Triazole-azo-phenyl cationic dyestuffs
AssigneeBayer Aktiengesellschaft
InventorsHans-Peter Kuhlthau, Hermann Beecken
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Abstract
Cationic azodyestuffs of the formula ##STR1## in which the substituents have the meaning stated below, are suitable for dyeing and printing of natural and synthetic materials especially polyacrylonitrile and acid modified polyesters and polyamides. They are also suitable for dyeing and printing of cellulose acetate, coir, jute, sisal, silk tannin-treated cotton, paper, ball-pen pastes, rubber stamps inks, and for use in flexographic printing.
Claims22
Cationic dyestuff of the formula ##STR25## wherein R, R', R", and R.sub.1 independently of one another are C.sub.1 -C.sub.6 alkyl unsubstituted or substituted with carboxyl, halogen, hydroxyl, C.sub.1 -C.sub.4 alkoxy, cyano, C.sub.1 -C.sub.4 alkoxy carbonyl, or carbonamide;
- cyclopentyl unsubstituted or substituted with halogen or C.sub.1 -C.sub.6 alkyl;
- cyclohexyl, unsubstituted or substituted with halogen or C.sub.1 -C.sub.6 alkyl;
- benzyl unsubstituted or substituted with halogen or C.sub.1 -C.sub.4 alkyl;
- 2-phenyl ethyl unsubstituted or substituted in the phenyl nucleus with halogen or C.sub.1 -C.sub.4 alkyl;
- .beta.-phenyl-.beta.-hydroxyethyl unsubstituted or substituted in the phenyl nucleus with halogen or C.sub.1 -C.sub.4 alkyl;
- 2-phenylpropyl-(2) unsubstituted or substituted in the phenyl nucleus with halogen or C.sub.1 -C.sub.4 alkyl;
- or R.sub.1 is cyclised onto ring B to form pyrroline or tetrahydropyridine, each of which is unsubstituted or substituted with one or more C.sub.1 -C.sub.4 -alkyl radicals;
- R.sub.2 is ##STR26## R.sub.6 is hydrogen, methyl, ethyl, methoxymethyl, ethoxymethyl, propoxymethyl, butoxymethyl, allyloxymethyl, phenyl, or phenoxymethyl;
- R.sub.7 is hydrogen, methyl, ethyl, methoxymethyl, ethoxymethyl, propoxymethyl, butoxymethyl, allyloxymethyl, phenyl, phenoxymethyl, --Y--A, [--O--(CH.sub.2).sub.q --(O).sub.m --A] or chloromethyl, with the proviso
- that R.sub.7 is [--Y--A] only when [--Y--R.sub.3 --(O).sub.m --A] is [--Y--A];
- that R.sub.7 is [--O--(CH.sub.2).sub.q --(O).sub.m --A], only when [--Y--R.sub.3 --(O).sub.m --A] is [--O--(CH.sub.2).sub.q --(O).sub.m --A];
- q is a number from 1 to 4;
- R.sub.8 is hydrogen or methyl;
- p is a number from 1 to 6;
- Y is oxygen or sulfur;
- R.sub.3 is a direct bond or C.sub.1 -C.sub.6 alkylene, --CO--, or --CONH--;
- R.sub.4 is hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 alkoxy, cyano, trifluoromethyl, phenoxy, benzyloxy, acetylamino, propionylamino, benzoylamino, methylsulfonylamino, ethylsulfonylamino, phenylsulfonylamino, C.sub.1 -C.sub.4 alkylcarbonyloxy, benzoyloxy, or C.sub.1 -C.sub.4 alkylsulfonyl;
- R.sub.5 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, phenoxy, benzyloxy, acetylamino, propionylamino, benzoylamino, methylsulfonylamino, ethylsulfonylamino, phenyl sulfonylamino, C.sub.1 -C.sub.4 alkyl carbonyloxy, benzoyloxy, or C.sub.1 -C.sub.4 alkylsulfonyl;
- A is cyclohexyl, methyl, borneyl, tetrahydronaphthyl, decahydronaphthyl, phenyl, naphthyl, 1,2,4-triazolyl-(3), benzthiazolyl-(2) or benzoxazolyl-(2), each of which are unsubstituted or substituted with C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.6 alkoxy, halogen, C.sub.1 -C.sub.4 alkoxycarbonyl, phenyl, benzyl, 2-phenylethyl, 2-phenylpropyl, C.sub.1 -C.sub.4 -alkylsulfonyl, or phenylsulphonyl;
- X.sup.- is an anion;
- n, n', and n" independently of one another are 0 or 1;
- m is 0 or 1, with the proviso that the sum n+n'+n"=2 and that m is 1 only if R.sub.3 is alkylene.
Dependencies are inferred from the claim text.