EP0223064B1 - Procédé de post-traitement de teintures réactives sur des fibres cellulosiques - Google Patents

Procédé de post-traitement de teintures réactives sur des fibres cellulosiques Download PDF

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Publication number
EP0223064B1
EP0223064B1 EP86114237A EP86114237A EP0223064B1 EP 0223064 B1 EP0223064 B1 EP 0223064B1 EP 86114237 A EP86114237 A EP 86114237A EP 86114237 A EP86114237 A EP 86114237A EP 0223064 B1 EP0223064 B1 EP 0223064B1
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EP
European Patent Office
Prior art keywords
water
aftertreatment
rinsed
resin
condensate
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.)
Expired
Application number
EP86114237A
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German (de)
English (en)
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EP0223064A1 (fr
Inventor
Ulrich Dr. Baumgarte
Rolf Dr. Fikentscher
Sigismund Dr. Heimann
Heinrich Dr. Mertens
Siegfried Schneider
Michele Dr. Vescia
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BASF SE
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BASF SE
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Publication date
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Priority to AT86114237T priority Critical patent/ATE39506T1/de
Publication of EP0223064A1 publication Critical patent/EP0223064A1/fr
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Publication of EP0223064B1 publication Critical patent/EP0223064B1/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
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5278—Polyamides; Polyimides; Polylactames; Polyalkyleneimines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02—After-treatment
    • D06P5/04—After-treatment with organic compounds
    • D06P5/08—After-treatment with organic compounds macromolecular

Definitions

  • fiber materials containing cellulose fibers which are dyed with reactive dyes are usually subjected to a boiling alkaline wash in the presence of surfactants in order to remove the dye which is not fixed on the fabric.
  • surfactants in order to remove the dye which is not fixed on the fabric.
  • colored cellulose fiber materials are obtained which, although they have sufficient wash fastnesses, are in need of improvement with regard to water fastness, ironing fastness and also sweat fastness.
  • DE-A-2 747 358 discloses a process for the aftertreatment of cellulose fiber materials which are dyed with reactive dyes, in which the fiber materials are treated with an aqueous solution of polyamines, polyamides, polyurethanes and / or polyureas containing secondary and / or tertiary amino groups treated.
  • an aftertreatment the wet fastness properties of reactive dyeings on cellulose are improved, but a further increase in the fastness level of the aftertreated dyeings is desirable, in particular the lightfastness and the dry rubbing fastness.
  • the object of the present invention is to provide a process for the aftertreatment of reactive dyeings on textile materials containing cellulose fibers, in which colored textile materials with high wet fastness properties are obtained, the light fastness and fastness to rubbing of which practically do not deteriorate compared to a dyed material washed in the usual way are.
  • the textile materials containing cellulose fibers can be in the form of fibers, yarns, fabrics or other piece goods.
  • the cellulose fibers are, for example, cotton, linen or cellulose.
  • the textile materials which are post-treated according to the invention may consist solely of cellulose fibers or may contain cellulose fibers, optionally in a mixture with synthetic fibers, such as polyamide, polyacrylonitrile or polyester fibers.
  • the cellulose fibers are known to be dyed with the commercially available reactive dyes, e.g. at 20 to 100 ° C after the exhaust process or at room temperature after the cold dwell process.
  • the textile material is first rinsed with cold water, then cleaned once or twice with hot water (70-100 ° C) and, if necessary, once more with water at a temperature of 60 to 80 ° C.
  • the cationic condensation products according to a) to be used according to the invention are prepared by condensing methylamine and epichlorohydrin in a molar ratio of 1: 0.8 to 1.
  • the condensation of methylamine and epichlorohydrin is known and takes place in the temperature range from 30 to 90 ° C., preferably 40 to 80 ° C.
  • the condensation is carried out in aqueous or alcoholic solution at a solids content of the solution of usually 20 to 60% by weight.
  • the alcoholic solvent used is, for example, ethylene glycol, propylene glycol, diglycol and / or neopentyl glycol.
  • the condensation takes place in the pH range from 8 to 12, preferably 8 to 9.
  • Bases such as sodium hydroxide solution, potassium hydroxide solution, sodium carbonate, calcium oxide, calcium hydroxide, barium oxide or barium hydroxide are optionally used to adjust the pH. If methylamine is used in excess in the condensation, a pH in the alkaline range is established due to the basicity of the methylamine. The condensation is carried out to such an extent that water-soluble products are formed which have a viscosity of at least 300 mPa.s in 20% aqueous solution at a temperature of 20 ° C.
  • the cationic condensation products according to b) to be used according to the invention which are obtainable by heating triethanolamine and / or triisopropanoiamine in the presence of acidic catalysts at temperatures of normally 120 to 280 ° C., are also known compounds, cf. DE-B-1 127 084 and DE-B-1 243 874.
  • acidic catalysts used are formic acid, oxalic acid and the salts and esters of these acids, phosphorous acid or its ammonium and amine salts, halides, di- and triesters phosphorous acid, amides of phosphorous acid, ester amides or phosphonous acid or their halides, esters, amides or ester amides.
  • the condensation of triethanolamine, triisopropanoiamine or mixtures of the compounds mentioned is preferably carried out in the presence of phosphorous acid or hypophosphorous acid.
  • the acidic catalysts are used in an amount of normally 0.1 to 1.0% by weight, based on the hydroxyalkylamine to be condensed. In this way, the condensation products b) are obtained which have a viscosity of at least 40,000 mPa.s, preferably 40,000 to 60,000 mPa.s, at 100% at a temperature of 20 ° C.
  • the water-soluble cationic condensation products a) and b) described above are quaternized in a second reaction step, wherein 0.25 to 1 mol, preferably 0 to 1 mol, of benzyl chloride are used, based in each case on 1 mol of amine in the condensation product a) or b).
  • the quaternization is carried out in an aqueous, preferably in an aqueous-alcoholic medium at temperatures from 60 to 100 ° C., but can also be carried out at higher temperatures, but it is then necessary to work under pressure.
  • the reaction of the condensation products a) and b) can be carried out in the presence of alcohols as solubilizers.
  • the aqueous or alcoholic solutions of the benzylated condensation products a) and b) can be used directly for the aftertreatment of reactive dyeings on textile materials containing cellulose fibers.
  • the viscosity of the condensation products a) and b) reacted with benzyl chloride in 20% aqueous solution at 20 ° C. is at least 6 mPa.s and is preferably in the range from 8 to 200 mPa.s.
  • the aftertreatment of the cellulose fiber materials dyed with reactive dyes is carried out discontinuously in dyeing apparatuses a) or b) in dyeing machines or continuously for card sliver in liss recipients, or area material on foulards or wide-wash systems.
  • the discontinuous aftertreatment of the dyed materials with the aqueous liquors generally takes 5 to 30 minutes.
  • the concentration of the water-soluble quaternary resins in the aftertreatment liquor is 0.1 to 5, preferably 0.25 to 2 g / l.
  • the liquor ratio is in the range from 1: 5 to 50, preferably 1:10 to 20.
  • the aftertreatment liquor has a pH in the range from 4 to 11, preferably 5 to 8.
  • the quaternized resins can also be applied to the goods, which is to be treated, is padded.
  • Blocking generally uses aqueous solutions of the benzylated resin in a concentration of 1 to 50 g / l, preferably 2.5 to 15 g / l.
  • the cellulose fiber materials dyed with reactive dyes are aftertreated with the benzylated, cationic resins, they are rinsed well with water, expediently first at least once with cold water and then at least once with water at a temperature of 70 to 100.degree.
  • the hydrolyzed reactive dyes washed out of the textile material do not give any precipitates in the presence of the products to be used according to the invention. If, on the other hand, condensation products made from dimethylamine and epichlorohydrin are used, annoying failures occur in the aftertreatment liquor.
  • the aftertreatment according to the invention can be carried out in the temperature range from 5 to 100 ° C. and is carried out in a procedure analogous to an exhaust process, preferably at temperatures from 40 to 70 ° C.
  • the textile material containing post-treated cellulose fibers according to the invention shows no color brightening, so that even with combination dyeings there are no color shifts. Obtained in this way dyeings which, relative to satisfy the Wasserechthei t the strict requirements which are imposed on dyes in practice. The light fastness and fastness to rubbing of the dyeings is practically not deteriorated by the aftertreatment according to the invention.
  • the textile material containing cellulose fibers can be rinsed. Then it is dried.
  • Resin 1 (condensation product of methylamine and epichlorohydrin)
  • the resin has a viscosity of 350 mPa.s (20 ° C, D k : 74s- 1 ), a chlorine content of 2.22 mmol / g and a refractive index of nD 20: 1.393.
  • 3300 g of this methylamine-epichlorohydrin condensation product are mixed with 1620 diglycol and 65 g of 50% sodium hydroxide solution, heated to 60 to 70 ° C., 1008 g of benzyl chloride are added dropwise at this temperature in the course of 0.5 hours and then stirred at 80 ° C. for 3 hours. It is adjusted to pH 4.0 with 53 g (99% strength) formic acid, diluted with 2459 g diglycol and cooled to room temperature.
  • the cationic resin shows a chloride content of 1.83 mmol / g, an acid number (alcoholic KOH) of 0.30 mmol / g, a viscosity (Haake Rotavisco) of 150 mPa.s (measured at 20 ° C.). (D k : 26.4 s- 1 ), a refractive index of 1.4546 and a pH of 4.0.
  • Knitwear made of cotton is dyed, based on the goods, with 5% of the orange reactive dye of Color Index No. 18260 in a liquor ratio of 1:20 with a liquor which, in addition to dye, contains 60 g / l sodium chloride, 9 g / l sodium carbonate and 1 g / l Contains sodium bicarbonate.
  • the liquor is drained, the material is then rinsed with cold water in a liquor ratio of 1:20, the rinsing liquor is drained off and the material is then treated with water at 95 ° C. for 10 min. The water is drained off again and the dyed textile material is treated with an aqueous solution containing 2 g / l of resin 1.
  • the aftertreatment with the aqueous solution of resin 1 is 10 minutes at the boiling point.
  • the pH of the liquor is adjusted to 5 to 6.
  • the originally colorless liquor is clearly stained. It is drained off and the material treated with it is rinsed with cold water and then dried.
  • a dyeing is obtained which is difficult to achieve in water fastness (according to DIN 54 006, staining of the cotton accompanying fabric) with a rating of 4 to 5 and is thus 1.5 marks better than a dyeing which is aftertreated with a conventional anionic or nonionic detergent becomes. For this it is difficult to determine the grade 3 for water justice.
  • the non-fixed dyes migrate from the colored to the white material.
  • the test method is very sensitive, since the smallest amounts of unfixed dyes stain the white material.
  • the dyeings are subjected to this ironing test.
  • the sandwiches are pressed twice in the ironing machine at 180 ° C for 30 s each (Siemens Heimbügler Spezial) and then dried while the machine is running.
  • a cotton knitted fabric is dyed as described in Example 1 and then rinsed with cold and hot water.
  • the goods are then treated with an aqueous solution which contains 2 g / l of the resin 2 dissolved.
  • the aftertreatment is carried out at 100 ° C. within 10 minutes.
  • the goods are then rinsed once with cold water and dried.
  • red dye of the formula 3% dyeing on knitted cotton fabric is produced by dyeing in a liquor ratio of 1:20 with a liquor which, in addition to the dye mentioned, also contains 60 g / l sodium chloride and 20 g / l sodium carbonate.
  • the goods in this liquor are heated to 80 ° C. within 40 minutes, then kept at 80 ° C. for 60 minutes and then, as described in Example 1, rinsed once cold and hot. It is then aftertreated for 5 min at a temperature of 100 ° C. with an aqueous solution of 1 g / l of resin 1.
  • the resulting colored liquor is drained off and the material is then rinsed with cold water and dried.
  • a dyeing is obtained whose fastness to rubbing and lightfastness is not impaired by a dyeing which has been soaped in the customary manner.
  • the water fastness difficult (bleeding of cotton fabric according to DIN 54 006) is 4 to 5.
  • the dyebath is heated to 95 ° C. within 20 minutes. After a dwell time of 10 minutes at 95 ° C., 30 kg of sodium chloride are added and the temperature is then kept at 95 ° C. for a further 5 minutes. The mixture is cooled to 80 ° C. within 10 minutes. Then 4 kg of soda and 2144.8% aqueous sodium hydroxide solution are added.
  • the dyebath is then kept at 80 ° C. for a further 30 minutes and then drained off. It is rinsed cold for 10 minutes with an overflow.
  • the ironing test shows that the accompanying fabric on the untreated yarn (sample a) is heavily stained. Treatment c) can reduce bleeding, but it cannot be prevented. Bleeding of the accompanying tissue is prevented only by treatment b).
  • First dyeing is carried out at 25 ° C. for 15 minutes, then heated to 50 ° C. in 30 minutes, and the dyeing bath is kept at this temperature for 20 minutes. The mixture is then heated to 80 ° C. in 30 minutes and finished in 45 minutes.
  • Rinsing is cold for 10 minutes, then 2 x 10 minutes at cooking temperature and then once for 10 minutes at 50 ° C.
  • the goods are then aftertreated for 10 minutes at 60 ° C. with an aqueous solution which contained 1.5% of the resin and had a pH of about 7.
  • an undyed accompanying fabric made from cotton calico is not bled on.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (5)

1. Procédé de traitement postérieur des colorants réactifs sur des matières textiles contenant des fibres de cellulose, conformément auquel on rince les matières textiles colorées à l'eau, on les traite ensuite par des solutions aqueuses de produits de condensation cationiques, à des températures de 5 à 100°C et on les rince ensuite une fois de plus à l'eau, caractérisé en ce qu'à titre de produits de condensation cationiques, on utilise des résines quater- nisées, solubles dans l'eau, que l'on peut obtenir par la condensation
a) de méthylamine et d'épichlorhydrine, ou
b) par le chauffage de la triéthanolamine et/ou de la triisopropanolamine, en présence de catalyseurs acides,

et que l'on fait réagir sur 0,25 à 1 mole de chlorure de benzyle par rapport à 1 mole d'amine dans le produit de condensation.
2. Procédé suivant la revendication 1, caractérisé en ce que l'on utilise des résines benzylées, solubles dans l'eau, que l'on peut obtenir par la réaction des produits de condensation a) ou b) sur 0, 5 à 1 mole de chlorure de benzyle, par rapport à 1 mole d'amine dans les produits de condensation.
3. Procédé suivant les revendications 1 et 2, caractérisé en ce que la concentration des résines benzylées, solubles dans l'eau, varie de 0,1 à 5 g/I dans la solution aqueuse et le rapport du bain fluctue de 1:5 à 50.
4. Procédé suivant les revendications 1 et 2, caractérisé en ce que les résines benzylées, solubles dans l'eau, sont appliquées sur les matières à base de fibres de cellulose par foulardage d'une solution aqueuse qui contient de 1 à 50 g/I de la résine.
5. Procédé suivant les revendications 1 à 3, caractérisé en ce que l'on rince au moins une fois la matière textile colorée à l'eau froide, puis au moins une fois avec de l'eau à une température de 70 à 100°C et on procède ensuite au traitement postérieur à une température de 90 à 100°C.
EP86114237A 1985-10-22 1986-10-15 Procédé de post-traitement de teintures réactives sur des fibres cellulosiques Expired EP0223064B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86114237T ATE39506T1 (de) 1985-10-22 1986-10-15 Verfahren zur nachbehandlung von reaktivfaerbungen auf cellulosefasern.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19853537458 DE3537458A1 (de) 1985-10-22 1985-10-22 Verfahren zur nachbehandlung von reaktivfaerbungen auf cellulosefasern
DE3537458 1985-10-22

Publications (2)

Publication Number Publication Date
EP0223064A1 EP0223064A1 (fr) 1987-05-27
EP0223064B1 true EP0223064B1 (fr) 1988-12-28

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP86114237A Expired EP0223064B1 (fr) 1985-10-22 1986-10-15 Procédé de post-traitement de teintures réactives sur des fibres cellulosiques

Country Status (5)

Country Link
US (1) US4931065A (fr)
EP (1) EP0223064B1 (fr)
JP (1) JPS62104987A (fr)
AT (1) ATE39506T1 (fr)
DE (2) DE3537458A1 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0322457B1 (fr) * 1987-06-30 1994-06-08 Mitsubishi Chemical Corporation Melange de colorants reactifs solubles dans l'eau et procede permettant la teinture de fibres cellulosiques utilisant ledit melange
DE3829974A1 (de) * 1988-09-03 1990-03-15 Basf Ag Quaternierte kondensationsprodukte
DE3914381A1 (de) * 1989-04-29 1990-10-31 Basf Ag Verfahren zum nachbehandeln von faerbungen mit reaktivfarbstoffen auf textilen materialien aus cellulosefasern
DE4003243A1 (de) * 1990-02-03 1991-08-08 Basf Ag Verwendung von trialkanolaminpolyethern als demulgatoren von oel-in-wasser-emulsionen
DE4006255A1 (de) * 1990-02-28 1991-08-29 Basf Ag Als emulgatoren von oel-in-wasser-emulsionen geeignete kondensationsprodukte
US5224963A (en) * 1990-03-03 1993-07-06 Basf Aktiengesellschaft Quaternized condensation products for aftertreating dyed leather
US5573553A (en) * 1992-04-24 1996-11-12 Milliken Research Corporation Method for improving the bleach resistance of dyed textile fiber and product made thereby
CA2116299A1 (fr) * 1993-02-24 1994-08-25 Daniel Taylor Mcbride Methode servant a ameliorer la resistance a la decoloration de fibres textiles teintees
US20030105753A1 (en) * 2001-11-27 2003-06-05 Judson Lee Expert system for dyeing cotton fabrics with reactive dyes
WO2009047269A2 (fr) * 2007-10-09 2009-04-16 Basf Se Utilisation de polyétheramine-polyols très ramifiés à haute fonctionnalité pour recouvrir des surfaces
CN103074715B (zh) * 2013-01-16 2014-06-25 广东兴泰发展有限公司 一种用于高阻燃腈棉防护服面料的纱线、其筒子染纱方法和织造方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE743563C (de) * 1934-11-01 1944-03-31 Sandoz Ag Verfahren zur Verbesserung der Echtheit von Faerbungen mit substantiven Farbstoffen auf Cellulosefasern gegen nicht alkalische Behandlung
CH1104171A4 (fr) * 1971-07-27 1973-01-31
DE2747358C2 (de) * 1977-10-21 1986-12-04 Bayer Ag, 5090 Leverkusen Verfahren zur Nachbehandlung von Reaktivfärbungen
JPS60134080A (ja) * 1983-12-16 1985-07-17 一方社油脂工業株式会社 繊維材料の染色性改良方法、カチオン性の繊維反応性化合物及びその製造方法
FR2557603B1 (fr) * 1984-01-03 1988-02-19 Sandoz Sa Procede de teinture et de post-traitement de substrats textiles
DE3446284A1 (de) * 1984-01-03 1985-07-11 Sandoz-Patent-GmbH, 7850 Lörrach Faerbeverfahren
DE3416693A1 (de) * 1984-05-05 1985-11-07 Bayer Ag, 5090 Leverkusen Verfahren zur behandlung von cellulosischen fasermaterialien

Also Published As

Publication number Publication date
EP0223064A1 (fr) 1987-05-27
DE3537458A1 (de) 1987-04-23
US4931065A (en) 1990-06-05
ATE39506T1 (de) 1989-01-15
DE3661555D1 (en) 1989-02-02
JPS62104987A (ja) 1987-05-15

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