Radiation imagery chemistry: process – composition – or product th – Color imaging process – Stabilizing
Patent
1996-08-05
1998-06-09
Letscher, Geraldine
Radiation imagery chemistry: process, composition, or product th
Color imaging process
Stabilizing
430551, 430554, 430555, 430558, 544 63, 544 93, 544106, 544336, 549 13, 549 14, G03C 1100
Patent
active
057631441
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to a novel colour-photographic recording material which contains a magenta coupler and, as stabilizer, an N-heterocyclylphenyl compound, and to novel N-heterocyclylphenyl compounds.
The alkylated hydroquinone ethers or diethers used hitherto as stabilizers in photographic materials exhibited inadequate activity, in particular in structure C-5).
A group of N-heterocyclylphenyl compounds has now been found which, surprisingly, has proved substantially free from such disadvantages. In addition, they are also suitable as coupler oils and thus facilitate a simplified incorporation of the couplers. In particular, this group of N-heterocyclylphenyl compounds is suitable for increasing the stability of magenta dyes in colour-photographic materials.
The novel stabilizers can be used for all types of photosensitive materials. For example, they can be employed for colour paper, colour reversal paper, direct-positive colour material, colour negative film, colour positive film, colour reversal film, etc. They are preferably used, inter alia, for photosensitive colour material which contains a reversal substrate or forms positives.
Colour-photographic recording materials usually contain, on a support, a blue-sensitive and/or a green-sensitive and/or a red-sensitive silver-halide emulsion layer and, if desired, a protection layer, the stabilizer for the magenta dye being in the green-sensitive layer.
The present application thus relates to a colour-photographic recording material which contains a magenta coupler and, as stabilizer, at least one compound of the formula ##STR1## where k is the number 0 or 1; --COR.sub.9, --COOR.sub.10 or --Si(R.sub.11)(R.sub.12)(R.sub.13); phenyl; -C.sub.6 alkyl or phenyl; --(CH.sub.2).sub.n COOR.sub.15 ; phenyl-C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.24 alkyl which is interrupted by one or more --O-- atoms, C.sub.2 -C.sub.14 hydroxyalkyl, phenyl, which may be monosubstituted to trisubstituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, or is tolyl, C.sub.5 -C.sub.6 cycloalkyl or --COR.sub.16 ; which may be monosubstituted to trisubstituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; phenyl; hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.5 -C.sub.7 cycloalkyl, phenyl, phenyl-C.sub.1 -C.sub.4 alkyl or halogen; R.sub.7 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, phenyl-C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.24 alkyl, which is interrupted by one or more --O-- atoms, phenyl-C.sub.1 -C.sub.4 alkyl, phenyl, which may be monosubstituted to trisubstituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, or is benzyl, a group of the formula ##STR2## --CH.sub.2 COOR.sub.23 or --(CH.sub.2 COO).sub.k CH.sub.2 CH(OR.sub.1)CH.sub.2 R.sub.17 ; ##STR3## and R.sub.23 is C.sub.1 -C.sub.8 alkyl; is --Si(R.sub.11)(R.sub.12)(R.sub.13) or a group of the formula ##STR4## in which q is a number from 0 to 12; and R.sub.25 is hydrogen or C.sub.1 -C.sub.18 alkyl; CH(OH)CH.sub.2 O(C.sub.1 -C.sub.14 alkyl) or --CO--R.sub.19 ; phenyl, which may be monosubstituted to trisubstituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; and monosubstituted to trisubstituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; alternatively be a group of the formula ##STR5##
Any C.sub.1 -C.sub.18 alkyl substituents in the compounds according to the invention are radicals such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tetradecyl, hexadecyl and octadecyl, and corresponding branched isomers.
C.sub.5 -C.sub.7 cycloalkyl radicals are, for example, cyclopentyl, cyclohexyl or cycloheptyl.
Alkyl radicals having 3 to 24 carbon atoms which are interrupted by oxygen are, for example, ##STR6##
Alkenyl radicals having 2 to 18 carbon atoms may be monounsaturated or, from 4 carbon atoms, polyunsaturated, for example, 1-propenyl, allyl, methallyl, 2-butenyl, 2-pentenyl, 2-hexenyl, 2-octenyl, 4-tert-butyl-2-butenyl or radicals derived from the above
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patent: 5362615 (1994-11-01), Hagemann et al.
patent: 5484696 (1996-01-01), Jain et al.
patent: 5561037 (1996-10-01), Jain et al.
B.K. Wasson et al., Journal of Medicinal Chemistry, vol. 15, No. 6, pp. 651-655, (1972).
Ciba Specialty Chemicals Corporation
Hall Luther A. R.
Kovaleski Michele
Letscher Geraldine
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