GB1018792A - Chromium-containing azo dyestuffs - Google Patents

Abstract

The invention comprises chromium-containing azo dyestuffs which, in the form of the free acids, are represented by the formula <FORM:1018792/C4-C5/1> wherein A1 and A11 each independently represent a phenylene radical which may contain substituents; E represents the residue of a coupling component which couples in ortho or vicinal position to a hydroxy or amino group; 21 and 211, which are attached to A1 and A11 respectively in ortho position to the azo groups, each independently represent -O- or -COO-; and Y represents a naphthalene radical which is attached to the oxygen atom in the 1- or 2-position and to the azo group in the 2- or 1-position of the naphthalene nucleus and which is substituted by a sulphonic acid group and a mono - halogeno - 1:3:5 - triazinylamino group; provided that A1, A11, E and the mono-halogeno-1:3:5-triazinylamino group are free from carboxylic acid and sulphonic acid groups. The dyes are prepared by reacting an appropriate chromium containing dye comprising an amino or lower alkylamino group with one molecular proportion of a dihalogeno-1:3:5-triazine of the formula <FORM:1018792/C4-C5/2> where Q represents a lower alkyl radical, a phenyl radical, an amino or substituted amino group or an etherified hydroxy group or reacting the chromium containing dye with one molecular proportion of a cyanuric halide and subsequently converting one of the two remaining halogens attached to the triazine ring to a substituted or unsubstituted amino group or an etherified hydroxy group by treatment with ammonia, a primary or secondary amine or an alcohol or a phenol. In examples: The 1:1-chromium complex of 1-(21-hydroxy-51-chlorophenylazo)-2-naphthol is reacted with the sodium salt of 2-(21-hydroxy-41-nitro-phenylazo) - 6 - amino - 1 - naphthol - 3 - sulphonic acid and the product is treated with 2:4-dichloro - 6 - methoxy - 1:3:5 - triazine (1); and the sodium salt of 2-(21-hydroxy-51-nitro-phenylazo) - 7 - amino - 1 - naphthol - 3 - sulphonic acid is reacted with 4-(21-hydroxy-51-nitro-phenylazo) 1 - - phenyl - 3 - methyl - 5 - pyrazolone and the product is reacted with 2:4 - dichloro - 6 - methoxy - 1:3:5 - triazine. Many additional examples are furnished and starting materials listed. The dyes are suitable for colouring textile materials of polyhexamethylene adipamide, caprolactam polymer, polyurethane and polyacrylonitrile fibres, wool, silk, leather and natural and regenerated cellulose fibres.