EP0313083B1 - Matériau photographique couleur à l'halogénure d'argent - Google Patents

Matériau photographique couleur à l'halogénure d'argent Download PDF

Info

Publication number
EP0313083B1
EP0313083B1 EP88117593A EP88117593A EP0313083B1 EP 0313083 B1 EP0313083 B1 EP 0313083B1 EP 88117593 A EP88117593 A EP 88117593A EP 88117593 A EP88117593 A EP 88117593A EP 0313083 B1 EP0313083 B1 EP 0313083B1
Authority
EP
European Patent Office
Prior art keywords
group
aliphatic
aromatic
atom
heterocyclic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP88117593A
Other languages
German (de)
English (en)
Other versions
EP0313083A2 (fr
EP0313083A3 (en
Inventor
Keiji C/O Fuji Photo Film Co. Ltd. Mihayashi
Hidetoshi C/O Fuji Photo Film Co. Ltd. Kobayashi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujifilm Holdings Corp
Original Assignee
Fuji Photo Film Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Fuji Photo Film Co Ltd filed Critical Fuji Photo Film Co Ltd
Publication of EP0313083A2 publication Critical patent/EP0313083A2/fr
Publication of EP0313083A3 publication Critical patent/EP0313083A3/en
Application granted granted Critical
Publication of EP0313083B1 publication Critical patent/EP0313083B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • G03C7/32—Colour coupling substances
    • G03C7/3225—Combination of couplers of different kinds, e.g. yellow and magenta couplers in a same layer or in different layers of the photographic material

Definitions

  • R3 in general formula [A] represents a hydrogen atom or R6U.
  • R6 represents a hydrogen atom, an aliphatic group which preferably has from 1 to 30 carbon atoms, an aromatic group which preferably has from 6 to 30 carbon atoms, a heterocyclic group which preferably has from 1 to 30 carbon atoms, an -OR7 group, an SR7 group, a -COR8 group, an group, a -PO(R7)2 group, a -PO(-OR7)2 group, a group, an group, a -CO2R7 group, an -SO2R7 group, an -SO2OR7 group, or an imido group which preferably has from 4 to 30 carbon atoms (for example succinimido group, maleimido group, phthalimido group, diacylamino group).
  • T in general formula [A] represents a hydrogen atom or a group which can be eliminated by a coupling reaction with the oxidized form of a primary aromatic amine developing agent.
  • groups of the latter type of group include halogen atoms (fluorine atom, chlorine atom, bromine atom and iodine atom), sulfo group, thiocyanato group, isothiocyanato group, selenocyanato group, aliphatic oxy groups which preferably have from 1 to 30 carbon atoms, aromatic oxy groups which preferably have from 6 to 30 carbon atoms, aliphatic thio groups which preferably have from 1 to 30 carbon atoms, aromatic thio groups which preferably have from 6 to 30 carbon atoms, heterocyclic thio groups which preferably have from 1 to 30 carbon atoms, heterocyclic oxy groups which preferably have from 1 to 30 carbon atoms, aromatic azo groups which preferably have from 6 to 30 carbon atoms, heterocyclic groups which preferably
  • Examples of -SR7 groups include a methylthio group, ethylthio group, allylthio group, n-butylthio group, benzylthio group, n-dodecylthio group, phenylthio group, p-t-octylphenylthio group, p-dodecylphenylthio group, and a p-octyloxyphenylthio group.
  • R represents a hydrogen atom, an alkyl group which has from 1 to 4 carbon atoms or a chlorine atom.
  • G represents a -CONH- group, a -COO-group or a substituted or unsubstituted phenylene group.
  • J represents a substituted or unsubstituted alkylene group, phenylene group or aralkylene group.
  • L represents a -CONH- group, -NHCONH- group, -NHCOO-group, -NHCO- group, -OCONH- group, -NH- group, -COO-group, -OCO- group, -CO- group, -O- group, -SO2- group, -NHSO2- group or an -SO2NH- group.
  • a', b' and c' each represent 0 or 1.
  • Q represents a cyan coupler residual group in which a hydrogen atom other than that of the hydroxyl group in the 1-position has been removed from a compound which can be represented by the general formula [A].
  • R32 is a hydrogen atom, a halogen atom (for example a chlorine atom, bromine atom), an alkyl group [for example a substituted alkyl group such as a sulfonamido substituted alkyl group (e.g., sulfonamidomethyl group, 1-sulfonamidoethyl group, 2-sulfonamidoethyl group, 1-methyl-2-sulfonamidoethyl group, 3-sulfonamidopropyl group), acylamino substituted alkyl group (e.g., acylaminomethyl group, 1-acylaminoethyl group, 2-acylaminoethyl group, 1-methyl-2-acylaminoethyl group, 3-acylaminopropyl group), sulfonamido substituted phenylalkyl group (e.g., p-sulfonamidophenylmethyl group, p-s
  • R31, R32, R32' or X is a divalent linking.group and dimers are formed
  • R31, R32 or R32' represents a substituted or unsubstituted alkylene group (for example methylene group, ethylene group, 1,10-decylene group, -CH2CH2-O-CH2-CH2- group), a substituted or unsubstituted phenylene group (for example 1,4-phenylene group, 1,3-phenylene group, and
  • X represents a divalent group corresponding appropriately with the above mentioned univalent groups.
  • non-color forming ethylenic monomers which do not couple with the oxidation products of primary aromatic amine developing agents include acrylic acid, ⁇ -chloroacrylic acid, ⁇ -alkylacrylic acids (for example methacrylic acid), esters and amides derived from these acrylic acids (for example acrylamide, methacrylamide, n-butylacrylamide, t-butylacrylamide, diacetoneacrylamide, methacrylamide, methyl acrylate, ethyl acrylate, n-propyl acrylate, n-butyl acrylate, t-butyl acrylate, isobutyl acrylate, 2-ethylhexyl acrylate, n-octyl acrylate, lauryl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate and ⁇ -hydroxyethylmethacrylate), methylenebisacrylamide, vinyl esters (
  • the method used to add the magenta couplers to the photosensitive material is based on the method used for the other couplers described hereinafter.
  • the amount of high boiling point organic solvent which is used as a dispersing medium with respect to the couplers is from 0 to 4.0, preferably from 0.1 to 2.0, and more desirably from 0.3 to 1.0, in terms of the ratio by weight.
  • the order of a middle-sensitive emulsion layer/a high-sensitive emulsion layer/a low-sensitive emulsion layer from the farthest side from a support may be used in a same color sensitivity layer as described in JP-A-59-202464.
  • the silver halide contained in the photographic emulsions of the photographic materials of the present invention is preferably a silver iodobromide, silver iodochloride or silver iodochlorobromide which contains not more than about 30 mol% of silver iodide.
  • the most desirable silver halides are silver iodobromides which contain from about 2 mol% to about 25 mol% of silver iodide.
  • tabular grains which have an aspect ratio of at least about 5 can be used in the present invention.
  • Tabular grains can be easily prepared utilizing known methods including those disclosed by Gutoff in Photographic Science and Engineering , Volume 14, pp. 248 - 257 (1970), in U.S. Patents 4,434,226, 4,414,310, 4,433,048 and 4,439,520, and in British Patent 2,112,157.
  • the colored couplers for correcting unwanted absorptions of the colored dyes disclosed in Research Disclosure No. 17643, section VII-G, U.S. Patent 4,163,670, JP-B-57-39413, U.S. Patents 4,004,929 and 4,138,258, and in British Patent 1,146,368 are preferred.
  • Suitable supports which can be used in the present invention have been disclosed on page 28 of the aforementioned Research Disclosure No. 17643, and in the section from the right hand column of page 647 to the left hand column of page 648 of Research Disclosure No. 18716.
  • the total film thickness of the hydrophilic colloid layer is 28 ⁇ m or less in the side of the emulsion layer and that the film swelling speed (T 1/2 ) is 30 s or less.
  • the film thickness means a film thickness which is determined under moisture conditioning at 25°C for 55% RH (2 days).
  • the film swelling speed (T 1/2 ) is determined according to a known method in the art, for example, using a swelling meter whose type is described in A. Green et al, Photographic Science and Engineering , vol. 19, No. 2, pages 124 to 129.
  • the film swelling speed (T 1/2 ) is defined as the time in which the film thickness reaches a saturated film thickness which is 90% of the maximum swell thickness when treated with a color developer at 30°C for 3 min and 15 s.
  • Typical examples of these compounds include 3-methyl-4-amino-N,N-diethylaniline, 3-methyl-4-amino-N-ethyl-N- ⁇ -hydroxyethylaniline, 3-methyl-4-amino-N-ethyl-N- ⁇ -methanesulfonamidoethylaniline, 3-methyl-4-amino-N-ethyl-N- ⁇ -methoxyethylaniline, and the sulfate, hydrochloride and p-toluenesulfonate salts of these compounds. Two or more of these compounds can be used conjointly, depending on the intended purpose.
  • They may also contain, as required, various preservatives, such as hydroxylamine, diethylhydroxylamine, sulfite, hydrazines, phenylsemicarbazides, triethanolamine, catechol sulfonic acids, triethylenediamine (1,4-diazabicyclo[2,2,2]octane), organic solvents such as ethylene glycol and diethylene glycol, development accelerators such as benzyl alcohol, poly(ethylene glycol), quaternary ammonium salts and amines, color forming couplers, competitive couplers, fogging agents such as sodium borohydride, auxiliary developing agents such as l-phenyl-3-pyrazolidone, viscosity imparting agents, various chelating agents as typified by the aminopolycarboxylic acids, aminopolyphosphonic acids, alkylphosphonic acids and phosphonocarboxylic acids, typical examples of which include ethylenediamine tetraacetic acid, nitrilo
  • Color development is carried out after a normal black and white development in the case of reversal processing.
  • the known black and white developing agents for example the dihydroxybenzenes such as hydroquinone, the 3-pyrazolidones such as 1-phenyl-3-pyrazolidone, and the amino phenols such as N-methyl-p-aminophenol, can be used individually or in combinations in the black and white development bath.
  • Bleach accelerators can be used, as required, in the bleach baths, bleach-fix baths, or bleach or bleach-fix pre-baths. Actual examples of useful bleach accelerators have been disclosed in the following specifications: compounds having a mercapto group or a disulfide group are disclosed in U.S.
  • Thiosulfates, thiocyanates, thioether based compounds, thioureas and large quantities of iodides can be used as fixing agents, but thiosulfates are generally used for this purpose, and ammonium thiosulfate in particular can be used in the widest range of applications.
  • Sulfites or bisulfites, or carbonyl-bisulfite addition compounds, are the preferred preservatives for bleach-fix baths.
  • the silver halide color photographic materials of this invention are generally subjected to a water washing and/or stabilizing process after the desilvering process.
  • the amount of water used in the water washing process can be fixed within a wide range according to the nature of the photosensitive material (for example the materials, such as the couplers, which are being used), the purpose for use, the wash water temperature, the number of washing tanks (the number of washing stages), the replenishment system, i.e., whether a counter-flow or a sequential-flow system is used, and various other conditions.
  • the relationship between the amount of water used and the number of water washing tanks in a multi-stage counter-flow system can be obtained using the method outlined on pages 248 to 253 of Journal of the Society of Motion Picture and Television Engineers , Volume 64 ( May 1955).
  • the pH of the wash water used in the processing of the photosensitive materials of the invention is within the range of from 4 to 9, and preferably within the range of from 5 to 8.
  • the wash water temperature and washing time can be set variously according to the nature of the photosensitive material and the application. In general, washing conditions of from 20 seconds to 10 minutes at a temperature of from 15 to 45°C, and preferably of from 30 seconds to 5 minutes at a temperature of from 25 to 40°C, are selected.
  • the photosensitive materials of the present invention can be processed directly in a stabilizing bath instead of being subjected to a water wash as described above.
  • the known methods disclosed in JP-A-57-8543, JP-A-58-14834 and JP-A-60-220345 can all be used for this purpose.
  • a stabilization process may be carried out following the aforementioned water washing process.
  • the stabilizing baths contain formalin and surfactant and are used as a final bath for color photosensitive materials.
  • Various chelating agents and fungicides can be added to these stabilizing baths.
  • the overflow which accompanies replenishment of the above mentioned wash water and/or stabilizer can be re-used in other processes such as a desilvering process.
  • the various processing baths are used at a temperature of from 10 to 50°C in the present invention.
  • the standard temperature is normally from 33 to 38°C, but processing is accelerated and the processing time is shortened at higher temperatures and, conversely, higher picture quality and improved stability of the processing baths can be achieved at lower temperatures.
  • processes using hydrogen peroxide intensification or cobalt intensification as disclosed in West German Patent 2,226,770 or U.S. Patent 3,674,499 can be carried out in order to economize on silver in the photosensitive material.
  • silver halide photosensitive materials of this invention can also be used as heat developable photosensitive materials as disclosed in U.S. Patent 4,500,626, JP-A-60-133449, JP-A-59-218443 and JP-A-61-238056, and in European Patent 210,660A2.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)

Claims (7)

  1. Matériau photographique couleur à l'halogénure d'argent comprenant :
    au moins deux couches d'émulsion à l'halogénure d'argent sensible au rouge ayant différentes vitesses et contenant au moins un coupleur pour le cyan ;
    au moins une couche d'émulsion à l'halogénure d'argent sensible au vert contenant au moins un coupleur pour le magenta ; et
    au moins une couche d'émulsion à l'halogénure d'argent sensible au bleu contenant au moins un coupleur pour le jaune, où lesdites couches sont établies sur un support et au moins l'un des coupleurs pour le cyan est représenté par la formule générale (A), et au moins l'un des coupleurs pour le magenta est représenté par la formule générale (I) ou la formule générale (II) :
    Figure imgb0190
     où
    R₁ représente un atome d'halogène, un groupe aliphatique, un groupe aromatique, un groupe hétérocyclique, un groupe amidino, un groupe guanidino ou un groupe qui est représenté par : -COR₄, -SO₂R₄, -SOR₄,
    Figure imgb0191
     -NHCOR₄, -NHSO₂R₄, -HNSOR₄, ou
    Figure imgb0192
    R₂ représente un atome d'halogène, un groupe hydroxyle, un groupe carboxyle, un groupe sulfo, un groupe amino, un groupe cyano, un groupe nitro, un groupe aliphatique, un groupe aromatique, un groupe carbonamido, un groupe sulfonamido, un groupe carbamoyle, un groupe sulfamoyle, un groupe uréido, un groupe acyle, un groupe acyloxy, un groupe oxy aliphatique, un groupe oxy aromatique, un groupe thio aliphatique, un groupe thio aromatique, un groupe sulfonyle aliphatique, un groupe sulfonyle aromatique, un groupe sulfinyle aliphatique, un groupe sulfinyle aromatique, un groupe oxycarbonyle aliphatique, un groupe oxycarbonyle aromatique, un groupe oxycarbonylamino aliphatique, un groupe oxycarbonylamino aromatique, un groupe sulfamoylamino, un groupe hétérocyclique ou un groupe imido,
    l' est 0 ou un entier pouvant atteindre 3,
    R₃ représente un atome d'hydrogène ou un groupe R₆U,
    T représente un atome d'hydrogène ou un groupe qu'on peut éliminer par une réaction de couplage avec la forme oxydée de l'agent développateur amine aromatique primaire,
    R₄ et R₅ représentent chacun indépendamment un groupe aliphatique, un groupe aromatique, un groupe hétérocyclique, un groupe amino, un groupe oxy aliphatique ou un groupe oxy aromatique,
    R₆ représente un atome d'hydrogène, un groupe aliphatique, un groupe aromatique, un groupe hétérocyclique, un groupe -OR₇, un groupe -SR₇, un groupe -COR₈, un groupe
    Figure imgb0193
     un groupe -PO(R₇)₂, un groupe -PO(-OR₇)₂, un groupe
    Figure imgb0194
     un groupe
    Figure imgb0195
     un groupe -CO₂R₇, un groupe -SO₂R₇ un groupe -SO₂OR₇ ou un groupe imido, et U représente un groupe 〉N-R₉, un groupe -CO-, un groupe -SO₂-, un groupe -SO- ou a une liaison simple,
    R₇ représente un groupe aliphatique, un groupe aromatique ou un groupe hétérocyclique,
    R₈ représente un atome d'hydrogène, un groupe aliphatique, un groupe aromatique ou un groupe hétérocyclique, et
    R₉ et R₁₀ représentent chacun indépendamment un atome d'hydrogène, un groupe aliphatique, un groupe aromatique, un groupe hétérocyclique, un groupe acyle, un groupe sulfonyle aliphatique ou un groupe sulfonyle aromatique, ou on peut les lier pour former un cycle,
    quand 1' a la valeur de 2 ou plus, les groupes R₂ peuvent être identiques ou différents, ou on peut les relier ensemble pour former un cycle, ou R₂ et R₃, ou R₃ et T, peuvent être liés ensemble pour former des cycles, respectivement, ou des dimères ou des unités plus importantes (oligomères ou polymères) peuvent être formés en les reliant par des groupes divalents ou des groupes de valence supérieure dans l'un quelconque des groupes choisis parmi R₁, R₂, R₃ ou T; à la condition que ledit coupleur pour le cyan de la formule (A) n'est pas
    Figure imgb0196
    Figure imgb0197
     où
    R₃₁ représente un groupe alkyle, un groupe aryle ou un groupe hétérocyclique,
    R₃₂ représente un atome d'hydrogène ou un groupe substituant,
    R32' représente un groupe alkyle, un groupe aryle, un groupe alkylthio, un groupe arylthio ou un groupe thiohétérocyclique, et
    X représente un atome d'hydrogène ou un groupe d'élimination de couplage,
    où la couche sensible au rouge ayant la vitesse la plus lente contient un coupleur pour le cyan à quatre équivalents de la formule générale (A) où T est un atome d'hydrogène et la couche sensible au rouge qui a la vitesse la plus rapide contient un coupleur pour le cyan à deux équivalents de formule générale (A) où T est un groupe différent d'un atome d'hydrogène.
  2. Matériau photographique couleur selon la revendication 1,
    où R₁ est choisi dans le groupe constitué d'un atome d'halogène, d'un groupe -COR₄ et d'un groupe -SO₂R₄, où R₄ est un groupe amino,
    l' est 1,
    R₂ est choisi dans le groupe constitué d'un atome d'halogène, d'un groupe aliphatique, d'un groupe oxy aromatique, d'un groupe carbonamido, d'un groupe sulfonamido et d'un groupe cyano,
    R₃ est un groupe R₆U, où R₆ est choisi dans le groupe constitué d'un groupe aliphatique, d'un groupe aromatique, d'un groupe -OR₇ et d'un groupe -SR₇, T est choisi dans le groupe constitué d'un atome d'halogène, d'un groupe oxy aliphatique et d'un groupe thio aliphatique,
    R₃₂ est choisi dans le groupe constitué d'un groupe alkyle, d'un groupe aryle, d'un groupe alkylthio et d'un groupe arylthio, et
    X est choisi dans le groupe constitué d'un atome d'halogène, d'un groupe carboxyle, d'un groupe qui est fixé par l'intermédiaire d'un atome d'oxygène, d'un groupe qui est fixé par l'intermédiaire d'un atome d'azote, et d'un groupe qui est fixé par l'intermédiaire d'un atome de soufre.
  3. Matériau photographique couleur selon la revendication 2, où
    R₁ est un groupe -COR₄, où R₄ est un groupe amino, l₁ est 1,
    R₂ est choisi dans le groupe constitué d'un atome de fluor, d'un atome de chlore, d'un groupe trifluorométhyle, d'un groupe méthoxy et d'un groupe cyano, et
    R₃ est choisi dans le groupe constitué d'un groupe carbonyloxy aliphatique, d'un groupe sulfonyle aliphatique et d'un groupe sulfonyle aromatique.
  4. Matériau photographique couleur selon la revendication 1, où R₃₁ représente un groupe alkyle ou un groupe aryle.
  5. Matériau photographique couleur selon la revendication 1, où X représente un groupe arylthio.
  6. Matériau photographique couleur selon la revendication 1, où la quantité de solvant organique à haut point d'ébullition qu'on utilise comme milieu dispersant du coupleur représenté par la formule (I) ou (II) représente 0,3 à 1,0 en poids.
  7. Matériau photographique couleur selon la revendication 1, où la quantité de solvant organique à haut point d'ébullition qu'on utilise comme milieu dispersant du coupleur représenté par la formule (A) représente 0 à 0,3 en poids.
EP88117593A 1987-10-22 1988-10-21 Matériau photographique couleur à l'halogénure d'argent Expired - Lifetime EP0313083B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP26747887A JPH01108546A (ja) 1987-10-22 1987-10-22 ハロゲン化銀カラー写真感光材料
JP267478/87 1987-10-22

Publications (3)

Publication Number Publication Date
EP0313083A2 EP0313083A2 (fr) 1989-04-26
EP0313083A3 EP0313083A3 (en) 1990-04-25
EP0313083B1 true EP0313083B1 (fr) 1996-01-10

Family

ID=17445399

Family Applications (1)

Application Number Title Priority Date Filing Date
EP88117593A Expired - Lifetime EP0313083B1 (fr) 1987-10-22 1988-10-21 Matériau photographique couleur à l'halogénure d'argent

Country Status (3)

Country Link
EP (1) EP0313083B1 (fr)
JP (1) JPH01108546A (fr)
DE (1) DE3854888T2 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0421453A1 (fr) * 1989-10-05 1991-04-10 Fuji Photo Film Co., Ltd. Matériau photographique couleur à l'halogénure d'argent
DE4004039A1 (de) * 1990-02-10 1991-08-14 Agfa Gevaert Ag Farbfotografisches aufzeichnungsmaterial mit neuen farbigen blaugruenkupplern
JPH0432840A (ja) * 1990-05-29 1992-02-04 Fuji Photo Film Co Ltd ハロゲン化銀カラーネガ写真感光材料
US5298368A (en) * 1991-04-23 1994-03-29 Eastman Kodak Company Photographic coupler compositions and methods for reducing continued coupling

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0161626A2 (fr) * 1984-05-10 1985-11-21 Fuji Photo Film Co., Ltd. Matériau photographique couleur à l'halogénure d'argent sensible à la lumière

Family Cites Families (123)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE470936A (fr) 1940-02-24
US2369929A (en) 1943-03-18 1945-02-20 Eastman Kodak Co Acylamino phenol couplers
BE528764A (fr) 1953-05-13
US2772162A (en) 1954-11-03 1956-11-27 Eastman Kodak Co Diacylaminophenol couplers
BE601636A (fr) 1960-03-23
BE606193A (fr) 1960-07-16
US3342597A (en) 1964-06-08 1967-09-19 Eastman Kodak Co Color developer precursor
CH485782A (de) 1964-06-23 1970-02-15 Gevaert Photo Prod Nv Verfahren zur Emulsionspolymerisation
USB342599I5 (fr) 1965-06-07
DE1290812B (de) 1965-06-11 1969-03-13 Agfa Gevaert Ag Verfahren zum Bleichfixieren von photographischen Silberbildern
DE1547740A1 (de) 1965-10-21 1969-12-04 Eastman Kodak Co Verfahren zur Herstellung von Silberhalogenidemulsionen mit Silberhalogenidkristallen kubisch-regulaerer Form
US3446622A (en) 1966-01-11 1969-05-27 Ferrania Spa Process for the preparation of color images using 2 - ureido phenolic couplers
DE1643988C3 (de) 1966-07-25 1978-04-06 Fuji Shashin Film K.K., Ashigara, Kanagawa (Japan) Verwendung eines maskierenden Cyankupplers zum Herstellen von maskierten Farbbildern in farbphotographischen SiIberhalogenidemulsionen
US3574628A (en) 1968-01-29 1971-04-13 Eastman Kodak Co Novel monodispersed silver halide emulsions and processes for preparing same
JPS4915495B1 (fr) 1969-04-17 1974-04-15
JPS4925500B1 (fr) 1969-05-27 1974-07-01
GB1334515A (en) 1970-01-15 1973-10-17 Kodak Ltd Pyrazolo-triazoles
US3706561A (en) 1970-03-23 1972-12-19 Eastman Kodak Co Compositions for making blixes
DE2059988A1 (de) 1970-12-05 1972-06-15 Schranz Karl Heinz Dr Fotografisches Farbentwicklungsverfahren Agfa-Gevaert AG,5090 Leverkusen
US3758308A (en) 1971-02-18 1973-09-11 Eastman Kodak Co Silver halide emulsion containing para fluoro phenols
US3719492A (en) 1971-03-05 1973-03-06 Eastman Kodak Co Complexed p-phenylenediamine containing photographic element and development process therefor
JPS561627B1 (fr) 1971-06-07 1981-01-14
US3772002A (en) 1971-10-14 1973-11-13 Minnesota Mining & Mfg Phenolic couplers
GB1425020A (en) 1971-12-17 1976-02-18 Konishiroku Photo Ind Photographic yellow coupler
US3739469A (en) 1971-12-27 1973-06-19 Ibm Multilayer printed circuit board and method of manufacture
BE795745A (fr) 1972-02-21 1973-08-21 Eastman Kodak Co Procede de preparation d'une emulsion photographique aux halogenures d'argent homodispersee
JPS4942434A (fr) 1972-08-28 1974-04-22
JPS5128227B2 (fr) 1972-10-05 1976-08-18
US3893858A (en) 1973-03-26 1975-07-08 Eastman Kodak Co Photographic bleach accelerators
JPS541175B2 (fr) 1973-04-21 1979-01-22
AT320494B (de) 1973-05-25 1975-02-10 Smolka & Co Wiener Metall Skibindungselement
JPS5437822B2 (fr) 1974-02-08 1979-11-17
US4004929A (en) 1974-03-04 1977-01-25 Eastman Kodak Company Color corrected photographic elements
JPS51102636A (en) 1974-04-03 1976-09-10 Fuji Photo Film Co Ltd Karaashashingazo no keiseihoho
JPS539854B2 (fr) 1974-04-26 1978-04-08
GB1500497A (en) 1974-07-09 1978-02-08 Kodak Ltd Photographic silver halide multilayer colour materials
US4138258A (en) 1974-08-28 1979-02-06 Fuji Photo Film Co., Ltd. Multi-layered color photographic materials
CA1079432A (fr) 1974-09-17 1980-06-10 Tsang J. Chen Distribution uniforme et efficace de matieres hydrophobes a travers des couches colloides hydrophiles, et produits utiles a ces fins
BE833512A (fr) 1974-09-17 1976-03-17 Nouvelle composition de latex charge par un compose hydrophobe, sa preparation et son application photographique
GB1504949A (en) 1974-09-17 1978-03-22 Eastman Kodak Co Aqueous polymer latexes containing hydrophobic materials
JPS5242121A (en) 1975-09-30 1977-04-01 Fuji Photo Film Co Ltd Color photographic light sensitive material
GB1579722A (en) 1976-06-09 1980-11-26 Agfa Gavaert Two equivalent colour coupler for yellow
JPS604980B2 (ja) 1976-08-27 1985-02-07 富士写真フイルム株式会社 カラ−写真処理法
JPS606506B2 (ja) 1976-09-07 1985-02-19 コニカ株式会社 ハロゲン化銀カラ−写真感光材料の処理方法
JPS609255B2 (ja) 1976-09-07 1985-03-08 コニカ株式会社 ハロゲン化銀カラ−写真感光材料の処理方法
JPS5337418A (en) 1976-09-17 1978-04-06 Konishiroku Photo Ind Co Ltd Processing method for silver halide color photographic light sensitive material
JPS606508B2 (ja) 1976-11-05 1985-02-19 コニカ株式会社 ハロゲン化銀カラ−写真感光材料の処理方法
JPS609257B2 (ja) 1976-12-10 1985-03-08 コニカ株式会社 カラ−写真処理方法
JPS5394927A (en) 1977-01-28 1978-08-19 Fuji Photo Film Co Ltd Color photographic processing method
JPS5395630A (en) 1977-02-01 1978-08-22 Fuji Photo Film Co Ltd Color photograph processing method
JPS5395631A (en) 1977-02-01 1978-08-22 Fuji Photo Film Co Ltd Color photograph processing method
JPS6016616B2 (ja) 1977-02-23 1985-04-26 コニカ株式会社 ハロゲン化銀カラ−写真感光材料の処理方法
JPS6024464B2 (ja) 1977-04-06 1985-06-13 コニカ株式会社 ハロゲン化銀カラ−写真感光材料の処理方法
JPS5814671B2 (ja) 1977-05-02 1983-03-22 富士写真フイルム株式会社 カラ−写真感光材料
JPS6026210B2 (ja) 1977-05-16 1985-06-22 コニカ株式会社 ハロゲン化銀カラ−写真材料の処理方法
JPS5944626B2 (ja) 1977-08-25 1984-10-31 富士写真フイルム株式会社 カラ−写真処理法
JPS5448237A (en) 1977-09-22 1979-04-16 Fuji Photo Film Co Ltd Cyan coupler for photography
DE2748430A1 (de) 1977-10-28 1979-05-03 Agfa Gevaert Ag Photographische bleichzusammensetzungen mit bleichungsbeschleunigenden verbindungen
US4248962A (en) 1977-12-23 1981-02-03 Eastman Kodak Company Photographic emulsions, elements and processes utilizing release compounds
JPS5526506A (en) 1978-08-14 1980-02-26 Fuji Photo Film Co Ltd Bleaching method of color photographic material
JPS55118034A (en) 1979-03-05 1980-09-10 Fuji Photo Film Co Ltd Color image forming method
JPS5625738A (en) 1979-08-07 1981-03-12 Fuji Photo Film Co Ltd Multilayered color photosensitive material
US4333999A (en) 1979-10-15 1982-06-08 Eastman Kodak Company Cyan dye-forming couplers
JPS5664339A (en) 1979-10-29 1981-06-01 Konishiroku Photo Ind Co Ltd Silver halide color phtographic material
JPS6038695B2 (ja) 1979-12-05 1985-09-02 富士写真フイルム株式会社 カラ−写真感光材料
JPS56104333A (en) 1980-01-23 1981-08-20 Fuji Photo Film Co Ltd Color photographic sensitive material
US4283472A (en) 1980-02-26 1981-08-11 Eastman Kodak Company Silver halide elements containing blocked pyrazolone magenta dye-forming couplers
US4338393A (en) 1980-02-26 1982-07-06 Eastman Kodak Company Heterocyclic magenta dye-forming couplers
US4310618A (en) 1980-05-30 1982-01-12 Eastman Kodak Company Silver halide photographic material and process utilizing blocked dye-forming couplers
JPS578542A (en) 1980-06-18 1982-01-16 Konishiroku Photo Ind Co Ltd Processing method for photographic sensitive silver halide material
JPS578543A (en) 1980-06-18 1982-01-16 Konishiroku Photo Ind Co Ltd Processing method for color photographic sensitive silver halide material
JPS5912169B2 (ja) 1980-07-04 1984-03-21 富士写真フイルム株式会社 ハロゲン化銀カラ−感光材料
JPS5794752A (en) 1980-12-05 1982-06-12 Fuji Photo Film Co Ltd Color photographic sensitive silver halide material
JPS57112751A (en) 1980-12-29 1982-07-13 Fuji Photo Film Co Ltd Multilayered photosnsitive color reversal material
JPS57144547A (en) 1981-03-03 1982-09-07 Fuji Photo Film Co Ltd Silver halide color photosensitive material and its processing method
JPS57150845A (en) 1981-03-13 1982-09-17 Fuji Photo Film Co Ltd Silver halide photographic material
JPS57151944A (en) 1981-03-16 1982-09-20 Fuji Photo Film Co Ltd Color photosensitive silver halide material
JPS57201955A (en) 1981-06-04 1982-12-10 Toshiba Corp Ticket issuing device
JPS57204234A (en) 1981-06-10 1982-12-14 Yamamoto Soichi Shaft type pressure grain polishing apparatus
EP0067689B1 (fr) 1981-06-11 1986-09-10 Konica Corporation Couplants bleu-verts et matériaux d'enregistrement photographiques en couleur contenant ces couplants
JPS5814834A (ja) 1981-07-21 1983-01-27 Konishiroku Photo Ind Co Ltd ハロゲン化銀カラ−写真感光材料の安定化処理方法
JPS5816235A (ja) 1981-07-23 1983-01-29 Konishiroku Photo Ind Co Ltd 撮影用透過型ハロゲン化銀カラー写真感光材料の処理方法
DE3275761D1 (en) 1981-08-25 1987-04-23 Eastman Kodak Co Photographic elements containing ballasted couplers
JPS5858543A (ja) 1981-10-02 1983-04-07 Fuji Photo Film Co Ltd 熱現像カラ−感光材料およびそれを用いたカラ−画像形成方法
US4439520A (en) 1981-11-12 1984-03-27 Eastman Kodak Company Sensitized high aspect ratio silver halide emulsions and photographic elements
US4433048A (en) 1981-11-12 1984-02-21 Eastman Kodak Company Radiation-sensitive silver bromoiodide emulsions, photographic elements, and processes for their use
US4401752A (en) 1981-11-23 1983-08-30 Eastman Kodak Company Aryloxy substituted photographic couplers and photographic elements and processes employing same
JPS5898731A (ja) 1981-12-07 1983-06-11 Fuji Photo Film Co Ltd カラ−写真感光材料
JPS58115438A (ja) 1981-12-28 1983-07-09 Fuji Photo Film Co Ltd ハロゲン化銀カラ−感光材料の処理方法
JPS58163940A (ja) 1982-03-25 1983-09-28 Fuji Photo Film Co Ltd カラ−写真感光材料の処理法
JPS58205151A (ja) 1982-05-24 1983-11-30 Fuji Photo Film Co Ltd ハロゲン化銀カラ−感光材料
EP0096570B1 (fr) 1982-06-05 1988-08-24 Olympus Optical Co., Ltd. Dispositif optique de détection d'écart de focalisation
JPS599657A (ja) 1982-07-07 1984-01-19 Fuji Photo Film Co Ltd ハロゲン化銀カラ−感光材料
US4463086A (en) 1982-08-17 1984-07-31 Konishiroku Photo Industry Co., Ltd. Light-sensitive silver halide color photographic material
JPS5950439A (ja) 1982-09-16 1984-03-23 Fuji Photo Film Co Ltd ハロゲン化銀写真感光材料
JPS59113438A (ja) 1982-12-18 1984-06-30 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
JPS59113440A (ja) 1982-12-20 1984-06-30 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
JPS59170840A (ja) 1983-02-25 1984-09-27 Fuji Photo Film Co Ltd ハロゲン化銀カラ−写真感光材料
JPS59157638A (ja) 1983-02-25 1984-09-07 Fuji Photo Film Co Ltd ハロゲン化銀カラ−感光材料
JPS59166956A (ja) 1983-03-14 1984-09-20 Fuji Photo Film Co Ltd ハロゲン化銀カラ−写真感光材料
JPS59171956A (ja) 1983-03-18 1984-09-28 Fuji Photo Film Co Ltd カラ−画像形成方法
US4553477A (en) 1983-04-13 1985-11-19 A.M. Internation, Inc. Ink fountain for duplicating machines
JPS59218443A (ja) 1983-05-26 1984-12-08 Fuji Photo Film Co Ltd 画像形成方法
JPS6043659A (ja) 1983-08-19 1985-03-08 Fuji Photo Film Co Ltd カラ−画像形成方法
JPS60133449A (ja) 1983-12-22 1985-07-16 Konishiroku Photo Ind Co Ltd 熱現像カラ−感光材料
JPS60185950A (ja) 1984-02-23 1985-09-21 Fuji Photo Film Co Ltd ハロゲン化銀カラ−感光材料
JPS60184248A (ja) 1984-03-01 1985-09-19 Fuji Photo Film Co Ltd ハロゲン化銀写真感光材料
JPS60220345A (ja) 1984-04-17 1985-11-05 Konishiroku Photo Ind Co Ltd ハロゲン化銀カラ−写真感光材料の処理方法
JPH0614176B2 (ja) 1984-07-09 1994-02-23 コニカ株式会社 ハロゲン化銀カラ−写真感光材料
US4552834A (en) 1984-08-06 1985-11-12 Eastman Kodak Company Enhanced bleaching of photographic elements containing silver halide and adsorbed dye
JPS6143748A (ja) 1984-08-08 1986-03-03 Fuji Photo Film Co Ltd ハロゲン化銀カラ−写真感光材料
JPS61184541A (ja) 1984-08-27 1986-08-18 Fuji Photo Film Co Ltd ハロゲン化銀カラ−写真感光材料
CA1287765C (fr) 1985-02-28 1991-08-20 Eastman Kodak Company Materiau photographique colorant et methode englobant un compose a decharge d'agent accelerateur de blanchiment
JPS61238056A (ja) 1985-04-15 1986-10-23 Fuji Photo Film Co Ltd 画像形成方法
JPH083621B2 (ja) 1985-07-31 1996-01-17 富士写真フイルム株式会社 画像形成方法
JPH0610754B2 (ja) 1985-09-14 1994-02-09 コニカ株式会社 多色写真要素
EP0226849B1 (fr) * 1985-11-25 1991-08-14 Fuji Photo Film Co., Ltd. Procédé de préparation d'une image en couleur
JPS62180365A (ja) 1986-02-05 1987-08-07 Fuji Photo Film Co Ltd ハロゲン化銀カラ−写真感光材料
JPS62200350A (ja) 1986-02-28 1987-09-04 Konishiroku Photo Ind Co Ltd 新規な層構成のハロゲン化銀カラ−写真感光材料
JPH0623831B2 (ja) 1986-03-07 1994-03-30 コニカ株式会社 新規な層構成のハロゲン化銀カラ−写真感光材料
JPS62206543A (ja) 1986-03-07 1987-09-11 Konishiroku Photo Ind Co Ltd 新規な層構成のハロゲン化銀カラ−写真感光材料
JP2648911B2 (ja) 1986-06-06 1997-09-03 富士写真フイルム株式会社 ハロゲン化銀カラー写真感光材料の処理方法及び装置
JPH0648372B2 (ja) * 1986-11-13 1994-06-22 富士写真フイルム株式会社 ハロゲン化銀カラ−写真感光材料

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0161626A2 (fr) * 1984-05-10 1985-11-21 Fuji Photo Film Co., Ltd. Matériau photographique couleur à l'halogénure d'argent sensible à la lumière

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 12, no. 25 (P-659)(2872), 26 January 1988; & JP-A- 62 180 365 *

Also Published As

Publication number Publication date
DE3854888D1 (de) 1996-02-22
EP0313083A2 (fr) 1989-04-26
JPH01108546A (ja) 1989-04-25
EP0313083A3 (en) 1990-04-25
DE3854888T2 (de) 1996-06-13

Similar Documents

Publication Publication Date Title
US5091297A (en) Silver halide color photographic material
DE69125116T2 (de) Cyanbilderzeugungsverfahren und Cyankuppler enthaltendes farbphotographisches Silberhalogenidmaterial
EP0456226A1 (fr) Coupleur formateur de colorant et matériau photographique couleur à l'halogénure d'argent le contenant et méthode pour former une image colorée
JPH0260167B2 (fr)
JPH0511416A (ja) ハロゲン化銀カラー写真感光材料
EP0487081B1 (fr) Matériaux photographiques couleur à l'halogénure d'argent
EP0337370A2 (fr) Emulsion photographique à l'halogénure d'argent et matériaux photographiques à l'halogénure d'argent
JP2597832B2 (ja) ハロゲン化銀カラー感光材料の処理方法
JPH0228645A (ja) ハロゲン化銀カラー写真感光材料
DE69200039T2 (de) Farbphotographisches Silberhalogenid-Material.
US5104783A (en) Silver halide color photographic material
EP0503591A1 (fr) Matériau photographique couleur à l'halogénure d'argent
US5192651A (en) Silver halide color photographic photosensitive materials containing at least two types of cyan dye forming couplers
EP0313083B1 (fr) Matériau photographique couleur à l'halogénure d'argent
EP0456257A1 (fr) Matériau photographique couleur à l'halogénure d'argent
EP0565096A1 (fr) Matériau photographique couleur à l'halogénure d'argent
EP0467327B1 (fr) Matériau photographique couleur à l'halogénure d'argent sensible à la lumière et méthode pour son traitement
USH1248H (en) Silver halide color photographic materials
US5328818A (en) Silver halide color photographic light-sensitive material
US5112729A (en) Silver halide color photographic photosensitive materials
EP0307927B1 (fr) Matériau photosensible couleur à l'halogénure d'argent
EP0384487B1 (fr) Matériau photographique couleur à l'halogénure d'argent
US5302502A (en) Silver halide color photographic material
JP2896402B2 (ja) ハロゲン化銀カラー写真感光材料
DE69300167T2 (de) Farbphotographisches Silberhalogenid-Material.

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): DE FR GB NL

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): DE FR GB NL

17P Request for examination filed

Effective date: 19901022

17Q First examination report despatched

Effective date: 19930105

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): DE FR GB NL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19960110

Ref country code: FR

Effective date: 19960110

REF Corresponds to:

Ref document number: 3854888

Country of ref document: DE

Date of ref document: 19960222

NLV1 Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act
EN Fr: translation not filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20041014

Year of fee payment: 17

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20041020

Year of fee payment: 17

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20051021

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20060503

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20051021