DE955882C - Process for the preparation of water-insoluble monoazo dyes - Google Patents

Description

Process for the preparation of water-insoluble monoazo dyes It has been found that reddish-tinged yellow monoazo dyes in substance or on the fiber can be obtained if 2,3-oxynaphthoic acid arylamides of the following general formula are used wherein X is a hydrogen or halogen atom, couples with diazonium compounds from i-amino-3-trifluoromethyl-phenyl-6-alkylsulfones.

The production of the dyes can be carried out in a known manner on the fiber, take place in substance or on a substrate. Draw the new monoazo dyes with good fastness properties compared to the known ones, by coupling of diazotized primary aromatic amines with acylacetic arylamides available yellow, non-etchable monoazo dyes from the fact that the produced with them Cotton dyeings are easily etchable.

The water-insoluble ones known from German patent specification 588 781 Azo dyes from diazotized i-amino-3-trifluoromethyl-phenyl-6-alkyl sulfones and i- (2 ', 3'-oxynaphthoylamino) -2-methylbenzene and i- (2', 3'-oxynaphthoylamino) -2-methyl-4-chlorobenzene the new dyes are superior to washing and chlorine fastness.

Example i 50 g of cotton yarn are treated for 45 minutes at 35 ° in the subsequent primer bath, squeezed off and colored in the developing bath at 15 °, rinsed, first soaped for 15 minutes at 60 °, then 15 minutes at 100 ° and dried.

Primer bath: 3.26 g. 1- (2. ', 3'-Oxynaphthoylamino) -2-ethyl-3-chlorobenzene are in 5 ccm denatured alcohol, 1.6 ccm sodium hydroxide solution at 38 ° B6, 3.3 ccm formaldehyde solution (300 / oig) and 5 ccm of water at 40 ° dissolved and with water, 5 g of monopoly brilliant oil and 10 cc sodium hydroxide solution from 38 ° B6 to 11th.

Development bath: 12; 5 g of the diazonium chloride-chlorozinc double salt of 1-amino-3-trifluoromethylphenyl-6-ethylsulfone with an amino compound content of 20.5 % are concentrated with 1 g of an action product of about 20 moles of ethylene oxide on oleyl alcohol and 1 cc Formic acid dissolved and adjusted to 11 with water. An easily etchable golden yellow with good fastness properties is obtained.

Is used in the above example instead of the diazonium compound from 1-amino-3-trifluoromethylphenyl-6-ethylsulfone the diazonium compound from 1-aniino-3-trifluoromethyl-phenyl-6-methylsulfone, in this way an easily etchable golden yellow with good fastness properties is also obtained.

The dyes can also be printed using one of the usual printing processes, for example by the methods of base printing or the known printing process using diazoamino compounds or nitrosamines in combination with Azo components. Example 2 25.3 g of 1-amino-3-trifluoromethyl-phenyl-6-ethyl sulfone are diazotized in the usual way and in a solution of 29.1 g of 1- (2 ', 3'-Oxynaphthoylamino) -2-ethylbenzene, 60 g of sodium hydroxide solution (300%) and 15 g of soda were added to water. The after finished The dye obtained from the coupling is filtered off, washed with hot water and dried. It is a reddish-yellow powder.

Claims (1)

. Claim: Process for the preparation of water-insoluble monoazo dyes, characterized in that 2,3-oxynaphthoic acid arylamides of the following general formula wherein X denotes a hydrogen or halogen atom, couples with diazonium compounds from 1-amino-3-trifluoromethyl-phenyl-6-alkylsulfones in substance or on the fiber. Documents considered: German Patent No. 588 781.