Patent GB-960718-A (GB)
Title: New phthalocyanine dyestuffs
Inventor: GAMLEN GEORGE ALBERT
IPC: C09B47/32
Filed: 1961-07-03
Abstract: In an example, (3), b -(pyridinium chloride) ethylamine perchlorate is made by heating pyridine with aqueous b -chloroethylamine hydrochloride solution and treating the aqueous solution of the product with sodium perchlorate.ALSO:The invention comprises dyes which, in the form of the free acids, have the formula <FORM:0960718/C4-C5/1> where Pc is a phthalocyanine radical, L is a group of the formula <FORM:0960718/C4-C5/2> where R1 and R2 are each hydrogen or an alkyl group of 1 to 4 carbon atoms, Y is -NH-, <FORM:0960718/C4-C5/3> alkyl, -O- or -S-, m is 0 or 1, X is an alkylene or substituted alkylene radical having a chain of 2 or 3 carbon atoms between Y and the quaternary nitrogen atom, V1, V2 and V3 are each hydrocarbon or heterocyclic radicals or at least two of them are joined or fused together to form with the quaternary nitrogen atom a heterocyclic ring or rings, the nitrogen atom being linked in the ring or rings through single bonds or through a single and a double bond, M is an amino or substituted amino group different from L, a has a value from 1 to 3, b has a value from 1 to 2 and c has a value from 0 to 2, provided that the sum of a, b and c does not exceed 4.  The invention further comprises mixtures of dyes of the formula I above with dyes which, in the form of the free acids, have the formula <FORM:0960718/C4-C5/4> where Pc, a, b and c have the meanings above, J is a group of the formula <FORM:0960718/C4-C5/5> where R1, R2, Y, X and m have the meanings above, Q is chlorine, bromine or a sulphate ester group and M is an amino or substituted amino group different from J.  Each of the sulphonic acid and sulphonamide groups in the formulae I and II is directly attached to a carbon atom in the 3- or 4-position of the benz rings of the phthalocyanine radical.  These dyes are themselves mixtures and the values of a, b and c are statistical values.  The dyes of formula I above are made by treating the dyes of formula II with an amine of the formula <FORM:0960718/C4-C5/6> where V1, V2 and V3 have the meanings above, or by treating an aqueous suspension of a sulphonchloride of the formula <FORM:0960718/C4-C5/7> where q has a value from 0 to 3 and d has a value of from 2 to 4 provided that q + d does not exceed 4, with an amine of the formula <FORM:0960718/C4-C5/8> where R1, R2, V1, V2, V3, X,Y and m have the meanings above, and optionally with an amine of the formula <FORM:0960718/C4-C5/9> where R3 and R4 have the meanings above, and when q has a value less than the number of sulphonic acid groups required in the final product, hydrolysing the unreacted sulphonchloride groups.  The mixtures of dyes of the formulae I and II above are made by mixing or grinding the dyes together or by coprecipitation from aqueous solution.  The dyes and mixtures of dyes, dye and print cellulose textile materials in conjunction with an acid-binding agent or a substance which liberates an acid-binding agent on heating or steaming, or in conjunction with a resin-forming composition and acid catalyst.  The dyes and dye mixtures also dye wool, silk, cellulose acetate, polyamides, polyacrylonitriles and aromatic polyesters.  Specifications 708,543, 784,843, 785,629, 826,689, 921,050 and 921,425 and U.S.A. Specification 2,219,330 are referred to.