Triazolopyridine dyes and intermediates therefor

Claim 2

A triazolopyridine dye of formula I ##STR49## where R 1 is C 1 -C 20 -alkyl which is unsubstituted or substituted and can be interrupted by 1 to 4 oxygen atoms in ether functionalities, unsubstituted or substituted phenyl, hydroxyl, unsubstituted or substituted C 1 -C 20 -alkoxy, mercapto or unsubstituted or substituted C 1 -C 20 -alkylthio, Q is a radical of the formula ##STR50## where R 2 is a 5- or 6-membered carbocyclic or heterocyclic radical which can be benzo-fused, R 3 is hydrogen or unsubstituted or substituted C 1 -C 4 -alkyl, R 4 is hydrogen, unsubstituted or substituted C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, R 5 is C 1 -C 8 -alkyl which can be interrupted by 1 or 2 oxygen atoms in ether functionalities and can be phenyl- or hydroxyl-substituted, unsubstituted or substituted phenyl, unsubstituted or substituted thienyl or C 1 -C 4 -alkoxy which can be interrupted by an oxygen atom in ether functionalities, or the radical CR 3 R 4 R 5 together is C 3 -C 7 -cycloalkyl, C 1 -C 4 -haloalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted thienyl, R 6 is cyano, carbamoyl, carboxyl, C 1 -C 4 -alkoxycarbonyl or benzothiazolyl, and E is CH or nitrogen, and R 7 is oxygen or a radical of the formula ##STR51## where L 1 is in each case C 1 -C 8 -alkyl which can be interrupted by 1 or 2 oxygen atoms in ether functionalities, and wherein CR 3 R 4 R 5 is not ethyl.

Claim 3

A triazolopyridine dye as claimed in claim 1, wherein R 6 is cyano.

Claim 4

A triazolopyridine dye as claimed in claim 1, wherein R 5 is C 1 -C 5 -alkyl or phenyl.

Claim 5

A triazolopyridine dye as claimed in claim 1, wherein the radical CR 3 R 4 R 5 together is unsubstituted or substituted phenyl or unsubstituted or substituted thienyl.

Claim 6

A triazolopyridine dye as claimed in claim 1, wherein R 1 is C 1 -C 13 -alkyl which is unsubstituted or substituted by C 1 -C 6 -alkanoyloxy, C 1 -C 8 -alkoxycarbonyl whose alkyl chain can be interrupted by 1 or 2 oxygen atoms in ether functionalities, phenyl or C 1 -C 4 -alkylphenyl and which can be interrupted by 1 or 2 oxygen atoms in ether functionalities, or unsubstituted or substituted phenyl.

Claim 7

A triazolopyridine dye as claimed in claim 1, wherein R 2 is derived from a component of the benzene, indole, quinoline, aminonaphthalene, pyrrole, aminothiazole, benzimidazole, benzothiazole, aminothiophene or diaminopyridine series.

Claim 8

A process for transferring dyes from a support to a plastic-coated paper by diffusion or sublimation with the aid of an energy source, which comprises using a support on which there is or are one or more triazolopyridine dyes of the formula I as set forth in claim 1.

Claim 9

A method of using the triazolopyridine dyes of claim 1 for dyeing or printing synthetic materials.

Claim 10

A triazolopyridine of the formula IV ##STR52## where R 1 is C 1 -C 20 -alkyl which is unsubstituted or substituted and can be interrupted by 1 to 4 oxygen atoms in ether functionalities, unsubstituted or substituted phenyl, hydroxyl, unsubstituted or substituted C 1 -C 20 -alkoxy, mercapto or unsubstituted or substituted C 1 -C 20 -alkylthio, R 3 is hydrogen or unsubstituted or substituted C 1 -C 4 -alkyl, R 4 is hydrogen or unsubstituted or substituted C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, R 5 is C 1 -C 8 -alkyl which can be interrupted by 1 or 2 oxygen atoms in ether functionalities and can be phenyl- or hydroxyl-substituted, unsubstituted or substituted phenyl, unsubstituted or substituted thienyl or C 1 -C 4 -alkoxy which can be interrupted by an oxygen atom in ether functionalities, or the radical CR 4 R 4 R 5 together is C 3 -C 7 -cycloalkyl, C 1 -C 4 -haloalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted thienyl, R 8 is hydrogen, formyl, nitroso, cyano, C 1 -C 4 -alkoxymethyl or a radical of the formula CH 2 -NL 2 L 3 , where L 2 and L 3 are each independently of the other hydrogen or C 1 -C 4 -alkyl which can be interrupted by C 1 -C 4 -alkylimino, or together with the nitrogen atom connecting them are a 5- or 6-membered saturated heterocyclic radical, R 9 is hydrogen, cyano, carbamoyl, carboxyl, C 1 -C 4 -alkoxycarbonyl or benzothiazolyl, and R 10 is hydroxyl, mercapto, halogen, the radical -NL 2 L 3 , where L 2 and L 3 are each as defined above, or the radical of an acidic--CH compound, and wherein CR 3 R 4 R 5 is not ethyl.

Claim 11

A triazolopyridine of the formula IV ##STR52## where R 1 is C 1 -C 20 -alkyl which is unsubstituted or substituted and can be interrupted by 1 to 4 oxygen atoms in ether functionalities, unsubstituted or substituted phenyl, hydroxyl, unsubstituted or substituted C 1 -C 20 -alkoxy, mercapto or unsubstituted or substituted C 1 -C 20 -alkylthio, R 3 is hydrogen or unsubstituted or substituted C 1 -C 4 -alkyl, R 4 is hydrogen or unsubstituted or substituted C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, R 5 is C 1 -C 8 -alkyl which can be interrupted by 1 or 2 oxygen atoms in ether functionalities and can be phenyl- or hydroxyl-substituted, unsubstituted or substituted phenyl, unsubstituted or substituted thienyl or C 1 -C 4 -alkoxy which can be interrupted by an oxygen atom in ether functionalities, or the radical CR 4 R 4 R 5 together is C 3 -C 7 -cycloalkyl, C 1 -C 4 -haloalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted thienyl, R 8 is hydrogen, formyl, nitroso, cyano, C 1 -C 4 -alkoxymethyl or a radical of the formula CH 2 -NL 2 L 3 , where L 2 and L 3 are each independently of the other hydrogen or C 1 -C 4 -alkyl which can be interrupted by C 1 -C 4 -alkylimino, or together with the nitrogen atom connecting them are a 5- or 6-membered saturated heterocyclic radical, R 9 is hydrogen, cyano, carbamoyl, carboxyl, C 1 -C 4 -alkoxycarbonyl or benzothiazolyl, and R 10 is hydroxyl, mercapto, halogen, the radical -NL 2 L 3 , where L 2 and L 3 are each as defined above, or the radical of an acidic--CH compound, and wherein CR 3 R 4 R 5 is not ethyl.

Claim 12

A triazolopyridine as claimed in claim 9, wherein one of the two radicals R 8 and R 9 is hydrogen and the other is cyano.

Claim 13

A triazolopyridine as claimed in claim 9, wherein R 9 is cyano.

Claim 14

A triazolopyridine as claimed in claim 9, wherein R 9 is cyano and R 8 is hydrogen.

Claim 15

A triazolopyridine as claimed in claim 9, wherein R 5 is C 1 -C 5 -alkyl or phenyl.

Claim 16

A triazolopyridine as claimed in claim 9, wherein the radical CR 3 R 4 R 5 is together unsubstituted or substituted phenyl or unsubstituted or substituted thienyl.

Claim 17

A triazolopyridine as claimed in claim 9, wherein R 1 is C 1 -C 13 -alkyl or phenyl.