EP0178255A1 - Procédé de fixage de teintures ou impressions - Google Patents

Procédé de fixage de teintures ou impressions Download PDF

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Publication number
EP0178255A1
EP0178255A1 EP85810429A EP85810429A EP0178255A1 EP 0178255 A1 EP0178255 A1 EP 0178255A1 EP 85810429 A EP85810429 A EP 85810429A EP 85810429 A EP85810429 A EP 85810429A EP 0178255 A1 EP0178255 A1 EP 0178255A1
Authority
EP
European Patent Office
Prior art keywords
printed
dyes
textile materials
air
pyrimidinyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP85810429A
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German (de)
English (en)
Other versions
EP0178255B1 (fr
Inventor
Andres Schaub
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of EP0178255A1 publication Critical patent/EP0178255A1/fr
Application granted granted Critical
Publication of EP0178255B1 publication Critical patent/EP0178255B1/fr
Expired 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
    • D06B—TREATING TEXTILE MATERIALS USING LIQUIDS, GASES OR VAPOURS
    • D06B19/00—Treatment of textile materials by liquids, gases or vapours, not provided for in groups D06B1/00 - D06B17/00
    • D06B19/0005—Fixing of chemicals, e.g. dyestuffs, on textile materials
    • D06B19/0047—Fixing of chemicals, e.g. dyestuffs, on textile materials by air steam
    • 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
    • D06P5/20—Physical treatments affecting dyeing, e.g. ultrasonic or electric
    • D06P5/2066—Thermic treatments of textile materials
    • D06P5/2077—Thermic treatments of textile materials after dyeing
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/918—Cellulose textile

Definitions

  • the present invention relates to a new process for the nuance-stable fixing of azo, metal complex azo and formazan dyes on textile materials with hot steam.
  • the present invention thus relates to a process for the nuance-stable fixing of azo, metal complex azo and formazan dyes on textile materials with hot steam, which is characterized in that textile materials dyed or printed with these dyes are dried and then fixed in a hot steam atmosphere, that contains at least 0.5 volume percent air.
  • the intermediate drying of the dyed or printed textile materials before the steaming fixation is mandatory.
  • a preferred embodiment of the method according to the invention is characterized in that textile materials dyed or printed with reduction-sensitive dyes, in particular textile materials dyed or printed with water-insoluble and / or water-soluble dyes, and especially textile materials dyed or printed with water-soluble reactive dyes.
  • Another preferred embodiment of the method according to the invention is characterized in that in a steam fixed atmosphere that contains 0.5 to 5 volume percent air, in particular 1.5 to 5 volume percent air and especially 1.5 to 3.5 volume percent air.
  • a steam fixed atmosphere that contains 0.5 to 5 volume percent air, in particular 1.5 to 5 volume percent air and especially 1.5 to 3.5 volume percent air.
  • an air content of at least 1 percent by volume has proven to be particularly advantageous.
  • An air content of 10 percent by volume has proven to be advantageous as the upper limit.
  • Another preferred embodiment of the method according to the invention is characterized in that it is fixed under normal pressure.
  • a temperature between 100 ° and 220 ° C., in particular 100 ° to 105 ° C. or 150 ° to 190 ° C., based on a pressure of 1 bar, has been found to be particularly advantageous for fixing in a hot steam atmosphere proven.
  • a particularly preferred embodiment of the method according to the invention is characterized in that printed textile materials are used, in particular those which are printed with printing pastes containing a thickener which promotes reduction.
  • printed textile materials with dye mixtures containing at least one water-soluble reactive dye and at least one disperse dye are used in the process according to the invention as printed textile materials from blended fabrics, in particular printed polyester / cellulose blended fabrics and, above all, printed cellulose fibers.
  • a polyester / cellulose blend fabric which is printed with a printing paste containing at least one water-soluble reactive dye, at least one disperse dye, alginate and fixing alkali is very particularly preferably used as the printed textile material made of polyester / cellulose blend fabric.
  • a polyester-cellulose blend used which is printed with a printing paste containing at least one fiber-reactive, sulfo-containing azo or metal complex azo dye, at least one azo dispersion dye, alginate and a fixing alkali and is fixed in a water vapor atmosphere under normal pressure at 150 ° to 220 °, which is 1.5 to 3, Contains 5 volume percent air.
  • Textile materials are those made from natural and synthetic fibers and mixtures thereof. Examples include: cotton, linen (bleached), viscose, polynosic, copper synthetic silk, wool, silk, synthetic polyamide, polyester and polyurethane fibers, wool / polyamide, wool / polyester, wool / cellulose, wool / Polyacrylonitrile and polyester / cellulose blended fabrics.
  • Synthetic polyamide, polyester, cellulose fibers and polyester / cellulose blended fabrics are preferably used as textile materials.
  • the textile materials are dyed or printed by methods known per se, dried and then fixed in accordance with the method according to the invention.
  • the fixation takes place in one of the commercially known continuous or discontinuous dampers, which must have a device for the targeted addition of air.
  • the air inlet can be regulated, for example, via a valve.
  • the water vapor state in the process according to the invention corresponds to the steam state customary in industrial dampers, such as Saturated steam and superheated steam.
  • Steaming time and steam temperature depend on the dyes and textile material used.
  • Textile materials which are dyed or printed with azo, metal complex azo and formazan dyes are used in the process according to the invention.
  • These dyes can be water-soluble or water-insoluble.
  • Suitable disperse dyes are e.g. the dyes known from the Color Index as Disperse Dyes.
  • the radical Q 1 is above all a radical of the benzene series, such as phenyl or sulfophenyl, or an alkyl radical, such as methyl, a low molecular weight alkanoyl group such as acetyl, a carbalkoxy group with up to 4 carbon atoms, a benzoyl group or a hetero cyclic radical, and A and B are preferably phenyl radicals substituted by sulfo, sulfonamido or alkylsulfonyl groups.
  • Y 1 and Y 2 are mainly OH and COOH groups. Suitable heavy metals are copper, chromium, cobalt and nickel.
  • Cellulose fibers printed with fiber-reactive azo dyes are preferably fixed according to the inventive method; printed polyester / cellulose blended fabrics are also preferably fixed with dye mixtures containing at least one fiber-reactive azo dye and at least one dispersion azo dye.
  • Fiber-reactive radicals X are to be understood as those which react with the hydroxyl groups of cellulose, the amino, carboxy, hydroxyl and thiol groups in wool and silk, or with the amino and possibly carboxy groups of synthetic polyamides to form covalent chemical bonds capital.
  • X is preferably a fiber-reactive radical of the aliphatic, aromatic or heterocyclic series which is bonded to the radical D directly or via a bridge member.
  • X is preferably directly or via an optionally monoalkylated amino group such as, for example, -NH-, -N (CH 3 ) -, -N (C 2 H 5 ) - or -N (C 3 H 7 ) - or via a bridge member containing an amino group bound to the radical D, where D is an azo, metal complex azo or formazan dye.
  • an optionally monoalkylated amino group such as, for example, -NH-, -N (CH 3 ) -, -N (C 2 H 5 ) - or -N (C 3 H 7 ) - or via a bridge member containing an amino group bound to the radical D, where D is an azo, metal complex azo or formazan dye.
  • fiber-reactive radicals X of the heterocyclic series should be mentioned, such as, for example, 2,4-dichlorotriazinyl-6, mono-, di- or trihalopyrimidinyl radicals, such as 2,4-dichloropyrimidinyl-6, 2,4,5-trichloropyrimidinyl- 6-, 2,4-dichloro-5-nitro- or 5-methyl- or -5-carboxymethyl- or -5-carboxy- or -5-cyano- or -5-vinyl- or -5-sulfo- or - 5-mono-, -di or trichloromethyl or 5-methylsulfonylpyrimidinyl-6-, 2,5-dichloro-4-methylsufonyl-pyrimidinyl-6-, 2-fluoro-4-pyrimidinyl-, 2,6-difluoro-4 -pyrimidinyl-, 2,6-difluoro-5-chloro-4-pyrimidiny
  • Particularly interesting fiber-reactive residues are fluoro-1,3,5-triazine residues of the formula where as substituents V on the triazine ring are to be mentioned in particular: -NH 2 , alkylamino, N, N-dialkylamino, cycloalkylamino, N, N-dicycloalkylamino, aralkylamino, arylamino groups, mixed substituted amino groups, such as N-alkyl -N-cyclohexylamino and N-alkyl-N-arylamino groups, furthermore amino groups which contain heterocyclic radicals which may have further fused-on carbocyclic rings, and amino groups in which the amino nitrogen atom is a member of an N-heterocyclic ring which optionally contains further heteroatoms, as well as hydrazino and semicarbazido.
  • alkyl radicals can be straight-chain or branched, low molecular weight or higher molecular weight; alkyl radicals having 1 to 6 carbon atoms are preferred; suitable cycloalkyl, aralkyl and aryl radicals are, in particular, cyclohexyl, benzyl, phenethyl, phenyl and naphthyl radicals; heterocyclic radicals are especially furan, thiophene, pyrazole, pyridine, pyrimidine, quinoline, benzimidazole, benzothiazole and benzoxazole; and as amino groups in which the amino nitrogen atom is a member of an N-heterocyclic ring, there are preferably radicals of six-membered N-heterocyclic compounds into consideration, which may contain nitrogen, oxygen or sulfur as further heteroatoms.
  • alkyl, cycloalkyl, aralkyl and aryl radicals mentioned above, the heterocyclic radicals and the N-heterocyclic rings can be further substituted, for example by: halogen, such as fluorine, chlorine and bromine, nitro, cyano, trifluoromethyl, sulfamoyl, carbamoyl, C. 1-4 alkyl, C 1-4 alkoxy, acylamino groups such as acetylamino or benzoylamino, ureido, hydroxy, carboxy, sulfomethyl or sulfo.
  • halogen such as fluorine, chlorine and bromine
  • sulfamoyl carbamoyl
  • acylamino groups such as acetylamino or benzoylamino, ureido, hydroxy, carboxy, s
  • amino groups are: -NH 2 , methylamino, ethylamino, propylamino, isopropylamino, butylamino, hexylamino, ⁇ -methoxyethylamino, y-methoxypropylamino, ⁇ -ethoxyethylamino, N, N-dimethylamino, N, N- Diethylamino, ⁇ -chloroethylamino, ⁇ -cyanoethylamino, y-cyanopropylamino, ß-carboxyethylamino, sulfomethylamino, ⁇ -sulfoethylamino, ß-hydroxyethylamino, N, N-di-ß-hydroxyethylamino, y-hydroxypropylamino, benzylamino, phenylamino, phenylamino, phenylamino, pheny
  • the reactive dyes of the formulas (1) to (6) can contain up to six identical or different types of reactive groups.
  • Azo, metal complex azo or formazan dyes which are dyed on textile materials or printed in conventional dampers with an air content of less than 0.3 percent by volume at least 1% during the fixing process are particularly suitable as strongly reduction-sensitive dyes.
  • a major advantage of the method according to the invention is that both with continuous and discontinuous steam fixation there are no nuance fluctuations and a consistently high yield of the dyes used is ensured. This advantage is particularly important for light shades, i.e. Textile materials that are dyed or printed with less than 0.5% dye based on the fiber weight.
  • Another advantage of the method according to the invention is that textile materials can be used which are printed with printing pastes which contain thickeners with a reducing property.
  • the invention further relates to a means for carrying out the method according to the invention.
  • the invention thus also relates to a damping chamber for fixing colored or printed textile materials in a hot steam atmosphere, which is characterized in that the damping chamber contains a device for admixing air.
  • a valve for example, can be used as the device for admixing the air.
  • the air is preferably added to the water vapor via a valve that can be regulated from the outside by a nozzle system.
  • the following examples serve to illustrate the invention.
  • the parts are parts by weight and the percentages are percentages by weight.
  • the temperatures are given in degrees Celsius.
  • the relationship between parts by weight and parts by volume is the same as that between grams and cubic centimeters.
  • This printing paste is used to print a cotton fabric in a conventional manner (flat or rotary film printing or Rouleaux printing) and then drying it.
  • the printed fabric is steamed for 8 minutes in a water vapor atmosphere without excess pressure ( ⁇ 1 bar) at 100-102 ° C.
  • This water vapor contains 1.5-2% by volume of air.
  • the resulting prints have a blue-gray shade after their usual post-washing treatment.
  • saturated steam means a saturated water vapor atmosphere at 100 to 102 °, which contains 1.5 to 2 percent by volume of air.
  • Example 7 A printing paste is prepared according to the following recipe: 1.5 g of the dye of the formula and 100 g of urea are dissolved in 398.5 g of hot water and incorporated in 500 g of a 4% thickener based on hydroxyethylated guar under the high-speed stirrer.
  • This printing paste is used to print a knitted fabric made of synthetic polyamide in a conventional manner and then drying it.
  • the printed knitted fabric is fixed for 40 minutes in a water vapor atmosphere without excess pressure ( ⁇ 1 bar) at 100-102 ° and an air content of 1.5 to 2 percent by volume. The result is a level, level-stable print.
  • Example 8 A printing paste is prepared according to the following recipe: 1.5 g of the dye of the formula and 100 g of urea are dissolved in 398.5 g of hot water and incorporated in 500 g of a 4% thickener based on hydroxyethylated guar under the high-speed stirrer.
  • This printing paste is used to print a knitted fabric made of synthetic polyamide in a conventional manner and then drying it.
  • the printed knitted fabric is fixed for 40 minutes in a water vapor atmosphere without excess pressure ( ⁇ 1 bar) at 100-102 ° and an air content of 1.5 to 2 percent by volume. The result is a level, level-stable print.
  • Example 9 A fabric consisting of 50% bleached cotton and 50% polyester staple fiber is printed with a printing paste consisting of 1.5 g of a low-dispersant liquid formulation of the mixture of the dyes of the formulas and which consists of 25 percent by weight of the dye of formula (I) and 75 percent by weight of the dye of formula (II),
  • the unfixed portion of the dye is removed by repeated cold and warm rinsing. A level print of gray-blue stable, reproducible shade is obtained.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Coloring (AREA)
EP85810429A 1984-09-28 1985-09-23 Procédé de fixage de teintures ou impressions Expired EP0178255B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH4647/84 1984-09-28
CH464784 1984-09-28

Publications (2)

Publication Number Publication Date
EP0178255A1 true EP0178255A1 (fr) 1986-04-16
EP0178255B1 EP0178255B1 (fr) 1989-01-18

Family

ID=4280026

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85810429A Expired EP0178255B1 (fr) 1984-09-28 1985-09-23 Procédé de fixage de teintures ou impressions

Country Status (4)

Country Link
US (1) US4659333A (fr)
EP (1) EP0178255B1 (fr)
JP (1) JPS6183384A (fr)
DE (1) DE3567681D1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0610156B1 (fr) * 1993-02-05 1997-05-28 Ciba SC Holding AG Procédé de teinture ou d'impression de matériaux textiles cellulosiques
US6513924B1 (en) 2001-09-11 2003-02-04 Innovative Technology Licensing, Llc Apparatus and method for ink jet printing on textiles
US7931699B2 (en) * 2002-12-27 2011-04-26 Hbi Branded Apparel Enterprises, Llc Compositions for spray dyeing cellulosic fabrics
US7931700B2 (en) * 2002-12-27 2011-04-26 Hbi Branded Apparel Enterprises, Llc Composition for dyeing of cellulosic fabric
US7033403B2 (en) * 2002-12-27 2006-04-25 Sara Lee Corporation Spray dyeing of garments
US7931701B2 (en) * 2002-12-27 2011-04-26 Hbi Branded Apparel Enterprises, Llc Composition for dyeing of cellulosic fabric
US20060265816A1 (en) * 2003-06-23 2006-11-30 Michael Abbott Formers for spray dyeing garments
US8814953B1 (en) 2003-06-23 2014-08-26 Hbi Branded Apparel Enterprises, Llc System and method for spray dyeing fabrics
US7799097B2 (en) * 2003-06-23 2010-09-21 Hbi Branded Apparel Enterprises, Llc Processes for spray dyeing fabrics
US10214827B2 (en) 2010-05-19 2019-02-26 Sanford Process Corporation Microcrystalline anodic coatings and related methods therefor

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1351242A (fr) * 1962-03-21 1964-01-31 Basf Ag Procédé pour obtenir un gonflement régulier des fibres au cours d'un traitement thermique
DE1460356A1 (de) * 1965-02-18 1969-02-13 Artos Meier Windhorst Kg Verfahren zum kontinuierlichen Faerben von breitgefuehrten Textilbahnen mit Dispersions-Reaktiv- oder aehnlichen Farbstoffen
FR2396819A1 (fr) * 1977-07-04 1979-02-02 Inst Tekhn Teplofizik Procede de fixage de colorants sur matiere textile
EP0087740A2 (fr) * 1982-02-26 1983-09-07 Hoechst Aktiengesellschaft Procédé de teinture continue de bandes textiles

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2552562A1 (de) * 1975-01-15 1976-07-22 Sandoz Ag Verfahren zum faerben von zellulosefasern oder daraus hergestellten textilien mit reaktivfarbstoffen

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1351242A (fr) * 1962-03-21 1964-01-31 Basf Ag Procédé pour obtenir un gonflement régulier des fibres au cours d'un traitement thermique
DE1460356A1 (de) * 1965-02-18 1969-02-13 Artos Meier Windhorst Kg Verfahren zum kontinuierlichen Faerben von breitgefuehrten Textilbahnen mit Dispersions-Reaktiv- oder aehnlichen Farbstoffen
FR2396819A1 (fr) * 1977-07-04 1979-02-02 Inst Tekhn Teplofizik Procede de fixage de colorants sur matiere textile
EP0087740A2 (fr) * 1982-02-26 1983-09-07 Hoechst Aktiengesellschaft Procédé de teinture continue de bandes textiles

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
JOURNAL OF THE SOCIETY OF DYERS AND COLOURISTS, Band 94, Nr. 5, Mai 1978, Seiten 177-189, Bradford, GB; T.L. DAWSON et al.: "The efficient use of steam and water in the continuous dyeing and printing of carpets" *
MELLIAND TEXTILBERICHTE, Band 51, Nr. 6, Juni 1970, Seiten 707-713, Heidelberg, DE; O. STEPANEK: "Untersuchungen über den Einfluss des überhitzten Dampfes, der Heissluft und deren Mischungen auf die Sublimation von Dispersionsfarbstoffen im Textildruck" *

Also Published As

Publication number Publication date
JPS6183384A (ja) 1986-04-26
US4659333A (en) 1987-04-21
DE3567681D1 (en) 1989-02-23
EP0178255B1 (fr) 1989-01-18

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