EP0372536A2 - Procédé en une phase, pour imprimer au moyen de colorants réactifs à côté de colorants azoiques de développement sur des textiles imprégnés à l'alcali - Google Patents
Procédé en une phase, pour imprimer au moyen de colorants réactifs à côté de colorants azoiques de développement sur des textiles imprégnés à l'alcali Download PDFInfo
- Publication number
- EP0372536A2 EP0372536A2 EP89122518A EP89122518A EP0372536A2 EP 0372536 A2 EP0372536 A2 EP 0372536A2 EP 89122518 A EP89122518 A EP 89122518A EP 89122518 A EP89122518 A EP 89122518A EP 0372536 A2 EP0372536 A2 EP 0372536A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- diazotization
- reactive dyes
- printing
- dyes
- 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
- 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
- D06P3/68—Preparing azo dyes on the material
-
- 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
- D06P5/001—Special chemical aspects of printing textile materials
Definitions
- the present invention relates to a single-phase process for the production of prints on textiles previously primed with coupling components under alkaline conditions, cellulose-containing or exclusively consisting of cellulose fibers by separate overprinting with reactive dyes in addition to primary aromatic amines with addition of sodium nitrite and in the presence of acid or acid-providing substances Diazotizing produced immediately couplable diazonium compounds with simultaneous development of water-insoluble azo dyes as a result of spontaneous coupling, and fixation of the reactive dyes which takes place after drying of these prints by steaming.
- naphthols for example so-called fast dye salts or diazotized fast dye bases
- the textiles are shaped padded with an alkaline solution of naphthol and dried.
- This pre-primer is then printed either using commercially available, stabilized diazonium compounds or by means of the free diazonium compounds prepared directly from primary aromatic amines by a diazotization process.
- dye coupling on the fiber creates the azo dye - also known as a development dye - at the printed areas of the textile goods.
- the primary aromatic amines are conventionally diazotized in a strongly acidic medium, generally with the aid of hydrochloric acid.
- the strongly acidic diazonium salt solution In order to ensure the envisaged dye coupling as quickly and as completely as possible, the strongly acidic diazonium salt solution must be buffered to pH values around 3 to 4. At the same time, it must be ensured that there is still sufficient acid capacity to neutralize the alkali applied together with the naphthol. The diazonium salt solution thus set is then thickened for printing. The dye formation itself takes place close to the neutral point.
- DE-PS 28 50 901 a simplified process for preparing printing pastes with couplable real dye bases is now described, in which the diazotization of the amine is not carried out in solution, as is usually the case, but instead is carried out directly in the thickener, namely by stirring together two thickened agents Batches, one with the acid required for diazotization, the other with the amine to be diazotized and sodium nitrite in the amounts necessary for the diazotization.
- textiles pretreated with a coupling component can also be used to print reactive dyes separately, in which case it would be theoretically possible to use the excess To use alkali of the naphthol primer at the same time to fix the reactive dyes.
- the invention defined below is based on the task of creating a single-phase printing process of reactive dyes in addition to azo development dyes (i.e. the related diazo components) on goods which have been alkaline-primed beforehand with coupling components and which does not have the disadvantages of the techniques known in this field of work.
- This object is achieved in that, in the diazotization of the printed amines as the sole acidic agent, an acid which is neither volatile during the drying process nor in the steam during the fixing operation and, if appropriate, only water-soluble salts of such acids are used to buffer the printing pastes with the diazonium compounds.
- the free amine can be diazotized both in the solution or dispersion and in accordance with the method according to DE-PS 28 50 901 in the thickening.
- the primary aromatic amines are advantageously used in the form of finely divided dispersions, as described in DE-PS 23 46 612 or DE-PS 24 49 782.
- Suitable diazotizable amines are in principle all those which are suitable for the customary ice color technique. Preferred amines are mentioned in DE-PS 23 46 612 and 24 49 782. It also describes how these amines can be converted into suitable finely divided dispersions.
- Modified or degraded locust bean gum or guar products if appropriate also cellulose or starch ethers or plant mucilage, are expediently used as thickeners for preparing the printing inks.
- Suitable acidic chemicals which are not volatile in steam under the process conditions are medium to weak, inorganic or organic acids for carrying out the diazotization.
- Low molecular weight aliphatic carboxylic acids such as glycolic acid, citric acid, tartaric acid or oxalic acid, but preferably also phosphoric acid, are used in amounts of 20 to 80 g / kg base color.
- Suitable coupling components for priming the cellulosic materials are alkaline solutions of those compounds which couple in the vicinity of a hydroxyl group. Such compounds are listed in DE-PS 28 50 901.
- the fabric to be dyed is first padded and dried with the coupling component, which is dissolved in an alkaline manner according to the customary instructions.
- the amines provided as diazo components are also diazotized according to the instructions, but instead of the hydrochloric acid normally used otherwise, equivalent amounts of a medium to weak, non-steam-volatile organic or inorganic acid are used here. If, with a primer that only couples well in a narrow pH range, a precise adjustment to the pH value that is conducive to coupling is required, the solutions of the diazonium compounds used for the dye development in such a case become weaker with an alkaline or neutral salt , non-volatile acidity adjusted. The diazonium salt solutions obtained in this way are then thickened and printed.
- the reactive dyes used for printing are dissolved in water until neutral, this solution is thickened and then printed in the same operation next to the diazo components.
- the goods must be steamed for 6 to 8 minutes at 100 ° to 105 ° C after printing.
- the prints are treated as usual.
- the printing material is primed with the coupling component as in variant a).
- the diazotization of the amines provided as the diazo component takes place according to the specification in DE-PS 28 50 901 by stirring two thickenings, one containing the non-volatile acid, the other the amine and sodium nitrite.
- the reactive dyes are separately dissolved and thickened in water as in variant a).
- the thickened nitrite solution is initially introduced and the corresponding finely divided amine is first introduced, the mixture is stirred and then the acid required for the diazotization, usually dilute phosphoric acid, is added and finally the printing ink prepared in this simplified manner is thoroughly stirred with the diazonium compound .
- the dyes or dye precursors are used in a commercial presentation, so that quantities refer to such commercial products.
- Root approach I In 500g a 5% aqueous solution of locust bean gum as a thickener 16-18 g Sodium nitrite incorporated. By filling up with 484-482 g Water is on 1,000 g completed. Root approach II: In 500 g the same thickening as in master batch I.
- the fabric After printing, the fabric is dried, steamed for 8 minutes at 102 ° C for dye fixation, rinsed with water, hot soaped and then rinsed again with water.
- a deep red print with good fastness properties based on the development dye is obtained on the goods in addition to a real, clear blue based on the reactive dye.
- a cotton fabric is primed with the alkaline solution of 16 g / l from Azoic Coupling Component 2 with the CI no. 37505 (2-hydroxy-3-naphthoylamino-benzene), produced according to the instructions from the company brochure "Naphtol AS application instructions" Hoe 4026 from Farbwerke Hoechst Aktiengesellschaft, Frankfurt / Main and dries the textile goods treated in this way.
- Diazotization is also carried out according to the above-mentioned application instructions 12 g / kg of Azoic Diazo Component 34 with the CI no. 37100 (o-chloroaniline hydrochloride) using sodium nitrite and hydrochloric acid.
- the diazonium salt solution is not blunted with sodium acetate, but here with 30 g / kg disodium phosphate.
- This solution is now mixed with 600 g a locust bean gum thickener and xg Water too 1000 g Printing paste thickened.
- a second printing paste is also produced 40 g of the dye Reactive Yellow 17 with the CI no. 18852, 50 g Urea, 700 g a neutral, 6% alginate thickening and 210 g water 1000 g.
- the two printing pastes are printed side by side on the primed fabric and this is then dried at 100 ° C.
- the fabric is steamed for 6 minutes at 105 ° C for dye fixation, then rinsed with water, neutralized and neutral soaped.
- a gold-yellow reactive print is obtained on the goods, in addition to a red print of the development dye.
- the diazonium salt solution is blunted with sodium acetate, the procedure is otherwise the same, an incomplete and uneven fixation of the reactive dye is obtained, especially in the vicinity of printing paste with the diazotized amine which is simultaneously printed on to form the development dye.
- a cotton fabric is primed as described in Example 2 and dried.
- a printing ink is prepared separately as follows: In 814 g a locust bean gum thickener (medium viscosity adjusted) containing 6 g Sodium nitrite 20 g by Azoic Diazo Component 34 with the CI no. 37100 (4-nitro-o-toluidine) in finely divided, liquid commercial form and then still 160 g Phosphoric acid (diluted 1: 8 with water) 1000 g added. After 5 minutes, the diazotization is complete without the development of nitrous gases and the printing paste thus obtained can be printed.
- the second printing paste from Example 2 is used here as the printing ink with the reactive dye.
- Both printing pastes are printed side by side on the primed fabric, this is dried and then steamed at 103 ° C for 6 minutes to fix the dye.
- a print corresponding to example 2 is obtained on the goods.
- a tensile strength test showed no damage to the fabric.
- a cotton fabric is primed and dried as in Example 1.
- a printing ink of the following composition is used:
- the goods are then steamed at 105 ° C for 8 minutes, rinsed with hot and cold water and soaped neutral at 90 ° C.
- a yellow reactive print in addition to a black print of the development dye is obtained on the fabric treated in this way.
- a cellular wool fabric is washed with an aqueous solution containing 20 g of Azoic Coupling Component 5 with the CI no. Contains 37610 (3,3'-dimethyl-4,4'-bis-acetoacetylamino-diphenyl) and 15 g sodium hydroxide solution (32.5%) in a liter, padded and dried.
- Two printing inks are prepared for the subsequent overprint.
- the printing paste with the diazonium compound consists of: 300 g of master batch I from example 1, 12 g a 50% aqueous solution of Azoic Diazo Component 44 with CI no. 37000 (o-chloroaniline hydrochloride), 300 g of Stammanstzes II from Example 1, but here contains citric acid instead of phosphoric acid, and 388 g water 1000 g.
- the printing paste with the reactive dye is composed as follows: 40 g of the dye Reactive Orange 16 with the CI no. 17757, 6 g Formaldehyde solution (35%), 44 g Urea, 700 g a neutral, 6% alginate thickening and 210 g water 1000 g.
- a brilliant red reactive print is obtained on the fabric treated in this way, without being impaired by acid escaping in the vapor, in addition to a yellow from the development dye.
- a yellow print with good fastness properties is obtained on the goods in addition to one of blue color.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3841482A DE3841482A1 (de) | 1988-12-09 | 1988-12-09 | Einphasen-verfahren zur herstellung von drucken mit reaktivfarbstoffen neben azo-entwicklungsfarbstoffen auf alkalisch vorgrundierten textilien |
DE3841482 | 1988-12-09 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0372536A2 true EP0372536A2 (fr) | 1990-06-13 |
EP0372536A3 EP0372536A3 (fr) | 1991-11-27 |
EP0372536B1 EP0372536B1 (fr) | 1993-06-09 |
Family
ID=6368787
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89122518A Expired - Lifetime EP0372536B1 (fr) | 1988-12-09 | 1989-12-06 | Procédé en une phase, pour imprimer au moyen de colorants réactifs à côté de colorants azoiques de développement sur des textiles imprégnés à l'alcali |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0372536B1 (fr) |
JP (1) | JPH02191781A (fr) |
DE (2) | DE3841482A1 (fr) |
OA (1) | OA09105A (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5104416A (en) * | 1989-09-30 | 1992-04-14 | Hoecht Aktiengesellschaft | Aqueous preparation of c.i. azoic diazo components with phosphoric acid, their preparation and use: diazotization and coupling on cellulose |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0625982A (ja) * | 1992-07-03 | 1994-02-01 | Kanebo Ltd | インクジェット捺染方法 |
JP6285903B2 (ja) * | 2015-10-06 | 2018-02-28 | おぼろタオル株式会社 | 繊維製品の製造方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2110457A1 (fr) * | 1970-10-15 | 1972-06-02 | Hoechst Ag | |
FR2202189A1 (fr) * | 1972-10-10 | 1974-05-03 | Hoechst Ag | |
FR2265903A1 (fr) * | 1974-03-28 | 1975-10-24 | Ciba Geigy Ag | |
FR2288183A1 (fr) * | 1974-10-19 | 1976-05-14 | Hoechst Ag | Procede pour l'impression a l'aide de colorants de developpement |
DE2850901A1 (de) * | 1978-11-24 | 1980-06-12 | Hoechst Ag | Verfahren zum drucken mit entwicklungsfarbstoffen |
-
1988
- 1988-12-09 DE DE3841482A patent/DE3841482A1/de not_active Withdrawn
-
1989
- 1989-12-06 DE DE8989122518T patent/DE58904632D1/de not_active Expired - Fee Related
- 1989-12-06 EP EP89122518A patent/EP0372536B1/fr not_active Expired - Lifetime
- 1989-12-08 OA OA59695A patent/OA09105A/fr unknown
- 1989-12-08 JP JP1317900A patent/JPH02191781A/ja active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2110457A1 (fr) * | 1970-10-15 | 1972-06-02 | Hoechst Ag | |
FR2202189A1 (fr) * | 1972-10-10 | 1974-05-03 | Hoechst Ag | |
FR2265903A1 (fr) * | 1974-03-28 | 1975-10-24 | Ciba Geigy Ag | |
FR2288183A1 (fr) * | 1974-10-19 | 1976-05-14 | Hoechst Ag | Procede pour l'impression a l'aide de colorants de developpement |
DE2850901A1 (de) * | 1978-11-24 | 1980-06-12 | Hoechst Ag | Verfahren zum drucken mit entwicklungsfarbstoffen |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5104416A (en) * | 1989-09-30 | 1992-04-14 | Hoecht Aktiengesellschaft | Aqueous preparation of c.i. azoic diazo components with phosphoric acid, their preparation and use: diazotization and coupling on cellulose |
Also Published As
Publication number | Publication date |
---|---|
EP0372536A3 (fr) | 1991-11-27 |
JPH02191781A (ja) | 1990-07-27 |
OA09105A (fr) | 1991-10-31 |
DE58904632D1 (de) | 1993-07-15 |
EP0372536B1 (fr) | 1993-06-09 |
DE3841482A1 (de) | 1990-06-13 |
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