Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2001-03-26
2003-11-18
McKane, Joseph K. (Department: 1752)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C544S058400, C544S144000, C544S366000, C546S187000, C430S558000
Reexamination Certificate
active
06649771
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a silver halide color photographic light-sensitive material containing a novel cyan coupler. The present invention also relates to a novel pyrrolotriazole compound and a dye-forming compound.
BACKGROUND OF THE INVENTION
It is well known that, in a silver halide color photographic light-sensitive material, an aromatic primary amine color-developing agent, oxidized by an exposed silver halide, which is an oxidizing agent, reacts with a coupler, to form a dye, such as indophenols, indoanilines, indamines, azomethines phenoxazines, and phenazines, thereby forming a dye image. This photography system employs subtractive color photography, and a dye image is formed by yellow, magenta, and cyan dyes. Hitherto, in order to form a cyan dye image, among the above dyes, phenol or naphthol couplers have generally been used. However, these couplers have the serious problem that dyes derived from these couplers have undesirable absorption in the green region, which results in deterioration of color reproduction. Accordingly, it is strongly desired to resolve this problem.
As a means for resolving this problem, use of the heterocyclic compounds described in, for example, U.S. Pat. Nos. 4,728,598 and 4,873,183, and European Patent No. 249453 A2, is proposed. However, these couplers have such fatal problems as low coupling activity. As a coupler that has overcome these problems, pyrroloazole couplers, described in, for example, European Patent Nos. 0491197 A1, 0488248, 0545300, 0628867 A1, and 0484909; U.S. Pat. No. 5,164,289, and JP-A-6-347960 (“JP-A” means unexamined published Japanese patent application), are proposed. These couplers are excellent in both hue of the resulting dye and coupling activity. Further, they are also excellent in that the molecular extinction coefficient of the resulting dye is high.
However, there is a problem that dyes derived from these pyrroloazole couplers are apt to cause aggregation in a film, which results in a difference in hue between a high-density portion and a low-density portion. This problem is particularly conspicuously when the amount of a high-boiling-point organic solvent (oil) to be used in emulsifying is small.
As a means of resolving this problem, JP-A-9-189988 and JP-A-10-198012 disclose pyrroloazole couplers. Although the dye image resulting from these pyrroloazole couplers is indeed excellent in hue, color reproduction of the green-to-blue color range is not yet satisfactory. That is, since the extinction coefficient in the magenta region, which is not wanted for the cyan dye image, is large, there is dissatisfaction, as the current strong demand is for a picture that has improved color reproduction.
Further, the dye image resulting from these pyrroloazole couplers is not satisfactory in terms of light resistance, so that further improvement has been demanded.
On the other hand, in addition to the foregoing silver halide color photographic light-sensitive material, development of compounds capable of providing excellent hue and light resistance as mentioned above, especially dye-forming compounds, is strongly demanded in such an art, in which especially use is made of a dye for the image.
SUMMARY OF THE INVENTION
The present invention is a silver halide color photographic light-sensitive material which comprises a cyan coupler represented by the following formula (I):
wherein R
1
and R
2
each independently represent an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group, provided that R
1
and R
2
may combine with each other to form a 5- or 6-membered nitrogen-containing heterocycle; R
3
represents an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group; R
4
represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkoxy group, or an amino group; R
5
represents a hydrogen atom, an alkyl group, or an aryl group; R
6
represents an alkyl group, a cycloalkyl group, or an alkenyl group; and X represents an oxygen atom, or a sulfur atom.
Further, the present invention is a pyrrolotriazole compound represented by the above formula (I).
Still further, the present invention is a dye-forming compound represented by the above formula (I).
Other and further features and advantages of the invention will appear more fully from the following description.
DETAILED DESCRIPTION OF THE INVENTION
The present inventors have found a novel pyrrolotriazole compound which can be used as a dye-forming compound.
According to the present invention, there are provided the following means:
(1) A silver halide color photographic light-sensitive material comprising a cyan coupler represented by the following formula (I):
wherein R
1
and R
2
each independently represent an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group, provided that R
1
and R
2
may combine with each other to form a 5- or 6-membered nitrogen-containing heterocycle; R
3
represents an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group; R
4
represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkoxy group, or an amino group; R
5
represents a hydrogen atom, an alkyl group, or an aryl group; R
6
represents an alkyl group, a cycloalkyl group, or an alkenyl group; and X represents an oxygen atom, or a sulfur atom;
(2) A pyrrolotriazole compound represented by the following formula (I):
wherein R
1
and R
2
each independently represent an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group, provided that R
1
and R
2
may combine with each other to form a 5- or 6-membered nitrogen-containing heterocycle; R
3
represents an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group; R
4
represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkoxy group, or an amino group; R
5
represents a hydrogen atom, an alkyl group, or an aryl group; R
6
represents an alkyl group, a cycloalkyl group, or an alkenyl group; and X represents an oxygen atom, or a sulfur atom; and
(3) A dye-forming compound represented by the following formula (I):
wherein R
1
and R
2
each independently represent an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group, provided that R
1
and R
2
may combine with each other to form a 5- or 6-membered nitrogen-containing heterocycle; R
3
represents an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, or a heterocyclic group; R
4
represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkoxy group, or an amino group; R
5
represents a hydrogen atom, an alkyl group, or an aryl group; R
6
represents an alkyl group, a cycloalkyl group, or an alkenyl group; and X represents an oxygen atom, or a sulfur atom.
The present invention will be described in detail below.
As to the substituent for use in the present invention, the substituent including a group of substituents described below is defined as the term “R
40
” in this specification.
Namely, examples of the above-described group of substituents include a halogen atom (e.g., fluorine, chlorine, bromine), an alkyl group (preferably a straight or branched chain alkyl group having 1 to 40 carbon atoms, e.g., methyl, ethyl, propyl, isopropyl, butyl, t-butyl, 1-octyl, tridecyl), a cycloalkyl group (preferably a cycloalkyl group having 3 to 40 carbon atoms, e.g., cyclopropyl, 1-ethylcyclopropyl, cyclopentyl, cyclohexyl, 1-norbornyl, 1-adamantyl), an alkenyl group (preferably an alkenyl group having 2 to 40 carbon atoms, e.g., vinyl, allyl, 3-butene-1-yl), an aryl group (preferably an aryl group having 6 to 32 carbon atoms, e.g., phenyl, 1-naphthyl, 2-naphthyl), a heterocyclic group (preferably a 5- to 8-membered heterocyclic group having 1 to 32 carbon atoms, more preferably having at least one ring-constituting atom selected from the group of nitrogen, oxygen and sulfur, e.g., 2-thienyl, 4-pyridyl, 2-furyl, 2-pyrimidinyl, 1-pyridyl, 2-b
Deguchi Yasuaki
Nakamine Takeshi
Sato Hideaki
Seto Nobuo
Anderson Rebecca
Fuji Photo Film Co. , Ltd.
McKane Joseph K.
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