EP0383623A2 - Matériau photographique couleur à l'halogénure d'argent sensible à la lumière - Google Patents

Matériau photographique couleur à l'halogénure d'argent sensible à la lumière Download PDF

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Publication number
EP0383623A2
EP0383623A2 EP90301714A EP90301714A EP0383623A2 EP 0383623 A2 EP0383623 A2 EP 0383623A2 EP 90301714 A EP90301714 A EP 90301714A EP 90301714 A EP90301714 A EP 90301714A EP 0383623 A2 EP0383623 A2 EP 0383623A2
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Prior art keywords
group
silver halide
light
sensitive
photographic material
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EP90301714A
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German (de)
English (en)
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EP0383623A3 (fr
Inventor
Satomi Asano
Shigeto Hirabayashi
Yukio Ohya
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Konica Minolta Inc
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Konica Minolta Inc
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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
    • 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
    • G03C7/305—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
    • G03C7/30541—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers characterised by the released group
    • 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
    • G03C7/3029—Materials characterised by a specific arrangement of layers, e.g. unit layers, or layers having a specific function
    • G03C2007/3036—Single layer constitution
    • 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
    • G03C2200/00—Details
    • G03C2200/19—Colour negative
    • 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
    • G03C7/3029—Materials characterised by a specific arrangement of layers, e.g. unit layers, or layers having a specific function

Definitions

  • This invention relates to a light-sensitive color photographic material suitable for full color photog- raphirig, particularly to a negative-type light-sensitive silver halide color photographic material of which at least one color sensitive layer is a single layer.
  • color photography widely spread is the so-called negative-positive system in which photographing is practiced with a color negative film and color print is effected by enlarging onto a color paper.
  • a color negative film has very broad exposure latitude, with very little probability of failure during photographing, and even users in general having no special knowledge can take color photographs without any particular concern.
  • Having broad exposure latitude refers to the fact that the gradation is good over wide exposure amount range from the shadow portion with little exposure amount to the highlight portion with much exposure amount in the so-called characteristic curve in which the exposure amount is taken on the axis of abscissa and the color formed density on the axis of ordinate.
  • Color negative film as different from color reversal film or color paper, is a light-sensitive material for which gradation is demanded to be strictly controlled over wider range of exposure amount, and for this reason, color negative films for photography commercially available at the present time are made to have an overlaid constitution comprising a plurality of emulsion layers of higher sensitivity layer containing greater grain sizes and lower sensitivity layer containing smaller grain sizes for the respective color sensitive layers to the light of blue color, green color and red color. Further, the so-called DIR compound for forming consequently a developing inhibitor through the reaction with the oxidized product of the developing agent is employed.
  • Such technique is inherent in color negative film, and particularly the DIR compound improves not only gradation but also sharpness, graininess and color reproducibility, and is essential in color negative film.
  • color negative film is subjected to developing processing in various laboratories as compared with color reversal film, and hence to developing processing under processing conditions with greater fluctuation width.
  • color negative film has been demanded to have higher stability to fluctuation in processing conditions.
  • color negative film has an overlaid constitution by use of a plurality of emulsion layers containing silver halide grains with different grain sizes, and further gradation is strictly controlled by use of DIR compound, whereby storability of the light-sensitive photographic material before photogaphing to external conditions such as temperature, humidity, etc. (hereinafter abbreviated as stability of light-sensitive material) is inferior, and also inferior in stability of the light-sensitive photographic material after photographing (hereinafter abbreviated as latent image stability) against external conditions. Further, as described above, in spite of the demand for high degree of stability to processing conditions, processing stability has not been solved.
  • the present inventors have examined about the causes of deterioration in gradation, color reproducibility and tone reproducibility, and consequently found that they are also caused by yellow colloidal silver in the yellow filter which has been used in the prior art for the purpose of improving color reproducibility.
  • a first object of the present invention is to provide a light-sensitive silver halide color photographic material, which is excellent in storage stability of light-sensitive material, and also excellent in storate stability of latent image.
  • a second object of the present invention is to provide a light-sensitive silver halide color photographic material excellent in stability to fluctuations of processing conditions.
  • a light-sensitive silver halide color photographic material comprising a support, silver halide emulsion layers, which are respectively blue-sensitive, green-sensitive or red-sensitive, and a yellow filter layer which are provided on the support, wherein said material has a DIR compound, said yellow filter layer contains a yellow dye, and at least one of the blue-sensitive, green-sensitive and red-sensitive silver halide emulsion layers has a single layer constitution.
  • Fig. 1 is a graph showing a characteristic curve as a standard (broken line) and a characteristic curve which is to be evaluated (solid line) of a light-sensitive photographic material.
  • Fig. 2 is a graph showing a point gamma of the light-sensitive photographic material of the characteristic curve as a standard (broken line) and the characteristic curve which is to be evaluated (solid line).
  • the DIR compound to be used in the present invention is shown below, and use of the DIR compound offers very good result in view of graininess.
  • the DIR compound refers to a compound which eliminates a developing inhibitor or a compound capable of releasing a developing inhibitor through the reaction with the oxidized product of the color developing agent.
  • the above-mentioned compound capable of releasing a developing inhibitor may be one which releases the developing inhibitor either imagewise or non-imagewise.
  • Imagewise release may be effected by, for example, the reaction with the oxidized product of the developing agent, while non-imagewise release by utilizing, for example, the TIME group as described below.
  • Formula (D-1) wherein A represents a coupler residue, m represents 1 or 2, Y represents a group bonded to the coupling position of the coupler residue A and eliminatable through the reaction with the oxidized product of the color developing agent, which is a developing inhibitor group or a group capable of releasing a developing inhibitor.
  • Y may be typically represented by the formulae (D-2) to (D-9) and (D-20) set forth below.
  • Rd 1 represents hydrogen atom, a halogen atom or an alkyl, alkoxy, acylamino, alkoxycarbonyl, thiazolidinylideneamino, aryloxycarbonyl, acyloxy, carbamoyl, N-alkylcarbamoyl, N,N-dialkylcarbamoyl, nitro, amino, N-arylcarbamoyloxy, sulfamoyl, N-alkylcarbamoyloxy, hydroxy, alkoxycarbonylamino, alkylthio, arylthio, aryl, heterocyclic, cyano, alkylsulfonyl or aryloxycarbonylamino group.
  • n 0, 1 or 2
  • the respective Rd i 's may be either the same or different.
  • the total carbon atoms contained in n Rd i 's may be 0 to 10.
  • the total number of the carbon atoms contained in Rd 1 in the formula (D-6) may be 0 to 15.
  • X represents oxygen atom or sulfur atom.
  • Rd 2 represents an alkyl group, an aryl group or a heterocyclic group.
  • Rd 3 represents hydrogen atom, or an alkyl, cycloalkyl, aryl or heterocyclic group
  • Rd 4 represents hydrogen atom, a halogen atom or an alkyl, cycloalkyl, aryl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkanesulfonamide, cyano, heterocyclic, alkylthio or amino group.
  • Rd 1 , Rd 2 , Rd 3 or Rd 4 represents an alkyl group
  • the alkyl group may include those having substituents, and may be either straight or branched.
  • Rd 1 , Rd 2 , Rd 3 or Rd 4 represents an aryl group
  • the aryl group may include those having substituents.
  • the heterocyclic group may include those having substituents, preferably 5- or 6-membered monocyclic or fused rings containing at least one selected from nitrogen atom, oxygen atom and sulfur atom as the hetero atom, that may be selected from the groups of, for example, pyridyl, quinolyl, furyl, benzothiazolyl, oxazolyl, imidazolyl, thiazolyl, triazolyl, benzotriazolyl, imide, oxazine.
  • the carbon atoms contained in Rd 2 in the formula (D-8) may be 0 to 15.
  • the total carbon atoms contained in Rd 3 and Rd4 may be 0 to 15.
  • the INHIBIT group is a group which becomes a developing inhibitor by the above-mentioned release (e.g. the group represented by the above formulae (D-2) to (D-9)).
  • the -TIME group may be typically represented by the formulae (D-11) to (D-19) set forth below.
  • Rd 5 represents hydrogen atom, a halogen atom or an alkyl, cycloalkyl, alkenyl, aralkyl, alkoxy, alkoxycarbonyl, anilino, acylamino, ureido, cyano, nitro, sulfonamide, sulfamoyl, carbamoyl, aryl, carboxy, sulfo, hydroxy or alkanesulfonyl group.
  • Rd s 's may be mutually bonded together to form a fused ring.
  • Rd 6 represents an aralkyl, alkenyl, alkyl, cycloalkyl, heterocyclic or aryl group.
  • Rd 7 represents a hydrogen atom or an alkyl, alkenyl, aralkyl, cycloalkyl, heterocyclic or aryl group.
  • Each of Rd ⁇ and Rd s in the formulae (D-19) represents hydrogen atom or an alkyl group (preferably an alkyl group having 1 to 4 carbon atoms), k in the formulae (D-11) and (D-15) to (D-18) represents an integer of 0, 1 or 2, l in the formulae (D-11) to (D-13). (D-15) and (D-18) represents an integer of 1 to 4, m in the formula (D-16) represents an integer of 1 or 2. When and m are 2 or more, the respective Rd 5 and Rd 7 may be either the same or different. n in the formula (D-19) represents an integer of 2 to 4, and Rds and Rds in number of n may be each the same or different.
  • B in the formulae (D-16) to (D-18) represents oxygen atom or (Rd 6 represents the same meaning as already defined), and in the formula (D-16) may be either a single bond or a double bond, and m is 2 in the case of the single bond and m is 1 in the case of the double bond.
  • T represents a component which cleaves SR(T 2 m INHIBIT, SR a component which forms (T 2 ) m -INHIBIT through the reaction with the oxidized product of the developing agent after formation of SR( ⁇ T 2 ) ⁇ m INHIBIT, T 2 a component which cleaves INHIBIT after formation of (T 2 ) m INHIBIT, INHIBIT a developing inhibitor and t and m each 0 or 1.
  • the component represented by SR may be one which can form the component as mentioned above through the reaction with the oxidized product of the developing agent, and may include, for example, a coupler component which undergoes the coupling reaction with the oxidized product of the developing agent or a redox component which undergoes the redox reaction with the oxidized product of the developing agent.
  • the coupler component there may be included yellow couplers, magenta couplers, cyan couplers such as acylacetanilides, 5-pyrazolones, pyrazoloazoles, phenols, naphthols, acetophenones, indanones, carbamoylacetanilides, 2(5H)-imidazolones, 5-isoxazolones, uracils, homophthalimides, oxazolones, 2,5-thiadiazoline-1,1-dioxides, triazolothiadiazines, indoles, etc., and otherwise those which form various dyes or form no dye.
  • the ( ⁇ T 1 ) ⁇ SR( ⁇ T 2 ) ⁇ m INHIBIT should be preferably bonded to the active site of the component A of the formula (D-1).
  • SR is a coupler component
  • SR is bonded to ( ⁇ T 1 ) ⁇ and ( ⁇ T 2 ) ⁇ m INHIBIT so as to function for the first time as the coupler after cleavage from ( ⁇ T 1 ) ⁇ e.
  • the coupler component is a phenol or a naphthol and the oxygen atom of hydroxyl group is a 5-pyrazolone
  • the oxygen atom at the 5-position, or the nitrogen atom at the 2-position of the enantiomer, and also the oxygen atom of hydroxyl group of the enantiomer in acetophenones or indanones should be preferably bonded to ( ⁇ T 1 ) ⁇ , and ( ⁇ T 2 ) ⁇ m INHIBIT to the active site of the coupler.
  • SR is a redox component
  • its examples may include hydroquinones, catechols, pyrogallols, aminophenols (e.g. p-aminophenols, o-aminophenols), naphthalenediols (e.g. 1,2-naphthalenediols, 1,4-naphthalenediols, 2,6-naphthalenediols), or aminonaphthols (e.g. 1,2-aminonaphthols, 1,4-aminonaphthols, 2,6-aminonaphthols), etc.
  • aminophenols e.g. p-aminophenols, o-aminophenols
  • naphthalenediols e.g. 1,2-naphthalenediols, 1,4-naphthalenediols, 2,6-naphthalenediols
  • aminonaphthols e.g. 1,2-
  • SR is a redox component
  • SR is bonded to ( ⁇ T 1 ) ⁇ and ( ⁇ T 2 ) ⁇ m INHIBIT so as to function for the first time as the redox component after cleavage from fT
  • Examples of the group represented by T, and T 2 may include those represented by the formulae (D-11) to (D-19) as described above.
  • DIR compounds preferable are those wherein Y is represented by the formula (D-2), (D-3), (D-8), (D-10) or (D-20), and among (D-10) and (D-20), those wherein INHIBIT is represented by the formula (D-2), (D-3), (D-6) (particularly when X of (D-6) is oxygen atom), or (D-8) are preferred.
  • yellow color image forming coupler residues As the coupler component represented by A in the formula (D-1), yellow color image forming coupler residues, magenta color image forming coupler residues, cyan color image forming coupler residues and no color exhibiting coupler residues may be included.
  • DIR compounds to be used in the present invention the compounds as shown below may be included, but these are not limitative of the invention.
  • DIR compounds which can be used in the present invention, including these are described in U.S. Patents 4,234,678, 3,227,544, 3,617,291, 3,958,993, 4,149,866, 3,933,500, Japanese Unexamined Patent Publications Nos. 56837/1982 and 13239/1976, U.S. Patents 2,072,363 and 2,070,266, Research Disclosure No. 21228, December, 1981, etc.
  • the DIR compound should be preferably used in an amount of 0.0001 to 0.1 mole, particularly 0.001 to 0.05 mole, per mole of silver halide.
  • the place in which the DIR compound to be used in the present invention is added may be any place which can affect developing of the silver halide in the emulsion layers having a single layer constitution as described above, preferably a silver halide emulsion layer, more preferably an emulsion layer having a single layer constitution.
  • the position of the yellow filter layer in the photographic light-sensitive material in the present invention may be at a position that the light for exposure reaches prior to the green-sensitive layer and the red-sensitive layer, and the light for exposure reaches later than at least one blue-sensitive layer.
  • yellow dye contained in the yellow filter layer those represented by the following formula (A) or (B) are preferred.
  • R 1 represents an aryl group or an alkoxy group
  • R 2 and R 3 alkyl groups R 4 hydrogen atom or a substituent
  • R s an aryl group, respectively
  • n represents an integer of 1 to 4.
  • aryl group represented by R 1 or R s phenyl group, naphthyl group, etc. may be included, preferably phenyl group.
  • Said aryl group is inclusive of those containing substituents, and examples of said substituent may include sulfo group (including salts such as potassium salt, sodium salt, etc.), amino groups (dimethylamino group, etc.), sulfonylamino groups (alkylsulfonylamino groups such as methanesulfonylamino, ethanesul- fonylamino, dodecanesulfonylamino groups, etc.), alkoxy groups (methoxy group, ethoxy group, etc.).
  • R 1 a phenyl group having at least an alkylsulfonylamino group is preferable, and as R s , a phenyl group having at least sulfo group is preferable.
  • yellow dye those disclosed in Japanese Unexamined Patent Publications Nos. 204630/1986, 32460/1987, 222248/1987, 184769/1988, 271351/1988, 282738/1988, 296039/1988, U.S. Patent 4,420,555, etc. may be included.
  • the yellow dye should be preferably used in an amount of 1 to 1,000 mg/m 2 in the light-sensitive material, preferably so that the optical density may be in the range from 0.05 to 3.0.
  • the timing when the yellow dye is added in the coating solution is not particularly limited.
  • the constitution that the color sensitive layer is a single layer is also inclusive of the case when a plurality of emulsion layers which are the same in color sensitivity, being the same in the kind of the couplers contained in the emulsion layers, grain sizes of the silver halide grains, the halogen compositions and crystal habits, and also the ratio of the coupler to the silver halide, are arranged as continuous layers.
  • the same in color sensitivity or “the same color sensitivity” may be the same in the point of, for example, blue sensitivity, green sensitivity, red sensitivity, and is not required to be totally the same in spectral sensitivity characteristics.
  • the blue-sensitive layer should be preferably a single layer, and further preferably, both the blue-sensitive layer and the green-sensitive layer should be single layers. Particularly, all of the blue-sensitive, green-sensitive and red-sensitive silver halide emulsion layers should be preferably single layers, respectively.
  • the number of the layers coated of the light- sensitive layer can be reduced as compared with the overlaid constitution of the prior art, whereby the film can be made thinner. Therefore, production efficiency, sharpness are improved, and graininess is also improved.
  • the thickness of all the layers coated should be preferably to 3 u.m, particularly 15 to 5 u.m, after drying.
  • the exposure latitude is the width of light received at which the exposure effect with a significant difference can be exhibited, particularly the exposure region from the highlight to the deep shadow in the characteristic curve, and is determined by the method defined in "Shashin no Kagaku", p. 393 (Shashin Kogyo Shuppansha, 1982).
  • the light-sensitive material should be preferably one having an exposure latitude measured according to the method as described above of 3.0 or more, particularly 3.0 to 8.0.
  • the means for making the exposure latitude of the silver halide emulsion layer which is a single layer wide, e.g. 3.0 or more, it is possible to use the method in which silver halide grains with different sensitivities are used as a mixture. Specifically, there may be included for example, the method in which silver halide grains with different grain sizes are used as a mixture, and the method in which the desensitizer is contained in at least a part of the silver halide grains.
  • One of the methods for obtaining wide exposure latitude is a method using two kinds of mono- emulsified grains which are different in mean grain size and sensitized.
  • the grain group having a larger mean grain size should preferably be 0.2 to 2.0 u.m and the grain group having a smaller mean grain size, 0.05 to 1.0 u.m, and the mean grain size of the latter group is smaller than the former group.
  • one or more of silver halide grains having an intermediate mean grain size may be combined.
  • the mean grain size of the silver halide grains with the maximum mean grain size should be preferably 1.5 to 40 times as that of the silver halide grain with the minimum mean grain size.
  • silver halide grains with different mean grain sizes can be also used as a mixture, but by using silver halide grains containing a desensitizer in place of the low sensitivity silver halide grains with small grain sizes, the mean grain size difference can be made smaller without changing the sensitivity of the silver halide grains, and further it becomes possible to use silver halide grains with equal mean grain size and different sensitivities.
  • the exposure latitude can be obtained even if the fluctuation coefficient of the grains as a whole may be made smaller.
  • these silver halide grains with small fluctuation coefficient exposed to the same environment are preferably stabilized in photographic performances relative to changes with lapse of time and fluctuations in developing processing. Further, in aspect of production technique, it becomes also possible to sensitize chemically a mixed system of silver halide grains with different sensitivities in the same batch.
  • desensitizer in addition to metal ions, various ones such as antifoggants, stabilizers, desensitizing dyes, etc. can be used.
  • the metal ion doping method is preferred.
  • the metal ion to be used for doping there may be included the metal ions of the groups Ib, lib, Illa, lllb, IVb, Va, VIII in the periodic table of elements.
  • Preferable metal ions may include Au, Zn, Cd, TI, Sc, Y, Bi, Fe, Ru, Os, Rh, lr, Pd, Pr, Sm and Yb. Particularly, Rh, Ru, Os and Ir are preferred.
  • These metal ions can be used as, for example, halogeno complexes, etc., and the pH of the AgX system during doping should be preferably 5 or less.
  • the amount of these metal ions doped will differ variously depending on the kind of the metal ion, the grain size of the silver halide grains, the doping position of the metal ion, the desired sensitivity, etc., but may be preferably 10- 17 to 10- 2 mole, further 10- 12 to 10- 3 mole, particularly 10- 9 to 10- 4 mole, per mole of AgX.
  • the silver halide grains with different doping conditions are adjusted in conditions to be provided for practical application, these can be also made up in the same batch by mixing at a predetermined ratio and subjected to chemical sensitization.
  • the respective silver halide gains receive the sensitizing effects based on their qualities, whereby an emulsion having a broad exposure latitude depending on the sensitivity difference and the mixing ratio can be obtained.
  • azoles e.g. benzothiazolium salt, indazoles, triazoles, benztriazoles, benzimidazoles, etc.
  • heterocyclic mercapto compounds e.g. mercaptotetrazoles, mercaptothiazoles, mercaptothiadiazoles, mercaptobenzthiazoles, mercaptobenzimidazoles, mercaptopyrimidines, etc.
  • azaindenes e.g. tetraazaindenes, pentaazaindenes, etc.
  • decomposed products of nucleic acids e.g. adenine, guanine, etc.
  • benzenethiosulfonates thioketo compounds, and others.
  • cyanine dyes there may be included cyanine dyes, merocyanine dyes, complex cyanine dyes, complex merocyanine dyes, holopolar cyanine dyes, hemicyanine dyes, styryl dyes and hemioxonol dyes, etc.
  • the desensitizer in viewpoint of storability of the light-sensitive material, digestion stability of the coating liquid and the like, it should be preferably mixed internally of the silver halide grains, and its distribution may be either uniform, localized at the central portion of grain or the intermediate positions, etc., or also gradually reduced from the central portion of grain toward outside.
  • the desensitizer exists as localized at the central portion of grain is preferable, and by use of the system in which seed grains with small fluctuation coefficient are used, the steps of grain growth et seq can be proceeded in the same batch.
  • the light-sensitive material of the present invention should desirably have at least one color sensitive layer (e.g. blue-sensitive layer) containing AgX grains containing a desensitizer.
  • a color sensitive layer e.g. blue-sensitive layer
  • the blue-sensitive layer contains AgX grains containing a desensitizer, more preferably when the blue-sensitive layer and the green-sensitive layer contain them, most preferably when all of the color sensitive layers contain them.
  • the fluctuation coefficient defined by the ratio S/ r of the standard deviation of grain size (S) as the silver halide grains contained in the respective silver halide emulsion layers and the mean grain size ( r) should be preferably 0.4 or less, more preferably 0.33 or less, further preferably 0.25 or less, particularly preferably 0.20 or less.
  • the mean grain size ( r) is defined by the following formula when the number of grains with a grain size ri (in the case of a cubic silver halide grain, its length of one side, or in the case of a grain with other shape than cubic, the length of one side of the cube calculated to have the same volume) is ni:
  • grain size distribution can be determined according to the method described in the essay of Tribel and Smith in “Empirical Relationship between Sensitometry Distribution and Grain Size Distribution in Photography", The Photographic Journal, vol. LXXIX (1949), p.p. 330 - 338.
  • any of conventional silver halide emulsions can be used, but a silver halide containing substantially iodine in the halogen composition (e.g. silver iodobromide, silver iodochlorobromide) may be preferable, particularly preferably silver iodobromide with respect to sensitivity.
  • the amount of iodine may be preferably 1 mole % or more and 20 mole % or less, particularly 3.5 mole % or more 12 mole % or less.
  • a core/shell type silver halide emulsion to be used in the present invention preferably has a grain structure comprising two or more phases different in silver iodide content and comprises silver halide grains in which a phase containing a maximum silver iodide content (referred to as "core”) is other than the outermost surface layer (referred to as "shell").
  • core a phase containing a maximum silver iodide content
  • shell the outermost surface layer
  • the content of silver iodide in an inner phase (core) having the maximum silver iodide content is preferably 6 to mole %, more preferably 8 to 40 mole %, particularly preferably 10 to 40 mole %.
  • the content of silver iodide in the outermost surface layer is preferably less than 6 mole %, more preferably 0 to 4.0 mole %.
  • a ratio of the shell portion in the core/shell type silver halide grains is preferably 10 to 80 %, more preferably 15 to 70 %, particularly preferably 20 to 60 % in terms of volume.
  • a ratio of the core portion is preferably, in terms of volume, 10 to 80 %, more preferably 20 to 50 % based on the whole grains.
  • Difference of silver iodide content between the core portion having higher silver iodide content and the shell portion having less silver iodide content of the silver halide grains may be clear with sharp boundary or may be hazy where boundary is not clear and the content continuously changes. Also, those having an intermediate phase with silver iodide content between those of the core portion and the shell portion, between the core and the shell, may be preferably used.
  • a volume of the intermediate phase is preferably 5 to 60 %, more preferably 20 to 55 % based on the whole grain.
  • Differences of the silver iodide content between the shell and the intermediate phase, and between the intermediate phase and the core are each preferably 3 mole % or more and the difference of the silver iodide content between the shell and the core is preferably 6 mole % or more.
  • the core/shell type silver halide emulsion can be prepared according to the known methods as disclosed in Japanese Provisional Patent Publications No. 177535/1984, No. 138538/1985, No. 52238/1984, No. 143331/1985, No. 35726/1985 and No. 258536/1985.
  • soluble silver salt and soluble halide are generally used, but as clear from the examples mentioned below, iodide salts are preferably used in the form of silver iodide fine crystals in the point of preservability and processing stability of the light-sensitive material.
  • silver iodobromide fine crystals having high Agl content are similarly and preferably used as the silver iodide fine crystals.
  • Distribution condition of the silver iodide in the above core/shell type silver halide grains can be determined by various physical measuring method and, for example, it can be examined by the measurement of luminescence at low temperature or X-ray diffraction method as described in Lecture Summary of Annual Meeting, Japanese Photographic Association, 1981.
  • the core/shell type silver halide grain may be any shape of normal crystal such as cubic, tetradecahedral and octahedral, or twinned crystal, or mixtures thereof, but preferably normal crystal grains.
  • Said emulsion can be chemically sensitized in conventional manner, and optically sensitized to a desired wavelength region by use of a sensitizing dye.
  • silver halide emulsion antifoggants, stabilizers, etc. can be added.
  • gelatin can be advantageously used as the binder for said emulsion.
  • the emulsion layer and other hydrophilic colloid layers can be hardened, and also a plasticizer and a dispersion (latex) of a water-soluble or difficultly soluble synthetic polymer can be contained therein.
  • couplers are used.
  • colored couplers having the effect of color correction, competitive couplers and compounds releasing photographically useful fragments such as developer, silver halide solvent, toning agents, film hardeners, antifoggants, chemical sensitizers, spectral sensitizers and desensitizers through the coupling with the oxidized product of the developing agent.
  • the bleaching accelerator releasing compound may preferably be represented by the following formula (BAR-I).
  • A is a coupler residue which can be subjected to a coupling reaction with an oxidized product of a color developing agent, or a residue of an oxidation-reduction nucleus which can be cross-oxidized with an oxidized product of a color developing agent
  • TIME is a timing group
  • BA is a bleaching accelerator or its precursor
  • m is 0 or 1
  • A is a coupler residue, t is 0, and when A is a residue of an oxidation-reduction nucleus, l is 0 or 1.
  • BAR-I Of the BAR compound represented by the formula (BAR-I), preferred are those represented by the formulae (BAR-II) and (BAR-III).
  • Cp is a coupler residue which can be subjected to a coupling reaction with an oxidized product of a color developing agent; * is a coupling position of a coupler; TIME is a timing group;
  • R 1 is an aliphatic group, an aromatic group, a saturated heterocyclic group or a 5- or 6-membered aromatic nitrogen-containing heterocyclic group;
  • R 2 is a water solubilizing substituent or its precursor;
  • R 3 is a hydrogen atom a cyano group, -COR 4 , -CSR 4 , -SR4, or a heterocyclic group, in which R 4 - is an aliphatic group or an aromatic group, Rs, R 6 and R 7 each are a hydrogen atom, an aliphatic group or an aromatic group; and m and n each are 0 or
  • the coupler residue represented by Cp there may be mentioned residues capable of forming yellow, magenta or cyan dyes and residues forming substantially colorless products by the coupling reaction.
  • a timing group represented by TIME is a group which allows a bleaching accelerator and its precursor (BA) to be split-off from Cp, while controlling time.
  • This group may contain a group capable of controlling the rate of a reaction between Cp and an oxidized product of a color developing agent, the rate of diffusion of -TIME-BA split-off from Cp, and the rate of splitting off of BA.
  • timing group is the following known timing groups.
  • ( * ) is a portion to be bounded to an active position of Cp; and
  • ( * )( * ) is a portion to which -S-R, -R 2 or is bound.
  • the aliphatic group represented by R, of the formula (BAR-II) and (BAR-III) may be a saturated or unsaturated, straight-chain, branched-chain or cyclic aliphatic group having a carbon number of 1 to 8. This group may be either substituted or unsubstituted.
  • the aromatic group represented by R 1 may preferably be an aromatic group having a carbon number of 6 to 10, more preferably a substituted or unsubstituted phenylene group.
  • the saturated heterocyclic group represented by R 1 may be a 3- to 8-membered, preferably a 4- to 6- membered saturated heterocyclic group having a carbon number of 1 to 7, preferably 1 to 5, and containing at least one selected from an oxygen atom, a nitrogen atom and a sulfur atom.
  • the 5- or 6-membered aromatic nitrogen-containing heterocyclic group represented by R 1 may preferably be represented by the following formulae (H-I) and (H-II). wherein a, b, c, e, f, g, h and i each are a nitrogen atom or a methyn group; d is an oxygen atom, a sulfur atom or an imino group; (*) is a position to which Cp-(TIME) m S-or is bound; and ( * )( * ) is a position to which R 3 -S- or R 2 is bound.
  • R 1 may more preferably be an aliphatic group or wherein L represents a divalent aliphatic group or a phenylene group having a carbon number of 1 to 8.
  • R 1 includes -CH 2 - , -CH 2 CH 2 - , -CH 2 CH 2 CH 2 - , -CH 2 CH 2 CH 2 - , -CH 2 CH 2 CH 2 CH 2 - , -CH 2 CH 2 0CH 2 CH 2 - ,
  • the preferred examples of an water-solubilizing substituent or its precursor represented by R 2 include -COOH , -COONa , -COOCH 3 , -COOC 2 Hs , -NHS0 2 CH 3 , -NHCOOCH 3 , -NHCOOC 2 H 5 , -SO 3 H, -S0 3 K , -OH, -S0 2 NH 2 , -NR 10 o R 11 wherein R 10 ad R 11 each are a hydrogen atom or an alkyl group having a carbon number of 1 to 4, -CONH 2 , -COCH 3 , -NHCOCH 3 , -CH 2 CH 2 COOH , -CH 2 CH 2 NH 2 , -SCH 2 COOH , -CH 2 COOH, -SCH 2 CONH 2 , -SCH 2 COCH 3 and -SCH 2 CH 2 COOH; and the particularly preferred examples of the bleaching accelerator or precursor thereof represented by -S-R 1 -
  • R 3 include H , -CN , -COH , -COCH 3 , -COCH 2 OCH 3 , -COCF 3 , -CSCH 3 , -CON(CH 3 ) 2 , -CON(C 2 Hs)2 , -CSN(CH 3 ) 2 , -SCH 3 , -SCH 2 CH 2 N(CH 3 ) 2 , -SCH 2 CH 2 0H , -SCH 2 CH 2 COOH, -NHCH 3 , -NHCH 2 CH 2 COOH and
  • a bleaching accelerator or its precursor represented by -S-R 3 include -OCOCH 2 CH 2 SH , -OCH 2 CH 2 SH , -OCOCH 2 CH 2 SCOCH 3 , -OCOCH 2 CH 2 SCSCH 3 , -OCOCH 2 CH 2 SSCH 2 CH 2 COOH , -OCH 2 CH 2 SSCH 2 CH 2 OH and -OCOCH 2 CH 2 SCN .
  • the BAR compound may be added to not only a silver halide light-sensitive emulsion layer but also an anti-halation layer, an intermediate layer, a yellow colloidal silver filter layer and a protective layer. However, the BAR compound may preferably be added to a silver halide photosensitive emulsion layer.
  • the BAR compound can be added to a hydrophilic colloidal layer of a light-sensitive material for color photography by the following method:
  • the BAR compound is dissolved, singly or in combination with another kinds of a BAR compound, to a mixture of a high-boiling point solvent such as dibutyl phthalate, tricresyl phosphate and dinonyl phenol and a low-boiling point solvent such as butyl acetate and propionic acid.
  • the resultant is mixed with an aqueous solution of gelatin containing a surface active agent, and subsequently emulsified by means of a high-speed revolution mixer, a colloid mill or an ultrasonic dispersing machine.
  • the resultant may be directly added to a coating liquid. Alternatively, it may be coagulated, cut into small pieces, washed with water and then added to a coating liquid.
  • the amount of the BAR compound to be added may preferably be 0.0005 mole to 5.0 mole, more preferably 0.005 mole to 1.0 mole, per mole of a silver halide.
  • the BAR compound may be employed either singly or in combination.
  • auxiliary layers such as filter layer, antihalation layer, anti-irradiation layer, etc. can be provided.
  • a dye which flows out from the light-sensitive material or bleached during developing processing may be also contained.
  • formalin scavenger fluorescent brightener, matte agent, lubricant, image stabilizer, surfactant, color fog preventive, developing accelerator, developing retarder, bleaching accelerator, etc. can be added.
  • papers laminated with polyethylene, etc., polyethylene terephthalate film, baryta film, cellulose triacetate, etc. can be used.
  • the light-sensitive material of the present invention is particularly useful as the negative-type light-sensitive material.
  • a light-sensitive photographic material-containing package unit in which a light-sensitive silver halide color photographic material is built-in and photographing function is provided which is produced by the present applicant or assignee in the trade name of "Torezo-Kun", has spread in recent years.
  • the package units in which a light-sensitive silver halide color photographic material of the present invention is built-in and photographing function is provided are excellent in stability to long period of preservation even under bad outer conditions, and also excellent in gradation, color reproducibility and tone reproducibility.
  • the unphotographed light-sensitive photographic material is directly or indirectly (for example, in the state of once received in patrone or cartridge) received in the first receiving room.
  • the size of the light-sensitive photographic material may be any size such as 110 size, 135 size, 126 size, and so-called disc type size.
  • aqueous gelatin Into a reaction vessel in which an aqueous gelatin had been thrown, while controlling the pAg and the pH in the reaction vessel and also controlling the addition time, were added at the same time an aqueous silver nitrate, an aqueous potassium iodide solution and an aqueous potassium bromide solution, and then precipitation and desalting were practiced by use of a pH coagulatable gelatin, followed by addition of gelatin to prepare a seed emulsion.
  • the emulsion obtained is called NE-1.
  • a seed emulsion was prepared in the same manner as described above except for adding K 3 RhCt 6 in the reaction vessel (NE-2).
  • the emulsions and their contents are shown in Table 1.
  • the amounts coated are indicated in the amount represented in g/m 2 unit calculated on silver for silver halide and colloidal silver, the amount represented in g/m 2 unit for the additive and gelatin, and further in moles per mole of silver within the same layer for sensitizing dye, coupler and DIR compound.
  • the emulsion contained in each color sensitive emulsion layer was applied with optimum sensitization with sodium thiosulfate and chloroauric acid.
  • surfactants were added as the coating aid.
  • Samples No. 102 to No. 115 were prepared.
  • Sample No. 102 was prepared in the same manner as Sample No. 101 except for adding the yellow dye according to the present invention of the kind and the amount indicated in Table 3 in place of the yellow colloidal silver of YC in Sample No. 101.
  • Sample No 103 was prepared in the same manner as Sample No. 101 except for omitting B-2 in Sample No. 101, changing the emulsion contained in B-1 to a mixture of equal moles of EM-1 and EM-2, increasing the amounts used of the emulsion, the gelatin and TCP contained in B-1 by 15 % (the amounts of the sensitizing dye, coupler and DIR compound of B-1 per mole of silver halide are the same as in Sample No. 01).
  • Samples No. 104 and No. 108 were prepared in the same manner as Sample No. 103 except for adding the yellow dyes according to the present invention of the kinds and amounts indicated in Table 3 in palce of the yellow colloidal silver of YC in Sample No. 103.
  • Samples No. 109 was prepared in the same manner as Sample No. 104 except for changing the emulsion contained in B-1 in Sample No. 104 to a mixture of equal moles of EM-2 and EM-3.
  • Sample No. 110 was prepared in the same manner as Sample No. 104 except for changing the emulsion contained in Sample No. 104 to EM-4.
  • Sample Nos. 111 to 114 were prepared in the same manner as in Sample Nos. 101, 102, 104 and 110, respectively, excepting for each adding BAR compounds as shown in Table 3 to the R-1 layers.
  • Sample No. 115 was prepared in the same manner as Sample No. 114 excepting for changing BAR-22 of Sample No. 114 to BAR-23.
  • Sample was divided into two, and a part was stored under the conditions of 50 C and a relative humidity of 80% for 7 days, and the other part in a refrigerator (5 C) for 7 days, then subjected to wedge exposure in conventional manner, followed by processing according to the processing steps as described below, and gradation stability in storage of light-sensitive material as described below was evaluated.
  • Sample was divided into two, and after wedge exposure in conventional manner, a part was stored under the conditions of 25 °C and a relative humidity of 80%, and the other part in a refrigerator (5 °C) for 15 days, respectively, followed by processing according to processing steps as described below, and gradation stability in latent image storage as also described below was evaluated.
  • Silver removability was determined by defining the silver removability of Sample No. 101 as 100. The measurement was carried out by use of a fluorescent X-ray analysis. Larger the value is, superior the effect of improvement in the silver removability is.
  • Fig. 1 shows the characteristic curve which is the standard (broken line) and the characteristic curve (solid line) to be evaluated.
  • the absolute values ⁇ ⁇ of the difference of the point gamma values at the respective exposure points of the characteristic curve which is the standard and the characteristic curve to be evaluated are determined.
  • the gradation stability is represented by the mean value of ⁇ ⁇ multiplied by 1,000 ( ⁇ ⁇ ) and value of ⁇ of the standard deviation a of ⁇ ⁇ multiplied by 1,000.
  • the difference in point gamma between the both characteristic curves is greater as the value of ⁇ ⁇ is greater, and the gradation change is not uniform indicating poor gradation stability as the value of E is greater.
  • the samples of the present invention were found to have excellent gradation stability with little fluctuation of gradation from the highlight to the shadow of the characteristic curve in storage of light-sensitive material and storage of latent image.
  • the yellow dye according to the present invention can be understood to have very great effect when the blue-sensitive layer has a single layer constitution (comparison between Sample No. 103 and Sample No. 104), although the effect is small when it is a double layer (comparison between Sample No. 101 and Sample No. 102).
  • Sample No. 110 is preferable with respect to production efficiency as compared with other samples, because physical aging and chemical aging can be done each at one time in preparation of the emulsion.
  • Sample Nos. 113 to 115 in which BAR compounds were used in combination in the single layer, showed excellent silver removability. Further, the samples of the present invention showed small variation in gradation from the highlight portion through the shadow portion of the characteristic curve, good tone reproducibility, and wide exposure latitude as the exposure latitude indicated by Alog H was 3.0 or more.
  • Sample No. 102 of which the blue-sensitive emulsion layer was a double constitution layer and Sample No. 105 of which the blue-sensitive emulsion layer was a single constitution layer were respectively cut into a length corresponding to 24 frames with a size of 35 mm.
  • the cut samples were rolled so that the light-sensitive layer side becomes the inner side and taken in a film-housing room of a packaging unit with a lense as described in Fig. 1 of U.S. Patent 4,827,298.
  • the end portion of the film was set to a patrone for 35 mm size and then taken in a patrone room to prepare a light-sensitive photographic material packaging unit provided with a photographing function with a fixed-focus of F:8 and a shutter speed of 1/100 second.
  • a group of two kinds of units containing the light-sensitive photographic materials obtained above was stored in a refrigerator of 5 ° C (standard) for 1 month and another group was stored under the condition of a temperature of 37 ° C and a relative humidity of 80 % for 1 month.
  • the light-sensitive materials were used for photographing an object of a continuous wedge, and the exposed films were processed according to the processing steps as shown in Example 1.
  • the Sample No. 105 of the present invention showed small variation in gradation from the highlight protion through the shadow portion of the characteristic curve and good tone reproducibility during storage with lapse of time. Further, it had a wide exposure latitude as the exposure latitude indicated by Alog H was 3.0 or more.
  • Samples No. 101 and 104 prepared in Example 1 were used as such to provide Samples No. 201 and No. 202, respectively.
  • Sample No. 203 was prepared in the same manner as Sample No. 202 except for omitting G-2, changing the emulsion contained in G-1 to a mixture of equal moles of EM-1 and EM-2, and further increasing the amounts used of the emulsion, gelatin and TCP contained in G-1 by 30% (the amounts of the sensitizing dye, coupler and DIR compound per mole of silver halide in G-1 are the same as in Sample No. 202).
  • Samples No. 205 to No. 208 were prepared in the same manner as Sample No. 204 except for changing the emulsion contained in Sample No. 204 to those as shown in Table 5, and changing the yellow dye contained in YC to those as shown in Table 5.
  • Example 1 the sample was divided into two, of which a part was subjected to wedge exposure similarly as in Example 1 and then processed in the same manner except for changing the pH of the developer to 9.8, and gradation stability to fluctuations in processing conditions was evaluated similarly as in Example 1.
  • the samples of the present invention have excellent stability of light-sensitive material, latent image stability, and also remarkably excellent gradation stability to processing fluctuations.
  • the effect of gradation stability of the yellow dye according to the present invention is greater when the light-sensitive emulsion layer is a single layer than when it is a double layer, and processing stability is more effective when it is a single layer.
  • those having the blue-sensitive layer and the green-sensitive layer which are made single layers have preferably great improvement effects for storage stability, processing stability, and those having all the color sensitive emulsion layers which have been made single layers are more preferable with greater improvement effects.
  • the samples No. 205 to No. 208 are preferred embodiments of the present invention, because gradation stability to processing fluctuation is particularly improved due to narrow grain size distribution of the silver halide grains of the respective light-sensitive layers because of containing emulsions having Rh doped internally of the grains.
  • the light-sensitive material obtained by the present invention is excellent in its storage stability, excellent in latent image stability, and also excellent in stability to fluctuations in processing conditions.

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EP19900301714 1989-02-17 1990-02-16 Matériau photographique couleur à l'halogénure d'argent sensible à la lumière Withdrawn EP0383623A3 (fr)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5350666A (en) * 1990-06-28 1994-09-27 Fuji Photo Film Co., Ltd. Silver halide photographic materials
US5399465A (en) * 1993-01-15 1995-03-21 Eastman Kodak Company Method of processing reversal elements comprising selected development inhibitors and absorber dyes
US5447833A (en) * 1990-06-28 1995-09-05 Fuji Photo Film Co., Ltd. Silver halide photographic material and imidazole derivatives
US5529894A (en) * 1990-10-17 1996-06-25 Fuji Photo Film Co., Ltd. Silver halide photographic material containing a coupler capable of releasing a plurality of photographically useful groups or precursors thereof
US5561031A (en) * 1995-03-23 1996-10-01 Eastman Kodak Company Color reversal elements with incorporated bleach accelerator

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2708466A1 (de) * 1977-02-26 1978-08-31 Agfa Gevaert Ag Emulsionsabmischungen fuer colorumkehr-(aufsichts-)material
US4420555A (en) * 1982-07-19 1983-12-13 Eastman Kodak Company Photographic materials containing yellow filter dyes
JP2530164B2 (ja) * 1987-02-05 1996-09-04 コニカ株式会社 鮮鋭性及び粒状性の改良されたハロゲン化銀カラ−写真感光材料
DE3886960T2 (de) * 1987-02-26 1994-06-09 Fuji Photo Film Co Ltd Photographisches Silberhalogenidmaterial und Verfahren zur Herstellung eines kontrastreichen Bildes mit diesem Material.
JPH0192747A (ja) * 1987-06-15 1989-04-12 Fuji Photo Film Co Ltd ハロゲン化銀カラ−写真感光材料

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5350666A (en) * 1990-06-28 1994-09-27 Fuji Photo Film Co., Ltd. Silver halide photographic materials
US5447833A (en) * 1990-06-28 1995-09-05 Fuji Photo Film Co., Ltd. Silver halide photographic material and imidazole derivatives
US5529894A (en) * 1990-10-17 1996-06-25 Fuji Photo Film Co., Ltd. Silver halide photographic material containing a coupler capable of releasing a plurality of photographically useful groups or precursors thereof
US5399465A (en) * 1993-01-15 1995-03-21 Eastman Kodak Company Method of processing reversal elements comprising selected development inhibitors and absorber dyes
US5561031A (en) * 1995-03-23 1996-10-01 Eastman Kodak Company Color reversal elements with incorporated bleach accelerator

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