GB854404A - Azo-dyestuffs derived from 1:3-dihydroxy phenyl ketones - Google Patents

Abstract

The invention comprises dyes of formula: <FORM:0854404/IV (c)/1> where R is an alkyl radical containing 1-6 carbon atoms, or a cycloalkyl radical, R1 is a benzene or naphthalene residue, n is 1 or 2, the radical R1 being substituted in #s-position to the azo-bridge by OH, OAlk, COOH or Hlg or containing in the molecule a grouping capable of forming metal complexes and, as water-solubilising group, at least one SO3H, COOH or OH group, and their metal complex compounds. The dyes are made by coupling appropriate dihydroxyphenylketones and diazo components. Metallisation may be effected in substance or on the fibre. Representative of specified coupling components are 2, 4-dihydroxymethyl-, -propyl- and -cyclohexylketones. Indicated as diazo components are #s-aminophenol and -naphthol sulphonic and carboxylic acids, aniline sulphocarboxylic acids, #saminophenol sulphocarboxylic acids, diaminodiphenyl sulphonic acid and #samino-phenol sulphonic acid --> aminonaphthol monoor disulphonic acid. When dyes are obtained from 1 mol of a coupling component and 2 mols of a diazo component the second mol of diazo component may be replaced by a mol of a diazo component which does not form metal complexes, e.g. aminobenzene- and -naphthalene-and nitraniline sulphonic acids. The dyes colour vegetable, animal and synthetic fibres, e.g. wool, cellulose and polyamides, and leather. Chromium, cobalt, copper, manganese, nickel and iron are specified metals. Examples are provided of the preparation of the dyes and their use in dyeing processes typical of the diazo components used in the production of (1) monoazo dyes are 1- amino -3- nitro -2- phenol -5- sulphonic acid, 1- amino -2- naphthol -4- sulphonic acid and 2- amino -31-carboxy -41- hydroxydiphenyl-sulphone -4- sulphonic acid; (2) of dyes in which diazo component (2 mols) \sQ coupling component (1 mol) are 2- carboxy -5- sulphoaniline, 1-amino -3- chloro -5- sulpho -2- phenol, 1-amino -5- nitro -3- sulpho -2- phenol, 2- amino-31- carboxy -41- hydroxydiphenylsulphone -4-sulphonic acid, 4- nitroaniline -2- sulphonic acid, 1- amino -2- hydroxy -6- nitronaphthalene -4-sulphonic acid and 1- amino -3- nitro -5- sulpho-2- phenol <FORM:0854404/IV (c)/2> 1- amino- 8- naphthol -3, 6-disulphonic acid. Various colours are obtained in the dyeing processes described e.g. blue, green, red, yellow, brown, grey and black shades are obtained. Specification 512,839 is referred to.