WO1995016815A1 - Agent de fixation de colorant - Google Patents

Agent de fixation de colorant Download PDF

Info

Publication number
WO1995016815A1
WO1995016815A1 PCT/JP1993/001829 JP9301829W WO9516815A1 WO 1995016815 A1 WO1995016815 A1 WO 1995016815A1 JP 9301829 W JP9301829 W JP 9301829W WO 9516815 A1 WO9516815 A1 WO 9516815A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
structural unit
vinylamine
dye
fixing agent
Prior art date
Application number
PCT/JP1993/001829
Other languages
English (en)
Japanese (ja)
Inventor
Yasuharu Mori
Nobuhiko Ueno
Kouji Midori
Juji Uchida
Masayuki Maeno
Original Assignee
Nicca Chemical Co., Ltd.
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
Priority to JP4158169A priority Critical patent/JP2697996B2/ja
Priority claimed from JP4158169A external-priority patent/JP2697996B2/ja
Application filed by Nicca Chemical Co., Ltd. filed Critical Nicca Chemical Co., Ltd.
Priority to PCT/JP1993/001829 priority patent/WO1995016815A1/fr
Priority to DE69323776T priority patent/DE69323776T2/de
Priority to EP94903014A priority patent/EP0685591B1/fr
Publication of WO1995016815A1 publication Critical patent/WO1995016815A1/fr
Priority to US08/682,391 priority patent/US5653772A/en

Links

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
    • D06P1/5214—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
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02—After-treatment
    • D06P5/04—After-treatment with organic compounds
    • D06P5/08—After-treatment with organic compounds macromolecular
    • 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
    • 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
    • D06P1/5221—Polymers of unsaturated hydrocarbons, e.g. polystyrene polyalkylene
    • 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
    • D06P1/5228—Polyalkenyl alcohols, e.g. PVA
    • 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
    • D06P1/525—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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes

Definitions

  • the present invention relates to a reactive dye fixative.
  • the present invention relates to a dye fixing agent which improves the fastness to chlorine of a dyed product dyed with a reactive dye and improves the fastness to moisture.
  • Reactive dyes are widely used for dyeing cellulosic fibers because of their clear hue and good wet fastness. Also, various dye fixing agents for reactive dyes have been developed to improve the wet fastness. On the other hand, a major drawback of reactive dyes is that the dyes are oxidized and discolored by the chlorine contained in tap water and bleach, and as a countermeasure, dye fixatives that have the property of improving chlorine fastness, etc. Is being developed.
  • a homopolymer of a monoallylamine derivative Japanese Patent Application Laid-Open No. 58-31185
  • a copolymer of a monoallylamine derivative and a diarylamine derivative Japanese Patent Application Laid-Open No.
  • a copolymer of an acrylamide derivative containing a tertiary amino group and a diarylamine derivative Japanese Patent Application Laid-Open No. 1-272887.
  • an object of the present invention is to solve the above-mentioned problems and to provide a dye fixing agent capable of improving the chlorine fastness and wet fastness of a dyed product dyed with a reactive dye. .
  • the inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, have used a homopolymer or copolymer having a vinylamine structure, which has not been used as a dye fixing agent, and / or a salt thereof.
  • the present inventors have found that the post-treatment of a dyed cellulosic textile dyed with a reactive dye significantly improves chlorine fastness and wet fastness.
  • the present invention has been achieved.
  • a dye fixing agent used for a cellulosic fiber dyed with a reactive dye which comprises a vinylamine structural unit represented by the following general formula (I): A vinylamine structural unit comprising a vinylamine structural unit represented by the following general formula (I) and / or a diarylamine structural unit represented by the following general formula (II): A copolymer having 5 to 90% by weight of the unit and 5 to 90% by weight of the diallylamine structural unit, or Z or a salt thereof, or represented by the following general formula (I).
  • a vinylamine structural unit and a vinyl-based compound copolymerizable with the vinylamine wherein the vinylamine structural unit is 5 to 90% by weight, and the vinyl-based compound structural unit is Is 5 9 0 double % Of a copolymer and / or a salt thereof, a structural unit of vinylamine represented by the following general formula (I), a structural unit of diarylamine represented by the following general formula (II), and A vinyl-based compound copolymerizable with vinylamine and diallylamin, wherein the structural unit of the vinylamine salt is 5 to 90% by weight;
  • a dye fixing agent comprising a copolymer having 5 to 90% by weight of a structural unit and 5 to 90% by weight of the vinyl-based compound and Z or a salt thereof is provided.
  • R represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • the structural unit of the general formula (I) When the structural unit of the general formula (I) is in a salt form, it can be converted into a salt with an acid such as hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, propionic acid, sulfamic acid, methanesulfonic acid, and the like. It may be in the form of a salt formed.
  • an acid such as hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, propionic acid, sulfamic acid, methanesulfonic acid, and the like. It may be in the form of a salt formed.
  • diarylamine that forms the structural unit of the general formula (II) are diarylamine, which is a secondary amine, methyldiarylamine, and ethyldiamine, which is a tertiary amine. There are liramin and the like.
  • the structural unit of the general formula (II) is in the form of a salt, it may be in the form of an acid such as hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, propionic acid, sulfamic acid, methanesulfonate, etc.
  • the salt may be in the form of an amine salt.
  • R is alkyl
  • a quaternizing agent such as alkyl halide (alkyl having 1 to 4 carbon atoms), benzyl halide or dialkyl (alkyl having 1 to 2 carbon atoms) sulfuric acid is used.
  • a quaternary ammonium salt may be formed between them.
  • Vinyl compounds that can be copolymerized with the above-mentioned vinylamine and diarylamine include N-vinylformamide, N-vinylacetamide, and N-vinylpropionic acid amide.
  • the polymer forming the dye fixing agent of the present invention is, for example, the following general formula (111):
  • N-vinylamide or a derivative thereof is (co) polymerized, and then the obtained polymer is partially hydrolyzed. It is obtained by doing so.
  • radical polymerization or ionic polymerization may be used as the polymerization method, but radical polymerization is preferred because the molecular weight can be easily controlled. Is preferred.
  • a polymerization initiator for radical polymerization any of the usual general initiators can be used, but in order to obtain a polymer with a high yield, an azo compound is preferable.
  • Particularly preferred initiators are the hydrochlorides and acetates of 2,2'-azobis-41-amidinopropane, the sodium salts of 4,4'-azobis-4-cyanovaleric acid, the azobis-N, N 'dimethylene butylamidine hydrochloride and sulfate.
  • the amount of these polymerization initiators to be used is usually 0.01 to 1% by weight based on the monomers.
  • the polymerization method known methods such as bulk polymerization, solution polymerization, suspension polymerization, and emulsion polymerization can be used.
  • the polymerization reaction is generally carried out at a temperature of usually 3 0 ⁇ 1 0 0 e C in an inert gas stream.
  • the solution polymerization method include a method of polymerizing with an aqueous solution having a monomer concentration of 5 to 60% by weight.
  • the suspension polymerization method include a method of polymerizing an aqueous solution having a monomer concentration of 20 to 80% by weight in a water-in-oil type dispersion state using a hydrophobic solvent and a dispersion stabilizer.
  • Examples of the method include a method in which an aqueous solution having a monomer concentration of 20 to 60% by weight is polymerized in an oil-in-water type or water-in-oil type emulsified state using a hydrophobic solvent and an emulsifier.
  • the desired polymer can be obtained by subsequently partially hydrolyzing the (co) polymer obtained as described above.
  • the hydrolysis may be performed under either acidic or basic conditions, but is preferably performed under basic conditions from the viewpoint of corrosion of the reactor.
  • acid hydrolysis the amino group of the vinylamine unit formed by hydrolysis is in the form of a salt, while in the case of basic hydrolysis, the amino group is in a free form.
  • some or all of the free amine may be converted to a salt form by adding an acid after the hydrolysis.
  • the acid compound used in the acidic hydrolysis a strongly acidic compound is preferred, and hydrochloric acid, bromic acid, hydrofluoric acid, sulfuric acid, nitric acid, phosphoric acid, and sulfuric acid are preferred.
  • Amic acid, methanesulfonic acid and the like can be mentioned, but monovalent acids are preferred in view of the solubility of the hydrolyzate in water.
  • the basic compounds used in the basic hydrolysis include sodium hydroxide and potassium hydroxide. Lithium hydroxide, quaternary ammonium hydroxide oxide, ammonia, and low molecular weight primary Amin, secondary amiin, etc. are exemplified.
  • the acid or base is generally used appropriately in an amount in the range of 0.1 to 5 moles per mole of the amide group in the (co) polymer, depending on the desired modification ratio.
  • the reaction temperature is preferably in the range of 50 to 110 ° C, and the reaction time is preferably in the range of 1 to 8 hours.
  • the hydrolysis is not limited to the aqueous solution state, and can be carried out in various situations, and may be a mixed solvent system of water and alcohol, a heterogeneous solvent system of water and hexane, toluene, or the like. Further, a method may be used in which the solid polymer in contact with water is brought into contact with a gaseous acid.
  • hydrolysis may be optionally performed by adding a gelling inhibitor such as hydroquinamine hydrochloride or hydroxylamine sulfate for the purpose of preventing gelation caused by impurities.
  • a gelling inhibitor such as hydroquinamine hydrochloride or hydroxylamine sulfate
  • the method for treating the dyed product with the dye fixing agent of the present invention is not particularly limited, and a conventionally known method can be appropriately used.
  • Examples of the cellulose fiber to which the dye fixing agent of the present invention is applied include cotton and rayon, and the present invention is also applicable to a composite fiber of a cellulose fiber and other fibers such as polyester and silk.
  • the reactive dye for dyeing cellulose fibers is not particularly limited as long as it is a general dye, and water-soluble anionic dyes include vinylsulfone, dichlorotriazine, monochlorotriazine, and dichlorotriazine. Organic dyes having a reactive group such as a quinoxaline group can be used. Examples of the dyeing method include ordinary immersion dyeing, continuous dyeing, and print dyeing.
  • a method of treating a dyed product with the dye fixing agent of the present invention for example, after immersing the dyed product to be treated in an aqueous solution of 1 to 5 g / ⁇ of the above polymer, squeezing with a mangle or the like, and heat drying.
  • the method and the dyeing to be treated in an aqueous solution of 0.1 to 5 gZ of the above polymer may be immersed for 5 to 30 minutes at room temperature to 80, washed with water and dried.
  • N-vinylformamide (10 g) and dimethyldiarylammonium chloride (10 g) are added with water (71 g), and the aqueous solution of the monomer is heated to 60 ° C, and then azobis (2-amidinopropane) hydrochloride is added.
  • the salt was added in an amount of 0.5% by weight based on the amount of the monomer, followed by polymerization for 8 hours.
  • 14.7 g of 35% hydrochloric acid (1 equivalent to N-bulformamide) was added, and the mixture was hydrolyzed at 80 to 5 hours, and the polymerization solution was precipitated in methanol. After filtration, the filtrate was dried under reduced pressure to obtain a white copolymer of polyvinylamine hydrochloride and dimethyldiaryldimethyl chloride.
  • the polymerization rate was 95%.
  • the continuous dyed cloth used for the test was dyed under the following conditions.
  • Processing is performed in the following order from 1 to 4.
  • the evaluation values in Table 1 are obtained by evaluating the contamination of the white cloth (cotton, silk) before and after the test using the gray scale for contamination. This evaluation value is classified into 5, 4, 1, 5, 4, 3—4, 3, 2—3, 2, 1—2 and 1. The higher the value, the smaller the contamination and the better the robustness. Means.
  • a 4 gZ ⁇ aqueous solution of a polymer of monoallylamine hydrochloride was prepared and treated in the same manner as above, and this was used as a comparative example.
  • the continuous dyed cloth used for the test was dyed in the same manner as the dyed cloth used for the evaluation of sweat fastness.
  • the evaluation values in Table 2 were obtained by evaluating the discoloration and fading of the treated dyed cloth before and after the test using a gray scale for discoloration. This evaluation value is It is classified into 5, 4-5, 4, 3-4, 3, 2-3, 2, 1-2 and 1. The larger the value, the smaller the discoloration and fading, and the better the fastness.
  • a mixed aqueous solution of 4 g Z ⁇ of each of the polymers obtained in Examples 1 to 5 above and 3 g of the fluorescent dye Hatsukoru BRK (manufactured by Showa Chemical Industry Co., Ltd.) was prepared. Next, a cotton blown cloth was immersed in this solution, mangled, and heat-treated at 150 ° C for 90 seconds. The drawing ratio at that time was 70%.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Agent de fixation de colorant pour fibres cellulosiques teintées avec des colorants réactifs, qui comporte un homopolymère renfermant des motifs structuraux vinylamine, un copolymère composé de 5-90 % en poids de motifs structuraux vinylamine et 5-90 % en poids de motifs structuraux diallylamine, un copolymère composé de 5-90 % en poids de motifs structuraux vinylamine et 5-90 % en poids de motifs structuraux d'un composé vinylique copolymérisable avec une vinylamine, ou bien un copolymère composé de 5-90 % en poids de motifs structuraux vinylamine, de 5-90 % en poids de motifs structuraux diallylamine et de 5-90 % en poids de motifs structuraux d'un composé vinylique copolymérisable avec une vinylamine et une diallylamine, et/ou ses sels.
PCT/JP1993/001829 1992-06-17 1993-12-16 Agent de fixation de colorant WO1995016815A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP4158169A JP2697996B2 (ja) 1992-06-17 1992-06-17 染料固着剤
PCT/JP1993/001829 WO1995016815A1 (fr) 1992-06-17 1993-12-16 Agent de fixation de colorant
DE69323776T DE69323776T2 (de) 1993-12-16 1993-12-16 Verwendung von mitteln zum befestigen von farbstoffen
EP94903014A EP0685591B1 (fr) 1992-06-17 1993-12-16 Utilisation des agents de fixation de colorant
US08/682,391 US5653772A (en) 1992-06-17 1996-07-17 Method of fixing cellulose fibers dyed with a reactive dye

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP4158169A JP2697996B2 (ja) 1992-06-17 1992-06-17 染料固着剤
PCT/JP1993/001829 WO1995016815A1 (fr) 1992-06-17 1993-12-16 Agent de fixation de colorant
US08/682,391 US5653772A (en) 1992-06-17 1996-07-17 Method of fixing cellulose fibers dyed with a reactive dye

Publications (1)

Publication Number Publication Date
WO1995016815A1 true WO1995016815A1 (fr) 1995-06-22

Family

ID=27307196

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP1993/001829 WO1995016815A1 (fr) 1992-06-17 1993-12-16 Agent de fixation de colorant

Country Status (1)

Country Link
WO (1) WO1995016815A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3421583A1 (fr) 2017-06-26 2019-01-02 Basf Se Utilisation de copolymères vinylamine/vinylcarboxamide cationiques comme agent de protection des couleurs pour formulations de blanchissage

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH062288A (ja) * 1992-06-17 1994-01-11 Nikka Chem Co Ltd 染料固着剤

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH062288A (ja) * 1992-06-17 1994-01-11 Nikka Chem Co Ltd 染料固着剤

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0685591A4 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3421583A1 (fr) 2017-06-26 2019-01-02 Basf Se Utilisation de copolymères vinylamine/vinylcarboxamide cationiques comme agent de protection des couleurs pour formulations de blanchissage

Similar Documents

Publication Publication Date Title
EP0685591B1 (fr) Utilisation des agents de fixation de colorant
EP0142337B1 (fr) Procédé pour la solidité de teinture
CN106565910A (zh) 一种棉用无醛亲水固色剂及其制备方法、使用方法
JP4045510B2 (ja) 繊維用フィックス剤
JPH0229788B2 (fr)
JP3963525B2 (ja) 染色されたセルロース性繊維材料の処理方法
JP2007031847A (ja) セルロース系繊維用摩擦堅牢度向上剤およびセルロース系繊維材料の摩擦堅牢度向上加工方法
US4753999A (en) Copolymer, process for its preparation, and its use
JP2751806B2 (ja) 染料固着剤
WO1995016815A1 (fr) Agent de fixation de colorant
EP1178056B1 (fr) Procédé de préparation de copolymères de vinylamine et d'alcool vinylique et leur application
JP2679600B2 (ja) 染料固着剤
CN114990911A (zh) 自交联固色剂及其制备方法
JPH09310288A (ja) 含窒素繊維類の染色法及び染色物
JP2778036B2 (ja) 塩素堅牢度向上剤
JPH0280681A (ja) 直接染料用染料固着剤
US5252184A (en) Additive for production of paper
JPH10317287A (ja) 退色防止剤
JP4222699B2 (ja) サイズ定着方法
CN115233474B (zh) 一种纯棉织物用色牢度提升剂及其制备方法
EP0411654B1 (fr) Additif pour la production de papier
JPS61130318A (ja) ジアリルアミン重合体、その製法およびそれを含有する染色堅牢度向上剤
JPH0647792B2 (ja) 染料固着剤
JPH10131062A (ja) 染料固着剤
JPS648757B2 (fr)

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 1994903014

Country of ref document: EP

AK Designated states

Kind code of ref document: A1

Designated state(s): US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

ENP Entry into the national phase

Ref country code: US

Ref document number: 1995 256216

Date of ref document: 19950705

Kind code of ref document: A

Format of ref document f/p: F

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWP Wipo information: published in national office

Ref document number: 1994903014

Country of ref document: EP

ENP Entry into the national phase

Ref country code: US

Ref document number: 1996 682391

Date of ref document: 19960717

Kind code of ref document: A

Format of ref document f/p: F

WWG Wipo information: grant in national office

Ref document number: 1994903014

Country of ref document: EP