GB751974A - Improvements relating to metallisable monoazo dyestuffs and dyeings made therewith - Google Patents

Abstract

The invention comprises dyestuffs of formula:-<FORM:0751974/IV(c)/1> where R1 and R2 are carboxyl radicles and X any substituent and the alkali metal salts thereof. The are made by coupling in an alkaline solution, optionally in the presence of a tertiary nitrogen base, a diazotised 4-substituted - 6 - acylamino - 2 - amino - 1 - hydroxybenzene with a 2 - hydroxy - acylaminonaphthalene monosulphonic and X is preferably a group which has an attracting influence on the pair of electrons linking it to the residue of the component, such groups specified being nitro, cyano, keto, sulphonyl, sulphonic acid, sulphonic acid ester, sulphonamide, carboxyl, and carboxylic acid ester and amide; other groups specified for X being halogen, alkyl and alkoxy. Preferably X is a non-salt forming group. Specified acids which give rise to R1 and R2 are acetic, propionic, butyric, chloracetic, methoxyacetic, b - bromopropionic, dimethylacrylic, cyclohexane carboxylic, phenyl acetic, phenoxyacetic, benzoic, chlorobenzoic and furane - 2 - carboxylic acids. R1 and R2 may also represent carbonic acid half ester residues derived from methyl, ethyl, propyl, butyl and methoxy or ethoxy ethyl alcohols and carbamic acid residues derived from dimethyl- or diethyl-amines. Preferred diazo components are 6-acetylamino-4-nitro-, acetyl-, alkylsulphonyl- and -sulphonodialkylamido - 2 - amino-1-hydroxy-benzenes. Specified coupling components are acyl derivatives of 1-amino-7-hydroxy-naphthalene - 3 -, - 4 - or - 5 - sulphonic acids, 1 - amino - 6 - hydroxy - naphthalene - 8 - sulphonic acid and preferably 2 - amino - 6 - hydroxynaphthalene - 8 - sulphonic acid. The dyestuffs dye wool from acid baths in red to red-violet shades which become grey to olive green on after chroming. Examples are provided illustrating the preparation of the dyestuffs the diazo components used being 6-acetylamino-4-chloro-, -acetyl-, -nitro-, -carboxy-, sulpho-, -methylsulphonyl -, - ethylsulphonyl -, phenylsulphonyl-, -31-sulphophenylsulphonyl-, -31-sulphamidophenylsulphonyl-, -sulphonamido-, -sulphondimethylamido-, -sulphondiethylamido-, -sulphonmorpholido-, -sulphonethylphenylamido-, -sulphon - 21 - carboxyphenylamido-, methyl-, methoxy- and -benzoyl - 2 - amino - 1 - hydroxybenzene, 6-carbomethoxy-, -butyryl-, -21furoyl-, -dimethyl-, acrylyl- and b -bromo-propionyl-4-nitro - 2 amino - 1 - hydroxy-benzene and 6 - benzoylamino - 4 - sulpho-2-amino-1-hydroxybenzene and the coupling components are 2-carbomethoxy-, -carboethoxy-, carbutyroxy-, -acetyl-, -cyclohexoyl-, -chloroacetyl-, - b - bromopropionyl-, -41-chlorobenzoyl-, -phenylacetyl-, -benzoyl-, -phenoxyacetyl-, -21-furoyl- and -dimethyl - carbamyl - amino- 6 - hydroxy-naphthalene-8-sulphonic acid, 1-carbomethoxy-, -carboethoxy- and -acetyl-amino-7-hydroxy - 3 - sulphonic acid and 1-carbomethoxy- and -carboethoxy-7-hydroxy-4 and -5-sulphonic acids and 61-hydroxy-naphthyl-(21)-methoxy- and -ethoxy-ethyl-urethane-81-sulphonic acid.