GB946471A - New dyes of the azo, anthraquinone and tetrazaporphin series with halogenpyridazone radicals - Google Patents

Abstract

1 - (chlorosulphonylphenyl) - 4:5 - dihalogeno-pyridazones where the halogen is chlorine or bromine are made by sulphochlorinating a 1-phenyl - 4:5 - dihalogeno - pyridazone, made by condensing phenyl-hydrazine with mucochloric or mucobromic acid, or by reacting with phosphorus oxychloride or pentachloride or thionyl chloride a 1 - (sulphophenyl) - 4:5 - dihalogeno-pyridazone prepared by condensing a sulphophenyl hydrazine with mucochloric or mucobromic acid. 1 - (chlorocarbonylphenyl) - 4:5 - dihalogeno -pyridazones are made by treating with phosphorus oxychloride or pentachloride or thionyl chloride 1- (carboxyphenyl) - 4:5 - dihalogenopyridazone prepared by condensing a carboxyphenyhlydrazine with mucochloric or mucobromic acid. 1 - (chlorocarbonylalkyl) - 4:5 -dihalogenopyridazones are made by treating with phosphorus oxychloride or pentachloride or thionyl chloride 1 - (carboxyalkyl) - 4:5 - dihalogenopyridazones obtained by saponifying 1-(cyanoalkyl) - 4:5 - dihalogenopyridazones prepared by reacting the addition product of an a :b - unsaturated nitrile, such as acrylonitrile or methacrylonitrile, and hydrazine with mucochloric or mucobromic acid.ALSO:Dyes of the azo, anthraquinone and tetrazaporphin series are made by reacting a dye containing one or more acylatable amino groups with a compound of the formula <FORM:0946471/C3/1> where X is chlorine or bromine, A is a phenylene radical which may be substituted by alkyl, alkoxy, nitro or halogen or an alkylene radical of 1 to 4 carbon atoms which may be substituted, B is -SO2- or -CO- and Z is halogen. The invention also comprises dyes of the following general formulae <FORM:0946471/C3/2> <FORM:0946471/C3/3> and <FORM:0946471/C3/4> wherein Y is the radical of an anthraquinone dye, T is the radical of a tetrazaporphin dye, p is 0, 1, 2, 3 or 4, g is 1 or 2 (p+g) is not more than 6, D is the radical of an azo dye, A1 is an alkylene radical of 1 to 4 carbon atoms and A, B and X have the meanings given above. Dye radicals specified include those of monoazo and disazo dyes and metal complexes thereof, metal phthalocyanines and 1 : 4 - diamino - anthraquinone-2-sulphonic acid derivatives. Examples are given. The dyes dye and print cellulose materials in the presence of a basic-reacting substance and a heat-treatment and also dye and print wool, silk, leather, linear polyamides and polyurethanes and cellulose esters and ethers. Specification 924,660 is referred to.