Patent GB-978294-A (GB)
Title: New phthalocyanine dyestuffs
Inventor: CLARK PETER FREDERICK
IPC: C09B62/84
Filed: 1962-05-03
Abstract: The invention comprises dyestuffs of the formula <FORM:0978294/C4-C5/1> wherein Pc is a phthalocyanine radical, L is a group of the formula <FORM:0978294/C4-C5/2> wherein X is oxygen or sulphur, Z is hydrogen, chlorine, bromine, methyl, methoxy or sulphonic acid, Y is chlorine, bromine or a group of the formula <FORM:0978294/C4-C5/3> wherein V1, V2 and V3 are each hydrocarbon, hydroxyalkyl or heterocyclic radicals or at least two of V1, V2 and V3 are joined or fused together to form with the nitrogen atom a heterocyclic ring or rings, wherein the nitrogen atom is linked to carbon atoms in the said heterocyclic ring or rings through single bonds or through a single bond and a double bond, R1 and R2 are each hydrogen or a hydrocarbon or substituted hydrocarbon radical or R1 and R2 are joined together to form with the nitrogen atom a 5- or 6-membered heterocyclic ring, provided that the <FORM:0978294/C4-C5/4> group is not identical with the radical L, and a, b and c have each a value of from 1 to 2 provided that the sum of a+b+c does not exceed 4.  The invention further comprises mixtures of dyes of the above type wherein Y is <FORM:0978294/C4-C5/5> with those wherein Y is chlorine or bromine. The dyes are made by treating an aqueous suspension of a sulphochloride of the formula <FORM:0978294/C4-C5/6> wherein n has a value from 0 to 2 and d from 2 to 4 provided n + d has a value from 3 to 4, with an amine of the formula <FORM:0978294/C4-C5/7> and with an amine of the formula <FORM:0978294/C4-C5/8> wherein Z, X, Y, R1 and R2 are as above and, when n has a value less than a, hydrolysing the unreacted sulphochloride groups to sulphonic acid groups.  Those dyes in which Y is a <FORM:0978294/C4-C5/9> group may also be made by treating a dye in which Y is chlorine or bromine with a tertiary amine of the formula <FORM:0978294/C4-C5/100> wherein V1, V2 and V3 have the meanings above. A list of such amines is given and includes trimethylamine, pyridine, N-methylmorpholine and 1 : 4 - diazabicyclo - (2 : 2 : 2) - octane. The dyes dye and print wool, silk, cellulose acetate, polyamides, polyacrylonitrile, aromatic polyesters and cellulose textile materials in blue shades.  Specifications 708,543, 784,843, 854,962 and 875,269 are referred to.ALSO:Cellulose textile materials are coloured in the blue shades and simultaneously rendered resistant to creasing by padding or printing the material with an aqueous solution containing (a) the dyestuff or dyestuff mixture defined below, (b) a resin-forming composition and (c) an acid-catelyst, optionally drying the material and heating it to a temperature above 100 DEG C.  Lists of resin-forming compositions and acid-catalysts are given.  The dyestuffs, in the form of their free acids, are of the formula <FORM:0978294/D1-D2/1> wherein Pc is a phthalocyanine radical, L is an amino group of the formula <FORM:0978294/D1-D2/2> wherein X is oxygen or sulphur, Z is hydrogen, chlorine, bromine, methyl, methoxy or a sulphonic acid group, Y is chlorine or bromine or a group of the formula <FORM:0978294/D1-D2/3> wherein V1, V2 and V3 are each hydrocarbon or heterocyclic radicals or hydroxyalkyl or at least two of V1, V2 and V3 are joined or fused together to form with the nitrogen atom N a heterocyclic ring or rings, wherein the nitrogen atom N is linked to carbon atoms in the said ring or rings through single bonds or through a single bond and a double bond, R1 and R2 are each hydrogen or a hydrocarbon or substituted hydrocarbon radical or R1 and R2 are joined together with the nitrogen atom N to form a 5- or 6-membered heterocyclic ring provided that the <FORM:0978294/D1-D2/4> group is not identical with the group L, and a, b and c have each a value of from 1 to 2 provided that the sum of a + b + c does not exceed 4.  The dye mixtures are mixtures of dyes of the above formula wherein Y is chlorine or bromine with those wherein Y is a group of the formula <FORM:0978294/D1-D2/5>