GB1073617A - New vat dyes of the anthraquinoneimidazole series and process for their manufacture - Google Patents

Abstract

Vat dyestuffs of the general formula <FORM:1073617/C4-C5/1> wherein A is an anthraquinone residue; R a 5 or 6-membered carbocyclic or heterocyclic aromatic ring free from alkoxy groups in which ring the carboxylic acid amide group and the imidazole residue are in the p-position or the 2, 5 position relative to one another and in which the ring may be further substituted, e.g. by halogen atoms; n is 1 or 2 and Z is H, halogen or an alkoxy group; are prepared by condensing a dihalide of a dicarboxylic acid HOOC(R)nCOOH in either sequence with an aminoanthraquinone and with a 1,2-diaminoanthraquinone which contain a group Z as defined above. R is preferably a benzene, pyridine or a thiophene radical and may also be a diphenyl radical. Reaction may take place at 50-220 DEG C. in presence of a solvent, e.g. nitrobenzene optionally in presence of a water or acid binding agent, e.g. sodium carbonate or pyridine. The vat dyes obtained give greenishyellow colours on textile materials, e.g. cotton.ALSO:Textile materials, e.g. cellulosic fibres and cotton are dyed in greenish yellow shades by conventional vat dye procedures using dyes of the general formula: <FORM:1073617/D1-D2/1> wherein A is an anthraquinone residue, R is a 5 or 6 membered carbocyclic or heterocyclic aromatic ring free from alkoxy groups and in which ring the carboxylic acid amide group and imidazole ring are in the f-positions or in the 2, 5 position relative to each other and in which the ring may contain further substituents e.g. halogen; n is 1 or 2 and 2 is H, halogen or an alkoxy group. Preferably R is a benzene pyridine, diphenyl or thiophene radical.