Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-02-18
1999-07-27
Rotman, Alan L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546288, C07D40104, C07D49504, C09B 5706
Patent
active
059292458
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to novel naphtholactam derivatives of the formula I ##STR2## where R.sup.1 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl or substituted or unsubstituted phenyl, -alkanoyl, substituted or unsubstituted benzoyl, substituted or unsubstituted C.sub.2 -C.sub.4 -alkyl, substituted or unsubstituted C.sub.2 -C4-alkenyl, substituted or unsubstituted C.sub.2 -C.sub.4 -alkynyl, nitro, sulf amoyl hydroxyl, mercapto, C.sub.1 -C.sub.6 -alkoxy, substituted or unsubstituted phenoxy, C.sub.1 -C.sub.6 -alkylthio, substituted or unsubstituted phanylthio, C.sub.1 -C.sub.6 -alkylsulfonyl or substituted or unsubstituted phenylsulfonyl, ##STR3## R.sup.5 is hydrogen, R.sup.6 is cyano, carbamoyl, mono- or di(C.sub.1 -C.sub.4 -alkyl)carbamoyl, carboxyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, and without interruption by from 1 to 3 oxygen atoms in ether function, by from 1 to 3 sulfur atoms or by from 1 to 3 imino or C.sub.1 -C.sub.4 -alkylimino groups, or is benzoyl,
DE-A-2 611 6685 (.apprxeq.FR-A-2 344 603) and U.S. Pat. No. 4,096,145 disclose dyes based on similar naphtholactam derivatives. However, it has been found that the products described therein have application defects.
DE-A-2 705 108 and Chem. Abstr. 99 1983, 24028k, also describe naphtholactam dyes.
It is an object of the present invention to provide novel naphtholactam dyes which show advantageous application properties. More particularly, the novel dyes shall possess high color strength and brilliance and have good in-use/service properties.
We have found that this object is achieved by the above-defined naphtholactam derivatives of the formula I.
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 cyclohexyl, phenyl, C.sub.1 -C.sub.4 -alkylphenyl, C.sub.1 -C.sub.4 -alkoxyphenyl, halophenyle C.sub.1 -C.sub.13 -alkanoyloxy, C.sub.1 -C.sub.13 -alkoxycarbonyl, C.sub.1 last-mentioned radicals being optionally interrupted by from 1 to 3 oxygen atoms in ether function and/or phenyl- or phenoxy-substituted, cyclohexyloxy, phenoxy, halogen, hydroxyl or cyano. The number of substituents in substituted alkyl is generally 1 or 2.
Any interrupted alkyl appearing in the abovementioned formulae is preferably interrupted, unless otherwise stated, by 1 or 2 oxygen atoms in ether function, sulfur atoms or imino or C.sub.1 -C.sub.4 -alkylimino groups.
Any substituted phenyl appearing in the abovementioned formulae may have as substituents for example, unless otherwise stated, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, nitro or halogen, especially chlorine or bromine. The number of substituents in substituted phenyl is generally from 1 to 3.
Any substituted alkenyl appearing in the abovementioned formula I may have as substituents for example phenyl, C.sub.1 -C.sub.13 -alkoxy-carbonyla cyano or hydroxyl. The number of substituents in substituted alkenyl is generally one.
Any substituted alkynyl appearing in the abovementioned formula I may have as substituents for example hydroxyl, phenyl, C.sub.1 -C.sub.13 -alkoxycarbonyl or cyano. The number of substituents in substituted alkynyl is generally one.
R.sup.1 and R.sup.5 are each for example methyl or else--and this also applies to R.sup.2 and R.sup.3 --ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl.
R.sup.1 and R.sup.5 may each also be for example--and this also applies to R.sup.7 --pentyl, isopentyl, neopentyl, tert-pentyl, hexyl or 2-methylpentyl.
R.sup.7 may also be for example heptyle 1-ethylpentyl, octyl, 2-ethylhexyl, isooctyl, nonyl, isononyl, decyl, isodecyl, undecyl, dodecyl, tridecyl, isotridecyl (the above designations isooctyl, isononyl, isodecyl and isotridecyl are trivial names derived from the oxo process alcohols--cf. Ullann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol, A1, pages 290 to 293, and also Vol. A 10, pages 284 and 285), 2-propoxyethyl, 2-isopropoxyethyl,
REFERENCES:
Chemical Abstracts, vol. 99, No. 4, Jul. 25, 1983, Columbus, Ohio, US, Abstract No. 24028K.
Chemical Abstracts,vol. 87,No.26,abst.203,077z pub.Dec. 16,1977.
Chem.Abstracts,vol.89,No.22,Abst.No.181223,abstracting German
Grund Clemens
Lamm Gunther
Merger Roland
Schefczik Ernst
Sens Rudiger
BASF - Aktiengesellschaft
Rotman Alan L.
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