GB805560A - New monoazo dyestuffs of the benzene-azo-naphthalene series and metal complexes thereof - Google Patents

Abstract

The invention comprises dyestuffs of formula <FORM:0805560/IV (c)/1> where A is a substituted or unsubstituted phenylene radicle which is free from sulphuric and carboxylic acid groups and contains OH oto the azo group and the naphthalene nucleus contains an acyl group of formula -CO.R, in the 3-, 6- or 8-position, where R is an alkyl group of 1-3 C atoms, and their 1,2-cobalt or chromium complexes. They are made by conventional methods from appropriate o-aminophenols, acylnaphthols and metallizing agents. Specified substituents for the phenylene radicle are methyl, methoxy, chlorine, bromine, nitro, sulphonamido, N-ethyl-, -diethyl-, -isopropyl-, -phenyl- and -cyclohexyl-sulphonamido- and ethyl sulphonyl. Specified o-aminophenols are 2 - aminophenol - 4 - sulphonamide, -sulphonanilide and -sulphondiethyl-, -isopropyl- and -cyclohexyl - amides, 4 - chloro - 2 - aminophenol-6-sulphonamide, and 4- and 5-nitro- and 4 - chloro - and - ethylsulphonyl - 2 - aminophenols. Specified naphthols are 3-, 6- and 8-acetyl-2-naphthols. Preferred are the metal complexes derived from 6-acyl-2-naphthols. The metal dyestuffs which, in the form of alkali metal or ammonium salts, are soluble in water dye animal fibres such as wool and silk, and synthetic nitrogenous fibres such as super-polyamide and -polyurethane and synthetic protein fibres, in red to blue shades. The metal dyestuffs which, as alkali metal or ammonium salts, are insoluble in water, may be used to colour acetate rayon, lacquers, spirit-inks and duplicating-papers. Examples are provided illustrating the preparation of the dyestuffs and the use of the metal complexes in dyeing, the components being chosen from those indicated above with the addition of 4-methoxy- and -methyl-2-aminophenol as diazo components. The Provisional Specification describes the preparation of dyestuffs of formula HO-A-N = N-B-COR where A is a phenylene residue which may be substituted by non-ionizing substituents and contains OH oto the azo group, B is a naphthol residue containing OH oto the azo group, and COR is an acyl group attached to the 3- or 4-position of the naphthalene nucleus when the OH group is in the 1-position or the 3-, 6- or 8-position when the OH group is in the 2-position; and their chromium and cobalt 1,2-complexes. Many components, additional to those already indicated above, are specified, the acyl group being both aliphatic and aromatic.