Methine dyes based on formylaminopyridones

Coating processes – With post-treatment of coating or coating material – Heating or drying

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427391, 544124, 546171, 5462774, 546292, C07D40112, C07D40312, B41M 538, C09B 5302

Patent

active

058493611

DESCRIPTION:

BRIEF SUMMARY
CROSS-REFERENCE

This application is a 371 of PCT/EP95/04651 filed Nov. 25, 1995.


BACKGROUND OF THE INVENTION



Field of the Invention

The present invention relates to novel methine dyes of the formula I ##STR2## where K is a 5- or 6-membered carbocyclic or heterocyclic radical, C.sub.1 -C.sub.6 -alkyl with or without interruption by 1 or 2 oxygen atoms in ether function, benzyl, C.sub.3 --C.sub.8 -cycloalkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.4 -fluoroalkyl, C.sub.1 -C.sub.6 -alkoxy, benzyloxy, substituted or unsubstituted phenoxy, C.sub.1 -C.sub.6 -alkylthio, halogen, cyano, formylamino or a radical of the formula R.sup.3, --CO--OR.sup.1, --CO--NHR.sup.1, --CO--NH--CO--R.sup.1, --CO--NH--CO--R.sup.3, --CO--NH--SO.sub.2 --R.sup.3, --NH--CO--R.sup.1, --NH--CO--OR.sup.1, --NH--CO--NR.sup.1 R.sup.2, NH--CS--OR.sup.1, --NH--CS--NR.sup.1 R.sup.2, --NH--CO--R.sup.3, --NH--SO.sub.2 --R.sup.1, --NH--SO.sub.2 --R.sup.3 or --NH--SO.sub.2 --NR.sup.1 R.sup.2, wherein R.sup.1 and R.sup.2 are independently of each other C.sub.1 -C.sub.13 -alkyl with or without substitution and with or without interruption by from 1 to 3 oxygen atoms in ether function, C.sub.3 -C.sub.8 -cycloalkyl or substituted or unsubstituted phenyl, or else --NR.sup.1 R.sup.2 is amino, and R.sup.3 is a 5- or 6-membered aromatic heterocyclic radical with or without benzofusion and with one or more hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, or Q.sup.1 and Q.sup.2 are together with the carbon atoms to which they are attached a 5- or 6-membered carbocyclic or heterocyclic ring, formylamino, and to a process for their thermal transfer.


DESCRIPTION OF THE BACKGROUND

U.S. Pat. No. 5,310,942 discloses the thermal transfer of pyridone dyes. However, it has been found that the dyes used there still have application defects.


SUMMARY OF THE INVENTION

It is an object of the present invention to provide novel methine dyes which are advantageously useful for non-impact printing processes, for example for thermal transfer, and in this use show in particular high thermal stability, high light fastness, high color strength and high brilliance. The novel dyes should also be advantageous for dyeing or printing textile materials.
We have found that this object is achieved by the above-defined methine dyes of the formula I.


DETAILED DESCRIPTION OF THE INVENTION

K is a 5- or 6-membered carbocyclic or heterocyclic, preferably aromatic, radical which may be substituted and may be benzofused.
K can be derived for example from components of the benzene, indole, quinoline, naphthalene, pyrrole, thiazole, benzimidazole, benzothiazole, thiophene or pyridine series.
Important radicals K are for example those of the formulae IIa to IIj ##STR3## where n is 0 or 1, by 1 or 2 oxygen atoms in ether function, hydroxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylsulfonylamino, mono- or di(C.sub.1 --C.sub.6 -alkyl)aminosulfonylamino or the radical --NHCOZ.sup.7 or --NHCO.sub.2 Z.sup.7, wherein Z.sup.7 is phenyl, benzyl, tolyl or C.sub.1 -C.sub.6 -alkyl with or without interruption by an oxygen atom in ether function, -alkoxy, -C.sub.13 -alkyl with or without substitution and with or without interruption by from 1 to 3 oxygen atoms in ether function, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.8 -cycloalkyl, phenyl or tolyl or are together with the nitrogen atom joining them together a 5- or 6-membered saturated heterocyclic radical with or without further hetero atoms, unsubstituted phenyl, substituted or unsubstituted benzyl, C.sub.3 -C.sub.8 -cycloalkyl, thienyl, hydroxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio or C.sub.1 -C.sub.6 -monoalkylamino.
Any alkyl or alkenyl appearing in the abovementioned formulae may be straight-chain or branched.
Any substituted alkyl appearing in the abovementioned formulae may have as substituents for example, unless otherwise stated, cyclohexyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.8 -alkanoyloxy, C.sub.1 -C.sub.8 -alkylaminocarbonyloxy, C.sub.1 -C.sub.

REFERENCES:
patent: 5132438 (1992-07-01), Bach et al.
patent: 5360942 (1994-11-01), Hoffman et al.
J. Org. Chem., vol. 36, No. 21, 1971.

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