GB921461A - New disazo dyestuffs - Google Patents

Abstract

The invention comprises disazo dyes, containing at least one water-solubilizing saltforming group, of formula <FORM:0921461/IV(a)/1> wherein R and R1 are radicals of benzene diazo components, V is a metal complexforming in o-position to the azo group, U1 and U2 are direct bonds or bridge members, preferably -SO2- or -CO-, W, W1 and W2 are radicals of formulae <FORM:0921461/IV(a)/2> wherein X is a halogen atom or an -OSO3Z, hydroxyl or substituted or unsubstituted amino group, Y is a halogen atom or a substituted amino group, Z is hydrogen or an alkali metal cation and M is hydrogen or a sulphuric acid radical, W may be a hydroxyl group (with the proviso that W cannot be a triazinylamino group in which X and Y are both halogen or X is halogen and Y is hydroxyl and also with the proviso that when U1 and U2 are -SO2- bridge members then W1 and W2 cannot be triazinylamino groups in which X and Y are both halogen or X is halogen and Y is hydroxyl), m and n are 0 or 1, m+n being at least 1 and q is 0 or 1; and metal complexes thereof. The dyes are prepared by diazotization and coupling using suitable components or by condensing the corresponding amino-, carboxylic acid amide- or sulphonamidegroup containing dye with a suitable halotriazine or with epichlorohydrin and, if desired, esterifying free hydroxy groups in the #c-chloro-b -hydroxypropyl chain or attached to the triazine ring with sulphuric acid. The metal complexes may be prepared in substance or on the fibre and copper, nickel, cobalt and chromium complexes are specified. The dyes give black dyeings on hydroxyl-group containing fibres in the presence of an acid-binding agent. In examples: (1) the aminoazo dye prepared by reduction with sodium sulphide of 3-nitroaniline-->1-amino-7-naphthol is coupled with the diazo compound of 2-aminophenol-4:6-disulphonic acid and the resultant aminodisazo dye condensed with cyanuric chloride; (2) the product of (1) is further condensed with (a) ethanolamine (b) N:N-dihydroxyethyl-propylene-1:3-diamine and (c) epichlorohydrin, the hydroxypropyl and N-hydroxyethyl compounds being esterified with chlorsulphonic acid in pyridine; (3) the product of (1) is reacted with sodium carbonate solution to replace a chlorine atom on the triazine ring by a hydroxyl group and the dye obtained is converted into the copper and nickel complexes and also esterified as in (2) (c); (4) the product of (1) is reacted with ammonia to replace a chlorine atom by an amino group, and the resultant dye is converted into its cobalt complex, the use of methylamine, ethylamine and aniline being also specified; (5) the diaminodisazo dye obtained by reduction of the dye 4-nitro-2-aminophenol-->1-amino-7-naphthol-3-sulphonic acid\sM3-nitroaniline is used as a starting material for several of the reactions described above. Specifications 797,946 and 830,847 are referred to. Reference has been directed by the Comptroller to Specifications 797,946 and 830,847.