Compound for photography

Details Compound for photography Compound for photography

1998-08-26

2001-02-06

Gerstl, Robert (Department: 1613)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C548S188000

Reexamination Certificate

active

06184386

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a novel compound for photography oxidatively releasing a development inhibitor in a development process, and more particularly to a compound for a silver halide color photographic material having an improved interimage effect and an improved sharpness.
BACKGROUND OF THE INVENTION
It is known that by color developing a silver halide color photographic material, dyes such as indophenol, indoaniline, indamine, azomethine, phenoxazin, phenazine, and dyes similar to the above-described dyes are formed by the reaction of an oxidized aromatic primary amino color developing agent and couplers to form color images. In the system, for the color reproduction, a subtractive color process is usually used and for the process, silver halide emulsions selectively having sensitivities to blue, green and red respectively and color image-forming agents of yellow, magenta, and cyan each of which is in a complementary color relation with each of the above-described silver halide emulsions are used. That is, to form yellow color images, for example, acylacetanilide series or dibenzoylmethane series couplers are used, to form magenta color images, for example, pyrazolone series, pyrazolotriazole series, pyrazolobenzimidazole series, pyrazolopyrazole series, cyanoacetophnenone series, or indazolone series couplers are mainly used, and to form cyan color images, for example, phenol series or naphthol series couplers are used.
Now, each of the dyes formed from these couplers does not have an ideal absorption spectrum, in particular, the magenta and cyan dyes each has a broad absorption spectrum and/or has a side absorption in a short wavelength region, which are undesirable for color reproduction of color photographic materials. In particular, the side absorption in a short wavelength region has a tendency of lowering the saturation. As one means for improving the fault, it can be improved to some extent by causing an interimage effect.
The interimage effect is described, for example, in Hanson et al,
Journal of the Optical Society of America
, Vol. 42, pages 663 to 669 and A. Theils,
Zeitschrift fur Wissenschftliche Photographie, Photophysigue und Photochemie
, Vol. 47, pages 106 to 118 and pages 246 to 255.
It is described in U.S. Pat. Nos. 3,536,386 and 3,536,487 and JP-B-48-34169 (the term “JP-B” as used herein means an “examined Japanese patent publication”) that the interimage effect is obtained by using 4-thiazoline-2-thione compounds.
However, when each of these compounds is mixed with a silver halide emulsion for coating, after preparing the coating composition containing them, the compound causes a bad action with the passage of time and also when the silver halide light-sensitive material is used after storing the light-sensitive material for a long period of time, there occurs a problem of lowering the sensitivity, etc. When the compound is added to a layer containing substantially no silver halide emulsion adjacent to a silver halide emulsion layer, the above-described problem cannot be avoided.
On the other hand, a means of releasing a compound of emphasizing the interimage effect by the oxidation during the development process by using a DIR hydroquinone is described in U.S. Pat. Nos. 3,379,529, 3,620,746, 4,377,634, and 4,332,878 and JP-A-6-308689 (the term “JP-A” as used herein means an “unexamined published Japanese patent application”). By these means, the occurrence of the above-described bad action after preparing the coating solution and the problem of causing lowering of the sensitivity after storing the light-sensitive material for a long period of time, which material is prepared by coating the coating solution are reduced and the interimage effect is obtained but these improvements are yet insufficient.
SUMMARY OF THE INVENTION
Accordingly, an object of the present invention is to provide a compound for photography for offering a silver halide color photographic material giving an excellent sharpness without reducing other photographic properties.
It has now been discovered that the above-described object can be achieved by the present invention described hereinbelow.
That is, according to a 1st aspect of the present invention, there is provided a compound for photography represented by following formula (I):
wherein R
1
, R
2
, and R
3
each represents a hydrogen atom or a group capable of being substituted; A and B each represents a hydrogen atom or a group which can be removed with an alkali; “time” represents a group which releases PUG after released from an oxidation product of the hydroquinone mother nucleus; m represents 0 or 1; and PUG represents a group represented by following formula (II):
wherein X represents a hydrogen atom, an alkyl group, a carboxyl group, an alkoxycarbonyl group, a cyano group, or a carbamoyl group; Y represents a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, a carbamoyl group, or an alkoxycarbonyl group; L represents an alkylene group or an arylene group; and n represents 0 or 1.
According to a 2nd aspect of the present invention, there is provided the compound for photography of the 1st aspect wherein in the formula (II) described above, n represents 1; L represents a methylene group, an ethylene group, or a propylene group; Y represents a hydrogen atom, a carbamoyl group, or an alkoxycarbonyl group; and X represents a hydrogen atom, a methyl group, an ethyl group, a carboxyl group, an alkoxycarbonyl group, a cyano group, or a carbamoyl group.
Also, according to a 3rd aspect of the present invention, there is provided the compound for photography of the 1st aspect wherein in the formula (I) described above, R
1
represents an alkyl group, an alkylthio group, an acylamino group, or a ureido group.
Furthermore, according to a 4th aspect of the present invention, there is provided the compound for photography of the 1st aspect wherein in the formula (I), R
1
represents an alkylthio group, an acylamino group, or a ureido group and in the formula (II), n represents 1; L represents a methylene group; Y represents a hydrogen atom, a carbamoyl group, or an alkoxycarbonyl group; and X represents a hydrogen atom.
Further, according to a 5th aspect of the present invention, there is provided the-compound for photography of the 4th aspect wherein in the formula (II) described above, Y represents a carbamoyl group.
Furthermore, according to a 6th aspect of the present invention, there is provided the compound for photography of the 4th aspect wherein in the formula (II) described above, Y represents —C(═O)NHCH
3
, —C(═O)NHC
2
H
5
, —C(═O)NHC
3
H
7
, or —C(═O)NHCH(CH
3
)
2
.
The novel compound (additive) for photography of the present invention can provide a silver halide color photographic material giving an excellent sharpness without reducing other photographic properties by being added preferably to a color photographic light-sensitive material, and more preferably to a color reversal photographic light-sensitive material.
DETAILED DESCRIPTION OF THE INVENTION
The present invention is described in detail below.
First, the compound represented by the formula (I) described above is explained in detail.
In the formula (I), R
1
, R
2
, and R
3
each represents a hydrogen atom or a group capable of being substituted. Examples of the group capable of being substituted include a halogen atom (e.g., fluorine atom, chlorine atom, chlorine atom, bromine atom, and iodine atom), a cyano group, a nitro group, an ammonio group (e.g., trimethylammonio), a phosphonio group, a sulfo group, a sulfino group, a carboxyl group, a phosphpono group, a hydroxy group, a mercapto group, a hydrazino group, an alkyl group (e.g., methyl, ethyl, n-propyl, isopropyl, t-butyl, n-octyl, cyclopentyl, and cyclohexyl), an alkenyl group (e.g., allyl, 2-butenyl, and 3-pentenyl), an alkinyl group (e.g., propargyl and 3-penthinyl), an aralkyl group (e.g., benzyl and phenetyl), an aryl group (e.g., phenyl, naphthyl, and 4-methylphenyl), a heterocyclic group (e.g., pyridyl, furyl, imidazolyl

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