EP0885998A2 - Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren - Google Patents
Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren Download PDFInfo
- Publication number
- EP0885998A2 EP0885998A2 EP98810523A EP98810523A EP0885998A2 EP 0885998 A2 EP0885998 A2 EP 0885998A2 EP 98810523 A EP98810523 A EP 98810523A EP 98810523 A EP98810523 A EP 98810523A EP 0885998 A2 EP0885998 A2 EP 0885998A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- vinyl
- amino
- ink
- weight
- 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
Links
- 0 *c(cc(*)c(S(O)(=O)=O)c1)c1N=Nc(c(*)cc1c2ccc(Nc3nc(NC*CO**4CC4)nc(F)n3)c1)c2O Chemical compound *c(cc(*)c(S(O)(=O)=O)c1)c1N=Nc(c(*)cc1c2ccc(Nc3nc(NC*CO**4CC4)nc(F)n3)c1)c2O 0.000 description 2
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
- D06P1/38—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
- D06P1/642—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
- D06P1/44—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 methods make it possible to produce a Eliminate the printing stencil, so that considerable cost and time savings are achieved can be. Especially in the production of sample templates can within reacted to changing needs much less time.
- Corresponding inkjet printing processes should in particular be optimal have application properties. Worth mentioning in this Relationship properties such as viscosity, stability, surface tension and Conductivity of the inks used. There are also increased demands on quality 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.
- the invention relates to a process for printing textile fiber materials by the inkjet printing process, which is characterized in that these fiber materials are printed with an aqueous ink which comprises 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 hydroxy, 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 1 and B 2 are particularly preferably C 2 -C 6 alkylene.
- B 1 is very particularly preferably 1,3-propylene and B 2 is 1,2-ethylene.
- 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 of the formulas (1a) to (1f) and preferably those of the 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 (1a) to (1i) 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) of 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.
- Alkali alginates in particular and preferably come as alginates Sodium alginate into consideration.
- 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, 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.
- 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 formulas (1a) to (1i) given above, 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.
- 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.
- ink jet printing process individual drops of the ink are checked out sprayed onto a substrate using a nozzle.
- the continuous ink jet method is predominantly used for this as well as the drop on demand method.
- the ink-jet method creates the drops continuously, not for printing required drops are drained into a collecting container and recycled.
- Drop on demand method drops are created and printed as desired; i.e. drops are only generated when this is necessary for printing.
- the Generation of the drops can e.g. by means of a piezo inkjet head or by means of thermal Energy (bubble jet). Pressure is preferred for the method according to the invention according to the continuous ink jet method or the drop on demand method.
- fiber materials containing hydroxyl groups come as textile fiber materials into consideration.
- cellulose-containing fiber materials which are made up entirely or in part Cellulose exist.
- natural fiber materials such as cotton, linen or Hemp
- regenerated fiber materials such as Viscose.
- Viscose and lyocell or preferably cotton are particularly preferred here Viscose and lyocell or preferably cotton.
- 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. Hydrotrope, 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 the print, or the dye to 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)
Abstract
Description
Z und Z' unabhängig voneinander Vinyl oder ein Rest der Formel -CH2-CH2-OSO3H sind,
B1 und B2 einen C2-C12-Alkylenrest bedeuten, welcher durch 1, 2 oder 3 Glieder -O-unterbrochen sein kann und unsubstituiert oder durch Hydroxy, Sulfo, Sulfato, Cyano oder Carboxy substituiert ist und
CuPhC ein Kupferphthalocyaninrest ist, und
b) 1,2-Propylenglykol oder N-Methyl-2-pyrrolidon
enthält.
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol,
- 0,5 Gew.-% Borax und
- 69,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol,
- 0,5 Gew.-% Borax und
- 69,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol,
- 0,5 Gew.-% Borax und
- 69,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol,
- 0,5 Gew.-% Borax und
- 69,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol und
- 70 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol,
- 0,5 Gew.-% Borax und
- 69,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol,
- 0,5 Gew.-% Natriumcitrat und
- 69,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 15 Gew.-% 1,2-Propylenglykol und
- 70 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (101),
- 0,5 Gew.-% Borax und
- 84,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (102),
- 0,5 Gew.-% Borax und
- 84,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (104),
- 0,5 Gew.-% Borax und
- 84,5 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (106),
- 0,5 Gew.-% Borax und
- 84,5 Gew.-% Wasser
Claims (14)
- Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren, dadurch gekennzeichnet, dass man diese Fasermaterialien mit einer wässrigen Tinte bedruckt, welcheenthält.a) mindestens einen Reaktivfarbstoff der Formeln und worin
Z und Z' unabhängig voneinander Vinyl oder ein Rest der Formel -CH2-CH2-OSO3H sind,
B1 und B2 einen C2-C12-Alkylenrest bedeuten, welcher durch 1, 2 oder 3 Glieder -O-unterbrochen sein kann und unsubstituiert oder durch Hydroxy, Sulfo, Sulfato, Cyano oder Carboxy substituiert ist und
CuPhC ein Kupferphthalocyaninrest ist, undb) 1,2-Propylenglykol oder N-Methyl-2-pyrrolidon - Verfahren gemäss Anspruch 1, dadurch gekennzeichnet, dass Z Vinyl ist.
- Verfahren gemäss einem der Ansprüche 1 und 2, dadurch gekennzeichnet, dass Z' ein Rest der Formel -CH2-CH2-OSO3H ist.
- Verfahren gemäss einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass B1 und B2 einen C2-C6-Alkylenrest bedeuten.
- Verfahren gemäss einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, dass B1 1,3-Propylen, B2 1,2-Aethylen, Z Vinyl und Z' ein Rest der Formel -CH2-CH2-OSO3H ist.
- Verfahren gemäss einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass man eine Tinte verwendet, welche einen Gesamtgehalt an Reaktivfarbstoffen der Formeln (1a) bis (1i) von 5 bis 35 Gew.-% enthält.
- Verfahren gemäss einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, dass man eine Tinte verwendet, welche 5 bis 30 Gew.-% N-Methyl-2-pyrrolidon oder 1,2-Propylenglykol enthält.
- Verfahren gemäss einem der Ansprüche 1 bis 7, dadurch gekennzeichnet, dass man eine Tinte verwendet, welche 5 bis 30 Gew.-% 1,2-Propylenglykol enthält.
- Verfahren gemäss einem der Ansprüche 1 bis 8, dadurch gekennzeichnet, man eine Tinte verwendet, welche eine Viskosität von 1 bis 40 mPa·s, insbesondere 1 bis 10 mPa·s, aufweist.
- Verfahren gemäss einem der Ansprüche 1 bis 9, dadurch gekennzeichnet, dass man eine Tinte verwendet, welche eine Puffersubstanz enthält.
- Verfahren gemäss einem der Ansprüche 1 bis 10, dadurch gekennzeichnet, dass man cellulosische Fasermaterialien, insbesondere Baumwolle oder Viskose, bedruckt.
- Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren, dadurch gekennzeichnet, dass man diese Fasermaterialien mit einer wässrigen Tinte bedruckt, welche mindestens einen Reaktivfarbstoff der Formeln (la), (1b), (1d) und (1f) gemäss Anspruch 1 enthält.
- Wässrige Drucktinte für das Tntenstrahldruck-Verfahren, dadurch gekennzeichnet, dass siea) 5 bis 35 Gew.-% mindestens eines Reaktivfarbstoffes der Formeln (1a) bis (1i) gemäss Anspruch undb) 5 bis 30 Gew.-% N-Methyl-2-pyrrolidon oder 1,2-Propylenglykol enthält.
- Wässrige Drucktinte gemäss Anspruch 13, dadurch gekennzeichnet, dass sie 5 bis 30 Gew.-% 1,2-Propylenglykol enthält.
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 true EP0885998A2 (de) | 1998-12-23 |
| EP0885998A3 EP0885998A3 (de) | 2000-02-23 |
| EP0885998B1 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 (de) |
| EP (1) | EP0885998B1 (de) |
| JP (1) | JPH1112962A (de) |
| KR (1) | KR100538664B1 (de) |
| CN (1) | CN1202549A (de) |
| BR (1) | BR9802380A (de) |
| DE (1) | DE59812197D1 (de) |
| ES (1) | ES2230665T3 (de) |
| ID (1) | ID20434A (de) |
| PT (1) | PT885998E (de) |
| SG (1) | SG73519A1 (de) |
| TR (1) | TR199801116A3 (de) |
| TW (1) | TW514659B (de) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9813475D0 (en) * | 1998-06-23 | 1998-08-19 | Zeneca Ltd | Compounds,compositions and use |
| BR0007953A (pt) | 1999-02-05 | 2001-11-06 | Ciba Sc Holding Ag | Tintas para tingimento em preto e seu uso |
| 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 |
| WO2002028660A2 (en) * | 2000-10-02 | 2002-04-11 | Kimberly-Clark Worldwide, Inc. | Nanoparticle based inks and methods of making the same |
| 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 |
| CA2486290A1 (en) * | 2002-06-13 | 2003-12-24 | Clariant Finance (Bvi) Limited | Disazo dyes having adapted affinity |
| US8409618B2 (en) | 2002-12-20 | 2013-04-02 | Kimberly-Clark Worldwide, Inc. | Odor-reducing quinone compounds |
| US6780896B2 (en) * | 2002-12-20 | 2004-08-24 | Kimberly-Clark Worldwide, Inc. | Stabilized photoinitiators and applications thereof |
| US7666410B2 (en) * | 2002-12-20 | 2010-02-23 | Kimberly-Clark Worldwide, Inc. | Delivery system for functional compounds |
| US8163075B2 (en) | 2006-10-31 | 2012-04-24 | Sensient Colors Llc | Inks comprising modified pigments and methods for making and using the same |
| WO2009026552A2 (en) * | 2007-08-23 | 2009-02-26 | Sensient Colors Inc. | Self-dispersed pigments and methods for making and using the same |
| US20090163887A1 (en) * | 2007-12-20 | 2009-06-25 | Arehart Kelly D | Odor control cellulose granules with quinone compounds |
| WO2009104547A1 (ja) * | 2008-02-22 | 2009-08-27 | 日本化薬株式会社 | インク組成物及びそれを用いた繊維の捺染方法 |
| 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 |
| AU2010234392A1 (en) * | 2009-04-07 | 2011-10-27 | Sensient Colors Inc. | Self-dispersing particles and methods for making and using the same |
| 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 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61101574A (ja) * | 1984-10-23 | 1986-05-20 | Ricoh Co Ltd | 水性インク |
| JPS60185886A (ja) * | 1985-01-29 | 1985-09-21 | キヤノン株式会社 | 捺染用液媒体 |
| GB9102037D0 (en) * | 1991-01-30 | 1991-03-13 | Ici Plc | Printing process & formulation |
| US5250121A (en) * | 1991-09-26 | 1993-10-05 | Canon Kabushiki Kaisha | Ink-jet textile printing ink and ink-jet textile printing process |
| ATE136324T1 (de) * | 1992-03-06 | 1996-04-15 | Zeneca Ltd | Tintenzusammensetzungen |
| GB9325454D0 (en) * | 1993-01-12 | 1994-02-16 | Zeneca Ltd | Azo compound |
| DE4335958A1 (de) * | 1993-10-21 | 1995-04-27 | Bayer Ag | Neue Kupferphthalocyanin-Farbstoffe und deren Verwendung |
| DE4417718A1 (de) * | 1994-05-20 | 1995-11-23 | Hoechst Ag | Reaktivfarbstoffe für den Tintenstrahldruck |
| US5843217A (en) * | 1996-10-11 | 1998-12-01 | Minolta Co., Ltd. | Ink for ink jet recording |
-
1998
- 1998-06-02 US US09/089,146 patent/US6015454A/en not_active Expired - Lifetime
- 1998-06-09 ES ES98810523T patent/ES2230665T3/es not_active Expired - Lifetime
- 1998-06-09 PT PT98810523T patent/PT885998E/pt unknown
- 1998-06-09 DE DE59812197T patent/DE59812197D1/de not_active Revoked
- 1998-06-09 EP EP98810523A patent/EP0885998B1/de not_active Revoked
- 1998-06-11 SG SG1998001395A patent/SG73519A1/en unknown
- 1998-06-11 ID IDP980857A patent/ID20434A/id unknown
- 1998-06-15 TW TW087109455A patent/TW514659B/zh not_active IP Right Cessation
- 1998-06-15 BR BR9802380A patent/BR9802380A/pt not_active Application Discontinuation
- 1998-06-16 JP JP10168059A patent/JPH1112962A/ja active Pending
- 1998-06-16 TR TR1998/01116A patent/TR199801116A3/tr unknown
- 1998-06-16 KR KR1019980022467A patent/KR100538664B1/ko not_active Expired - Fee Related
- 1998-06-16 CN CN98103228A patent/CN1202549A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US6015454A (en) | 2000-01-18 |
| EP0885998B1 (de) | 2004-11-03 |
| KR100538664B1 (ko) | 2006-03-14 |
| TR199801116A2 (xx) | 1999-10-21 |
| SG73519A1 (en) | 2000-06-20 |
| EP0885998A3 (de) | 2000-02-23 |
| KR19990007011A (ko) | 1999-01-25 |
| JPH1112962A (ja) | 1999-01-19 |
| TR199801116A3 (tr) | 1999-10-21 |
| TW514659B (en) | 2002-12-21 |
| DE59812197D1 (de) | 2004-12-09 |
| BR9802380A (pt) | 1999-07-20 |
| CN1202549A (zh) | 1998-12-23 |
| ID20434A (id) | 1998-12-17 |
| PT885998E (pt) | 2005-03-31 |
| ES2230665T3 (es) | 2005-05-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0885998B1 (de) | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren | |
| EP0885999B1 (de) | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren | |
| EP1325945B1 (de) | Verfahren zum Färben oder Bedrucken sowie neue Reaktivfarbstoffe | |
| EP0886000B1 (de) | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren | |
| EP1086999B1 (de) | Magentafärbende Tinten enthaltend Kupferkomplexazofarbstoffe auf der Bais von 1-Naphthol-di-oder trisulfonsäuren | |
| DE102008054404A1 (de) | Faserreaktive Azofarbstoffe und Farbstoffmischungen, Verfahren zu ihrer Herstellung und ihre Verwendung | |
| MXPA98004842A (en) | Process for printing textile vibra materials according to the it jet printing process | |
| EP0832939B1 (de) | Blaufärbende Mischungen von faserreaktiven Farbstoffen und ihre Verwendung zum Färben von hydroxy- und/oder carbonamidgruppenhaltigem Fasermaterial | |
| DE19511689A1 (de) | Mischung von blaufärbenden faserreaktiven Farbstoffen und ihre Verwendung zum Färben von hydroxy- und/oder carbonamidgruppenhaltigem Fasermaterial | |
| JP2003306627A (ja) | 紡織品インクジェットプリント用インク組成物 | |
| DE60101051T2 (de) | Verwendung einer farbstoffzusammensetzung im tintenstrahldruckverfahren | |
| EP1086993B1 (de) | Kupferkomplexazofarbstoffe, deren Herstellung und deren Verwendung | |
| DE10064496A1 (de) | Schwarze Farbstoffmischungen von faserreaktiven Azofarbstoffen und ihre Verwendung zum Färben von hydroxy- und/oder carbonamidgruppenhaltigem Fasermaterial | |
| DE102009000417A1 (de) | Faserreaktive Azofarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung | |
| EP1102883A1 (de) | Verfahren zum bedrucken von textilen fasermaterialien nach dem tintenstrahldruck-verfahren | |
| WO2007085572A2 (de) | Mischungen von faserreaktiven farbstoffen, ihre herstellung und verwendung | |
| EP1737915A1 (de) | Mischungen von faserreaktiven azofarbstoffen, ihre herstellung und verwendung | |
| EP1666540B1 (de) | Mischungen von faserreaktiven Azofarbstoffen, Verfahren zu deren Herstellung und ihre Verwendung | |
| DE69810765T2 (de) | Fasereaktive disazofarbstoffe | |
| DE19930866A1 (de) | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren | |
| DE10035805A1 (de) | Wasserlösliche faserreaktive Farbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung | |
| DE102004002577A1 (de) | Reaktive Azofarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung | |
| DE19922825A1 (de) | Neue fluortriazinhaltige brillantgelbe Farbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben von hydroxy- und amidgruppenhaltigen Materialien | |
| EP3521379A1 (de) | Faserreaktive azofarbstoffe sowie farbstoffgemische, verfahren zu ihrer herstellung und ihre verwendung zum färben oder bedrucken | |
| DE102005029383A1 (de) | Farbstoffmischung von wasserlöslichen faserreaktiven Farbstoffen, Verfahren zu ihrer Herstellung und ihre Verwendung |
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 |
Kind code of ref document: A2 Designated state(s): BE CH DE ES FR GB IT LI PT |
|
| AX | Request for extension of the european patent |
Free format text: AL;LT;LV;MK;RO;SI |
|
| 17P | Request for examination filed |
Effective date: 19990528 |
|
| PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
| AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE |
|
| AX | Request for extension of the european patent |
Free format text: AL;LT;LV;MK;RO;SI |
|
| AKX | Designation fees paid |
Free format text: BE CH DE ES FR GB IT LI PT |
|
| 17Q | First examination report despatched |
Effective date: 20031217 |
|
| GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
| GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
| 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 ES FR GB IT LI PT |
|
| REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D Free format text: NOT ENGLISH |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
| REF | Corresponds to: |
Ref document number: 59812197 Country of ref document: DE Date of ref document: 20041209 Kind code of ref document: P |
|
| GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) |
Effective date: 20050114 |
|
| REG | Reference to a national code |
Ref country code: PT Ref legal event code: SC4A Free format text: AVAILABILITY OF NATIONAL TRANSLATION Effective date: 20050127 |
|
| REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2230665 Country of ref document: ES Kind code of ref document: T3 |
|
| PLBI | Opposition filed |
Free format text: ORIGINAL CODE: 0009260 |
|
| PLAX | Notice of opposition and request to file observation + time limit sent |
Free format text: ORIGINAL CODE: EPIDOSNOBS2 |
|
| 26 | Opposition filed |
Opponent name: DYSTAR TEXTILFARBEN GMBH & CO DEUTSCHLAND KG Effective date: 20050802 |
|
| ET | Fr: translation filed | ||
| PLBB | Reply of patent proprietor to notice(s) of opposition received |
Free format text: ORIGINAL CODE: EPIDOSNOBS3 |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PUE Owner name: HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBH Free format text: CIBA SPECIALTY CHEMICALS HOLDING INC.#KLYBECKSTRASSE 141#4057 BASEL (CH) -TRANSFER TO- HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBH#KLYBECKSTRASSE 200#4057 BASEL (CH) |
|
| RAP2 | Party data changed (patent owner data changed or rights of a patent transferred) |
Owner name: HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBH |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: PT Payment date: 20070529 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 20070615 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20070622 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: ES Payment date: 20070628 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20070621 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: IT Payment date: 20070614 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 20070711 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20070615 Year of fee payment: 10 |
|
| RDAF | Communication despatched that patent is revoked |
Free format text: ORIGINAL CODE: EPIDOSNREV1 |
|
| RDAG | Patent revoked |
Free format text: ORIGINAL CODE: 0009271 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: PATENT REVOKED |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
| 27W | Patent revoked |
Effective date: 20080628 |
|
| GBPR | Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state |
Effective date: 20080628 |
|
| REG | Reference to a national code |
Ref country code: PT Ref legal event code: MP4A Effective date: 20081114 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20080609 |

























