Water-soluble phthalocyanine sulfonyl cyanamide compounds, process for their manufacture and their use as dyestuffs
AssigneeHoechst Aktiengesellschaft
InventorHartmut Springer
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AssigneeHoechst Aktiengesellschaft
InventorHartmut Springer
Estimating the term…
Water-soluble phthalocyanine compounds of the formula ##STR1## and their salts, wherein Pc is the radical of the metal-free phthalocyanine or of a phthalocyanine containing metals, X means a hydrogen atom, R.sup.1 and R.sup.2 are a hydrogen atom each or a lower, optionally substituted alkyl group, R.sup.1 and R.sup.2 being identical or different from one another, or R.sup.1 and R.sup.2 together with nitrogen atom and an alkylene radical or another heteroatom and two lower alkylene radicals form a heterocyclic ring, a stands for an integer or fractional number of from 1 to 4, b stands for an integer or fractional number from 0 to 3 and c stands for an integer or fractional number from 0 to 3, with a, b and c being identical or different from one another, their sum, however, being from 1 to 4. The novel phthalocyanines can be prepared by reaction of phthalocyanine sulfochlorides optionally containing sulfo-groups with cyanamide or the salts thereof, optionally with another amine of the formula HNR.sup.1 R.sup.2 with R.sup.1 and R.sup.2 having the above-mentioned meaning, in an aqueous medium, an organic solvent or a mixture thereof, and in the presence of an acid-binding agent, optionally under simultaneous or subsequent partial hydrolysis of sulfochloride groups to sulfo groups. The new phthalocyanine compounds are suitable as water-soluble dyestuffs for dyeing and printing fiber materials of wool, silk, linear polyamides, leather and materials containing hydroxy groups: they may generally be applied to these materials in a neutral or acidic aqueous medium, and are subsequently, optionally after an intermediate drying, fixed under heat.
A water-soluble phthalocyanine compound of the formula (1) ##STR9## wherein Pc is the radical of the metal-free or a metal-complex phthalocyanine, said phthalocyanine radicals are unsubstituted or additionally substituted in the 3- and/or 4-positions of the carbocyclic aromatic rings of the phthalocyanine, and the sulfonyl-cyanamide, sulfonamide and sulfonic acid groups are bound in the 3- and/or 4-positions of the carbocylic aromatic rings of the phthalocyanines;
Dependencies are inferred from the claim text.