EP0885998B1 - Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren - Google Patents

Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren Download PDF

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Publication number
EP0885998B1
EP0885998B1 EP98810523A EP98810523A EP0885998B1 EP 0885998 B1 EP0885998 B1 EP 0885998B1 EP 98810523 A EP98810523 A EP 98810523A EP 98810523 A EP98810523 A EP 98810523A EP 0885998 B1 EP0885998 B1 EP 0885998B1
Authority
EP
European Patent Office
Prior art keywords
weight
ink
und
gew
process according
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.)
Revoked
Application number
EP98810523A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0885998A2 (de
EP0885998A3 (de
Inventor
Roger Lacroix
Mickael Mheidle
Peter Scheibli
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.)
Huntsman Advanced Materials Switzerland GmbH
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=4211312&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0885998(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Ciba Spezialitaetenchemie Holding AG, Ciba SC Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG
Publication of EP0885998A2 publication Critical patent/EP0885998A2/de
Publication of EP0885998A3 publication Critical patent/EP0885998A3/de
Application granted granted Critical
Publication of EP0885998B1 publication Critical patent/EP0885998B1/de
Anticipated expiration legal-status Critical
Revoked legal-status Critical Current

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/30—Ink jet printing
    • 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
    • D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/6426—Heterocyclic compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/38—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 reactive 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
    • 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
    • D06P1/38—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 reactive dyes
    • D06P1/382—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 reactive dyes reactive group directly attached to heterocyclic group
    • 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
    • D06P1/38—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 reactive dyes
    • D06P1/384—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 reactive dyes reactive group not directly attached to heterocyclic group
    • 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
    • D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/651—Compounds without nitrogen
    • D06P1/65106—Oxygen-containing compounds
    • D06P1/65118—Compounds containing hydroxyl groups

Definitions

  • the present invention relates to methods for printing textile fiber materials with reactive dyes according to the inkjet printing process (jet and inkjet processes) as well as corresponding printing inks.
  • Inkjet printing processes have been in the textile industry for several years applied. These processes make it possible to produce a product that is otherwise customary Eliminate the printing stencil, so that considerable cost and time savings are achieved can be. Especially in the production of sample templates can be within reacted to changing needs much less time.
  • Corresponding inkjet printing processes should in particular be optimal have application properties. To be mentioned in this Relationship properties such as viscosity, stability, surface tension and Conductivity of the inks used. There are also increased quality requirements of the prints obtained, e.g. regarding color strength, fiber-dye binding stability as well as wet fastness properties. Of the known methods these requirements are not met in all properties, so there is still a need for there are new processes for textile inkjet printing.
  • US-A-5542972 discloses aqueous ink compositions for ink jet printing, which contain dyes with reactive cyanamido groups.
  • the invention relates to a method for printing textile fiber materials according to the inkjet printing method, which is characterized in that these fiber materials are printed with an aqueous ink which contains at least one reactive dye of the formulas and wherein Z and Z 'are independently vinyl or a radical of the formula -CH 2 -CH 2 -OSO 3 H, B 1 and B 2 represent a C 2 -C 12 alkylene radical which can be interrupted by 1, 2 or 3 members -O- and is unsubstituted or substituted by hydroxyl, sulfo, sulfato, cyano or carboxy and CuPhC is a copper phthalocyanine residue, and b) 1,2-propylene glycol or N-methyl-2-pyrrolidone contains.
  • B 1 and B 2 are preferably a C 2 -C 12 alkylene radical which can be interrupted by 1 or 2 members -O- and is unsubstituted or substituted by hydroxy.
  • B and B 2 are particularly preferably a C 2 -C 6 alkylene radical.
  • B, 1,3-propylene and B 2 1,2-ethylene are very particularly preferred.
  • Z is preferably vinyl.
  • Z ' the meaning as radical of the formula -CH 2 -CH 2 -OSO 3 H is preferred.
  • B 1 is preferably 1,3-propylene, B 2 1,2-ethylene, Z vinyl and Z 'is a radical of the formula -CH 2 -CH 2 -OSO 3 H.
  • Preferred reactive dyes for the process according to the invention are those of Formulas (1a) to (1g), in particular formulas (1a) to (1f) and preferably those of of the formulas (1a), (1b), (1d) and (1f).
  • the reactive dyes of the formulas (1a) to (1i) are known or can be used in analogy to known compounds, e.g. through usual diazotization, Coupling and condensation reactions.
  • the reactive dyes of the formulas (1 a) to (1 i) used in the inks should preferably low in salt, i.e. a total salt content of less than 0.5 wt .-%, based on the weight of the dyes.
  • Reactive dyes that due to their manufacture and / or the subsequent addition of coupé agents have higher salt contents, e.g. by membrane separation processes, such as Ultrafiltration, reverse osmosis or dialysis.
  • the inks preferably contain exclusively those of the above formulas as dyes (1a) to (1i).
  • the inks preferably contain a total reactive dye content of the above Formulas (1a) to (1i) from 5 to 35% by weight, in particular 10 to 35% by weight and preferably 10 to 20% by weight based on the total weight of the ink.
  • the content of N-methyl-2-pyrrolidone or 1,2-propylene glycol in the ink is usually 5 up to 30% by weight, in particular 5 to 20% by weight and preferably 10 to 20% by weight, based on the total weight of the ink.
  • the inks preferably contain 1,2-propylene glycol, usually in an amount of 5 to 30% by weight, in particular 5 to 20% by weight and preferably 10 to 20% by weight on the total weight of the ink.
  • the inks may also contain buffer substances, e.g. Borax, borate or citrate.
  • buffer substances e.g. Borax, borate or citrate.
  • borax sodium borate, sodium tetraborate and sodium citrate.
  • she are used in particular in amounts of 0.1 to 3% by weight, preferably 0.1 to 1% by weight, based on the total weight of the ink used to achieve a pH of e.g. 4 to 9, especially 4 to 8.
  • the inks can e.g. Alginate or in particular water-soluble, contain non-ionic cellulose ether.
  • non-ionic cellulose ether come e.g. Methyl, ethyl, hydroxyethyl, methylhydroxyethyl, hydroxypropyl or Hydroxypropylmethyl cellulose into consideration.
  • Methylcellulose or in particular are preferred Hydroxyethyl cellulose.
  • the cellulose ethers as well as the algnates are in the ink usually in an amount of 0.01 to 2% by weight, in particular 0.01 to 1 wt .-% and preferably 0.01 to 0.5 wt .-%, based on the total weight of the Ink, used.
  • Both the water-soluble, non-ionic cellulose ethers and the Alginates are used as so-called thickeners and allow the setting of one certain viscosity of the ink.
  • Preferred inks for the process according to the invention are those which have a viscosity from 1 to 40 mPa ⁇ s, in particular 1 to 20 mPa ⁇ s and preferably 1 to 10 mPa ⁇ s exhibit.
  • the inks can also contain conventional additives such as e.g. foam suppressants or in particular substances that inhibit fungal and / or bacterial growth. This are usually in amounts of 0.01 to 1 wt .-%, based on the total weight the ink used.
  • foam suppressants or in particular substances that inhibit fungal and / or bacterial growth. This are usually in amounts of 0.01 to 1 wt .-%, based on the total weight the ink used.
  • the inks can be prepared in the usual way by mixing the individual components in the desired amount of water can be produced.
  • the present invention also relates to a method for printing on textiles Fiber materials according to the inkjet printing process, which is characterized is that you print these fiber materials with an aqueous ink, which at least contains a reactive dye of the formulas (1a), (1b), (1d) and (1f) given above.
  • aqueous inks can also be used which have at least one Reactive dye of the above formulas (1 a) to (1 i), in particular of the formulas (1a) to (1f), optionally at least one of the additives mentioned above for the inks contain and contain no thioglycol, preferably no further additives. in this connection the above preferences apply.
  • the methods according to the invention for printing textile fiber materials can with inkjet printers known per se and suitable for textile printing be carried out.
  • fiber materials containing hydroxyl groups come as textile fiber materials into consideration.
  • the fiber materials mentioned are preferably in the form of flat textile fabrics, knitted fabrics or webs.
  • the aqueous alkaline liquor contains at least one of the usual bases, which in conventional Reactive printing processes are used to fix the reactive dyes.
  • the base is e.g. in an amount of 10 to 100 g / l liquor, preferably 10 to 50 g / l Fleet, deployed.
  • Sodium bicarbonate is preferred, sodium carbonate or a mixture of water glass and sodium carbonate is used.
  • the pH the alkaline liquor is usually 7.5 to 13.5, preferably 8.5 to 12.5.
  • the aqueous alkaline liquor can contain other additives, e.g. hydrotropic, contain.
  • Urea is preferably used as the hydrotroping agent, e.g. in a Amount of 25 to 200 g / l liquor, preferably 50 to 150 g / l liquor is used.
  • the fiber material is preferably dried after the above pretreatment.
  • the fiber material is advantageously dried, preferably at temperatures up to 150 ° C, especially 80 to 120 ° C, and then a heat treatment process subjected to complete printing or dye fix.
  • the heat treatment can e.g. through a warm dwell process, a thermal insulation process or preferably be carried out by a steaming process.
  • the printed fiber material is e.g. one treatment in one Damper with possibly superheated steam, conveniently at one temperature from 95 to 180 ° C, advantageously in saturated steam.
  • the printed fiber material is usually washed with water in the usual way washed out to remove unfixed dye.
  • the prints obtainable by the process according to the invention have good prints General realities on; e.g. they have high fiber-dye binding stability both in the acidic and in the alkaline range, good lightfastness, good Wet fastness properties such as fastness to washing, water, sea water, over-dyeing and perspiration, one good chlorine fastness, rubbing fastness, ironing fastness and pleating fastness as well as sharp contours and high color strength.
  • the printing inks used are characterized by good stability and good viscosity properties.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Ink Jet (AREA)
EP98810523A 1997-06-17 1998-06-09 Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren Revoked EP0885998B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH147397 1997-06-17
CH147397 1997-06-17
CH1473/97 1997-06-17

Publications (3)

Publication Number Publication Date
EP0885998A2 EP0885998A2 (de) 1998-12-23
EP0885998A3 EP0885998A3 (de) 2000-02-23
EP0885998B1 true EP0885998B1 (de) 2004-11-03

Family

ID=4211312

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98810523A Revoked EP0885998B1 (de) 1997-06-17 1998-06-09 Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren

Country Status (13)

Country Link
US (1) US6015454A (es)
EP (1) EP0885998B1 (es)
JP (1) JPH1112962A (es)
KR (1) KR100538664B1 (es)
CN (1) CN1202549A (es)
BR (1) BR9802380A (es)
DE (1) DE59812197D1 (es)
ES (1) ES2230665T3 (es)
ID (1) ID20434A (es)
PT (1) PT885998E (es)
SG (1) SG73519A1 (es)
TR (1) TR199801116A3 (es)
TW (1) TW514659B (es)

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GB9813475D0 (en) * 1998-06-23 1998-08-19 Zeneca Ltd Compounds,compositions and use
ATE260955T1 (de) 1999-02-05 2004-03-15 Ciba Sc Holding Ag Schwarzfärbende tinten und ihre verwendung
US6371610B1 (en) * 2000-01-28 2002-04-16 Seiren Co., Ltd. Ink-jet printing method and ink-jet printed cloth
DE10004954A1 (de) * 2000-02-04 2001-08-16 Dystar Textilfarben Gmbh & Co Wässrige Drucktinten für den Einsatz nach dem Tintenstrahldruck-Verfahren, ihre Herstellung und ihre Verwendung auf textilen Fasermaterialien
GB0019464D0 (en) * 2000-08-09 2000-09-27 Clariant Int Ltd Organic compounds
KR100814235B1 (ko) * 2000-10-02 2008-03-17 킴벌리-클라크 월드와이드, 인크. 나노입자를 갖는 기록 매체 및 그의 제조 방법
US6561642B2 (en) 2001-09-28 2003-05-13 Hewlett-Packard Development Company Ink jet printer system for printing an image on a web overlaying a removable substrate and method of assembling the printer system
US20030199611A1 (en) * 2002-03-08 2003-10-23 Chandrasekaran Casey K. Inkjet ink for textiles
MXPA04012274A (es) * 2002-06-13 2005-04-08 Clariant Finance Bvi Ltd Tintes que tienen afinidad adaptada.
US6780896B2 (en) * 2002-12-20 2004-08-24 Kimberly-Clark Worldwide, Inc. Stabilized photoinitiators and applications thereof
US8409618B2 (en) 2002-12-20 2013-04-02 Kimberly-Clark Worldwide, Inc. Odor-reducing quinone compounds
US7666410B2 (en) * 2002-12-20 2010-02-23 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
WO2008055244A2 (en) 2006-10-31 2008-05-08 Sensient Colors Inc. Modified pigments and methods for making and using the same
CN101855302B (zh) 2007-08-23 2014-10-01 森馨颜色公司 自分散颜料及制造和使用该自分散颜料的方法
US20090163887A1 (en) * 2007-12-20 2009-06-25 Arehart Kelly D Odor control cellulose granules with quinone compounds
CN105062217B (zh) * 2008-02-22 2019-02-15 日本化药株式会社 油墨组合物以及使用该油墨组合物的纤维印染方法
CN101519551B (zh) * 2008-02-25 2011-07-20 明德国际仓储贸易(上海)有限公司 墨水组成物
JP2010007192A (ja) * 2008-06-25 2010-01-14 Konica Minolta Ij Technologies Inc インクジェット捺染方法
WO2010109867A1 (ja) * 2009-03-27 2010-09-30 日本化薬株式会社 インク組成物及び染色されたポリアミド系繊維の製造方法
JP2012523479A (ja) * 2009-04-07 2012-10-04 センシエント カラーズ エルエルシー 自己分散性粒子並びにその製造方法及び使用方法
TWI425055B (zh) * 2009-08-21 2014-02-01 Everlight Chem Ind Corp 反應性印花染料及其液態組成物之應用
US8987544B2 (en) 2010-12-17 2015-03-24 Kimberly-Clark Worldwide, Inc. Article with heat-activatable expandable structures
US8740869B2 (en) 2011-03-11 2014-06-03 Kimberly-Clark Worldwide, Inc. Personal care articles with tactile visual cues
CN102337045B (zh) * 2011-07-13 2014-03-26 丽源(湖北)科技有限公司 蓝色活性染料混合物及其制备和应用
CN102504583B (zh) * 2011-09-29 2014-10-08 刘卫斌 一种大红偶氮染料及其制备和使用
CN106752077B (zh) * 2016-11-28 2018-07-24 浙江瑞华化工有限公司 一种蓝色活性染料组合物及其制备方法和用途

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Also Published As

Publication number Publication date
EP0885998A2 (de) 1998-12-23
US6015454A (en) 2000-01-18
JPH1112962A (ja) 1999-01-19
DE59812197D1 (de) 2004-12-09
KR100538664B1 (ko) 2006-03-14
CN1202549A (zh) 1998-12-23
ID20434A (id) 1998-12-17
TR199801116A2 (xx) 1999-10-21
TW514659B (en) 2002-12-21
ES2230665T3 (es) 2005-05-01
EP0885998A3 (de) 2000-02-23
BR9802380A (pt) 1999-07-20
TR199801116A3 (tr) 1999-10-21
PT885998E (pt) 2005-03-31
SG73519A1 (en) 2000-06-20
KR19990007011A (ko) 1999-01-25

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