Silver halide color photographic light-sensitive material

Radiation imagery chemistry: process – composition – or product th – Radiation sensitive product – Identified radiation sensitive composition with color...

Reexamination Certificate

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C430S377000, C430S551000, C430S638000

Reexamination Certificate

active

06670112

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a silver halide color photographic light-sensitive material, and more particularly to a silver halide color photographic light-sensitive material which has excellent color-image fastness.
2. Description of the Related Art
Photographically usable reagents which are slightly soluble in water include oil-soluble couplers, anti-oxidants for preventing color-fading, color-fogging, and color amalgamation (such as alkyl hydroquinones, alkyl phenols, chromans, and coumarones), membrane-harding agents, oil-soluble filter dyes, oil-soluble UV absorbers, oil-soluble fluorescent whitening agents, DIR compounds (such as DIR hydroquinones and colorless DIR couplers), developers, dye developers, DDR redox compounds, and DDR couplers. They are dissolved in a suitable oil-forming agent, i.e., a solvent with a high boiling point (b.p.). The dissolved reagents are dispersed in a hydrophilic organic colloidal solution, particularly in a gelatin solution, in the presence of a surfactant. In the dispersed state, they are contained in a hydrophilic organic colloidal layer (such as a light-sensitive emulsion layer, a filter layer, a backing layer, an antihalation layer, an intermediate layer, and a protective layer). As the solvent with a high boiling point, phthalic ester compounds and phosphoric ester compounds are generally used.
Esters of phthalic acid and esters of phosphoric acid are organic solvents having a high-boiling point, and have been widely used due to their excellent ability of dispersing couplers, good affinity with colloidal systems such as of gelatin, contribution to the stability of developed colors, contribution to the hue of developed colors, chemical stability when they are included in light-sensitive materials, and availability at low costs.
However, these known high b.p. organic solvents (for example, phthalic esters containing alkyl groups and phosphoric esters containing alkyl groups) are not yet satisfactory for use in recent light-sensitive materials, for which high performance is required, because they are insufficient to prevent fading of color images due to light, heat and humidity, and the generation of stains. For example, high b.p. organic solvents comprising an alkenyl group disclosed in JP-A-59-149,348 and JP-A-57-173,835 have effects insufficient to prevent fading of color images due to light, heat and humidity, and the generation of stains.
It has been desired to overcome these drawbacks, in particular for a silver halide color photographic light-sensitive material comprising a support having thereon one or more layers including at least one light-sensitive silver halide emulsion layer comprising at least one diffusion-resistant coupler which undergoes a coupling reaction with an oxidized product of an aromatic primary amine developer to form a dye.
SUMMARY OF THE INVENTION
An object of the present invention is to provide a silver-halide color light-sensitive material which provides color images which are stable against heat, humidity, and light, and which generates less stains.
Another object of the present invention is to provide a silver-halide color light-sensitive material which has excellent color developing capability.
A further object of the present invention is to provide a silver-halide color light-sensitive material comprising a high boiling point organic solvent which has a great ability of dissolving organic materials such as dye-forming couplers and having excellent effects in preventing color fading of dyes formed as a result of coupling reaction with an oxidized product of an aromatic primary amine developer.
It has now been found that these and other objects can be achieved by a silver halide color photographic light-sensitive material comprising a support having thereon one or more layers including at least one light-sensitive silver halide emulsion layer comprising at least one coupler which undergoes a coupling reaction with an oxidized product of an aromatic primary amine developer to form a dye, wherein at least one of the layer(s) on said support comprises at least one compound represented by the following formula (I):
wherein R
1
represents C3-C14 linear or branched unsubstituted alkenyl, R
2
represents alkyl, cycloalkyl, C3-C14 linear or branched unsubstituted alkenyl, R
3
represents a group capable of being substituted on the benzene ring, and m represents an integer from 0 to 4. (In the specification, Cp-Cq means having from p to q carbon atoms(p,q: numbers).)
It has also been found that, when both R
1
and R
2
in formula (I) are C3-C14 unsubstituted alkenyl represented by formula (II), the above objects are more effectively achieved.
wherein R
4
represents hydrogen or unsubstituted alkyl, and A represents alkylene or alkenylene composed merely of carbon and hydrogen atoms (hereinafter, the alkenyl group represented by formula (II) is referred to as “terminal alkenyl group”).
It has also been found that, when both group R
1
and R
2
in formula (I) are terminal alkenyl groups, which are represented by formula (II), the above objects are more effectively achieved.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The present invention will next be described in detail.
When the substituents in formula (I) contain aliphatic moieties, these aliphatic moieties may be linear, straight, or cyclic, and saturated or unsaturated, and substituted or unsubstituted if there is not any other indication. However, the alkenyl groups in R
1
and R
2
are not substituted.
When the substituents in formula (I) contain aryl moieties, these aryl moieties may be substituted or unsubstituted, and may form a single ring or a condensed ring.
When the substituents in formula (I) contain heterocyclic moieties, the hetero atoms which form the rings of the heterocyclic moieties may be nitrogen, oxygen, or sulfur, and each ring may preferably have 5-8 members. Carbon atoms and nitrogen atoms on the ring may be substituted or unsubstituted, and the ring may be a single ring or a condensed ring.
In formula (I), the C3-C14 linear or branched, unsubstituted alkenyl as R
1
or R
2
is preferably a “terminal alkenyl” group, which is represented by formula (II).
In formula (II), R
4
represents hydrogen or alkyl (preferably C1-C12 alkyl), more preferably hydrogen or methyl, and more preferably hydrogen. The symbol A represents alkylene (preferably C1-C12 alkylene) or alkylene (preferably C2-C12 alkenylene) which is merely composed of hydrogen and carbon atoms.
Among the alkenyl groups represented by R
1
and R
2
, the “terminal alkenyl” groups of the following formula (III) are preferred.
wherein R
5
and R
6
respectively represent hydrogen, C1-C4 unsubstituted alkyl, or C2-C4 unsubstituted alkenyl, A
1
represents a single bond C1-C10 unsubstituted alkylene or C2-C10 alkenylene, R
4
has the same meaning as defined in formula (II). R
5
and R6 are preferably hydrogen, methyl, ethyl, or vinyl, with hydrogen being particularly preferred.
Specific examples of the alkenyl groups represented by R
1
and R
2
are listed below, which should not be construed as limiting the invention thereto.
If the alkenyl groups have geometrical isomers, they may be composed merely of either one of cis- or trans-, or may be a mixture of them. Among the above-listed species, the “terminal alkenyl” groups represented by the following a), c), d), e), n), l), p), q), r), s), and u) are preferred.
In formula (I), R
2
may be C1-C30 alkyl (such as methyl, ethyl, isopropyl, t-butyl, chloromethyl, benzyl, octyl, 2-ethylhexyl, 3,5,5-trimethylhexyl, decyl, dodecyl, isotridecyl, and 2-hexyldecyl), C3-C30 cycloalkyl (cyclopropyl, cyclopentyl, and cyclohexyl), C6-C30 aryl (for example, phenyl and 2-naphthyl), as well as C3-C14 linear or branched, unsubstituted alkenyl (the same as R
1
). R
2
is preferably unsubstituted alkenyl.
In formula (I), R
1
and R
2
are preferably unsubstituted alkenyl as described above. R
1
and R
2
are more preferably C3-C10 unsubstituted alkenyl, and most preferably C3-C8 unsubstituted te

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