EP0304067B1 - Farbphotographisches lichtempfindliches Silberhalogenidmaterial, das eine Epoxy-Verbindung enthält - Google Patents

Farbphotographisches lichtempfindliches Silberhalogenidmaterial, das eine Epoxy-Verbindung enthält Download PDF

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Publication number
EP0304067B1
EP0304067B1 EP88113455A EP88113455A EP0304067B1 EP 0304067 B1 EP0304067 B1 EP 0304067B1 EP 88113455 A EP88113455 A EP 88113455A EP 88113455 A EP88113455 A EP 88113455A EP 0304067 B1 EP0304067 B1 EP 0304067B1
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EP
European Patent Office
Prior art keywords
group
silver halide
general formula
coupler
photographic light
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EP88113455A
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French (fr)
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EP0304067A2 (de
EP0304067A3 (en
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Osamu Takahashi
Nobuo Furutachi
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Fujifilm Holdings Corp
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Fuji Photo Film Co Ltd
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/3003—Materials characterised by the use of combinations of photographic compounds known as such, or by a particular location in the photographic element
    • G03C7/3005—Combinations of couplers and photographic additives
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/392—Additives
    • G03C7/39208—Organic compounds
    • G03C7/3924—Heterocyclic
    • G03C7/39268—Heterocyclic the nucleus containing only oxygen as hetero atoms

Definitions

  • the present invention concerns a silver halide color photographic light-sensitive material and, particularly, it relates to a silver halide color photographic lihgt-sensitive material with improved storability of yellow color image obtained by using less water soluble epoxy compounds.
  • an aromatic primary amine developing agent oxidized with a silver halide and a color forming coupler are reacted to form color images.
  • the subtractive color process has often been used and, for reproducing blue, green and red colors, color images of yellow, magenta and cyan which respectively are complimentary to the above colors are formed.
  • Conventional yellow couplers include those using an imide group as a releasing group as disclosed, for example, in U.S. Patents 4,022,620, 4,057,432, 4,269,936 and 4,404,274, those using a heterocyclic group as a releasing group as disclosed, for example, in U.S. Patents 4,046,575, 4,326,024, which discclose an improvement in the color forming rate and fastness of color images.
  • a second object of the present invention is to provide a silver halide color photographic light-sensitive material having an excellent balance for the fastness of color images of three colors, that is, yellow, magenta and cyan, particularly, the balance of the light fastness between yellow and magenta images.
  • a silver halide color photographic light-sensitive material composed of a support having thereon at least one light-sensitive emulsion layer containing both at least one yellow coupler represented by the general formula (I) and a sparingly water soluble epoxy compound represented by the general formula (II): where R11 represents an N-aryl carbamoyl group and X11 represents a non-metallic atomic group required for forming a 5- or 6-membered ring; and the coupler may form a dimer or a higher polymer; R1, R2, R3 and R4, which may be the same or different, each represents a hydrogen atom, an aliphatic group, an aryl group, an aliphatic oxycarbonyl group, an aromatic oxycarbonyl group or a carbamoyl group, provided at least one of R1, R2, R3 and R4 represents a group other than hydrogen atoms; total number of the carbon atoms contained in R1, R2, R3 and
  • aliphatic group as used in the present invention means a linear, branched or cyclic aliphatic hydrocarbon group and includes saturated and unsaturated groups such as alkyl, alkenyl and alkynyl groups.
  • aromatic group or aryl group used herein refers to a substituted or unsubstituted phenyl group or naphthyl group preferably with 6 to 42 carbon atoms.
  • heterocyclic group as used herein means a 5- to 7-membered heterocyclic group containing at least one of O, S and N atoms as a hetero atom.
  • sulfonyl as used herein includes aliphatic sulfonyl and aromatic sulfonyl.
  • sulfonamido group as used herein includes an aliphatic sulfonamido group and an aromatic sulfonamido group.
  • Ar represents an aryl group
  • R21 represents a hydrogen atom, an acyl group, or a sulfonyl group
  • R22 represents a halogen atom or an alkoxy group
  • R23 represents an alkyl group, an aryl group, a halogen atom, an alkoxy group, an aryloxy group, an acylamino group, an imido group, a sulfonamido group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, an alkylthio group or a sulfonyl group
  • R27 represents an alkyl group, an alkoxy group, an aryloxy group or an acylamino group
  • R29 represents a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group, an alkoxy group or an aryl group
  • R28 represents an amino group, an acylamino
  • R24 represents a hydrogen atom or a substituent
  • Z21 represents a hydrogen atom or a coupling-off group capable of being released by a reaction with an oxidized product of an aromatic primary amine color developing agent
  • N-aryl carbamoyl group represented by R11 are an N-phenylcarbamoyl group or a substituted N-phenylcarbamoyl group having 7 to 42 carbon atoms.
  • the substituent can include an aliphatic group (for example, methyl, allyl and cyclopentyl), a heterocyclic group (for example, 2-pyridyl, 2-imidazolyl, 2-furyl and 6-quinolyl), an aliphatic oxy group (for example, methoxy, 2-methoxyethoxy and 2-propenyloxy), an aromatic oxy group (for example, 2,4-di-tert-amylphenoxy, 4-cyanophenoxy and chlorophenoxy), an acyl group (for example, acetyl and benzoyl), an ester group (for example, butoxy carbonyl, hexadecyloxy carbonyl, phenoxy carbonyl, dodecyloxy carbonyl, methoxycarbonyl, acetoxy, benzoyloxy, tetradecyloxy sulfonyl or hexadecane sulfonyloxy), an amido group (for example, acet
  • X11 represents a non-metallic atomic group required for forming a 5- or 6-membered ring.
  • R71, R72, R81 and R82 which may be the same or different, each represents a hydrogen atom, a halogen atom, a carboxylic ester group, an amino group, an alkyl group, an alkylthio group, an alkoxy group, an alkylsulfonyl group, an alkylsulfinyl group, a carboxylic acid group, a sulfonic acid group, a substituted or unsubstituted phenyl group or a substituted or unsubstituted heterocyclic group.
  • W91 represents a non-metallic atomic group required for forming a 5-membered or 6-membered ring together with in the formula.
  • R101 and R102 which may be the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group or a hydroxyl group
  • R103, R104 and R105 which may be the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group or an acyl group
  • W101 represents an oxygen or sulfur atom.
  • More preferred yellow couplers represented by general formula (I) are represented by the following general formula (I-A).
  • X12 represents a non-metallic atomic group necessary for forming a 5-membered ring
  • R12 represents a substituent the same as those defined for the substituted N-phenylcarbamoyl group described above for R11, among which are preferred an aliphatic group, an aliphatic oxy group, an aromatic oxy group, an ester group, an amido group, a carbamoyl group, a sulfamoyl group, an imido group or a halogen atom
  • l represents an integer of from 1 to 4, preferably 1.
  • 5-membered ring formed by X12 are represented by the foregoing general formulae (VI), (VII) and (VIII), and those represented by the general formula (VI) and (VII) are particularly preferred.
  • Particularly preferred examples represented by general formula (VI) are those in which at least one of R101 and R102 represents a group other than a hydrogen atom.
  • the couplers represented by the general formula (I) are disclosed, for example, in U.S. Patents 4,622,287 and 4,623,616. Specific examples of the couplers are shown below, but the present invention is not to be construed as being limited thereto.
  • the epoxy compounds represented by general formula (II) preferably have solubility in water (at 18°C) of not more than 1% by weight.
  • R1, R2, R3 and R4 represent a hydrogen atom, an aliphatic group, an aryl group, an aliphatic oxycarbonyl group (for example, dodecyloxycarbonyl, allyloxycarbonyl), an aromatic oxycarbonyl group (for example, phenoxycarbonyl group) or a carbamoyl group (for example, tetradecylcarbamoylphenylmethylcarbamoyl), provided that not all of R1, R2, R3 and R4 represent hydrogen atoms and the total number of carbon atoms of these groups is from 8 to 60, preferably from 15 to 60.
  • Typical examples of the aliphatic group are methyl, ethyl, butyl, dodecyl, octadecyl, eicosenyl, isopropyl, tert-butyl, tert-octyl, tert-dodecyl, cyclohexyl, cyclopentyl, allyl, vinyl, 2-hexadecenyl, and propargyl.
  • These aliphatic groups and aryl groups may further be substituted with a group selected from an alkyl group, an aryl group, a heterocyclic group, an alkoxy group (for example, methoxy, 2-methoxyethoxy), an aryloxy group (for example, 2,4-di-tert-amylphenoxy, 2-chlorophenoxy, 4-cyanophenoxy), an alkenyloxy group (for example, 2-propenyloxy), an acyl group (for example, acetyl or benzoyl), an ester group (including an alkoxycarbonyl group, an aryloxycarbonyl group and an acyloxy group, and a phosphoric acid ester group, for example, butoxycarbonyl, phenoxycarbonyl, acetoxy, benzoyloxy, butoxysulfonyl or toluene sulfonyloxy), an amido group (for example, acetylamino), a carbamoyl
  • the epoxy compounds used according to the present invention represented by the general formula (II) and synthetic methods thereof are disclosed, for example, in U.S. Patents 4,239,851 and 4,540,657 and JP-A-62-75450. Specific examples of the epoxy compound are shown below, but the present invention is not to be construed as being limited thereto.
  • the epoxy compound used in the present invention can be added in co-emulsification with the yellow coupler of the formula (I) to a silver halide photographic emulsion. For the co-emulsification, a high boiling solvent described later may be used together.
  • the amount of the yellow coupler is generally from 1 x 10 ⁇ 2 to 1 mol, preferably from 1 x 10 ⁇ 1 to 5 x 10 ⁇ 1 mol per mol silver halide in the silver halide emulsion layer.
  • the amount of the epoxy compound is generally within a range from 0.5 to 300% by weight, preferably, within the range from 20 to 200% by weight by weight, based on the yellow coupler of the formula (I).
  • Ar represents an aryl group with 6 to 36 carbon atoms (for example, phenyl, 2,4,6-trichlorophenyl, 2,5-dichlorophenyl, 2,6-dichloro-4-methoxyphenyl, 2,4-dimethyl-6-methoxyphenyl, 2,6-dichloro-4-ethoxycarbonylphenyl, 2,6-dichloro-4-cyanophenyl);
  • R21 represents a hydrogen atom, an acyl group with 2 to 10 carbon atoms (for example, acetyl, benzoyl, propanoyl, butanoyl and monochloroacetyl), an aliphatic or aromatic sulfonyl group with 1 to 16 carbon atoms (for example, methanesulfonyl, butanesulfonyl, benzenesulfonyl, toluenesulfonyl and 3-hydroxypropanesulfonyl); R22
  • R27 represents alkyl group with 1 to 22 carbon atoms (for example, methyl, ethyl, n-hexyl, n-dodecyl, t-butyl, 1,1,3,3-tetramethylbutyl, 2-(2,4-di-tert-amylphenoxy)ethyl), an alkoxy group with 1 to 22 carbon atoms (for example, methoxy, ethoxy, n-butoxy, n-octyloxy, 2-ethylhexyloxy, n-dodecyloxy, n-hexadecyloxy, 2-ethoxyethoxy, 2-dodecyloxyethoxy, 2-methanesulfonylethoxy, 2-methanesulfonamido 3-(N-2-hydroxyethylsulfamoyl)propoxy, 2-(N-2-methoxyethylcarbonyl)ethoxy), an aryloxy
  • the aliphatic acylamino group includes a cycloalkyl carbonylamino group.
  • the preferred aliphatic acylamino group is a branched alkyl carbonylamino group and the most preferred group is -NHCOC4H9(t).
  • aromatic acylamino includes a benzoylamino group and a benzoylamino group of which the benzene ring is substituted with, for example, a halogen atom (e.g., bromine atom, chlorine atom) or an alkoxy group.
  • a halogen atom e.g., bromine atom, chlorine atom
  • heterocyclic acylamino group is N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N
  • R29 represents a hydrogen atom, a halogen atom (for example, fluorine, chlorine and bromine), a hydroxy group, an alkyl or alkoxy group with 1 to 22 carbon atoms as defined in R27, an aryl group with 6 to 32 carbon atoms (for example, phenyl, 2,4-dichlorophenyl, 4-methoxyphenyl, 4-dodecyloxyphenyl, 2,4-di-tert-amylphenoxy, 4-tert-octylphenyl and 4-(2-ethylhexanamido)phenyl).
  • a halogen atom for example, fluorine, chlorine and bromine
  • R28 represents an amino group (a substituted or unsubstituted amino group such as an N-alkylamino group, an N,N-dialkylamino group, an N-anilino group, an N-alkyl-N-arylamino group and a heterocyclic amino group.
  • the carbon number of the alkyl group in these groups are preferably from 1 to 22 and the aryl group in these groups are preferably from 6 to 32.
  • R28 and R29 are preferably present at the metha and/or para position with respect to the -S- group.
  • particularly preferred compounds are compounds in which R21 represents a hydrogen atom, R22 represents a halogen atom, R27 represents an alkoxy group with 1 to 22 carbon atoms, m1 and m2 each is 1, and m3 is 0.
  • substituent for R24 in the general formula (M-II) include, for example, a halogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, an acyloxy group, a carbamoyloxy group, a silyloxy group, a sulfonyloxy group, an acylamino group, an anilino group, a ureido group, an imido group, a sulfamoylamino group, a carbamoylamino group, an alkylthio group, an arylthio a group, heterocyclic thio group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfonamido group, a carbamoyl group, an acyl group, a sulfam
  • substituents include a halogen atom (for example, chlorine and bromine), an alkyl group (for example, methyl, propyl, isopropyl, t-butyl, trifluoromethyl, tridecyl, 3-(2,4-di-t-amylphenoxy)propyl, allyl, 2-dodecyloxyethyl, 3-phenoxypropyl, 2-hexylsulfonylethyl, 3-(2-butoxy-5-t-hexylphenylsulfonyl)propyl, cyclopentyl and benzyl), an aryl group (for example, phenyl, 4-t-butylphenyl, 2,4-di-t-amylphenyl and 4-tetradecanamidophenyl), a heterocyclic group (for example, 2-furyl, 2-thienyl, 2-pyrimidinyl and 2-benzothiazolyl), a cyano
  • Z21 represents a hydrogen atom or a releasing group in the reaction with an oxidized product of an aromatic primary amine color developing agent.
  • the releasing group Z21 includes a halogen atom (for example, fluorine, chlorine and bromine), an alkoxy group (for example, dodecyloxy, dodecyloxycarbonylmethoxy, methoxycarbamoylmethoxy, and carboxypropyloxy), an aryloxy group (for example, 4-methylphenoxy, 4-tert-butylphenoxy, 4-methoxyphenoxy, 4-methanesulfonylphenoxy and 4-(4-benzyloxyphenylsulfonyl)phenoxy), an acyloxy group (for example, acetoxy, tetradecanoyloxy and benzoyloxy), a sulfonyloxy group (for example, methanesulfonyloxy and toluene
  • a halogen atom for example, fluor
  • the coupler may form a dimer or higher polymer at a group of R24, Z21, Z22 or Z23 in the general formula (M-II) .
  • the compounds represented by the general formula (M-III) or (M-IV) may form a dimer or a higher polymer.
  • magenta coupler represented by the general formula (M-I) or general formula (M-II) are described below, but the present invention is not restricted theretoS.
  • the magenta couplers represented by the general formulae (M-1) and (M-2) can be synthesized by the methods disclosed in U.S. Patents 3,725,067, 3,935,015, 4,351,897, 4,540,654 and 4,595,650.
  • the epoxy compound represented by the general formula (II) is desirably co-emulsified with the yellow coupler of the general formula (I).
  • Cyan couplers can be used, in addition to the yellow and magenta coupler described above, as couplers in the present invention.
  • Preferred cyan couplers ares represented by the general formula (C-I).
  • R31 represents an alkyl group, an aryl group, an amino group or a heterocyclic group
  • R32 represents an acylamino group or an alkyl group
  • R33 represents a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group. Further, R33 and R32 may be linked to form a ring.
  • Z31 represents a hydrogen atom or a coupling-off group.
  • the alkyl group represented by R31 preferably represents a linear, branched or cycloalkyl group with 1 to 32 carbon atoms or an aryl group with 6 to 42 carbon atoms.
  • R31 is an amino group, it includes an alkylamino group or arylamino group and, a phenylamino group which may be substituted is particularly preferred.
  • the alkyl group, aryl group or arylamino group represented by R31 may further have a substituent selected from an alkyl group, an aryl group, an alkyl or an aryloxy group, a carboxy group, an alkyl or arylcarbonyl group, an alkyl or aryloxycarbonyl group, an acyloxy group, a sulfamoyl group, a carbamoyl group, a sulfonamido group, an acylamino group, an imido group, a sulfonyl group, a hydroxyl group, a cyano group and a halogen atom.
  • a substituent selected from an alkyl group, an aryl group, an alkyl or an aryloxy group, a carboxy group, an alkyl or arylcarbonyl group, an alkyl or aryloxycarbonyl group, an acyloxy group, a sulfamo
  • the ring is preferably a 5- to 7-membered ring, more preferably, an oxyindole ring, a 2-oxobenzoimidaline ring or a carbostyryl ring.
  • the coupling off group represented by Z31 includes a halogen atom, an alkoxy group, an aryloxy group, an acyloxy group, a sulfonyloxy group, an amido group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, an aliphatic thio group, an aromatic thio group, a heterocyclic ring thio group, an imido group, and an N-heterocyclic ring.
  • These releasing groups may contain photographically useful groups. Specific examples of photographically useful groups are groups containing a development restrainer, development accelerator or chromophoric group (for example, those having azo bonding).
  • R31, R32 or Z31 in the general formula (C-I) may form a dimer or higher polymer.
  • the image stabilizer that can be used together with the compound employed according to the present invention may any of known discoloration inhibitor, which includes the compounds as described in the following patent publications: U.S. Patents 3,432,300, 3,573,045, 3,574,627, 3,700,455, 3,764,337, 3,935,016, 4,254,216, 4,268,593, 4,430,425, 4,465,757, 4,465,865 and 4,518,679; British Patent No.
  • the high boiling point organic solvents useful in the present invention are preferably those having a boiling point higher than 160°C under normal pressure and they can include, for example, esters (for example, phosphoric acid esters, phthalic acid esters, fatty acid esters and benzoic acid esters), phenols, aliphatic alcohols, carboxylic acids, ethers, amides (for example, aliphatic amides, benzoic acid amides, sulfonic acid amides and cyclic imides), aliphatic hydrocarbons, halogen compounds and sulfone derivatives.
  • esters for example, phosphoric acid esters, phthalic acid esters, fatty acid esters and benzoic acid esters
  • phenols for example, phosphoric acid esters, phthalic acid esters, fatty acid esters and benzoic acid esters
  • phenols for example, phosphoric acid esters, phthalic acid esters, fatty acid esters and benzoic acid esters
  • low boiling organic solvents having a boiling point from 30°C to 160°C such as lower esters, for example, ethyl acetate, butyl acetate or ethyl propionate, secondary butyl alcohol, methyl isobutyl ketone, cyclohexane, ⁇ -ethoxyethyl acetate and dimethylformamide may be mixed as required.
  • These mixtures are used, after being emulsified and dispersed in a hydrophilic aqueous colloidal solution, in admixture with a photographic emulsion. In this case, only the low boiling organic solvent can removed by concentration under a reduced pressure or water washing.
  • the amount of the high boiling organic solvent is within a range from 0 to 20 parts by weight, preferably, from 0.2 to 3 parts by weight per 1 part by weight of the photographic additives such a coupler.
  • the present invention is not to be construed as being limited thereto.
  • the effect of the present invention can further be improved.
  • the UV absorber can be added to any desired layer.
  • the UV absorber is incorporated into the layer adjacent to the cyan coupler-containing layer.
  • the UV absorber usable in the present invention includes the group of compounds set forth in Research Disclosure , vol 176, No. 17643 (December, 1978) VIII-C and, preferably, benzotriazole derivatives represented by the following general formula (XI).
  • R41, R42, R43, R44 and R45 which may be the same or different, each represents a hydrogen atom or a substituent.
  • those substituents for the aliphatic group or aryl group represented by R1 in the general formula (II) may be used.
  • R44 and R45 may be linked to form an aromatic ring containing a 5- or 6-membered carbocyclic ring. These groups or aromatic rings may further be substituted with another substituent.
  • the compound represented by the general formula (XI) above can be used alone or as a mixture of two or more of them.
  • Examples of typical compound for the UV absorbers usable in the present invention are set forth below, but the present invention is not to be construed as being limited thereto.
  • UV absorbers as described in JP-A-58-111942 and JP-A-58-178351 (British Patent 2118315A), U.S. Patent 4,455,368, JP-A-59-19945 and JP-A-59-23344 (British Patent 2127569A) can also be used and specific examples include UV-6 above. Low molecular and high molecular UV absorbers can be used in combination.
  • the UV absorber can be emulsified and dispersed in a hydrophilic colloid by the same method as the coupler.
  • the high boiling organic solvent is used usually within a range from 0 to 300% based on the weight of the UV absorber. It is preferred to use those compounds which are liquid under ambient temperature alone or in combination.
  • UV absorber of the general formula (XI) is used together with the coupler employed according to the present invention it is possible to improve the storability, particularly, light fastness of the colored dye image, particularly, cyan image.
  • the UV absorber and the cyan coupler may be co-emulsified.
  • the coating amount of the UV absorber is an amount sufficient to provide light stability to the cyan dye image, but if it is used in excess, it may result in yellowing in the unexposed area (blank area) of the color photosensitive material and, accordingly, it is usually present within a range preferably from 1 ⁇ 10 ⁇ 4 mol/m2 to 2 ⁇ 10 ⁇ 3 mol/m2, particularly, from 5 ⁇ 10 ⁇ 4 mol/m2 to 1.5 ⁇ 10 ⁇ 3 mol/m2.
  • the dye image stabilizer, stain inhibitor or anti-oxidant usable in the present invention are described in the relevant patents cited in Research Disclosure 17643: VII-I-J. Further, the discoloration inhibitor metal complex system is described in Research Disclosure 15162.
  • silver halide emulsion layer of the color photosensitive material various types may be used.
  • they include silver chloride, silver bromide, silver bromochloride, silver bromoiodide or silver iodobromochloride.
  • Silver bromide, silver iodobromide containing 2 to 20 mol% of silver iodide and silver chlorobromide containing from 10 to 50 mol% of silver chloride are preferred.
  • crystal form, crystal structure, grain size, grain size distribution, etc. of silver halide grains but the use of a monodisperse emulsion with a variation coefficient of less than 15% is preferred.
  • the crystal form of the silver halide may be a regular crystal or twin crystal, hexahedron, octahedron or tetradecahedron, but a hexahedron (cube) or tetradecahedron is preferred.
  • tabular grains with a thickness of not more than 0.5 ⁇ m, a diameter of at least 0.6 ⁇ m and an average aspect ratio of 5 or greater may be used.
  • the crystal structure may be uniform or of a composition in which the inner portion and the outer portion are different, or it may be a layered structure, or silver halide grains of different compositions may be joined by an epitaxial bond.
  • the silver halide emulsion used in the present invention may either be a type for forming latent images mainly on the grain surface or a type for forming latent images mainly on the inside of the grain. In the latter case, a previously unfogged internal latent image type emulsion is useful for forming a direct positive image.
  • the support for use with the present invention includes transparent supports such as polyethylene terephthalate or cellulose triacetate, or reflective supports described below.
  • Reflective supports are preferred and, for example, include baryta paper, polyethylene coated paper, polypropylene type synthesis paper, a transparent support additionally disposed with a reflective layer or used in combination with a reflective material, for example, a glass plate, a polyester film such as one of polyethylene terephthalate, cellulose triacetate or cellulose nitrate, a polyamide film, a polycarbonate film, polystyrene film or a vinyl chloride resin.
  • the supports can properly be selected depending on the purpose.
  • the photographic material has at least one blue sensitive emulsion layer, at least one green sensitive emulsion layer and at least one red sensitive emulsion layer, and generally, each emulsion layer contains a yellow coupler, a magenta couler, and a cyan coupler, respectively.
  • the respective blue sensitive, green sensitive and red sensitive emulsions in the present invention are spectrally sensitized by means of methine dye or like other compounds such that they have color sensitivities.
  • the dyes usable herein can include cyanine dyes, merocyanine dyes, complex cyanine dyes, complex merocyanine dyes, holopolar cyanine dyes, hemicyanine dyes, styryl dyes and hemioxonol dyes.
  • Particularly useful dyes are cyanine dyes, merocyanine dyes and complex merocyanine dyes.
  • auxiliary layers such as a subbing layer, an intermediate layer and a protective layer may be used in addition to the layers described above.
  • a second UV absorption layer may be disposed between the red sensitive silver halide emulsion layer and the green sensitive silver halide emulsion layer if desired. While the UV absorbers described above are preferably used for the UV absorber layer, other known UV absorbers may also be used.
  • gelatin as the binder or the protective colloid for the photographic emulsion, but other hydrophilic colloids may also be used.
  • gelatin derivatives there can be used gelatin derivatives, graft polymers of gelatin with other polymers, proteins such as albumin and casein, cellulose derivatives such as hydroxyethylcellulose, carboxymethylcellulose and cellulose sulfate esters, saccharide derivatives such as sodium alginate and starch derivatives, various synthetic hydrophilic high molecular materials such as homo- or copolymers of vinyl alcohol (including partial acetal of polyvinyl alcohol), N-vinylpyrrolidone, acrylic acid, methacrylic acid, acrylic amide, vinyl imidazole and vinyl pyrazole.
  • proteins such as albumin and casein
  • cellulose derivatives such as hydroxyethylcellulose, carboxymethylcellulose and cellulose sulfate esters
  • saccharide derivatives such as sodium alginate and starch derivatives
  • various synthetic hydrophilic high molecular materials such as homo- or copolymers of vinyl alcohol (including partial acetal of polyvinyl alcohol), N-vinylpyrrol
  • Lime-treated gelatin as well as acid-processed gelatin or enzyme processed gelatin as described in Bull. Soc. Soi. Phot. Japan. No. 16, p 30 (1966) may be used as gelatin and, alternatively, hydrolysis or enzymatic decomposition products of gelatin may be used.
  • photographic emulsion layers and other hydrophilic colloid layers may contain brighteners such as stilbene type, triazine type, oxazole, or caumarine type. They may be water soluble brighteners or water insoluble brighteners which may be used in the form of a dispersion. Specific examples of fluorescent brighteners are described, for example, in U.S. Patents 2,632,701, 3,269,840, 3,359,102, British Patent 852075 and 1319763, and Research Disclosure , vol. 176, 17643 (December, 1978) on page 24, left column, lines 9 to 36.
  • dyes or UV absorbers when dyes or UV absorbers are contained in the hydrophilic colloid layer, they may be mordanted by a cationic polymer.
  • a cationic polymer For instance, those polymers described in British Patent 685475, U.S. Patents 2,675,316, 2,839,401, 2,882,156, 3,048,487, 3,184,309 and 3,445,231, German Patent Application (OLS) No. 1914362 and JP-A-50-47624 and JP-A-50-71332 can be used.
  • various photographic additives known in this field for example, stabilizers, anti-foggants, surface active agents, couplers other than those of the present invention, filter dyes, irradiation inhibiting dyes and developing agents may be added as required to the color photosensitive material according to the present invention, and examples thereof are described in Research Disclosure , No. 17643.
  • fine grain silver halide emulsions having no substantial sensitivity to light for example, silver chloride, silver bromide and silver bromochloride emulsion with ab average grain size of less than 0.20 ⁇ m
  • the color developer usable in the present invention is an aqueous alkaline solution preferably containing an aromatic primary amine color developing agent as the main ingredient.
  • Typical examples of the color developing agent included 4-amino-N,N-diethylaniline, 3-methyl-4-amino-N,N-diethylaniline, 4-amino-N-ethyl-N- ⁇ -hydroxyethylaniline, 3-methyl-4-amino-N-ethyl- ⁇ -hydroxyethylaniline, 3-methyl-4-amino-N-ethyl-N- ⁇ -methane sulfonamido ethylaniline and 4-amino-3-methyl-N-ethyl-N- ⁇ -methoxyethylaniline.
  • the color developer can include a pH buffer such as an alkali metal sulfite, carbonate, borate and phosphate, a development inhibitor or antifoggant such as a bromide, an iodide and an organic anti-foggant.
  • a pH buffer such as an alkali metal sulfite, carbonate, borate and phosphate
  • a development inhibitor or antifoggant such as a bromide, an iodide and an organic anti-foggant.
  • the developer may also include a hard water softener, a preservative such as hydroxylamine, ab organic solvent such as benzyl alcohol or diethylene glycol, a development accelerator such as polyethylene glycol, a quaternary ammonium salt and an amine, a color forming coupler, a competitive coupler, a fogging agent such as sodium boron hydride, an auxiliary liquid developer such as 1-phenyl-3-pyrazolidone, a tackifier, a polycarboxylic acid type chelating agent as described in U.S. Patent 4,083,723 and an anti-oxidant as described in German Patent Application (OLS) 2622950.
  • a hard water softener such as hydroxylamine, ab organic solvent such as benzyl alcohol or diethylene glycol
  • a development accelerator such as polyethylene glycol, a quaternary ammonium salt and an amine
  • a color forming coupler such as a color forming coupler
  • a competitive coupler such as sodium
  • benzyl alcohol when adding benzyl alcohol to the color developer, it is added preferably in an amount not more than 2.0 ml/liter and, more preferably, not more than 0.5 ml/liter. It is most preferred that the benzyl alcohol be added.
  • the color developing time is preferably from 30 second to 2 minutes 30 second and, more preferably, from 45 second and to 2 minutes.
  • the photographic emulsion layer after color development is usually bleached.
  • the bleaching may be at the same time as the fixing treatment or independently.
  • the bleaching agent can include, for example, compounds of polyvalent metals such as iron (III), cobalt (III), chromium (IV) and copper (II), peracids, quinones and nitroso compounds, for instance, ferricyanides, bichromates, organic complex salts of iron (III) or cobalt (III), for example, complex salts of ethylenediamine tetraacetic acid, nitrilo triacetic acid, aminopolycarboxylic acid such as 1,3-diamino-2-propanol tetraacetic acid or organic acids such as citric acid, tartaric acid or maleic acid; persulfates, permanganates and nitrosophenol.
  • polyvalent metals such as iron (III), cobalt (III), chromium (IV) and copper (II), peracids,
  • potassium ferricyanide, iron (III) sodium ethylenediamine tetraacetate and iron (III) ammonium ethylenediamine tetraacetate are particularly useful.
  • Iron (III) complex salt of ethylenediamine tetraacetic acid is useful in a separate bleaching solution or bleach fix solution in a single bath.
  • Water washing may be applied after color development or bleaching fixing treatment.
  • Color development can be conducted at an optional temperature between 18 and 55°C. Color development is carried out at a temperature preferably not lower than 30°C and, particularly preferably not lower than 35°C. The time required for development is within a range from about 3 and one-half minutes to about one minutes, the shorter time being preferred.
  • Liquid replenishment is preferred for continuous development methods and in an amount generally not more than 330, preferably, not more than 160 ml, and more preferably, not more than 100 ml per one square meter of the material to be treated. Benzyl alcohol in the liquid developer is preferably not more than 5 ml/l.
  • the bleach-fixing can be performed at an optional temperature from 18°C to 50°C, a temperature not lower than 30°C is preferred. If 35°C or higher, the processing time can be shortened to less than one minute and the amount of the replenishing liquid can be decreased.
  • the time required for water washing after the color development or bleach-fixing is usually within 3 minutes and the water washing can substantially be eliminated by using a stabilization bath.
  • the colored dye is deteriorated or discolored by fungi during preservation, in addition to degradation with light, heat or temperature. Since the cyan image suffers from significant fungal degradation, it is preferred to use a fungicide.
  • fungicide include 2-thiazolyl benzoimidazoles as des cribed in JP-A-57-157244.
  • the fungicide may be incorporated in the photosensitive material or may be added externally at the developing step. Alternatively, it may be added in any of the steps if it can be present together with the photosensitive material.
  • a multi-layered color print paper A of the layer structure shown below was prepared on a paper support having polyethylene laminates on both sides thereof.
  • the coating solution was prepared as described below.
  • an emulsion was prepared by adding a blue sensitive sensitization dye shown below in an amount of 5.0 ⁇ 10 ⁇ 4 mol per mol of silver to a monodisperse cubic silver bromochloride emulsion (80.0 mol% of silver bromide, 1.1 ⁇ m in grain size and having a 10% variation coefficient).
  • the emulsified dispersion and the emulsion were mixed to prepare a first layer coating liquid having the composition as described below.
  • the coating liquids for the second layer to the seventh layer were prepared in the same manner as the first layer coating solution.
  • 2-Hydroxy-4,6-dichloro-s-triazine sodium salt was used as a gelatin hardener for each of the layers.
  • the following compound was added in an amount of 2.6x10 ⁇ 3 mol per mol of silver halide to the red sensitive emulsion layer as a supersensitizing dye. Further, to the blue sensitive emulsion layer, the green emulsion layer and the red sensitive emulsion layer, 1-(5-methylureidophenyl)-5-mercaptotetrazole was added in an amounts of 4.0 ⁇ 10 ⁇ 6 mol, 3.0 ⁇ 10 ⁇ 5 mol and 1.0 ⁇ 10 ⁇ 5 mol per mol of silver halide, respectively.
  • the following dyes were added to the emulsion layer.
  • composition for each of the layers is shown below.
  • the numbers represent the coating amount (g/m2).
  • the amount of silver halide emulsion is expressed as the coating amount calculated as silver.
  • Second layer Color mixing preventive layer
  • Third layer Green sensitive layer
  • Silver halide emulsion Br: 80% average grain size: 0.43 ⁇ m, variation coefficient 0.10, cubic) 0.16 Gelatin 1.79 Magenta coupler (ExM1) 0.32 Color image stabilizer (Cpd-1) 0.10 Color image stabilizer (Cpd-3) 0.20 Color image stabilizer (Cpd-4) 0.05 Solvent (Solv-2) 0.65 Fourth layer (UV absorption layer) Ge
  • color print papers (B) to (N) shown in Table 1 were prepared by replacing the yellow coupler used in the first layer with various yellow couplers in an equimolar amount as described for the examples of the coupler in the present invention and also by adding various epoxy compounds used according to the present invention.
  • the print papers (A) to (N) were subjected to gradation exposure for sensitometry by using a sensitometor (FWH type, manufactured by Fuji Photo Film Co., Ltd.), color temperature at light source: 3,200K, through each of blue, green and red filters. Exposure in this case was conducted so as to give an exposure amount of 250 CMS with an exposure time of 1/10 s.
  • FWH type manufactured by Fuji Photo Film Co., Ltd.
  • color temperature at light source 3,200K
  • Processing step Temperature Time Color development 38°C 1 min 40 s Bleach-Fix 30-34°C 1 min 00 s Rinsing (1) 30-34°C 20 s Rinsing (2) 30-34°C 20 s Rinsing (3) 30-34°C 20 s Drying 70-80°C 50 s (3-vessel countercurrent system from rinsing (3) ⁇ (1) was employed)
  • composition for each of the processing solutions was as follows.
  • Ion exchanged water (calcium, magnesium, each not more than 3 ppm) Tests were conducted for light storability and dark heat storability for each of the samples having a color dye image formed by the above procedures, by the following procedures (a) and (b).
  • the epoxy compound was not effective for light and heat fastness of the yellow image formed from the aryloxy releasing yellow coupler.
  • print papers O and P were prepared by replacing, in the print papers A and B described above, the emulsions in each of the layers with the following cubic silver bromochloride emulsion containing from 0.4 to 1 mol% of silver bromide, and the spectral sensitization dye used in the blue sensitive layer, green sensitive layer and red sensitive layer, respectively, with the following compounds, respectively.
  • Processing step Temperature Time Color development 35°C 45 sec Bleach-Fix 30-36°C 45 sec Rinsing (1) 30-37°C 20 sec Rinsing (2) 30-37°C 20 sec Rinsing (3) 30-37°C 20 sec Rinsing (4) 30-37°C 30 sec Drying 70-85°C 60 sec (a 4-vessel countercurrent system from rinsing (4) ⁇ (1) was employed)
  • composition for each of the processing solutions was as follows.
  • a color photosensitive material 100 containing the following first layer to twelveth layer coated in sequence to a paper support laminated on both sides with polyethylene was prepared.
  • the polyethylene on the side of coating the first layer contained titanium white as a white pigment and a slight amount of ultramarine as a blue dye.
  • the ingredient and the coating amount represented by g/m2 units are shown below.
  • the coating amount of silver halide is calculated as silver.
  • First layer Gelatin 1.30
  • Second layer anti-halation layer
  • Third layer low sensitivity red sensitive layer
  • Silver iodobromochloride EMI (spectrally sensitized with red sensitizing dye (ExS-1, 2, 3) (silver chloride 1 mol%, silver iodide 4 mol%, average grain size, 0.3 ⁇ m, size distribution 10%, cubic, core iodine type core shell) 0.06
  • Photosensitive materials 101-106 were prepared in the same manner as photosensitive material 100, by changing the yellow coupler and the coupler solvent present in the ninth layer and the tenth layer of photosensitive material 100, and further adding the epoxy compounds used in the present invention.
  • the composition is shown in Table 3.
  • Pentasodium nitrilo-N,N,N-trimethylene phosphonate 0.6 g Pentasodium diethylenetriamine pentaacetate 4.0 g Potassium sulfite 30.0 g Potassium thiocyanate 1.2 g Potassium carbonate 35.0 g Potassium hydroquinone monosulfonate 25.0 g Diethylene glycol 15.0 ml 1-Phenyl-4-hydroxymethyl-4-methyl-3-pyrazolidone 2.0 g Potassium bromide 0.5 g Potassium iodide 5.0 mg Made up with water to 1 liter (pH 9.70)
  • Benzyl alcohol 15.0 ml Diethylene glycol 12.0 ml 3,6-dithia-1,8-octanediol 0.2 g Pentasodium nitrilo-N,N,N-trimethylene phosphate 0.5 g Pentasodium diethylenetriamine pentaacetate 2.0 g Sodium sulfite 2.0 g Potassium carbonate 25.0 g Hydroxylamine sulfate 3.0 g N-ethyl-N-( ⁇ -methanesulfonamidoethyl)-3-methyl-4-aminoaniline sulfate 5.0 g Potassium bromide 0.5 g Potassium iodide 1.0 mg Made up with water to 1 liter (pH 10.40)
  • 2-Mercapto-1,3,4-triazole 1.0 g Disodium ethylenediamine tetraacetate 2 hydrate 5.0 g Fe(III) ammonium ethylenediamine tetraacetate monohydrate 80.0 g Sodium sulfite 15.0 g Sodium thiosulfate (700 g/l solution) 160.0 ml Glacial acetic acid 5.0 ml Made up with water to 1 liter (pH 6.50)
  • the silver halide color photo-sensitive material of the present invention excellent dye images with improved yellow image storability, and with no undesired effects on various photographic properties, can be obtained by combining the yellow coupler with the epoxy compound as taught in the present invention.
  • magenta coupler employed in the present invention, color images well balanced for storability of the yellow and magenta color images can be obtained.

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Claims (10)

  1. Lichtempfindliches farbfotografisches Silberhalogenidmaterial zusammengesetzt aus einem Träger mit darauf mindestens einer lichtempfindlichen Emulsionsschicht, welche sowohl mindestens einen Gelbkuppler, der durch die allgemeine Formel (I) dargestellt ist, als auch eine kaum wasserlösliche Epoxyverbindung, die durch die allgemeine Formel (II) dargestellt ist, enthält:
    Figure imgb0114
     worin R₁₁ eine N-Aryl-Carbamoylgruppe bedeutet und X₁₁ eine nichtmetallische Atomgruppe bedeutet, die zum Bilden eines 5- oder 6-gliedrigen Rings erforderlich ist; und der Kuppler ein Dimer oder ein höheres Polymer bilden kann;
    Figure imgb0115
     R₁, R₂, R₃ und R₄, die gleich oder voneinander verschieden sein können, jeweils ein Wasserstoffatom, eine aliphatische Gruppe, eine Arylgruppe, eine aliphatische Oxycarbonylgruppe, eine aromatische Oxycarbonylgruppe oder eine Carbamoylgruppe bedeuten, vorausgesetzt, daß mindestens eines von R₁, R₂, R₃ und R₄ eine andere Gruppe als Wasserstoffatome bedeutet; die gesamte Zahl der Kohlenstoffatome, die in R₁, R₂, R₃ und R₄ enthalten sind, 8 bis 60 ist; R₁ und R₂, R₃ und R₄, oder R₁ und R₃ miteinander verbunden sein können, um einen 5- bis 7-gliedrigen Ring zu bilden; mindestens einer von R₁, R₂, R₃ und R₄ mindestens eine Epoxygruppe haben kann; und die Epoxyverbindung ein Dimer oder höheres Polymer bilden kann.
  2. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin das lichtempfindliche fotografische Material mindestens eine Verbindung ausgewählt aus der Gruppe bestehend aus Verbindungen, die durch die allgemeine Formel (M-I) oder die allgemeine Formel (M-II) dargestellt werden, als Magentakuppler enthält
    Figure imgb0116
     worin Ar eine Arylgruppe bedeutet; R₂₁ ein Wasserstoffatom, eine Acylgruppe oder eine Sulfonylgruppe bedeutet, R₂₂ ein Halogenatom oder eine Alkoxygruppe bedeutet; R₂₃ eine Aalgruppe, eine Arylgruppe, ein Halogenatom, eine Alkoxygruppe, eine Aryloxygruppe, eine Acylaminogruppe, eine Imidogruppe, eine Sulfonamidogruppe, eine Alkoxycarbonylgruppe, eine Carbamoylgruppe, eine Sulfamoylgruppe, eine Alkylthiogruppe oder eine Sulfonylgruppe bedeutet; R₂₇ eine Alkylgruppe, eine Alkoxygruppe, eine Aryloxygruppe oder eine Acylaminogruppe bedeutet; R₂₉ ein Wasserstoffatom, ein Halogenatom, eine Hydroxylgruppe, eine Alkylgruppe, eine Alkoxygruppe oder eine Arylgruppe bedeutet; R₂₈ eine Aminogruppe, eine Acylaminogruppe, eine Ureidogruppe, eine Alkoxycarbonylamidogruppe, eine Imidogruppe, eine Sulfonamidogruppe, eine Sulfamoylaminogruppe, eine Alkoxycarbonylgruppe, eine Carbamoylgruppe, eine Acylgruppe, Cyanogruppe oder eine Alkylthiogruppe bedeutet; vorausgesetzt, daß mindestens eines von R₂₇ und R₂₉ eine Alkoxygruppe bedeutet, m1 eine ganze Zahl von 1 bis 4 ist, m2 eine ganze Zahl von 1 bis 4 ist, m3 0 oder eine ganze Zahl von 1 bis 3 ist, m4 0 oder 1 ist, wenn m4 0 ist, die Kupplungsposition von einem Wasserstoffatom eingenommen wird; und der Kuppler ein Dimer oder ein höheres Polymer bilden kann;
    Figure imgb0117
     R₂₄ ein Wasserstoffatom oder einen Substituenten bedeutet; Z₂₁ ein Wasserstoffatom oder eine Abkupplungsgruppe bedeutet, die in der Lage ist, durch eine Reaktion mit einem oxydierten Produkt eines aromatischen primären Aminfarbentwicklungsmittels freigesetzt zu werden; Z₂₂, Z₂₃ und Z₂₄, welche gleich oder voneinander verschieden sein
    können, jeweils
    Figure imgb0118
     -N= oder -NH- bedeuten, vorausgesetzt, daß von der Z₂₄-Z₂₃-Bindung und der Z₂₃-Z₂₂-Bindung die eine eine Doppelbindung und die andere eine Einfachbindung ist, wenn die Z₂₃-Z₂₂-Bindung eine Kohlenstoff-Kohlenstoff-Doppelbindung ist, sie einen Teil eines aromatischen Rings bildet; und der Kuppler ein Dimer oder ein höheres Polymer bilden kann.
  3. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin das lichtempfindliche fotografische Material mindestens eine Verbindung, dargestellt durch die allgemeine Formel (C-I) als Cyankuppler enthält:
    Figure imgb0119
     worin R³¹ eine Alkylgruppe, eine Arylgruppe, eine Aminogruppe oder eine heterocyclische Gruppe bedeutet; R³² eine Acylaminogruppe oder eine Alkylgruppe bedeutet; R³³ ein Wasserstoffatom, ein Halogenatom, eine Alkylgruppe oder eine Alkoxygruppe bedeutet; R³³ und R³² miteinander verbunden sein können, um einen Ring zu bilden; Z³¹ ein Wasserstoffatom oder eine Abkupplungsgruppe bedeutet; ein Dimer oder ein höheres Polymer an R³¹, R³² oder Z³¹ gebildet werden kann.
  4. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin der Gelbkuppler durch die allgemeine Formel (I-A) dargestellt ist:
    Figure imgb0120
     worin X₁₂ eine nichtmetallische Atomgruppe bedeutet, die zum Bilden eines 5-gliedrigen Rings nötig ist; R₁₂ eine aliphatische Gruppe, eine heterocyclische Gruppe, eine aliphatische Oxygruppe, eine aromatische Oxygruppe, eine Acylgruppe, eine Estergruppe, eine Amidogruppe, eine Carbamoylgruppe, eine Sulfamoylgruppe, eine Imidogruppe, eine Sulfonylgruppe, eine aliphatische oder aromatische Thiogruppe, eine Hydroxylgruppe, eine Sulfonsäuregruppe oder ein Halogenatom bedeutet; und ℓ eine ganze Zahl von 1 bis 4 bedeutet.
  5. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin die Menge des durch die allgemeine Formel (I) dargestellten Gelbkupplers 1 x 10⁻² bis 1 Mol pro Mol Silberhalogenid in der Silberhalogenidemulsionsschicht beträgt.
  6. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin die Menge der durch die allgemeine Formel (II) dargestellten Epoxyverbindung 0,5 bis 300 Gewichtsprozent bezogen auf das Gewicht des durch die allgemeine Formel (I) dargestellten Gelbkupplers beträgt.
  7. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin das lichtempfindliche fotografische Material mindestens eine blauempfindliche Emulsionsschicht, mindestens eine grünempfindliche Emulsionsschicht und mindestens eine rotempfindliche Emulsionsschicht umfaßt.
  8. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 7, worin die blauempfindliche Emulsionsschicht einen Gelbkuppler enthält, die grünempfindliche Emulsionsschicht einen Magentakuppler enthält und die rotempfindliche Emulsionsschicht einen Cyankuppler enthält.
  9. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin der durch die allgemeine Formel (I) dargestellte Gelbkuppler in mindestens eine blauempfindliche Emulsionsschicht eingearbeitet ist.
  10. Lichtempfindliches farbfotografisches Silberhalogenidmaterial nach Anspruch 1, worin die durch die allgemeine Formel (II) dargestellte Epoxidverbindung eine Wasserlöslichkeit bei 18°C von nicht mehr als 1 Gewichtsprozent hat.
EP88113455A 1987-08-20 1988-08-18 Farbphotographisches lichtempfindliches Silberhalogenidmaterial, das eine Epoxy-Verbindung enthält Expired - Lifetime EP0304067B1 (de)

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EP0471347B1 (de) * 1990-08-16 1997-11-05 Fuji Photo Film Co., Ltd. Epoxy-Kupplerlösungsmittel
DE69124870T2 (de) * 1990-08-20 1997-10-02 Fuji Photo Film Co Ltd Farbphotographisches Silberhalogenidmaterial
JP2673073B2 (ja) * 1991-04-19 1997-11-05 富士写真フイルム株式会社 ハロゲン化銀写真感光材料
JP2687263B2 (ja) * 1991-10-23 1997-12-08 富士写真フイルム株式会社 ハロゲン化銀多層カラー写真感光材料
JPH05142727A (ja) * 1991-11-19 1993-06-11 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料

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JPS5845017B2 (ja) * 1978-02-02 1983-10-06 富士写真フイルム株式会社 ハロゲン化銀写真感光材料
US4540657A (en) * 1984-06-06 1985-09-10 Eastman Kodak Company Photographic coupler solvents and photographic elements employing same
JPS628143A (ja) * 1985-07-05 1987-01-16 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
JPH063540B2 (ja) * 1985-09-28 1994-01-12 コニカ株式会社 写真画像の形成方法
JPS62187348A (ja) * 1986-02-13 1987-08-15 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料

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DE3885539D1 (de) 1993-12-16
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DE3885539T2 (de) 1994-02-24
JPS6450048A (en) 1989-02-27
JPH0833633B2 (ja) 1996-03-29

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