EP0162018A1 - Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve - Google Patents

Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve Download PDF

Info

Publication number
EP0162018A1
EP0162018A1 EP85810223A EP85810223A EP0162018A1 EP 0162018 A1 EP0162018 A1 EP 0162018A1 EP 85810223 A EP85810223 A EP 85810223A EP 85810223 A EP85810223 A EP 85810223A EP 0162018 A1 EP0162018 A1 EP 0162018A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
ethylene oxide
adduct
moles
preparation
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
EP85810223A
Other languages
German (de)
English (en)
Other versions
EP0162018B1 (fr
Inventor
Hans-Ulrich Berendt
Paul Dr. Schäfer
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of EP0162018A1 publication Critical patent/EP0162018A1/fr
Application granted granted Critical
Publication of EP0162018B1 publication Critical patent/EP0162018B1/fr
Expired legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/04—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06N3/06—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds with polyvinylchloride or its copolymerisation products
    • 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
    • D06P1/96—Dyeing characterised by a short bath ratio
    • D06P1/965—Foam dyeing
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/04—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • D06P1/22—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 vat dyestuffs including indigo
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6133—Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/918—Cellulose textile

Definitions

  • the present invention relates to a process for dyeing or printing cellulose-containing textile material with vat dyes using foam.
  • the process is characterized in that, with exclusion of air, a foamed, aqueous preparation is used which contains dyes, foaming agents, reducing agents, alkalis and preferably additionally a homopolymer or copolymer of acrylamide or methacrylamide or a graft polymer which consists of an adduct of an alkylene oxide and at least one trihydric aliphatic alcohol having 3 to 10 carbon atoms and acrylamide or methacrylamide is available.
  • the preparation can also contain mixtures of the polymers mentioned.
  • the foam application can be carried out with or without polymers based on acrylamide or methacrylamide.
  • the foamed preparation preferably contains these polymers.
  • the amounts used, in which the acrylic acid amide polymers are added alone or as a mixture to the preparations to be foamed, can range from 0.5 to 20 g / l in the form of aqueous solutions, depending on the process. Quantities of 0.5 to 10 g, preferably 1 to 5 g in the form of 2 to 10% aqueous solutions, per liter of non-foamed preparation have proven to be advantageous.
  • the polymers based on acrylamide or methacrylamide used according to the invention are preferably the graft polymers according to the definition.
  • graft polymers which can be obtained by graft polymerization of methacrylamide or, in particular, acrylamide onto an adduct of 4 to 100 mol, preferably 40 to 80 mol, of propylene oxide with 3 to 6 carbon atoms having trivalent to hexavalent alkanols.
  • alkanols can be straight-chain or branched. Examples include glycerol, trimethylolethane, trimethylolpropane, erythritol, pentaerythritol, mannitol or sorbitol.
  • graft polymers are those which are prepared by grafting methacrylamide or acrylamide onto addition products of mixtures of ethylene oxide and propylene oxide or else of ethylene oxide alone with the polyhydric alcohols mentioned.
  • Graft polymers of acrylamide and addition products of 40 to 80 moles of propylene oxide with 1 mole of glycerol have proven to be particularly suitable.
  • the graft polymers used according to the invention advantageously contain 2.5 to 50% by weight of the defined adduct as the parent chain and 50 to 97.5% by weight of grafted methacrylamide or preferably acrylamide as the side chains.
  • the graft polymers preferably have 2.5 to 30% by weight of the alkylene oxide adduct by definition and 70 to 97.5% by weight of grafted methacrylamide or, in particular, acrylamide.
  • the amide content is more preferably 80 to 97.5% by weight, based on the graft polymer.
  • those which contain 4 to 20% by weight of the adduct of 40 to 80 mol of propylene oxide with 1 mol of glycerol and 80 to 96% by weight of acrylamide as the parent chain are particularly preferred.
  • the graft polymers used according to the invention are prepared by methods known per se, expediently in such a way that (1) an adduct of an alkylene oxide with an at least trihydric aliphatic alcohol of 3 to 10 carbon atoms with (2) acrylamide or methacrylamide and in the presence of Catalysts, advantageously polymerized at a temperature of 40 to 100 ° C.
  • Free radical-forming organic or preferably inorganic initiators are expediently used as catalysts.
  • Suitable organic initiators for carrying out the radical polymerization are e.g. symmetrical peroxidicarbonates, butyl peroctoates,
  • Suitable inorganic initiators are hydrogen superoxide, perborates, persulfates or peroxidisulfates.
  • the preferred initiator or activator is potassium peroxydisulfate.
  • These catalysts can be used in amounts of 0.05 to 5 percent by weight, advantageously 0.05 to 2 percent by weight and preferably 0.1 to 1 percent by weight, based on the starting products.
  • the graft polymerization is advantageously carried out in an inert atmosphere, e.g. carried out in a nitrogen atmosphere.
  • the graft polymers are obtained as a very viscous mass.
  • gel-like products with a dry content of, for example, 0.5 to 20% by weight, preferably 2 to 20% by weight, can be produced.
  • Preservatives can be used to preserve and / or improve the storage stability of the aqueous graft polymer solutions obtained agents such as chloroacetamide, N-hydroxymethylchloroacetamide, pentachlorophenolates, alkali metal nitrites, triethanolamine or preferably hydroquinone monomethyl ether or antibacterial agents such as sodium azide or surface-active quaternary ammonium compounds which have one or two fatty alkyl residues are added. Mixtures of these preservatives and germicidal compounds can also advantageously be used.
  • the particularly preferred 2 to 5% solutions of the graft polymers obtained have a viscosity of 3,000 to 150,000, preferably 15,000 to 120,000 and in particular 40,000 to 80,000 mPas (milli Pascal second at 25 ° C. ).
  • the polyalkylene oxide adducts used to prepare the graft polymers generally have a molecular weight of 400 to 6000, preferably 3000 to 4500.
  • linear or branched polymers of acrylic acid amide or methacrylic acid amide as well as copolymers of acrylic acid amide or methacrylic acid amide and other ethylenically unsaturated monomers, such as e.g.
  • Acrylic acid methacrylic acid, a-haloacrylic acid, 2-hydroxyethylacrylic acid, ⁇ -cyanoacrylic acid, crotonic acid, vinyl acetic acid, maleic acid, acrylonitrile, methacrylonitrile, vinyl alkyl ether, (methyl vinyl ether, isopropyl vinyl ether), vinyl ester (vinyl acetate), styrene, vinyltolnol, vinylsulfido acid, 2 -methylpropane sulfonic acid or esters of the said a, ⁇ -unsaturated carboxylic acids and especially half-esters of maleic acid with adducts of 2 to 15 moles of ethylene oxide with monoalcohols having 8 to 22 carbon atoms.
  • the weight ratio of the acrylic acid amide to the other monomers is preferably from 9: 1 to 1: 1.
  • Anionic or nonionic compounds with surface-active properties are generally suitable as foaming agents.
  • the surfactants reduce the surface tension of Solutions that facilitate and stabilize foam formation.
  • Both the anionic and the nonionic surfactants can be present as individual compounds, as mixtures with one another or as combinations of anionic and nonionic surfactants.
  • the acid residue of these anionic surfactants is usually in salt form, i.e. e.g. as an alkali metal, ammonium or amine salt.
  • salts are lithium, sodium, potassium, ammonium, trimethylamine, ethanolamine, diethanolamine or triethanolamine salts.
  • Components (1) to (4) can be used alone or as mixtures with one another as foaming agents.
  • the nonionic surfactant is advantageously a nonionic alkylene oxide adduct of 1 to 100 moles of alkylene oxide, e.g. Ethylene oxide and / or propylene oxide, on 1 mol of an aliphatic monoalcohol with at least 4 carbon atoms, a 3- to 6-valent aliphatic alcohol, an optionally substituted by alkyl or phenyl or a fatty acid with 8 to 22 carbon atoms.
  • nonionic surfactants are block polymers of the formula or the formula wherein R is hydrogen, alkyl or alkenyl with at most 18 carbon atoms, preferably 8 to 16 carbon atoms, o-phenylphenyl or alkylphenyl with 4 to 12 carbon atoms in the alkyl part, of Z 1 and Z 2 of a hydrogen and the other methyl, y 1 to 75, preferably 3 to 50 and x are 1 to 30 and the sum of n + n 2 is 3 to 30, preferably 3 to 15 and of y y 1 + y 2 is 2 to 30, preferably 4 to 20 and n 2 and y 2 are also 0 can.
  • Preferred block polymers of the formula (1) are those in which R is alkyl or alkenyl of 4 to 18, preferably 8 to 16 carbon atoms, y 1 to 15, preferably 3 to 15, n 1 3 to 15 and n 2 0.
  • Particularly advantageous block polymers are fatty alcohol polyglycol mixed ethers, in particular addition products of 3 to 10 ethylene oxide and 3 to 10 mol of propylene oxide with aliphatic monoalcohol of 8 to 16 carbon atoms, preferably alkanols of 8 to 16 carbon atoms.
  • block polymers are advantageously composed of 10 to 50 percent by weight of ethylene oxide and 50 to 90 percent by weight of units derived from propylene oxide and have a molecular weight of 250 to 6000, in particular 350 to 3000.
  • Siloxane-oxyalkylene copolymers can also be used as nonionic surfactants. These polymers are reaction products of halogen-substituted organopolysiloxanes and alkali metal salts of polyoxyalkylene, e.g. Polyethylene or polypropylene glycols. Such connections are e.g. described in European Patent Specification 30 919 or 49 832.
  • Preferred block polymers and siloxane-oxyalkylene copolymers which are used as foaming agents or foam moderators expediently have a cloud point of 15 to 70 ° C., preferably 25 to 50 ° C.
  • the cloud point is e.g. determined according to DIN 53 917.
  • the foaming agents used according to the invention are preferably used in the form of mixtures of the above-mentioned anionic and / or nonionic surfactants.
  • the foam-forming mixtures can contain quaternary ammonium salts.
  • the latter can e.g. by reacting aliphatic fatty amines whose alkyl or alkenyl radicals have 8 to 24 carbon atoms, e.g. Dodecylamine, hexadecylamine, heptadecylamine, octadecylamine, tallow fatty amine, behenylamine or oleylamine or di- and triamines, e.g.
  • an alkylene oxide e.g. Propylene oxide, but especially ethylene oxide or a mixture of propylene oxide and ethylene oxide and optionally additionally with 1 to 2 equivalents of styrene oxide
  • conventional quaternizing agents such as e.g. Meth
  • Particularly suitable cationic auxiliaries which have been quaternized with dimethyl sulfate, diethyl sulfate or C 1 -C 2 -alkyl halides, for example methyl chloride or iodide, are products of addition products of 2 to 35 mol of ethylene oxide and optionally additionally 1 mol of styrene oxide onto alkylamines or alkenylamines having 12 to 24 carbon atoms or their mixtures proved.
  • the foam-forming mixtures can be prepared by simply stirring the components with water. If desired, the foaming agents can be added to the treatment liquors in the form of one or more mixtures. The individual mixtures can also serve as a foam moderator, foam stabilizer or wetting agent.
  • the amounts used, in which the foaming agents, preferably in the form of mixtures, are added to the treatment liquors, vary between 2 and 50 g, preferably between 2.5 and 20 g, per liter of treatment liquor to be foamed, depending on the printing process.
  • Suitable dyes which can be used in the process according to the invention are the vat dyes usually used for dyeing or printing cellulose textile materials.
  • vat dyes are e.g. for higher fused and heterocyclic benzoquinones or naphthoquinones, for sulfur dyes and in particular for anthraquinone or indigoid dyes.
  • vat dyes which can be used according to the invention are listed in the Color Index 3rd Edition (1971) Vol. 3 on pages 3649 to 3837 under the names "Sulfur Dyes” and "Vat Dyes”.
  • the amount of the dyes generally depends on the desired color strength and is expediently 0.1 to 100 g per liter of printing ink, preferably 5 to 60 g / l of printing ink.
  • Sodium dithionite sodium hydrosulfite
  • vatting is used as a reducing agent for converting the vat dyes into the fiber-affine form of the leuco compound (vatting).
  • the vatting takes place in an alkaline medium.
  • alkaline compounds include sodium carbonate, sodium bicarbonate, sodium hydroxide, disodium phosphate, trisodium phosphate, borax, aqueous ammonia or alkali donors, such as e.g. Sodium trichloroacetate used.
  • the method according to the invention is particularly suitable for printing textiles which consist of or contain cellulose.
  • Suitable cellulose material is regenerated or, in particular, natural cellulose, such as Cellulose, viscose silk, cellulose acetate, hemp, linen, jute or preferably cotton, as well as fiber mixtures e.g. those made of polyamide / cotton or in particular of polyester / cotton, it being possible for the polyester portion to be printed simultaneously with disperse dyes.
  • natural cellulose such as Cellulose, viscose silk, cellulose acetate, hemp, linen, jute or preferably cotton, as well as fiber mixtures e.g. those made of polyamide / cotton or in particular of polyester / cotton, it being possible for the polyester portion to be printed simultaneously with disperse dyes.
  • the textile material can be in any form, e.g. as yarn, skein, woven fabric, knitted fabric, felt, preferably in the form of textile fabrics such as woven or knitted fabric, which consist entirely or partially of native, regenerated or modified cellulose.
  • the preparations to be foamed are expediently prepared by dissolving the dye and adding the acrylamide polymer, the foaming agent, the alkalis and reducing agents.
  • the preparations can contain other conventional additives, e.g.
  • Electrolytes such as sodium chloride or sodium sulfate, glucose, urea, reduction catalysts, fixation accelerators, protective colloids, sulfobetaines, sequestering agents or, depending on the printing ink, also leveling agents and wetting agents.
  • the addition of thickeners is not necessary.
  • the pH of the printing inks is usually 8 to 13.5, preferably 9 to 13 ..
  • the foams can be produced on the commercially available foaming devices, the foams being excluded from the air by means of non-oxidizing blowing agents, e.g. using nitrogen, if desired also continuously.
  • degrees of foaming i.e. Volume ratios of unfoamed to foamed preparation from 1: 2 to 1: 100, advantageously 1: 3 to 1:30, preferably 1: 4 to 1:20, have been found to be suitable.
  • the foams used according to the invention are distinguished by the fact that they are thick, dense and stable, i.e. are durable and usable for a long time.
  • the foams used according to the invention preferably have half-lives of 1 minute to 6 hours, preferably 10 minutes to 1 hour.
  • the foams can be applied evenly to the fiber materials using a wide variety of application techniques. Examples of some possibilities are: sucking in, blowing in, pressing in or printing.
  • the foam color can be applied using the machines suitable for textile printing.
  • the foam is advantageously applied by means of a screen printing machine, preferably in a closed system. Systems of this type are described, for example, in DE-OSs 3,034,802 and 3,034,803.
  • the foams can be applied at a temperature of 10 to 105 ° C. It is preferably carried out at room temperature, i.e. around 15 to 30 ° C. Based on the treated fabric, the foam application is generally 10 to 120, in particular 15 to 50 percent by weight.
  • the foam is drained immediately upon contact with the tissue. If desired, the foam application can be repeated on the back of the fabric. It is also possible to apply different pressure foams to the front and back of the textile material.
  • the foam application according to the invention is preferably carried out by first treating the treatment liquor in a suitable device in a closed system, e.g. under pressure, and in an inert atmosphere e.g. in a nitrogen atmosphere, foamed and the foam produced is transported to the application device by means of pipelines.
  • the foam is then applied to the textile fabric, preferably through a sieve or a sieve-like intermediate carrier, whereupon the foam is sucked into, pressed into or pressed into the goods.
  • a perforated sheet, a latticework, network, wire mesh, screen drum or a screen template can be used as the screen or screen-like intermediate support.
  • the printed textile material is subjected to a heat treatment process if necessary, then oxidized, soaped and finished in the usual way.
  • the heat treatment is usually carried out by a steaming process and in the absence of air. It can also be carried out using microwaves. After impregnation with the pressure foam, the goods are treated in a chamber with the exclusion of air using microwaves.
  • the textile materials printed with the dyeing foam are subjected to a treatment in a steamer with possibly superheated steam, expediently at a temperature of 60 to 120 ° C., preferably 100 to 106 ° C. Depending on the temperature, steaming can take 15 to 120 seconds.
  • the microwave treatment can take about 15 seconds to 30 minutes. Preferably 1 to 15 minutes will suffice.
  • Microwaves are electromagnetic waves (radio waves) in the frequency range from 300 to 100,000 MHz, preferably 1000 to 30,000 MHz.
  • the dyed cellulose-containing textile material can be washed out in a conventional manner in order to remove unfixed dye and to finally develop the color of the dyeing.
  • the substrate is treated, for example, at from 40 ° C. to cooking temperature in a solution which contains soap or synthetic detergent.
  • level and vivid color prints are obtained, which are characterized by sharpness and a good handle. Furthermore, the fastness to use of the colored goods, such as Light fastness, rub fastness and wet fastness are not negatively affected by the use of the defined acrylic acid amide polymer.
  • color prints with vat dyes on cellulose-containing textiles can be made using the foam application according to the invention with the exclusion of the usual thickeners, such as, for example, alginates, cellulose derivatives, starch ether or core meal ether such as locust bean meal, which are generally used in large quantities.
  • thickeners such as, for example, alginates, cellulose derivatives, starch ether or core meal ether such as locust bean meal
  • the amounts of the dyes relate to commercial, i.e. coupé goods and with the aids on pure substance.
  • the five-digit Color Index numbers (C.I.) refer to the 3rd edition of the Color Index.
  • Instructions 1 A solution of 22.5 g of acrylamide, 2.5 g of an adduct of 52 moles of propylene oxide with 1 mole of glycerol and 0.04 g of potassium peroxydisulfate in 200 g of water is heated to 50 ° C. while stirring and passing over nitrogen, and 3 Heated at this temperature for hours. A solution of 0.03 g of potassium peroxydisulfate in 40 g of water is then added dropwise over the course of 60 minutes, and the very viscous solution is diluted with the addition of 300 ml of water over the course of 30 minutes. The reaction mixture is then kept at 50 ° C.
  • Procedure 2 A solution of 71.25 g of acrylamide, 3.75 g of an adduct of propylene oxide and glycerol with an average molecular weight of 4200 and 0.09 g of potassium peroxydisulfate in 600 g of water is introduced and heated to 50 ° C. with stirring and passing over nitrogen and kept at 50 ° C. for 3 hours. The viscosity of the solution gradually increases. A solution of 0.06 g of potassium peroxydisulfate in 120 g of water is added dropwise over 60 minutes. About 10 minutes after the start of the dropping, the viscosity of the solution becomes so great that 600 g of water must be allowed to flow in over the next 20 minutes.
  • the increasingly viscous solution is kept at 50 ° C. for a further 5 hours, with portions being diluted with an additional 400 g of water.
  • 1.7 g of hydroquinone monomethyl ether are added, the mixture is cooled to room temperature with stirring and 1794 g of a free-flowing gel with a polymer content of 4.3% are obtained. Measured at 25 ° C, this gel has a viscosity of 64202 mPas.
  • Instructions 5 If the addition product specified in instruction 4 is replaced by a further addition product of 53 mol of propylene oxide and 1 mol of trimethylolpropane, 446 g of a gel with a graft polymer content of 4.2% are obtained. This gel, measured at 25 ° C, has a viscosity of 19500 mPas.
  • Instructions 7 A mixture of 15.1 g of acrylamide, 6.5 g of an adduct of 70 moles of propylene oxide with 1 mole of glycerol and 0.025 g of potassium peroxydisulfate in 200 g of water is heated to 50 ° C. with stirring and passing over nitrogen and at 3 hours kept at this temperature. The increasingly viscous solution is then heated to 55 ° C. for 5 hours. A solution of 0.4 g of chloroacetamide and 0.4 g of hydroquinone monomethyl ether in 291 g of water is added to the gel, and 512 g of a gel with a polymer content of 4.2% are obtained. Measured at 25 ° C, this gel has a viscosity of 16300 mPas.
  • Instructions 8 A mixture of 13 g of acrylamide, 8.7 g of an adduct of 70 moles of propylene oxide with 1 mole of glycerol and 0.015 g of potassium peroxide disulfate in 150 g of water is heated to 50 ° C. with stirring and passing over nitrogen and at this temperature for 4 hours held. The increasingly viscous solution is then heated to 65 ° C. for 2 hours and to 60 ° C. for a further 3 hours. A solution of 0.4 g of chloroacetamide and 0.4 g of hydroquinone monomethyl ether in 347 g of water is added to the gel, and 519 g of a gel with a polymer content of 4.2% are obtained. Measured at 25 ° C, this gel has a viscosity of 15582 mPas.
  • the printing ink is mixed with 50 g of sodium hydrosulfite and foamed with nitrogen in a closed system using a foam unit.
  • the degree of foaming is 1:10.
  • This foam is pressed under pressure (0.60 bar) through pipelines over a screen template onto a cotton fabric.
  • the printed fabric is then steamed at 102 ° C. for 30 seconds, oxidized in air and then rinsed, soaped, rinsed and dried as usual.
  • a level and sharp red print with excellent fastness properties is obtained.
  • the printing ink is then coated with 10 g of sodium hydrosulfite and foamed with nitrogen in a closed system using a foam unit.
  • the degree of foaming is 1:23.
  • This foam is pressed under pressure through pipelines over a screen template onto a cotton fabric.
  • the tissue is then oxidized in air and then rinsed, soaped, rinsed and dried.
  • the printing ink is then coated with 16 g of sodium hydrosulfite and foamed with nitrogen in a closed system using a foam unit.
  • the degree of foaming is 1: 8.
  • This foam is pressed under pressure through pipelines over a screen template onto a cotton fabric.
  • the tissue is then oxidized in air and then rinsed, soaped, rinsed and dried.
  • This foam is pressed under pressure through pipelines over a screen template onto a cotton fabric.
  • the fabric is then steamed at 102 ° C for 30 seconds, oxidized in air and then rinsed, soaped, rinsed again and dried.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP85810223A 1984-05-18 1985-05-09 Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve Expired EP0162018B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH2456/84 1984-05-18
CH245684 1984-05-18

Publications (2)

Publication Number Publication Date
EP0162018A1 true EP0162018A1 (fr) 1985-11-21
EP0162018B1 EP0162018B1 (fr) 1988-06-29

Family

ID=4234235

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85810223A Expired EP0162018B1 (fr) 1984-05-18 1985-05-09 Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve

Country Status (6)

Country Link
US (1) US4613335A (fr)
EP (1) EP0162018B1 (fr)
JP (1) JPS60252788A (fr)
KR (1) KR850008508A (fr)
CA (1) CA1241802A (fr)
DE (1) DE3563547D1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0246184A3 (fr) * 1986-05-16 1988-12-07 Ciba-Geigy Ag Procédé d'impression ou de teinture de matières textiles cellulosiques
FR2616164A1 (fr) * 1987-06-05 1988-12-09 Ciba Geigy Ag Procede de teinture ou appret par foulardage avec fixation a la continue de matieres textiles
DE102008039500A1 (de) 2008-08-23 2010-02-25 Dystar Textilfarben Gmbh & Co. Deutschland Kg Verfahren zum Färben von textilen Materialien

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0246185B1 (fr) * 1986-05-16 1990-01-03 Ciba-Geigy Ag Procédé d'impression ou de teinture de matières textiles cellulosiques
CA1318054C (fr) * 1988-10-03 1993-05-18 Hans-Ulrich Berendt Polymeres greffes solubles ou dispersables dans l'eau, preparation et utilisation de ces polymeres
US5632782A (en) * 1994-09-01 1997-05-27 Clariant Finance (Bvi) Ltd. Exhaust dyeing process for sulphur dyes
US20050241078A1 (en) * 2004-04-28 2005-11-03 Gaston Systems, Inc. Method and apparatus for dyeing cellulosic textile substrates with an inert leuco state dye and dyed product
US7913524B2 (en) * 2004-04-28 2011-03-29 Gaston Systems, Inc. Apparatus for dyeing textile substrates with foamed dye
CN103334316A (zh) * 2013-07-25 2013-10-02 浙江美欣达印染集团股份有限公司 一种泡沫染色浴及其印染工艺
US11168423B2 (en) 2018-03-12 2021-11-09 Gaston Systems, Inc. Dye fixing section for an indigo dyeing machine
US11179744B2 (en) 2018-11-13 2021-11-23 Gaston Systems, Inc. Segmented distribution assembly for distributing fluid to an applicator nozzle
EP3911796A1 (fr) * 2019-01-16 2021-11-24 Indigo Mill Designs, Inc. Systèmes et procédés de préparation de compositions de colorants désoxygénés
CN110106723B (zh) * 2019-05-16 2021-10-26 广东溢达纺织有限公司 一种还原染料或硫化染料的成衣染色方法

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB871193A (en) * 1959-04-01 1961-06-21 Ici Ltd Improved colouration process for textile materials
GB2027753A (en) * 1978-07-27 1980-02-27 Ciba Geigy Ag Process for the treatment of textile fibre materials with foams
EP0009721A1 (fr) * 1978-09-19 1980-04-16 United Merchants and Manufacturers, Inc. Procédé de traitement de matières textiles par une mousse
GB2078262A (en) * 1980-05-19 1982-01-06 Ciba Geigy Ag Process for dyeing or treating textile fibre materials
FR2498214A1 (fr) * 1981-01-19 1982-07-23 Protex Manuf Prod Chimiq Procede d'application sur des supports plans, textiles ou non textiles, de produits sous forme de mousse
EP0098803A1 (fr) * 1982-07-06 1984-01-18 Ciba-Geigy Ag Polymères greffés solubles ou dispersables dans l'eau, leur fabrication et utilisation
EP0111454A1 (fr) * 1982-12-14 1984-06-20 Ciba-Geigy Ag Procédé de teinture par foulardage de matières textiles cellulosiques

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2559269A (en) * 1949-05-21 1951-07-03 Du Pont Method for producing indigo vat dye paste
US2544909A (en) * 1949-05-25 1951-03-13 Du Pont Method for deaerating indigo paste
US3990840A (en) * 1972-03-24 1976-11-09 Hoechst Aktiengesellschaft Process and device for the dyeing and/or finishing of textile plane articles
US4275656A (en) * 1979-02-14 1981-06-30 Charles J. Choma Bubble printing method

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB871193A (en) * 1959-04-01 1961-06-21 Ici Ltd Improved colouration process for textile materials
GB2027753A (en) * 1978-07-27 1980-02-27 Ciba Geigy Ag Process for the treatment of textile fibre materials with foams
EP0009721A1 (fr) * 1978-09-19 1980-04-16 United Merchants and Manufacturers, Inc. Procédé de traitement de matières textiles par une mousse
GB2078262A (en) * 1980-05-19 1982-01-06 Ciba Geigy Ag Process for dyeing or treating textile fibre materials
FR2498214A1 (fr) * 1981-01-19 1982-07-23 Protex Manuf Prod Chimiq Procede d'application sur des supports plans, textiles ou non textiles, de produits sous forme de mousse
EP0098803A1 (fr) * 1982-07-06 1984-01-18 Ciba-Geigy Ag Polymères greffés solubles ou dispersables dans l'eau, leur fabrication et utilisation
EP0111454A1 (fr) * 1982-12-14 1984-06-20 Ciba-Geigy Ag Procédé de teinture par foulardage de matières textiles cellulosiques

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Band 96, Nr. 4, Januar 1982, Seite 55, Zusammenfassung 21198t, Columbus, Ohio, US; A.M. KISELEV et al.: "Evaluation of printing properties of pastes based on highly dispersed foams for screen printing of acetate fabrics" & IZV. VYSSH. UCHEBN. ZAVED., TEKHNOL., TEKST. PROM-STI. 1981, ((3), 57-60 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0246184A3 (fr) * 1986-05-16 1988-12-07 Ciba-Geigy Ag Procédé d'impression ou de teinture de matières textiles cellulosiques
FR2616164A1 (fr) * 1987-06-05 1988-12-09 Ciba Geigy Ag Procede de teinture ou appret par foulardage avec fixation a la continue de matieres textiles
EP0295205A1 (fr) * 1987-06-05 1988-12-14 Ciba-Geigy Ag Procédé de teinture ou apprêt par foulardage avec fixation à la continue de matières textiles
DE102008039500A1 (de) 2008-08-23 2010-02-25 Dystar Textilfarben Gmbh & Co. Deutschland Kg Verfahren zum Färben von textilen Materialien
US8167958B2 (en) 2008-08-23 2012-05-01 Dystar Colours Deutschland Gmbh Multiple step dyeing textile with concentrated dye systems

Also Published As

Publication number Publication date
US4613335A (en) 1986-09-23
KR850008508A (ko) 1985-12-18
EP0162018B1 (fr) 1988-06-29
DE3563547D1 (en) 1988-08-04
JPS60252788A (ja) 1985-12-13
CA1241802A (fr) 1988-09-13

Similar Documents

Publication Publication Date Title
EP0155232B1 (fr) Procédé de teinture de matières textiles cellulosiques
EP0245202B1 (fr) Procédé d'impression ou de teinture de matières texiles cellulosiques
EP0246184A2 (fr) Procédé d'impression ou de teinture de matières textiles cellulosiques
EP0111454B1 (fr) Procédé de teinture par foulardage de matières textiles cellulosiques
EP0207003B1 (fr) Polymère greffé soluble ou dispersible dans l'eau, sa préparation et son utilisation
EP0162018B1 (fr) Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve
EP0210129B1 (fr) Polymère greffé soluble ou dispersible dans l'eau, sa préparation et son utilisation
EP0197001B1 (fr) Mélange d'adjuvants et son utilisation comme adjuvant de teinture ou adjuvant textile
EP0363319B1 (fr) Polymères greffés solubles ou dispersables dans l'eau, ainsi que leur préparation et leur application
EP0246185B1 (fr) Procédé d'impression ou de teinture de matières textiles cellulosiques
EP0058139B1 (fr) Procédé de teinture ou de finissage de matières fibreuses textiles
EP0151091B1 (fr) Procédé d'impression de matières textiles cellulosiques
DE3000382C2 (fr)
EP0364399A2 (fr) Copolymères solubles ou dispersables dans l'eau, leur préparation et application
US5558677A (en) Dyeing and printing textile materials made of cellulose fibers
DE2449519A1 (de) Faerbeverfahren
JPS60181378A (ja) セルロース含有繊維材料の捺染方法
DE1270528B (de) Verfahren zum Bedrucken von Gebilden aus synthetischem und halbsynthetischem Fasergut

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): BE CH DE FR GB IT LI NL

17P Request for examination filed

Effective date: 19850511

17Q First examination report despatched

Effective date: 19870203

ITF It: translation for a ep patent filed
GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): BE CH DE FR GB IT LI NL

REF Corresponds to:

Ref document number: 3563547

Country of ref document: DE

Date of ref document: 19880804

ET Fr: translation filed
GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19890227

Year of fee payment: 5

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19890307

Year of fee payment: 5

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19890331

Year of fee payment: 5

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19890525

Year of fee payment: 5

ITTA It: last paid annual fee
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19890531

Year of fee payment: 5

26N No opposition filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19890616

Year of fee payment: 5

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19900509

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Effective date: 19900531

Ref country code: CH

Effective date: 19900531

Ref country code: BE

Effective date: 19900531

BERE Be: lapsed

Owner name: CIBA-GEIGY A.G.

Effective date: 19900531

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19901201

GBPC Gb: european patent ceased through non-payment of renewal fee
NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Effective date: 19910131

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19910201

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST