WO2005024123A2 - Procede d'impression ou de teinture de fibres mixtes cellulose/polyester - Google Patents

Procede d'impression ou de teinture de fibres mixtes cellulose/polyester Download PDF

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Publication number
WO2005024123A2
WO2005024123A2 PCT/EP2004/051952 EP2004051952W WO2005024123A2 WO 2005024123 A2 WO2005024123 A2 WO 2005024123A2 EP 2004051952 W EP2004051952 W EP 2004051952W WO 2005024123 A2 WO2005024123 A2 WO 2005024123A2
Authority
WO
WIPO (PCT)
Prior art keywords
hydrogen
denotes
formula
process according
alkyl
Prior art date
Application number
PCT/EP2004/051952
Other languages
English (en)
Other versions
WO2005024123A3 (fr
Inventor
Véronique Hall-Goulle
Athanassios Tzikas
Original Assignee
Ciba Specialty Chemicals Holding Inc.
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 Specialty Chemicals Holding Inc. filed Critical Ciba Specialty Chemicals Holding Inc.
Priority to US10/570,473 priority Critical patent/US20070000076A1/en
Priority to EP04766635A priority patent/EP1664420A2/fr
Publication of WO2005024123A2 publication Critical patent/WO2005024123A2/fr
Publication of WO2005024123A3 publication Critical patent/WO2005024123A3/fr

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34—Material containing ester groups
    • D06P3/36—Material containing ester groups using dispersed dyestuffs
    • 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
    • D06P1/16—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 dispersed, e.g. acetate, dyestuffs
    • 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
    • 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
    • D06P1/6138—Polymerisation products of glycols, e.g. Carbowax, Pluronics
    • 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
    • D06P1/90—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 dyes dissolved in organic solvents or aqueous emulsions thereof
    • D06P1/908—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 dyes dissolved in organic solvents or aqueous emulsions thereof using specified dyes
    • 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
    • D06P3/82—Textiles which contain different kinds of fibres
    • 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
    • D06P3/82—Textiles which contain different kinds of fibres
    • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • 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
    • D06P3/82—Textiles which contain different kinds of fibres
    • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
    • D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed dyes

Definitions

  • the invention relates to a process for printing or dyeing water swellable cellulose fibres or cellulose/polyester mixed fibres with specific disperse dyes.
  • DE 1 811 796 describes a process for dyeing cellulose fibres or blends of cellulose fibres and synthetic fibres with a single disperse dye which process comprises contacting said cellulosic material with water in sufficient amount to swell the cellulose, a solution or dispersion of the dye and a high-boiling water-soluble solvent in an amount sufficient to maintain swelling of the cellulose if water is removed.
  • the present invention relates to a process for printing or dyeing cellulose fibres or cellulose/polyester mixed fibres characterised in that the fibres are treated in any sequence with water, a water-soluble organic solvent having a boiling point >150 °C and a disperse dye selected from the compounds of formulae (1) to (10)
  • Ri and R 2 are each independently of the other C ⁇ -C 8 -alkyl, -(CH 2 ) n -O-(CH2) m R 5 , wherein R 5 denotes hydrogen or C ⁇ -C 8 -alkyl, n is a number from 2 to 6 and m is a number from 0 to 6, Cs-C ⁇ aryl, which is unsubstituted or substituted with one or more hydroxy groups, C C 8 alkyl groups, CrC alkoxy groups or halogen atoms or C ⁇ -Csoaralkyl, which is unsubstituted or substituted with one or more hydroxy groups, C ⁇ -C alkyl groups, Cr
  • R 3 and R are each independently of the other chlorine, bromine, cyano, methyl or trifluoromethyl,
  • X is a radical of formula (1a), (1 b), (1c) or (1d)
  • R 6 and R 7 independently of the other represent hydrogen, chlorine, bromine or cyano
  • R 8 denotes CrC 8 -alkyl or -(CH 2 ) n -O-(CH 2 ) m R 5 ⁇ wherein R denotes hydrogen or C C 8 -alkyI, n is a number from 2 to 6 and m is a number from 0 to 6,
  • R 9 is hydrogen, fluorine, chlorine, bromine, cyano, methyl, trifluoromethyl or-SO 2 CH 3 and
  • R 10 represents hydrogen, hydroxy or amino
  • Rn denotes a radical of formula (2a), (2b), (2c) or (2d) wherein R 17 is hydrogen, chlorine , bromine, methyl or methoxy,
  • R 18 is hydrogen, phenylamino, benzamido or CrC ⁇ 2 acyIamido, one of the radicals R ⁇ 2 , R 13 and R M denotes a radical of formula (2a), (2b), (2c) or (2d) as defined above and the others are hydrogen, and
  • R 15 and R ⁇ 6 are each independently of the other hydrogen, bromine or chlorine;
  • R 19 denotes C C 8 alkyl or -(CH 2 ) n -O-(CH 2 ) m -OR 2 o
  • R 20 is hydrogen, methyl or ethyl
  • n denotes a number from 2 to 6
  • m denotes a number from 0 to 6;
  • R 2 ⁇ is C C 8 alkyl, Cs-C 2 aryl, which is unsubstituted or substituted with one or more hydroxy groups, C C 8 alkyl groups, d-C 4 alkoxy groups or halogen atoms or C 6 -C 3 oaralkyl, which is unsubstituted or substituted with one or more hydroxy groups, C C alkyl groups,
  • R 22 and R 23 are each independently of the other hydrogen, bromine or chlorine;
  • R 24 denotes chlorine, bromine, cyano or-CONH 2 ,
  • R 25 is CrC 20 alkyl or -(CH 2 ) n -0-(CH 2 ) m R 5 , wherein R 5 denotes hydrogen or d-C ⁇ -alkyl, n is a number from 2 to 6 and m is a number from 0 to 6,
  • D is a radical of formula (1c) as defined above or a radical of formula (6a)
  • R 9 , R 10 and R 25 are as defined above;
  • R 26 denotes CrC 12 alkoxy
  • Me denotes Ni, Zn, Pd or preferably Cu
  • R 27 is hydrogen, d-C ⁇ alkoxy or -SO 2 -NH-R 25 and R 2 5 is as defined above; wherein R 28 and R 29 are each independently of the other a radical of formula (2b) or (2d) as defined above;
  • R 8 and R17 are as defined above.
  • the compounds of formulae (1) to (10) are known and either commercially available or can be prepared according to known processes.
  • Preferred compounds of formula (1) are those wherein R 3 is cyano and R 4 is methyl.
  • a compound of formula (1) is used as disperse dye, wherein R 3 is cyano, R 4 is methyl and X is a radical of formula (1a), (1b) or (1d).
  • Particularly preferred disperse dyes are the compounds of formula (1 ), wherein R 3 is cyano, R 4 is methyl and X is a radical of formula (1d).
  • Particularly preferred disperse dyes are the compounds of formulae (101), (102), (108), (109), (110), (115), (116), (118), (119), (120), (124), (133), (141), (143), (144), (152) and (154).
  • the most preferred disperse dyes are the compounds of formula (101) and (102)
  • the organic solvent used in the process according to the invention should be water-soluble and have a high dissolving capacity for the disperse dyes of formulae (1) to (10) at the fixation temperature.
  • Water-soluble in this context means solubility in water of at least 2.5 % by weight at 25 °C.
  • Suitable solvents of this type are glycols and their derivatives, in particular the ethers and esters.
  • the preferred organic solvents that can be applied in the process according to the invention are polyethylene glycol, polypropylene glycol or an ether or ester derivative of polyethylene glycol or polypropylene glycol.
  • Polyethylene glycol having a molecular weight of 100 to 600 is particularly preferred.
  • water, dye and solvent can be applied to the substrate in any sequence.
  • the preferred method for dyeing fabrics composed of cellulosic fibres or mixtures of cellulosic and synthetic fibres is to impregnate the fabric with a mixture of one or more dyes, water and solvent in a conventional dye pad bath followed by squeezing to remove excess dye liquor, or to print with a solvent-containing printing paste, and subsequently heating to evaporate sufficient water to effect dissolution of the dye, at which time the fabric is dyed.
  • water is evaporated, but in an insufficient amount to effect dissolution of the dye, after which pressure and heat are applied to effect dissolution without further evaporation of water.
  • Dye pastes can be prepared by conventional techniques such as by milling the dye in the presence of a dispersing agent or surfactant.
  • a dyebath can be prepared by diluting the dye paste with water or with aqueous solvent. Addition of a solvent to the dye paste before addition of water may cause dye separation and usually is avoided. It will be understood by those skilled in the art that conventional additives other than a dye solvent and a dispersing agent can be present in dye baths and printing pastes.
  • Further components which may be present in the printing pastes or dye baths are e.g. natural or synthetic thickeners, pigments, acids, bases and/or salts to adjust the pH to the desired value, anionic, nonionic or cationic surfactants, antifoaming and antifrosting agents, dispersing agents, fixing agents, polyhydroxy compounds, reaction products of hydroxyl compounds and isocyanates, polyesters prepared by reaction of terephthalic acid and one or more polyethylene glycols. These components are commonly used or recommended for textile printing or finishing.
  • the three components are preferably contemporaneously applied to the fibre.
  • the relative amounts of water, solvent and dye that can be applied in the printing pastes and dye baths are known to the skilled artisan.
  • the printing paste which can be applied in the process according to the invention preferably contains 50 to 95 %, more preferably 60 to 90 % and in particular 70 to 85 by weight of water, based on the total weight of the printing paste.
  • the amount of organic solvent is preferably 1 to 20 %, more preferably 2 to 15 % and in particular 5 to 10 by weight of, based on the total weight of the printing paste.
  • the amount of dye dispersion is preferably 1 to 15 %, more preferably 2 to 10 % and in particular 3 to 8 by weight of, based on the total weight of the printing paste.
  • the temperature at which dyeing or printing is effected by the instant process depends on the solubility of the dye in the dye solvent or aqueous dye solvent.
  • the fibres are heated in a liquor at 125 °C to 225 °C, said liquor containing as liquid ingredients 10 to 95 % by weight of water and 5 to 90 % by weight of organic solvent.
  • the cellulosic materials which can be dyed by the process of this invention include all forms of cellulose which increase in size and flexibility upon exposure to water. Suitable materials include natural fibres and purified wood pulps as well as reconstituted cellulose in fiber and film form.
  • the invention is particularly useful for dyeing cotton/polyester mixed fibres.
  • Each dye is dispersed according to the following formulation: • 29,2% dye • 7.3% 1,2-propylenglykol (solvent) • 3.7% Lutensol AT25 (dispersant) • 0.8% Geropon T77 (wetting agent) • 0.1 % Surfinol DF58 (antifoam agent) • 0.4% Proxel GXL (antimicrobial) • 58.5% deionised water
  • Zirconium beads (diameter 0.6 to 1 mm) are then added to the above-obtained dispersion in a glass bottle tightly closed. The bottle is then placed in a Scandex apparatus and thereby agitated for 4 hours.
  • the thus obtained fine dispersion is then filtered on a conventional Buchner funnel to provide the final dye dispersion.
  • Printing paste A typical run consists in the preparation of a mother paste, to which a quantity of the dye dispersion and water will be subsequently added.
  • the amount of added deionised water can vary as a function of the viscosity of the dye dispersion and/or of the printing paste.
  • the printing paste is applied in a classical way on the textile (CO or PES/CO) through a screen. After drying at 90°C, the textile is thermofixed at 220°C for 1 minute.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)

Abstract

L'invention concerne un procédé d'impression ou de teinture de fibres de cellulose ou de fibres mixtes de cellulose/polyester, caractérisé en ce que les fibres sont traitées, dans un ordre quelconque, avec de l'eau, un solvant organique hydrosoluble ayant un point d'ébullition > 150°C et un colorant de dispersion spécifique.
PCT/EP2004/051952 2003-09-08 2004-08-30 Procede d'impression ou de teinture de fibres mixtes cellulose/polyester WO2005024123A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US10/570,473 US20070000076A1 (en) 2003-09-08 2004-08-30 Process for printing or dyeing cellulose/polyester mixed fibres
EP04766635A EP1664420A2 (fr) 2003-09-08 2004-08-30 Procede pour l'impression ou la teinture de fibres de cellulose ou de melanges cellulose/polyester

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP03405656 2003-09-08
EP03405656.4 2003-09-08

Publications (2)

Publication Number Publication Date
WO2005024123A2 true WO2005024123A2 (fr) 2005-03-17
WO2005024123A3 WO2005024123A3 (fr) 2005-06-02

Family

ID=34259308

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2004/051952 WO2005024123A2 (fr) 2003-09-08 2004-08-30 Procede d'impression ou de teinture de fibres mixtes cellulose/polyester

Country Status (6)

Country Link
US (1) US20070000076A1 (fr)
EP (1) EP1664420A2 (fr)
KR (1) KR20060090805A (fr)
CN (1) CN1846028A (fr)
TW (1) TW200523428A (fr)
WO (1) WO2005024123A2 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007017430A1 (fr) * 2005-08-11 2007-02-15 Huntsman Advanced Materials (Switzerland) Gmbh Fibres absorbant les rayons infrarouge
US8399161B2 (en) 2007-02-23 2013-03-19 Basf Se Transparent colourants and colourant compositions, and their use
WO2017202480A1 (fr) * 2016-05-25 2017-11-30 Huntsman Advanced Materials (Switzerland) Gmbh Colorants azoïques dispersés, leur procédé de préparation et d'utilisation
WO2018137859A1 (fr) 2017-01-27 2018-08-02 Huntsman Advanced Materials (Switzerland) Gmbh Procédé d'impression de matériaux à base de fibres textiles selon le procédé d'impression à jet d'encre
WO2018177652A1 (fr) 2017-03-29 2018-10-04 Huntsman Advanced Materials (Switzerland) Gmbh Procédé d'impression de cellulose contenant un matériau de fibre textile
WO2018184770A1 (fr) 2017-04-07 2018-10-11 Huntsman Advanced Materials (Switzerland) Gmbh Mélanges de colorants

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101231051B1 (ko) * 2010-11-29 2013-02-07 주식회사에스케이니트 레이온-폴리에스테르 교직물의 날염방법
KR101231050B1 (ko) * 2010-11-29 2013-02-07 주식회사에스케이니트 레이온-폴리에스테르 교직물의 염색방법
AU2018289505B2 (en) 2017-06-22 2022-02-10 Cotton Incorporated Fabric treatment compositions and methods

Citations (5)

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Publication number Priority date Publication date Assignee Title
DE1811796A1 (de) * 1968-11-25 1970-08-06 Du Pont Verfahren zum Faerben von in Wasser quellbaren Cellulosestoffen
US3706525A (en) * 1971-03-08 1972-12-19 Du Pont Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution
US3744967A (en) * 1971-03-22 1973-07-10 Du Pont Process for dyeing napped fabrics of water swellable cellulose fibers
US4049377A (en) * 1975-06-27 1977-09-20 Basf Aktiengesellschaft Dyeing and printing of cellulosic fibers or mixtures of cellulosic fibers with synthetic fibers
GB1561772A (en) * 1975-10-29 1980-03-05 Basf Ag Azo dye formulations for cellulose and cellulosic textile materials

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DE4432833A1 (de) * 1994-09-15 1996-03-21 Basf Ag Verfahren zum Färben von Melamin-Formaldehyd-Kondensationsprodukten

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1811796A1 (de) * 1968-11-25 1970-08-06 Du Pont Verfahren zum Faerben von in Wasser quellbaren Cellulosestoffen
US3706525A (en) * 1971-03-08 1972-12-19 Du Pont Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution
US3744967A (en) * 1971-03-22 1973-07-10 Du Pont Process for dyeing napped fabrics of water swellable cellulose fibers
US4049377A (en) * 1975-06-27 1977-09-20 Basf Aktiengesellschaft Dyeing and printing of cellulosic fibers or mixtures of cellulosic fibers with synthetic fibers
GB1561772A (en) * 1975-10-29 1980-03-05 Basf Ag Azo dye formulations for cellulose and cellulosic textile materials

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
MIKSOVSKY F: "Printing of Polyester - Cotton blends with Cellestren dyes" JOURNAL OF THE SOCIETY OF DYERS AND COLOURISTS, SOCIETY OF DYERS AND COLOURISTS, BRADFORD, GB, vol. 96, July 1980 (1980-07), pages 347-354, XP002270607 cited in the application *
RAGHEB A A ET AL: "PRETREATMENT OF COTTON/BLENDS WITH POLYESTER FOR PRINTABILITY USING DISPERSE DYES" AMERICAN DYESTUFF REPORTER, SAF INTERNATIONAL PUBLICATIONS, SECAUSUS, US, vol. 85, no. 2, 1 February 1996 (1996-02-01), pages 28,30-34,37-38, XP000556923 ISSN: 0002-8266 *

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007017430A1 (fr) * 2005-08-11 2007-02-15 Huntsman Advanced Materials (Switzerland) Gmbh Fibres absorbant les rayons infrarouge
US8399161B2 (en) 2007-02-23 2013-03-19 Basf Se Transparent colourants and colourant compositions, and their use
TWI707002B (zh) * 2016-05-25 2020-10-11 瑞士商杭斯曼高級材料公司 分散偶氮染料、其製備方法及其用途
US20190153230A1 (en) * 2016-05-25 2019-05-23 Huntsman International Llc Disperse Azo Dyes, a Process for the Preparation Thereof and the Use Thereof
JP2019521195A (ja) * 2016-05-25 2019-07-25 ハンツマン アドバンスト マテリアルズ （スイッツァランド） ゲーエムベーハーＨｕｎｔｓｍａｎ Ａｄｖａｎｃｅｄ Ｍａｔｅｒｉａｌｓ （Ｓｗｉｔｚｅｒｌａｎｄ） Ｇｍｂｈ 分散アゾ染料、その製造方法及びその使用
WO2017202480A1 (fr) * 2016-05-25 2017-11-30 Huntsman Advanced Materials (Switzerland) Gmbh Colorants azoïques dispersés, leur procédé de préparation et d'utilisation
US10934435B2 (en) 2016-05-25 2021-03-02 Huntsman International Llc Disperse azo dyes, a process for the preparation thereof and the use thereof
WO2018137859A1 (fr) 2017-01-27 2018-08-02 Huntsman Advanced Materials (Switzerland) Gmbh Procédé d'impression de matériaux à base de fibres textiles selon le procédé d'impression à jet d'encre
WO2018177652A1 (fr) 2017-03-29 2018-10-04 Huntsman Advanced Materials (Switzerland) Gmbh Procédé d'impression de cellulose contenant un matériau de fibre textile
US11008700B2 (en) 2017-03-29 2021-05-18 Huntsman International Llc Process for printing cellulose containing textile fibre material
WO2018184770A1 (fr) 2017-04-07 2018-10-11 Huntsman Advanced Materials (Switzerland) Gmbh Mélanges de colorants
JP2020516708A (ja) * 2017-04-07 2020-06-11 ハンツマン アドバンスト マテリアルズ （スイッツァランド） ゲーエムベーハーＨｕｎｔｓｍａｎ Ａｄｖａｎｃｅｄ Ｍａｔｅｒｉａｌｓ （Ｓｗｉｔｚｅｒｌａｎｄ） Ｇｍｂｈ 着色剤混合物
US11407912B2 (en) 2017-04-07 2022-08-09 Huntsman International Llc Colorant mixtures

Also Published As

Publication number Publication date
WO2005024123A3 (fr) 2005-06-02
US20070000076A1 (en) 2007-01-04
TW200523428A (en) 2005-07-16
CN1846028A (zh) 2006-10-11
KR20060090805A (ko) 2006-08-16
EP1664420A2 (fr) 2006-06-07

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