Patent GB-996242-A (GB)
Title: Complex metal compounds of water-insoluble azo-dyestuffs and process for their manufacture
IPC: C09B45/00
Filed: 1961-09-04
Abstract: The invention comprises complex metal compounds of water-insoluble azodyes which correspond to the general formula <FORM:0996242/C4-C5/1> in which X represents a hydrogen atom, an alkyl, cyanoalkyl, aralkyl or aryl radical, Y represents a hydrogen atom, an alkyl, aryl or cyano group, R represents the radical of an aryl amide of an aromatic or heterocyclic ortho carboxylic acid or of an acyl-acetic acid, the acyl group being derived from a carboxylic acid, and a is the number 1 or 2 and a process for the preparation thereof wherein a diazonium compound of an amine of the general formula <FORM:0996242/C4-C5/2> in which X and Y have the meanings given above is coupled in substance, on the fibre (see Division D1) or another substratum with an arylamide of an aromatic or heterocyclic orthohydrocarboxylic acid or of an acylacetic acid the acyl group being derived from a carboxylic acid, the components being selected so that they are free from groups imparting solubility in water, and the azo dyestuff so obtained is treated with an agent yielding metal.  Diazo components specified include 5-amino-3-methyl-4-phenyl-pyrazole, 5-amino-3-phenyl-pyrazole, 5 - amino - 3 - cyanomethyl - 4 - cyanopyrazole, 5 - amino - 3:4 - diphenyl - pyrazole, 5 - amino-3 - benzyl - 4 - phenyl - pyrazole and 5 - amino-3 - (41 - chloro -) - phenyl - pyrazole.  Among the coupling components specified are 1-(21: 31-hydroxynaphthoylamino) - 2 - methoxy benzene; 1 - (21 - hydroxycarbazole - 31 - carboylamino) - 4 - chlorobenzene, 1 - (21 - hydroxyanthracene - 31 - carboxylamino) - 2 - methylbenzene; 2-(21 : 31-hydroxynaphthoylamino)-3-methoxydiphenylene oxide; 2 - (21:31 - hydroxy - naphthoylamino) - naphthalene and terephthaloyl - bis (1 - acetylamino - 2 - methoxy - 4 - chloro - 5 - methyl benzene).  Metals specified are copper, cobalt, nickel, manganese, iron, chromium, vanadium, cadmium, zinc and lead and these are used in preparing the dyes in the forms of their inorganic or organic salts or complexes with hydroxy-alkylamines, aminocarboxylic acids or with aliphatic hydroxycarboxylic acids.  The dyes are suitable for colouring lacquers, printing inks and paints, dyeing wool, silk, synthetic polyamide and polyurethane, acetyl cellulose or polyester fibres. Examples are furnished.ALSO:Textile fibres are dyed by coupling on the fibre a diazonium compound of an amine of the general formula <FORM:0996242/D1-D2/1> in which X represents a hydrogen atom, an alkyl, cyanoalkyl, aralkyl, or an aryl radical and Y represents a hydrogen atom, an alkyl, aryl or a cyano group with an arylamide of an aromatic or heterocyclic orthohydroxy carboxylic acid or of an acylacetic acid, the acyl group being derived from a carboxylic acid, the components being selected so that they are free from groups importing solubility in water and treating the azo dye obtained with an agent yielding metal.  Metals specified include copper, cobalt, nickel manganese, iron, chromium, vanadium, cadmium, zinc and lead. In examples: Cottom yarn is treated in an impregnation bath containing 2-(21:31-hydroxynaphthoylamino naphthalene and then in a developing bath containing 5-amino-3-methyl-4-phenylpyrazole and copper sulphate (1); and cotton yarn is treated in an impregnation bath as above, then in a developing bath containing diazotised 5-amino-3-phenyl-pyrazole and finally in a bath containing cobalt chloride and the sodium salt of nitrilotriacetic acid (2).  The preparation of the dyes in substance is also described (see Division C4).