Process for dyeing anionically modified synthetic fiber materials

Claim 1

In the process of dyeing an anionically modified fiber material by exhaustion from a dyebath consisting essentially of a cationic dyestuff dissolved in halogenated hydrocarbon the improvement comprising the use as said cationic dyestuff a dyestuff soluble in said halogenated hydrocarbon and having the formula ##SPC11## in which A - is a non-lipophilic anion; R 1 is hydrogen; C 1 -C 12 -alkyl; C 1 -C 5 -alkyl substituted with CN, Cl or OH; cycloalkyl, aralkyl or aryl; R 2 is C 1 -C 5 -alkyl, cycloalkyl or aralkyl; R 3 is C 1 -C 5 -alkyl, cycloalkyl or aralkyl; R 4 is halogen, C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, cycloalkyl, aralkyl, alkoxy, nitro, carbalkoxy, nitrile, acyl, acylamino, amino, carbamoyl, N-alkyl-carbamoyl, N,N-dialkylcarbamoyl, N-alkyl-N-arylcarbamoyl, sulphamoyl, N-alkylsulphamoyl, N,N-dialkylsulphamoyl, alkylsulphonyl, arylsulphonyl, trifluoromethyl, aryloxy, aralkoxy or carbalkoxy; y is CH or N; and G is ##SPC12## in which R' 1 is hydrogen, C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, cycloalkyl, aralkyl or aryl; R' 2 is C 1 -C 5 -alkyl, cycloalkyl or aralkyl; R' 3 is C 1 -C 5 -alkyl, cycloalkyl or aralkyl; R' 4 is halogen, C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, cycloalkyl, aralkyl, alkoxy, nitro, carbalkoxy, nitrile, acyl, acylamino, amino, carbamoyl, N-alkylcarbamoyl, N,N-dialkylcarbamoyl, N-alkyl-N-arylcarbamoyl, sulphamoyl, N-alkylsulphamoyl, N,N-dialkylsulphamoyl, alkylsulphonyl, arylsulphonyl, trifluoromethyl, aryloxy, aralkoxy or carbaralkoxy; R 7 is hydrogen; C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, which can optionally close a 5-membered or 6-membered ring to the adjacent o-position of the ring B, the heterocyclic ring thereby formed being optionally alkyl substituted or fused to a further carbocyclic ring; cycloalkyl; aralkyl or aryl; R 8 is hydrogen, C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, or aralkyl; R 7 and R 8 can further, with the nitrogen atom, close a heterocyclic ring which can optionally contain further hetero atoms; R 9 is hydrogen, C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, alkoxy or halogen; R 10 is hydrogen, C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, aralkyl, cycloalkyl or aryl; R 11 is C 1 -C 12 -alkyl, C 1 -C 5 -alkyl substituted with CN, Cl or OH, aryl, carboxylic acid ester, carbonamide or substituted carbonamide R 18 is hydrogen, nitrile, carboxylic ester or carbonamide; X is --CH 2 -- or O; a is 0 or 1; and m, n and p independently of one another are numbers from 0 to 3; "aryl" is phenyl; naphthyl; 4-methyl-phenyl, 2-methylphenyl, 4-chlorophenyl, 2-chlorophenyl, or 2-methyl-chlorophenyl; "aralkyl" is benzyl, β-phenethyl or α,α-dimethylbenzyl; or the foregoing substituted in the phenyl nucleus by lower alkyl, halogen, alkoxy, carboalkoxy, nitro, cyano or hydroxyl; "aryloxy" is phenoxy or naphthoxy or the foregoing substituted with lower alkyl, halogen, alkoxy, carboalkoxy, nitro, cyano or hydroxyl; "substituted carbonamide" is methyl-carbamoyl, N-ethyl-carbamoyl, N-n-butyl-carbamoyl, N,N-dimethyl-carbamoyl, N,N-diethyl-carbamoyl, N-methyl-N-ethyl-carbamoyl, N-methyl-N-phenyl-carbamoyl or N-ethyl-N-phenyl-carbamoyl; "carboxylic acid ester" is selected from the group consisting of carbomethoxy, carboethoxy, carbopropoxy, carbobutoxy, carbobenzoxy, carbo-α-phenylethoxy, carbo-(β-phenylethoxy) and carbo-(γ-phenyl-n-propoxy) radicals and their derivatives substituted in the phenyl nucleus with lower alkyl, halogen, alkoxy, carboalkoxy, nitro, cyano or hydroxyl; with the proviso that at least one of the substituents R 4 , R 4 ', R 9 or R 11 is a C 3 -C 12 -alkyl, C 3 -C 12 -alkoxy or C 5 -C 6 -cycloalkyl group or R 10 is a C 3 -C 12 -alkyl or C 5 -C 6 -cycloalkyl group or R 4 or R 4 ' is a C 1 -C 2 -alkyl group, in which case n, p or m have the value 3.