GB697416A - Manufacture of cupriferous disazo-dyestuffs - Google Patents

Abstract

The invention comprises cupriferous azo dyestuffs of the formula <FORM:0697416/IV (c)/1> where one X is sulphonic acid and the other is hydrogen, R1 is a p-linked benzene nucleus, Y is halogen, hydroxyl, amino or arylamino (benzene nucleus) and R2 is a benzene nucleus with the azo and metalliferous groups oto one another. These are made by coupling diazotized Z-R2-NH2 with the corresponding monoazo dyestuff in alkaline medium and coppering the product; Z is hydroxyl or a group which is converted into hydroxyl during coppering, e.g. halogen, methoxy or ethoxy. R2 may contain further substituents, e.g. halogen, alkyl, alkoxy or sulphonic acid. Coppering is preferably carried out with cupric tetrammine salts derived from ammonia or organic bases such as pyridine, morpholine and ethanolamine. The products may be used for dyeing and printing wool, silk, cotton, linen and regenerated cellulose. The dyeings are fast to light even after anti-creasing treatment. The monoazo intermediates are made by coupling diazotized 8 - arylsulphonyloxy - 1 - naphthylamine - 3 : 6 - or - 4 : 6 - disulphonic acid with a p-coupling amine of the benzene series. Cyanuric chloride is then condensed in either order with 1 mol. of this monoazo dyestuff and 1 mol. of J-acid. Finally, if desired, the third halogen atom is reacted with ammonia or an amine of the benzene series, or exchanged for a hydroxyl group. The arylsulphonyl group is hydrolysed off before or after the cyanuric condensation. In the examples (1) cyanuric chloride is condensed with J-acid, the dyestuff H acid p-toluenesulphonyl ester --> cresidine, and aniline; the sulphonic ester group is then hydrolysed and the product coupled with diazotized p-methoxymetanilic acid and finally coppered; (2) as in (1) using diazotized 2 - aminophenol - 4 - sulphonic acid; (3) as in (1) using K acid instead of H acid; (4) cyanuric chloride is condensed with J acid, the dyestuff H acid --> p-xylidine, and aniline; the sulphonic ester group is then hydrolysed and the product coupled with diazotized o-anisidine-5-sulphonic acid and finally coppered; (5) cotton is dyed with the product of (1). Other suitable components are mentioned.