GB846949A - New metalliferous monoazo dyestuffs containing halogenotriazinylamino groups - Google Patents

Abstract

The invention comprises water-soluble metalliferous monoazo dyes, which in the form of the free acids are of formula: <FORM:0846949/IV (c)/1> wherein A is an o-phenylene group optionally substituted by chlorine, nitro, alkoxy, alkyl sulphone, sulphamyl, carboxylic acid or sulphonic acid, X is -O- or -CO-O- and Y is an amino or methoxy group or an anilino group containing at least one sulphonic acid group. The dyes may be obtained by reacting cyanuric chloride with an equimolecular proportion of an appropriate aminoazo dye or copper complex thereof followed by reaction with a molecular proportion of methanol, ammonia or a sulphoaniline and after-coppering if necessary. Methods employing other reaction sequences are specified. A number of components used in the preparation of the aminoazo dyes are specified. The dyes are used to colour nitrogenous and cellulose textile materials, if desired in conjunction with an alkaline agent. They dye cellulose in red, blue and brown shades. In an example, Metanilic acid is condensed with the trisodium salt of the copper complex of 2-(21 : 41-dichloro-s-triazinylamino) - 6 - (211 - hydroxyphenylazo) - 5 - naphthol -1 : 511 : 7-trisulphonic acid, which is obtained by coppering the aminoazo dye 2-aminophenol -4- sulphonic acid --> 2 -amino -5-naphthol -1:7 - disulphonic acid and reacting with cyanuric chloride. Further dyes are specified wherein the metanilic acid may be replaced by orthanilic, sulphanilic or aniline -2 : 5- disulphonic acid, methanol or ammonia and the 2-aminophenol -4- sulphonic acid by 4-chloro- or 4 : 5 dichloro -2- aminophenol, -6- sulphonic acid, 5-nitro -2- aminophenol, 4- or 5-sulpho -2-aminobenzoic acid and 3-nitro -2- aminobenzoic acid. The Provisional Specification also describes water-soluble copper and nickel complexes of monoazo dyes which contain, linked through a nitrogen atom, an s-triazine group substituted by a halogen atom and by a substituent containing at most 13 carbon atoms. The dyes are prepared by the methods described above. The substituents on the triazine ring may be e.g. alkyl, cycloalkyl, aryl or heterocyclic linked directly or preferably through a nitrogen, oxygen or sulphur atom. Many compounds capable of giving such groups, or to be used in the preparation of the intermediate aminoazo dyes, are specified. The properties and uses of the dyes are similar to those described above. In examples the copper complexes of the dyes 2-aminophenol -4- ethyl sulphone --> 1-amino -8- naphthol -3 : 6-disulphonic acid and 6-chloro -2- aminophenol -4- sulphonic acid --> 1-amino -8- naphthol -3 : 6- disulphonic acid are reacted (1) with equimolecular proportions of 2- methoxy- or -phenoxy -4 : 6- dichloro -striazine and (2) with an equimolecular proportion of cyanuric chloride, followed by reaction with an equimolecular proportion of metanilic acid, aniline or ammonia. Specification 797,946 is referred to.