GB879235A - Copper-containing azo dyestuffs - Google Patents

Abstract

The invention comprises copper complexes of dyes of formulae:- <FORM:0879235/IV(c)/1> , <FORM:0879235/IV(c)/2> or <FORM:0879235/IV(c)/3> where R is a coupling component residue and X is #s to the azo link and is a phenolic or enolic OH group. The complexes may be made in conventional fashion by coupling diazotized 2-amino-5, 4-naphthosultone- 8-sulphonic acid or 2-amino- 5-acyloxynaphthalene-4, 8-disulphonic acid with an azo component in #s-position to a phenolic or enolic OH group, oxidizing coppering the products and, if desired, splitting or saponifying the sultone group, or the o-acyl group, in an alkaline medium. R may contain such substituents as alkyl, alkoxy, amino, halogeno, nitro, acylamino, sulphonic acid, carboxylic acid and azo groups. Phenols, naphthols, pyrazolones, acylacetic acid arylides and heterocyclics such as dihydroxy-quinolines, are indicated coupling components. Substituents may be introduced into R, or changed therein, before or after coppering and/or hydrolysis or splitting. The monoazo dyes are preferably used for animal, and the polyazo dyes for vegetable, fibres. Decoppered dyes may be used and after-coppered on the fibre. Examples are provided of the preparation of the dyes and their use in colouring processes the diazo components used being 2-amino-5, 4-naphthosultone- 8-sulphonic acid and 2-amino- 5-benzenesulphonyl naphthol-4, 8-disulphonic acids and representative of R, when the dyes are monoazo, are 2-naphthol-3, 6-disulphonic acid, 2-phenylamino- 5-naphthol- 7-sulphonic acid, 1-(41-sulphophenyl)- 3-methyl- 5-sulphonic acid and 1-chloro- 2-acetylamino- 5-naphthol- 7-sulphonic acid, and disazo dyes are prepared from a dye derived from the last-named coupling component by hydrolysing the acetylamino group, diazotizing and coupling with 2-naphthol-3, 6-disulphonic acid, and by treating the coppered, hydrolysed dye 2, -amino-5, 4-naphtho-sultone-8-sulphonic acid --> 2-acetyl-amino-5-naphthol-4, 8-disulphonic acid with phosgene and a trisazo dye is made from 4, 41-diamino-3, 31-dimethoxy-1, 11-diphenyl, the copper complex of the dye 2-amino-5, 4-naphthol-sultone-8-sulphonic acid --> 1-naphthol- 4-sulphonic acid and 1-(41-sulphophenyl)- 3-methyl- 5-pyrazolone. Various colour shades are obtained.