EP0209787A2 - 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 PDFInfo
- Publication number
- EP0209787A2 EP0209787A2 EP86109260A EP86109260A EP0209787A2 EP 0209787 A2 EP0209787 A2 EP 0209787A2 EP 86109260 A EP86109260 A EP 86109260A EP 86109260 A EP86109260 A EP 86109260A EP 0209787 A2 EP0209787 A2 EP 0209787A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- condensation product
- minutes
- bis
- piperazine
- chloride
- 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
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
- the object of the present invention is to provide 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 in the usual way with the commercially available reactive dyes, e.g. at 2O - 100 ° C using the pull-out method or at room temperature using the cold dwell method. 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 commercially available reactive dyes e.g. at 2O - 100 ° C using the pull-out method or at room temperature using the cold dwell method.
- 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
- 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 sodium hydroxide solution, potassium hydroxide solution, sodium carbonate, calcium oxide, calcium hydroxide, barium oxide or barium hydroxide are optionally used to adjust the pH during the condensation. 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 to 60% by weight and temperatures of 60 to 100 ° C.
- the alcoholic solvent used is e.g.
- Ethylene glycol, propylene glycol, diglycol and / or neopentyl glycol The water-soluble, not yet quaternized condensation products have a viscosity of at least 5OO mPas in 45% aqueous solution at a temperature of 20 ° C.
- Effective cationic aftertreatment agents are obtained if the cationic condensation products - in particular those from piperazine and epichlorohydrin or ethylene chloride - are subsequently quaternized with benzyl chloride.
- benzylation of the condensation products from components (c) and (b) 0.15 to 1.0 O is used per N equivalent of component (c). preferably 0.4 to 0.75 mol of benzyl chloride. 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 150-040 mPas.
- the aftertreatment of the cellulose fiber materials dyed with reactive dyes is carried out discontinuously in dyeing apparatus or continuously for combing 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 thoroughly washed out 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 30 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 ⁇ 3O s at 18O ° C in the ironing machine (Siemens Heimbügler special) and then dried with the machine running.
- the dyebath is heated to 95 ° C. within 20 minutes. After a residence time of 10 minutes at 95 ° C., 30 kg 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 10 minutes cold with 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 liquor uptake was 80%.
- the knitted fabric was then dried at 120 ° C.
- the dyeing and aftertreatment was carried out as described in Example 2, with the exception that the 30,000 liter dye liquor contained 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.
- Rinsing is carried out cold for 10 minutes, then 2 ⁇ 10 minutes at the 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 dyed 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 the cooking 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 as well as 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 2 ⁇ 10 minutes at the 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)
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 |
---|---|---|---|
DE3526101 | 1985-07-22 | ||
DE19853526101 DE3526101A1 (de) | 1985-07-22 | 1985-07-22 | Verfahren zur nachbehandlung von faerbungen mit reaktivfarbstoffen auf cellulose-fasermaterialien |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0209787A2 true EP0209787A2 (fr) | 1987-01-28 |
EP0209787A3 EP0209787A3 (en) | 1987-05-06 |
EP0209787B1 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) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0242577A2 (fr) * | 1986-03-25 | 1987-10-28 | Bayer Ag | Procédé de traitement de matériaux fibreux |
EP0284010A2 (fr) * | 1987-03-25 | 1988-09-28 | Hoechst Aktiengesellschaft | Procédé de teinture et impression sans alcali |
WO1999014301A1 (fr) * | 1997-09-15 | 1999-03-25 | The Procter & Gamble Company | Compositions de detergent a lessive et de traitement de tissus comportant des polymeres d'amines cycliques oxydes |
US5942959A (en) * | 1996-10-30 | 1999-08-24 | Murata Manufacturing Co., Ltd. | Filter device having a dielectric resonator and a coupling loop with adjustable coupling between the dielectric resonator and the coupling loop |
US6025322A (en) * | 1996-10-21 | 2000-02-15 | Basf Aktiengesellschaft | Use of polycationic condensation products as an additive for detergents or detergent after treatment agents in order to inhibit running of colors and to reduce color loss |
US6147183A (en) * | 1997-09-15 | 2000-11-14 | Basf Aktiengesellschaft | Amphoteric amine based polymers having a net cationic charge and process for their production |
US6228828B1 (en) | 1997-09-15 | 2001-05-08 | The Procter & Gamble Company | Laundry detergent compositions with anionically modified, cyclic amine based polymers |
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 |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5739246A (en) * | 1980-08-15 | 1982-03-04 | Teijin Ltd | Production of extensible fabric having cotton like feeling |
JPS5739247A (en) * | 1980-08-15 | 1982-03-04 | Teijin Ltd | Spun like fabric |
JPS5739249A (en) * | 1980-08-15 | 1982-03-04 | Teijin Ltd | Production of raised fabric having cotton like feeling |
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 |
DE112009000457T5 (de) * | 2008-03-07 | 2011-04-28 | Clariant Finance (Bvi) Ltd., Road Town | Färbereihilfsmittel |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2657582A1 (de) * | 1975-12-23 | 1977-07-07 | Ciba Geigy Ag | Polymere quaternaere ammoniumsalze, verfahren zu ihrer herstellung und ihre verwendung |
DE2747358A1 (de) * | 1977-10-21 | 1979-04-26 | Bayer Ag | Verfahren zur nachbehandlung von reaktivfaerbungen |
DE2930738A1 (de) * | 1978-10-26 | 1980-05-08 | Sandoz Ag | Verfahren zum faerben oder drucken von cellulosefasern enthaltend textilien |
GB2094298A (en) * | 1981-03-04 | 1982-09-15 | Vyzk Ustav Zuslechtovaci | Quaternary ammonium compounds and use thereof for finishing textile fabrics |
DE3217835A1 (de) * | 1981-05-16 | 1982-12-02 | Sandoz-Patent-GmbH, 7850 Lörrach | Faerbereiprodukte und verfahren zum nachbehandeln von faerbungen |
EP0099030A2 (fr) * | 1982-07-10 | 1984-01-25 | BASF Aktiengesellschaft | Procédé de teinture de matières textiles en polyacrylonitrile |
EP0160879A2 (fr) * | 1984-05-10 | 1985-11-13 | BASF Aktiengesellschaft | Procédé pour le post-traitement de matières textiles teintes en polyamides naturels ou synthétiques |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3417239A1 (de) * | 1984-05-10 | 1985-11-14 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von filzfest ausgeruesteter, gegebenenfalls gefaerbter wolle |
-
1985
- 1985-07-22 DE DE19853526101 patent/DE3526101A1/de not_active Withdrawn
-
1986
- 1986-07-07 AT AT86109260T patent/ATE42591T1/de active
- 1986-07-07 DE DE8686109260T patent/DE3663047D1/de not_active Expired
- 1986-07-07 EP EP86109260A patent/EP0209787B1/fr not_active Expired
- 1986-07-17 US US06/886,319 patent/US4704132A/en not_active Expired - Fee Related
- 1986-07-18 JP JP61168219A patent/JPS6221883A/ja active Pending
- 1986-07-21 DK DK344686A patent/DK344686A/da unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2657582A1 (de) * | 1975-12-23 | 1977-07-07 | Ciba Geigy Ag | Polymere quaternaere ammoniumsalze, verfahren zu ihrer herstellung und ihre verwendung |
DE2747358A1 (de) * | 1977-10-21 | 1979-04-26 | Bayer Ag | Verfahren zur nachbehandlung von reaktivfaerbungen |
DE2930738A1 (de) * | 1978-10-26 | 1980-05-08 | Sandoz Ag | Verfahren zum faerben oder drucken von cellulosefasern enthaltend textilien |
GB2094298A (en) * | 1981-03-04 | 1982-09-15 | Vyzk Ustav Zuslechtovaci | Quaternary ammonium compounds and use thereof for finishing textile fabrics |
DE3217835A1 (de) * | 1981-05-16 | 1982-12-02 | Sandoz-Patent-GmbH, 7850 Lörrach | Faerbereiprodukte und verfahren zum nachbehandeln von faerbungen |
EP0099030A2 (fr) * | 1982-07-10 | 1984-01-25 | BASF Aktiengesellschaft | Procédé de teinture de matières textiles en polyacrylonitrile |
EP0160879A2 (fr) * | 1984-05-10 | 1985-11-13 | BASF Aktiengesellschaft | Procédé pour le post-traitement de matières textiles teintes en polyamides naturels ou synthétiques |
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0242577A3 (fr) * | 1986-03-25 | 1991-09-25 | Bayer Ag | Procédé de traitement de matériaux fibreux |
EP0242577A2 (fr) * | 1986-03-25 | 1987-10-28 | Bayer Ag | Procédé de traitement de matériaux fibreux |
EP0284010A2 (fr) * | 1987-03-25 | 1988-09-28 | Hoechst Aktiengesellschaft | Procédé de teinture et impression sans alcali |
EP0284010A3 (en) * | 1987-03-25 | 1990-10-10 | Hoechst Aktiengesellschaft | Process for alkali-free dyeing and printing with reactive dyes |
US6262011B1 (en) | 1996-10-21 | 2001-07-17 | Basf Aktiengesellschaft | Polycationic condensates as color transfer inhibiting and color release reducing additive to detergents and fabric conditioners |
EP0934382B1 (fr) * | 1996-10-21 | 2002-12-18 | Basf Aktiengesellschaft | Utilisation de produits de condensation polycationiques comme adjuvants inhibiteurs de transfert de couleurs et reducteurs de decoloration pour les lessives et produits de postlavage |
US6465415B2 (en) | 1996-10-21 | 2002-10-15 | Basf Aktiengesellschaft | Use of polycationic condensates as color transfer inhibiting and color release reducing additive to detergents and fabric conditioners |
US6025322A (en) * | 1996-10-21 | 2000-02-15 | Basf Aktiengesellschaft | Use of polycationic condensation products as an additive for detergents or detergent after treatment agents in order to inhibit running of colors and to reduce color loss |
US5942959A (en) * | 1996-10-30 | 1999-08-24 | Murata Manufacturing Co., Ltd. | Filter device having a dielectric resonator and a coupling loop with adjustable coupling between the dielectric resonator and the coupling loop |
WO1999014301A1 (fr) * | 1997-09-15 | 1999-03-25 | The Procter & Gamble Company | Compositions de detergent a lessive et de traitement de tissus comportant des polymeres d'amines cycliques oxydes |
US6147183A (en) * | 1997-09-15 | 2000-11-14 | Basf Aktiengesellschaft | Amphoteric amine based polymers having a net cationic charge and process for their production |
US6228828B1 (en) | 1997-09-15 | 2001-05-08 | The Procter & Gamble Company | Laundry detergent compositions with anionically modified, cyclic amine based polymers |
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 |
US6111056A (en) * | 1997-09-15 | 2000-08-29 | Basf Aktiengesellschaft | Cyclic amine based polymers and process for their production |
WO1999014299A1 (fr) * | 1997-09-15 | 1999-03-25 | The Procter & Gamble Company | Compositions de detergent a lessive comportant des polymeres d'amines cycliques modifies d'un point de vue anionique |
US6482787B1 (en) | 1997-09-15 | 2002-11-19 | The Procter & Gamble Company | Laundry detergent and fabric conditioning compositions with oxidized cyclic amine based polymers |
WO1999014300A1 (fr) * | 1997-09-15 | 1999-03-25 | The Procter & Gamble Company | Compositions de detergent a lessive comportant des polymeres d'amines cycliques, qui conferent un aspect et une integrite avantageux aux tissus laves a l'aide de celles-ci |
CZ300454B6 (cs) * | 1997-09-15 | 2009-05-20 | The Procter & Gamble Company | Prací detergentový prostredek pro dodávání lepšího vzhledu a integrity tkaninám a textiliím, praným v pracích roztocích vytvorených z tohoto prostredku |
Also Published As
Publication number | Publication date |
---|---|
DK344686D0 (da) | 1986-07-21 |
ATE42591T1 (de) | 1989-05-15 |
DK344686A (da) | 1987-01-23 |
DE3663047D1 (en) | 1989-06-01 |
US4704132A (en) | 1987-11-03 |
DE3526101A1 (de) | 1987-01-22 |
JPS6221883A (ja) | 1987-01-30 |
EP0209787B1 (fr) | 1989-04-26 |
EP0209787A3 (en) | 1987-05-06 |
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