabric with high level of coloration and with high fastness to use.
  • a cellulose fiber material modified according to the invention such as, for example, from a cellulose fiber material modified according to the above exemplary embodiments, and this according to one of the customary dyeing methods, such as printing processes, exhausting methods or padding methods, for example analogously to one of the dyeing methods described in the above exemplary embodiments, subject to a dyeing process using one of the known dyes specified in the following table examples in the manner according to the invention, ie without using an alkali and without or only with very little use of an electrolyte, the material used also being a modified cellulose fiber material in a mixture with a polyester fiber material can. Based on the cellulose fiber material, clear dyeings and prints with the hue given in the respective table example and the good fastness properties for the respective dye.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Artificial Filaments (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP93111452A 1992-07-24 1993-07-16 Verfahren zur Herstellung eines modifizierten Fasermaterials und Verfahren zum Färben des modifizierten Fasermaterials mit anionischen Textilfarbstoffen Expired - Lifetime EP0580091B1 (de)

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Application Number Priority Date Filing Date Title
DE4224441 1992-07-24
DE4224441 1992-07-24

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EP0580091A1 EP0580091A1 (de) 1994-01-26
EP0580091B1 true EP0580091B1 (de) 1995-11-08

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US (1) US5601621A (es)
EP (1) EP0580091B1 (es)
JP (1) JPH06166967A (es)
KR (1) KR940005851A (es)
CN (1) CN1085280A (es)
AT (1) ATE130058T1 (es)
AU (1) AU4212093A (es)
BR (1) BR9302973A (es)
CA (1) CA2101180A1 (es)
CZ (1) CZ148993A3 (es)
DE (1) DE59300885D1 (es)
DK (1) DK0580091T3 (es)
ES (1) ES2081167T3 (es)
FI (1) FI933306A (es)
GR (1) GR3018522T3 (es)
IL (1) IL106452A0 (es)
MX (1) MX9304448A (es)
PL (1) PL299785A1 (es)
TR (1) TR26901A (es)
TW (1) TW223669B (es)

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DE4422707A1 (de) * 1994-06-29 1996-01-04 Hoechst Ag Verfahren zum Färben aminierter Cellulose-/Polyester-Mischgewebe mit faserreaktiven Dispersionsfarbstoffen
CN102558904B (zh) * 2010-12-07 2013-10-23 佛山市宇丰染料有限公司 一种低碱型活性染料及其染色方法
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BR9302973A (pt) 1994-02-22
TR26901A (tr) 1994-08-22
ATE130058T1 (de) 1995-11-15
US5601621A (en) 1997-02-11
CA2101180A1 (en) 1994-01-25
DE59300885D1 (de) 1995-12-14
FI933306A (fi) 1994-01-25
GR3018522T3 (en) 1996-03-31
MX9304448A (es) 1994-02-28
TW223669B (es) 1994-05-11
DK0580091T3 (da) 1996-03-04
ES2081167T3 (es) 1996-02-16
JPH06166967A (ja) 1994-06-14
CZ148993A3 (en) 1994-02-16
PL299785A1 (en) 1994-02-07
FI933306A0 (fi) 1993-07-22
CN1085280A (zh) 1994-04-13
AU4212093A (en) 1994-01-27
IL106452A0 (en) 1993-11-15
EP0580091A1 (de) 1994-01-26
KR940005851A (ko) 1994-03-22

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