GB988615A - Water-soluble phthalocyanine dyes containing at least one reactive group - Google Patents

Abstract

The invention comprises water - soluble phthalocyanine dyes of formula <FORM:0988615/C4-C5/1> wherein PC is a metal-containing phthalocyanine radical which may be further substituted, R is a radical of the benzene or naphthalene series which may be further substituted, K is a radical containing at least one <FORM:0988615/C4-C5/2> group wherein Hal is chlorine or bromine, A is a sulphonic acid group, m is 2, 3 or 4, n has a value of at least m - y and at most 2m - y and y is at least 1, the nucleus B may be further substituted and the dyes contain sufficient sulphonic acid groups to ensure water-solubility. The dyes are prepared by sulphochlorinating a metal-containing polyarylthio-phthalocyanine, reacting the resultant polysulphonyl chloride with one or more moles of a monoacyl-phenylenediamine or of a phenylenediamine sulphonic acid, saponifying unreacted sulphonyl chloride groups to sulphonic acid, saponifying the acylamino group or groups where present and reacting the free amine with a compound which contains at least two <FORM:0988615/C4-C5/3> groupings. In a modication of the process the phenylene-diamine sulphonic acid or mono-acylphenylenediamine is condensed with the compound containing at least two <FORM:0988615/C4-C5/4> groups, saponified if necessary and the amine condensed with the polysulphonyl chloride. Specified compounds containing at least two <FORM:0988615/C4-C5/5> groups include tetrameric cyanogen chloride or bromide, cyanuric chloride or bromide or primary condensation products thereof with ammonia, amines, hydroxy- or mercaptocompounds; 2,4,6-tricholro- or bromo-pyrimidines substituted in the 5-position; 2,4,5,6-tetrachloro- or tetrabromo-pyrimidine; 2,4,5-trichloropyrimidine; 2,6-dichloro- or dibromo-pyrimidine substituted in 4- or 5-position; 2,5,6-trichloro-4-methyl-pyrimidine and 2,4-dichloro-5-chloro-methyl-6-methul-pyramidine. The dyes may be used to colour wool, silk and synthetic polyamide fibres, leather and in particular cellulose fibres, with associated heat or alkaline treatment, in green shades. The preparation of the dyes is described in examples. Reference has been directed by the Comptroller to Specifications 916,094 and 954,427.