EP0209787B1 - Procédé de post-traitement de teintures avec des colorants réactifs sur des matières fibreuses cellulosiques - Google Patents

Procédé de post-traitement de teintures avec des colorants réactifs sur des matières fibreuses cellulosiques Download PDF

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Publication number
EP0209787B1
EP0209787B1 EP86109260A EP86109260A EP0209787B1 EP 0209787 B1 EP0209787 B1 EP 0209787B1 EP 86109260 A EP86109260 A EP 86109260A EP 86109260 A EP86109260 A EP 86109260A EP 0209787 B1 EP0209787 B1 EP 0209787B1
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EP
European Patent Office
Prior art keywords
condensate
treatment
minutes
chloride
dyeings
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
EP86109260A
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German (de)
English (en)
Other versions
EP0209787A3 (en
EP0209787A2 (fr
Inventor
Rolf Dr. Fikentscher
Sigismund Dr. Heimann
Heinrich Dr. Mertens
Siegfried Schneider
Michele Dr. Vescia
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.)
BASF SE
Original Assignee
BASF SE
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Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to AT86109260T priority Critical patent/ATE42591T1/de
Publication of EP0209787A2 publication Critical patent/EP0209787A2/fr
Publication of EP0209787A3 publication Critical patent/EP0209787A3/de
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Publication of EP0209787B1 publication Critical patent/EP0209787B1/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
    • 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

  • DE-A 3 217 835 discloses a method for improving the fastness properties of a dye or an optical brightener on textile materials made from cellulose fibers, in which, among other things, a textile material dyed or printed with reactive dyes is brought into contact with a post-treatment agent which (a ) a linear or branched polymer which contains, as repeating units, at least two quaternary ammonium groups which are bonded to one another by alkylene or arylene groups as bridge members, (b) optionally an N-methylol derivative of a urea, melamine, guanamine, triacinone, urone, carbamate or acid amide and contains as essential component (c) a catalyst for the crosslinking of N-methylol compounds according to (b) and then carries out a heat treatment in which the dyes are fixed and the cellulose fibers are simultaneously crosslinked (finishing).
  • a post-treatment agent which (a ) a linear or branched polymer which contains, as repeating units,
  • the present invention is based on the object of providing a process for the aftertreatment of dyeings with reactive dyes on cellulose fiber materials, in which textile materials dyed in deep tones are obtained which do not stain an untreated white cotton accompanying fabric when tested in the ironing test.
  • the cellulose fiber materials can be in the form of fibers, yarns, fabrics or other piece goods.
  • the fiber materials consist of cotton, linen or rayon.
  • the cellulose fiber materials can optionally be in a mixture with synthetic fibers, such as polyamide, polyacrylonitrile or polyester fibers.
  • the cellulose fibers are dyed with the commercially available reactive dyestuffs in the customary manner, for example at 20-100 ° C. using the exhaust process or at room temperature using the cold residence process. Following dyeing, the textile material is first rinsed with cold water, then washed twice with hot water (95-100 ° C) and, if necessary, once more with water at a temperature of 60-80 ° C. Only then is the cellulose material dyed with reactive dyes treated with the cationic condensation product to be used as aftertreatment agent in aqueous solution.
  • the cationic condensation products to be used according to the invention can be obtained by reacting (a) bis-benzylpiperazine with (b) ethylene chloride, epihalohydrin, propylene chloride, 1,3-dichloro-2-hydroxypropane, bis-epoxy-butane, 1,4-dichlorobutane or their Mixtures in a: b molar ratio of 1: 0.5 to 1.1.
  • the condensation of components (a) or (c) with (b) takes place in the pH range from 6.5 to 12, preferably 7 to 10.
  • Bases such as. are used for the adjustment of the pH during the condensation Sodium hydroxide solution, potassium hydroxide solution, sodium carbonate, calcium oxide, calcium hydroxide, barium oxide or barium hydroxide. If the compounds of group (a) or (c) are used in excess in the condensation, a pH in the alkaline range is established due to the basicity of these compounds.
  • the condensation is carried out in aqueous or alcoholic solution at a solids content of the solution of usually 20-60% by weight and temperatures of 60-100 ° C.
  • the alcoholic solvents used are, for example, ethylene glycol, propylene glycol, diglycol and / or neopentyl glycol.
  • the water-soluble, not yet quaternized condensation products have a viscosity of at least 500 mPas in 45% aqueous solution at a temperature of 20 ° C.
  • Effective cationic aftertreatment agents can be obtained by using the cationic condensation pro products - especially those from piperazine and epichlorohydrin or ethylene chloride - then quaternized with benzyl chloride.
  • benzylation of the condensation products from components (c) and (b) 0.15 to 1.0, preferably 0.4 to 0.75 mol of benzyl chloride is used per N equivalent of component (c). This achieves a benzylation of 15-90% of the tertiary and - if present in the condensation product - the secondary nitrogen atoms in the condensation product. Condensation products with secondary and tertiary nitrogen atoms are formed when 1-aminoethylpiperazine or bis-1,4- (aminopropyl) piperazine is used as component (c).
  • the benzylation is preferably carried out in an aqueous medium at temperatures of 60-100 ° C.
  • Both the condensation reaction and the benzylation of the condensation products can be carried out at temperatures above 100 ° C. under pressure. This results in shorter response times.
  • the aqueous or alcoholic solutions of the benzylated condensation products can be used directly as a cationic condensation product for the aftertreatment.
  • the viscosity of the cationic condensation products containing benzyl groups is at least 75 mPas and is preferably in the range of 150-400 mPas.
  • the aftertreatment of the cellulose fiber materials dyed with reactive dyes is carried out discontinuously in dyeing apparatus or continuously for roving in lissuses, or area material on foulards or wide-wash systems.
  • the discontinuous aftertreatment of the colored materials with the aqueous liquors generally takes 5 to 30 minutes.
  • the cationic aftertreatment agents are used in an amount of 0.1 to 5, preferably 0.2 to 3% by weight, based on the dry cellulose fiber material.
  • the aftertreatment of the dyeing, which had previously been washed well with water, using reactive dyes on cellulose fiber materials is carried out at a temperature of the aqueous solution of 5 to 120 ° C., preferably 30 to 100 ° C.
  • the reactive dye removed from the dyed material which is in hydrolyzed form, remains in the aftertreatment liquor and does not deposit on the dyed and aftertreated material.
  • the cellulose fiber materials aftertreated with reactive dyes according to the invention show no color brightening after the treatment according to the invention, so that there are no color shifts even in combination dyeings. In this way, dyeings are obtained which meet the strict requirements placed on dyeings in practice in terms of water fastness.
  • the cellulose fiber material is rinsed and then dried. The drying temperature has no significant influence on the improvement in wet fastness.
  • the parts given in the examples are parts by weight, the percentages relate to the weight of the substances.
  • the viscosities were measured with a rotary viscometer.
  • the following resin solutions were used as cationic condensation products:
  • condensation product 2 The procedure was as indicated under condensation product 2, but the benzylation was carried out not in ethylene glycol but after adding the same amount of diethylene glycol to the piperazine-epichlorohydrin condensation product. A clear solution of the condensation product 3 was obtained. The viscosity of a 24% solution was 300 mPas at 20 ° C. As with the condensation product 2, 70% of the nitrogen atoms were quaternized.
  • the unfixed 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 were subjected to this ironing test.
  • the "sandwiches” were pressed 2 x 30 s each at 180 ° C in the ironing machine (Siemens Heimbügler special) and then dried while the machine was running.
  • 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 2 l of 44.8% 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 showed that the accompanying fabric on the untreated yarn (sample a) is heavily stained. Treatment c) reduced bleeding, but could not be prevented. Bleeding of the accompanying tissue was prevented only by treatment b).
  • the fleet uptake was 80%.
  • the knitted fabric was then dried at 120 ° C.
  • Dyeing and aftertreatment were carried out as described in Example 2, but with the exception that the 3000 l dye liquor was 4.8 kg of the turquoise dye of the following formula contained in a commercial setting.
  • the ironing test showed that a cotton calico accompanying fabric did not stain.
  • an overflow dyeing machine 75 kg of bleached cotton jersey are put into 1200 l of dyeing liquor, the 2.475 kg of the scarlet-colored reactive dye of the formula 0.99 kg of the red reactive dye of the formula and 0.04 kg of the blue reactive dye of the formula each in a commercially available setting and containing 20 g / l of soda and 80 g / l of sodium chloride, dyed as follows: first dyeing at 25 ° C. for 15 minutes, then heating to 50 ° C. in 30 minutes, and then the dye bath for 20 minutes kept at this temperature. The mixture is then heated to 80 ° C. in 30 minutes and finished in 45 minutes.
  • Rinsing is cold for 10 minutes, then 2x10 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 condensation product 3 (24%) and had a pH of about 7.
  • an undyed accompanying fabric made of cotton calico was not bled on.
  • Example 4 Staining was carried out as described in Example 4. The colored material was then rinsed three times for 10 minutes at 25 ° C., then once for 10 minutes at the boiling temperature and then with an aqueous solution containing 1.5% of the condensation product 3 and 1.6% soda calc. contained and had a pH of about 10.5, aftertreated. The aftertreatment bath was entered at 40 ° C. and then heated to boiling temperature within 20 minutes. The ironing test showed that the cotton jersey treated in this way showed no bleeding of the accompanying fabric.
  • the 5 kg of the red reactive dye of the formula contains in a commercial setting and 70 g / l sodium sulfate, 5 g / l soda and 2 g / l 44.8% aqueous sodium hydroxide solution.
  • the material is dyed for 60 minutes at 80 ° C, then cold for 10 minutes, then 2x10 minutes at boiling temperature and then rinsed in the overflow for 10 minutes at 60 ° C.
  • the ironing test showed that the accompanying fabric on the untreated cotton jersey (sample a) was heavily stained. Treatment c) reduced bleeding, but could not be prevented. Bleeding of the accompanying tissue was prevented only by treatment b).
  • the ironing test shows that the accompanying material stains heavily on the untreated tissue (sample a) and the tissue which has been subjected to treatment b). Bleeding of the accompanying tissue could only be prevented by treatment c).

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)

Claims (4)

1. Procédé pour le post-traitement de teintures avec des colorants réactifs sur des matières fibreuses cellulosiques avec des solutions aqueuses de produits de la condensation de polyamines et d'épi- chlorhydrine, caractérisé en ce que, comme produit de post-traitement unique, on utilise un produit de condensation cationique, obtenu soit par la réaction de
a) la bis-benzyl-pipérazine et
b) le chlorure d'éthylène, une épihalohydrine, le chlorure de propylène, le dichloro-1,3 hydroxy-2 propane, le bis-époxybutane ou le dichloro-1,4 butane ou un mélange de ceux-ci dans des proportions molaires dans un rapport de 1:0,5 à 1:1,1; soit par la réaction de
c) la pipérazine, la bis-1,4-(aminopropyl)-pipérazine, la 1-aminoéthyl-pipérazine, la 2-hydroxyéthyl-pipérazine ou la méthyl-1 pipérazine ou un mélange de celles-ci
avec les composés énumérés sub (b) dans des proportions molaires dans un rapport de 1:0,5 à 1:1,1, suivie de la benzylation des produits de condensation, cette benzylation étant réalisée en employant par équivalent d'azote dans la composante (c) entre 0,15 et 1,0 mole de chlorure de benzyle.
2. Procédé suivant la revendication 1, caractérisé en ce que le produit de post-traitement (calculé à 100%) est mis en oeuvre à raison de 0,1 à 5% en poids par rapport à la matière fibreuse cellulosique.
3. Procédé suivant les revendications 1 et 2, caractérisé en ce que le post-traitement est réalisé avec une solution aqueuse d'un pH de 4 à 11 et d'une température comprise entre 5 et 120°C.
4. Procédé suivant les revendications 1 à 3, caractérisé en ce que le produit de condensation cationique utilisé est un produit benzylé de la condensation de l'épichlorhydrine et de la pipérazine.
EP86109260A 1985-07-22 1986-07-07 Procédé de post-traitement de teintures avec des colorants réactifs sur des matières fibreuses cellulosiques Expired EP0209787B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86109260T ATE42591T1 (de) 1985-07-22 1986-07-07 Verfahren zur nachbehandlung von faerbungen mit reaktivfarbstoffen auf cellulosefasermaterialien.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19853526101 DE3526101A1 (de) 1985-07-22 1985-07-22 Verfahren zur nachbehandlung von faerbungen mit reaktivfarbstoffen auf cellulose-fasermaterialien
DE3526101 1985-07-22

Publications (3)

Publication Number Publication Date
EP0209787A2 EP0209787A2 (fr) 1987-01-28
EP0209787A3 EP0209787A3 (en) 1987-05-06
EP0209787B1 true EP0209787B1 (fr) 1989-04-26

Family

ID=6276379

Family Applications (1)

Application Number Title Priority Date Filing Date
EP86109260A Expired EP0209787B1 (fr) 1985-07-22 1986-07-07 Procédé de post-traitement de teintures avec des colorants réactifs sur des matières fibreuses cellulosiques

Country Status (6)

Country Link
US (1) US4704132A (fr)
EP (1) EP0209787B1 (fr)
JP (1) JPS6221883A (fr)
AT (1) ATE42591T1 (fr)
DE (2) DE3526101A1 (fr)
DK (1) DK344686A (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5739247A (en) * 1980-08-15 1982-03-04 Teijin Ltd Spun like fabric
JPS5739246A (en) * 1980-08-15 1982-03-04 Teijin Ltd Production of extensible fabric having cotton like feeling
JPS5739249A (en) * 1980-08-15 1982-03-04 Teijin Ltd Production of raised fabric having cotton like feeling
DE3609984A1 (de) * 1986-03-25 1987-10-01 Bayer Ag Verfahren zur behandlung von fasermaterialien
DE3709766A1 (de) * 1987-03-25 1988-10-06 Hoechst Ag Verfahren zum alkali-freien faerben mit reaktivfarbstoffen
DE3743741A1 (de) * 1987-12-23 1989-07-06 Basf Ag Polymere konditionierungsmittel zur vorbehandlung von nichtmetallischen oberflaechen fuer eine chemische metallisierung
DE3829974A1 (de) * 1988-09-03 1990-03-15 Basf Ag Quaternierte kondensationsprodukte
DE19643281A1 (de) * 1996-10-21 1998-04-23 Basf Ag Verwendung von polykationischen Kondensationsprodukten als farbfixierenden Zusatz zu Waschmitteln und Wäschenachbehandlungsmitteln
JP3161343B2 (ja) * 1996-10-30 2001-04-25 株式会社村田製作所 フィルタ装置
US6228828B1 (en) 1997-09-15 2001-05-08 The Procter & Gamble Company Laundry detergent compositions with anionically modified, cyclic amine based polymers
CA2303083C (fr) * 1997-09-15 2007-04-10 The Procter & Gamble Company Compositions de detergent a lessive comportant des polymeres d'amines cycliques modifies d'un point de vue anionique
US6147183A (en) * 1997-09-15 2000-11-14 Basf Aktiengesellschaft Amphoteric amine based polymers having a net cationic charge and process for their production
US6251846B1 (en) * 1997-09-15 2001-06-26 The Procter & Gamble Company Laundry detergent compositions with cyclic amine based polymers to provide appearance and integrity benefits to fabrics laundered therewith
DE112009000457T5 (de) * 2008-03-07 2011-04-28 Clariant Finance (Bvi) Ltd., Road Town Färbereihilfsmittel

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH1669775A4 (fr) * 1975-12-23 1977-06-30
DE2747358C2 (de) * 1977-10-21 1986-12-04 Bayer Ag, 5090 Leverkusen Verfahren zur Nachbehandlung von Reaktivfärbungen
DE2930738A1 (de) * 1978-10-26 1980-05-08 Sandoz Ag Verfahren zum faerben oder drucken von cellulosefasern enthaltend textilien
FR2509302A1 (fr) * 1981-03-04 1983-01-14 Vyzk Ustav Zuslechtovaci Composes d'ammonium quaternaire, procede pour leur fabrication et utilisation de ces produits dans les apprets de finissage des tissus
DE3217835A1 (de) * 1981-05-16 1982-12-02 Sandoz-Patent-GmbH, 7850 Lörrach Faerbereiprodukte und verfahren zum nachbehandeln von faerbungen
DE3225877A1 (de) * 1982-07-10 1984-01-12 Basf Ag, 6700 Ludwigshafen Verfahren zum faerben von textilen materialien aus polyacrylnitril
DE3417240A1 (de) * 1984-05-10 1985-11-14 Basf Ag, 6700 Ludwigshafen Verfahren zur nachbehandlung von gefaerbten textilen materialien aus natuerlichen oder synthetischen polyamiden
DE3417239A1 (de) * 1984-05-10 1985-11-14 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von filzfest ausgeruesteter, gegebenenfalls gefaerbter wolle

Also Published As

Publication number Publication date
DK344686D0 (da) 1986-07-21
US4704132A (en) 1987-11-03
DE3663047D1 (en) 1989-06-01
JPS6221883A (ja) 1987-01-30
DE3526101A1 (de) 1987-01-22
ATE42591T1 (de) 1989-05-15
EP0209787A3 (en) 1987-05-06
DK344686A (da) 1987-01-23
EP0209787A2 (fr) 1987-01-28

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