Trifluormethylpyridone based indolenine methine dyes

Bleaching and dyeing; fluid treatment and chemical modification – Diffusion transfer dyeing process – transfer sheet and product – Dry heat treatment for penetration

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8922, 5462774, 548469, D06P 354, C09B 2310, B41M 538

Patent

active

060866373

DESCRIPTION:

BRIEF SUMMARY
DESCRIPTION

The present invention relates to novel pyridone dyes of the formula I ##STR2## where the ring A is substituted or unsubstituted, R.sup.1 is hydrogen, C.sub.l -C.sub.13 -alkyl with or without substitution and with or without interruption by from 1 to 4 oxygen atoms in ether function, C.sub.3 -C.sub.4 -alkenyl, C.sub.5 -C.sub.7 -cycloalkyl or substituted or unsubstituted phenyl, and or without interruption by from 1 to 4 oxygen atoms in ether function, C.sub.3 -C.sub.4 -alkenyl, substituted or unsubstituted phenyl or a radical of the formula NE.sup.1 E.sup.2, where E.sup.1 and E.sup.2 are identical or different and each is independently of the other hydrogen, 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.5 -C.sub.7 -cycloalkyl, substituted or unsubstituted phenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted C.sub.1 -C.sub.13 -alkanoyl, C.sub.1 -C.sub.13 -alkoxycarbonyl, substituted or unsubstituted C.sub.1 -C.sub.13 -alkylsulfonyl, C.sub.5 -C.sub.7 -cycloalkylsulfonyl, substituted or unsubstituted phenylsulfonyl, substituted or unsubstituted pyridylsulfonyl, substituted or unsubstituted benzoyl, pyridylcarbonyl or thienylcarbonyl, or E.sup.1 and E.sup.2 join with the linking nitrogen atom to form unsubstituted or C.sub.1 -C.sub.4 -alkyl-substituted succinimido, unsubstituted or C.sub.l -C.sub.4 -alkyl-substituted phthalimido or a 5- or 6-membered saturated heterocyclic radical with or without further hetero atoms, dyes and to a process for their thermal transfer.
JP-A-339 237/1993 describes the preparation of 1-alkyl-3-cyano-4-trifluoromethyl-6-hydroxypyrid-2-ones. Furthermore, WO-A-96/15 195 discloses methine and azamethine dyes based on trifluoromethylpyridones.
It is an object of the present invention to provide novel indoleninemethine dyes having advantageous application properties for textile application.
We have found that this object is achieved by the indoleninemethine dyes of the formula I defined at the outset.
Any alkyl or alkenyl appearing in the abovementioned formulae may be straight-chain or branched.
Substituted alkyl appearing in the abovementioned formulae may have 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.8 -alkoxycarbonyl, C.sub.1 -C.sub.8 -alkoxycarbonyloxy, the alkyl chain in the last three radicals being optionally interrupted by from 1 to 3 oxygen atoms in ether function and optionally phenyl- or phenoxy-substituted, cyclohexyloxy, phenoxy, halogen, hydroxyl, cyano, pyrazoyl or C.sub.1 -C.sub.4 -dialkylamino. Substituted alkyl generally has 1 or 2 substituents.
Alkyl in the abovementioned formulae which is interrupted by oxygen atoms in ether function is preferably alkyl interrupted by 1 or 2 oxygen atoms in ether function.
Substituted phenyl or pyridyl in the abovementioned formulae may have substituents for example, as in ring A, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, halogen, especially chlorine or bromine, nitro, cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl. Substituted phenyl or pyridyl generally has from 1 to 3 substituents.
Suitable R.sup.1, R.sup.2, E.sup.1 and E.sup.2 are each for example methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, 2-methylpentyl, heptyl, octyl, 2-ethylhexyl, isooctyl, nonyl, isononyl, decyl, isodecyl, undecyl, dodecyl, tridecyl, isotridecyl [The designations isooctyl, isononyl, isodecyl and isotridecyl are trivial names derived from the alcohols obtained by the oxo process (cf. Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A1, pages 290 to 293, and also Vol. A 10, pages 284 and 285).], 2-methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-butoxyethyl, 2- or 3-methoxypropyl, 2- or 3-ethoxypropyl, 2- or 3-propoxypropyl, 2- or 3-butoxypropyl, 2- or 4-methoxybutyl, 2- or 4-ethoxybutyl, 2- o

REFERENCES:
patent: 5132438 (1992-07-01), Bach et al.
patent: 5214140 (1993-05-01), Bach et al.
patent: 5892046 (1999-04-01), Grund et al.
patent: 5962691 (1999-10-01), Schmidt et al.

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