EP0310125A2 - Farbphotographisches Silberhalogenidmaterial - Google Patents

Farbphotographisches Silberhalogenidmaterial Download PDF

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Publication number
EP0310125A2
EP0310125A2 EP88116247A EP88116247A EP0310125A2 EP 0310125 A2 EP0310125 A2 EP 0310125A2 EP 88116247 A EP88116247 A EP 88116247A EP 88116247 A EP88116247 A EP 88116247A EP 0310125 A2 EP0310125 A2 EP 0310125A2
Authority
EP
European Patent Office
Prior art keywords
group
silver halide
formula
represented
photographic material
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.)
Granted
Application number
EP88116247A
Other languages
English (en)
French (fr)
Other versions
EP0310125A3 (en
EP0310125B1 (de
Inventor
Kei Sakanoue
Hedetoshi 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 EP0310125A2 publication Critical patent/EP0310125A2/de
Publication of EP0310125A3 publication Critical patent/EP0310125A3/en
Application granted granted Critical
Publication of EP0310125B1 publication Critical patent/EP0310125B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/305Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
    • G03C7/30541Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers characterised by the released group
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/3022Materials with specific emulsion characteristics, e.g. thickness of the layers, silver content, shape of AgX grains

Definitions

  • bleach accelerating agents are added to a bleaching bath, bleach-fixing bath or a prebath thereof.
  • bleach accelerating agents include various mercapto compounds as described in U.S.
  • the upper limit of the iodide content in the high iodide content silver halide emulsion which is effectively employed in the present invention is determined by the solid solution limiting value to be about 40 mol %. Therefore, in the present invention, a silver halide emulsion whose silver iodide content is preferably in a range from 8 mol % to about 40 mol %, more preferably in a range from 10 mol % to 30 mol %, and further more preferably in a range from 12 mol % to 25 mol %, is employed together with the compound capable of releasing a bleach accelerating agent according to the present invention. When the silver iodide content is lower than the lower limit described above, the effect of the present invention generally decreases to some extent.
  • a silver halide solvent for example, ammonia, thiocyanates, thioureas, amines, etc. as described in T.H. James ed., The Theory of the Photographic Process, Fourth Edition, page 9, Macmillan Publishing Co., Inc. (1977).
  • the photographic emulsion used in the present invention may include various compound for the purpose of preventing fog formation or stabilizing photographic performance in the photographic light-sensitive material during the production, storage or photographic processing thereof.
  • compounds known as antifoggants or stabilizers can be incorporated, including azoles such as benzothiazolium salts, nitroimidazoles, nitrobenzimidazoles, chlorobenzimidazoles, bromobenzimidazoles, mercaptothiazoles, mercaptobenzothiazoles, mercaptobenzimidazoles, mercaptothiadiazoles, aminotriazoles, benzotriazoles, nitrobenzotriazoles, mercaptotetrazoles (particularly 1-phenyl-5-mercaptotetrazole).
  • A is specifically represents a coupler residual group or an oxidation reduction group.
  • R 41 represents an aliphatic group, an aromatic group or a heterocyclic group
  • R 42 represents an aromatic group or a heterocyclic group
  • R 43 , R 44 and R 45 each represents a hydrogen atom, an aliphatic group, an aromatic group or a heterocyclic group.
  • R 51 examples include a tert-butyl group, a 4-methoxyphenyl group, a phenyl group, a 3-[2-(2,4-di- tertamylphenoxy)butanamido]phenyl group, or a methyl group, ect.
  • Representative examples of the cyclic structure formed by connecting with two R 64 'S includes a group represented by the following formula:
  • the groups represented by L, and L 2 may or may not be used in the present invention. It is preferred not to use the groups represented by L, and L 2 . When used, appropriate group can be selected depending on the purpose. When L, and L 2 represents a timing group, suitable examples thereof include known linking groups described below.
  • the group represented by L 1 or L 2 is a group capable of forming an oxidation reduction group after being released from A- or A-(L 1 )a
  • a 2 , P', Q and n are as A 2 , P, Q and n defined in general formula (II); at least one of the n X and Y's represents a methine group having the group ( ⁇ L 2 )b-Z or -Z as in general formula (I') as a substituent, and other X and Y's each represents a substituted or unsubstituted methine group or a nitrogen atom; or any two substituents of A 2 ', P', Q', X
  • Representative example of the cyclic structure formed by connecting with two R 76 's includes a group represented by the following formula: wherein the bond indicated by * and the bond indicated by” each has the same meaning as defined in the general formula (XI) above.
  • the aliphatic group represented by R 31 , R 32 , R 33 , R 34 or R 3s may be a straight chain, branched chain or cyclic, saturated or unsaturated, or substituted or unsubstituted aliphatic group.
  • substituents for the aliphatic group include, for example, a halogen atom (for example, fluorine, chlorine, bromine), an alkoxy group (for example, methoxy, ethoxy), and an alkylthio group (for example, methylthio, ethylthio).
  • Suitable examples of the non-color forming ethylenic monomer which does not cause coupling with the oxidation product of an aromatic primary amine developing agent include an acrylic acid such as acrylic acid, a-chloroacrylic acid, a-alkylacrylic acid, etc.. an ester or amide derived from an acrylic acid, a methylenebisacrylamide, a vinyl ester, an acrylonitrile, an aromatic vinyl compound, a maleic acid derivative, a vinylpyridine, etc. In this case, two or more of such non-color forming ethylenically unsaturated monomers can be used together.
  • divalent group represented by A 14 examples include
  • any of silver bromide, silver iodobromide, silver chlorobromide, silver chloroiodobromide, silver chloride and silver chloroiodide may be used as the silver halide other than the silver halide emulsion according to the present invention.
  • a particularly preferred silver halide is silver iodobromide.
  • the silver halide emulsion may be a monodispersed emulsion having a narrow grain size distribution or a polydispersed emulsion having a broad grain size distribution.
  • tabular silver halide grains such as those having an aspect ratio of 5 or more can be employed in the emulsion layers.
  • cyan couplers used in the present invention hydrophobic and diffusion-resistant naphthol type and phenol type couplers can be exemplified. Typical examples preferably include oxygen atom releasing type two-equivalent naphthol type couplers.
  • Dye forming couplers and special couplers as described above may form polymers including dimers or more.
  • Typical examples of polymer dye forming couplers are described, for example, in U.S. Patent 3,451,820.
  • Specific examples of polymer magenta couplers are described, for example, in U.S. Patent 4,367,282.
  • coupler radical As the form of coupler radical denoted by A there may be mentioned the coupler radicals reported in, for example, U.S. Patents 4,052,213, 4,088,491, 3,632,345, 3,958,993, and 3,961;959.
  • Rss in general formula (Cq-3) denotes a straight chain or branched chain alkyl group with 1 to 32, preferably 1 to 22, carbon atoms (e.g., methyl, isopropyl, tert-butyl, hexyl, dodecyl), an alkenyl group (e.g., allyl), a cycloalkyl group (e.g., cyclopentyl, cyclohexyl, norbornyl), an aralkyl group (e.g., benzyl, 3-phenylethyl), a cycloalkenyl group (e.g., cyclopentenyl, cyclohexenyl); these may also be substituted with a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylthiocarbonyl group, an arylthio
  • R ss may also denote an aryl group (e.g., phenyl, a- or ⁇ -naphthyl).
  • the aryl group may also possess one or more substituent groups, for example, it may possess an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a urethane group, a sulfonamido group, a heterocyclic group, an
  • R denotes a hydrogen atom, a lower alkyl group with 1 to 4 carbon atoms, or a chlorine atom;
  • a 1 denotes -CONR'-, -NR'CONR'-, -NR'COO-, -COO-, -SO 2 -.
  • a 2 denotes -CONR'- or -COO-;
  • R denotes a hydrogen atom, an aliphatic group or an aryl group; in the case where there are two or more R in one molecule, they may be the same or different.
  • Substituent groups on the alkylene group, aralkylene group or arylene group include an aryl group (e.g., phenyl), a nitro group, a hydroxyl group, a cyano group, a sulfo group, an alkoxy group (e.g., methoxy), an aryloxy group (e.g., phenoxy), an acyloxy group (e.g., acetoxy), an acylamino group (e.g., acetylamino), a sulfonamido group (e.g., methanesulfonamido), a sulfamoyl group (e.g., methylsulfamoyl), a halogen atom (e.g., fluorine, chlorine, bromine), a carboxy group, a carbamoyl group (e.g., methylcarbamoyl), an alkoxycarbonyl group (
  • couplers can be synthesized by the methods disclosed in, for example, U.S. Patents 4,174,966, 4,183,752, 4,421,845, 4,477,563, and JP-A-54-145135, 57-151944, 57-154234, 57-188035, 58-98728, 58-162949. 58-209736, 58-209737, 58-209738, and 58-209740.
  • Typical examples of the p-phenylenediamine type compounds include 3-methyl-4-amino-N,N-diethylaniline, 3-methyl-4-amino-N-ethyl-N- ⁇ -hydroxyethylaniline, 3-methyl-4-am ino-N-ethyl-N- (3- methanesulfonamidoethylaniline, 3-methyl-4-amino-N-ethyl- N- ⁇ 3--methoxyethylaniline, or sulfate, hydrochloride, phosphate, p-toluenesulfonate, tetraphenylborate or p-(tert-octyl) benzenesulfonate thereof, etc.
  • These diamines are preferably employed in the form of salts since the salts are generally more stable than their free forms.
  • the aminophenol type derivatives include, for example, o-aminophenol, p-aminophenol, 4-amino-2-methylphenol, 2-amino-3-methylphenol, 2-oxy-3-amino-1,4-dimethylbenzene, etc.
  • aminophosphonic acids such as aminotris (methylene-phosphonic acid), ethylenediamine-N,N,N',N'-tetramethylene-phosphonic acid, etc., phosphonocarboxylic acids as described in Research Disclosure, No. 18170 (May, 1979), etc.
  • the processing solution having bleach-fixing ability used in the present invention may further contain a sulfite ion releasing compound such as a sulfite (for example, sodium sulfite, or ammonium sulfite), a bisulfite, or a bisulfite addition product of an aldehyde (for example, carbonyl bisulfite).
  • a sulfite ion releasing compound such as a sulfite (for example, sodium sulfite, or ammonium sulfite), a bisulfite, or a bisulfite addition product of an aldehyde (for example, carbonyl bisulfite).
  • sterilizers for example, isothiazolone compounds as described in JP-A-57-8542, cyabendazoles, chlorine type sterilizers such as sodium chloroisocyanurate, etc., benzotriazoles, sterilizers as described in Hiroshi Horiguchi, Bokin Bobai No Kagaku ("Chemistry of Bactericides and Fungicides"), Biseibutsu No Mekkin-, Sakkin-, Bobai-Gijutsu ("Techniques of Sterilization, Pasteurization and Fungicides of Microorganisms"), edited by Eiseigijutsu Kai ("Sanitary technology Society"), Bokin-Bobaizai Jiten (“Dictionary of Bactericides and Fungicides"), edited by Nippon Bokin-Bobai Gakkai (“Japan Bactericide and Fungicide Society”), etc.
  • isothiazolone compounds as described in JP-A-57-8542, cyabendazoles, chlorine type sterilizers such
  • the photographic light-sensitive material of the present invention can also be directly processed with a stabilizing solution in place of the above-described water washing step.
  • a stabilizing solution any known methods as described in JP-A-57-8543, JP-A-58-14834, JP-A-59-184343, JP-A-60-220345, JP-A-60-238832, JP-A-60-239784, JP-A-60-239749, JP-A-61-4054 and JP-A-61-118749 can be employed.
  • a stabilizing bath containing 1-hydroxyethylidene-1,1-diphosphonic acid, 5-chloro-2-methyl-4-isothiazolin-3-one, a bismuth compound and an ammonium compound is particularly preferably employed.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
EP88116247A 1987-10-02 1988-09-30 Farbphotographisches Silberhalogenidmaterial Expired - Lifetime EP0310125B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP24813187 1987-10-02
JP248131/87 1987-10-02

Publications (3)

Publication Number Publication Date
EP0310125A2 true EP0310125A2 (de) 1989-04-05
EP0310125A3 EP0310125A3 (en) 1990-05-23
EP0310125B1 EP0310125B1 (de) 1995-04-19

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP88116247A Expired - Lifetime EP0310125B1 (de) 1987-10-02 1988-09-30 Farbphotographisches Silberhalogenidmaterial

Country Status (3)

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EP (1) EP0310125B1 (de)
JP (1) JPH0255A (de)
DE (1) DE3853609T2 (de)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0456181A1 (de) * 1990-05-08 1991-11-13 Fuji Photo Film Co., Ltd. Farbphotographisches Silberhalogenidmaterial und Verfahren zu dessen Verarbeitung
EP0529436A1 (de) * 1991-08-19 1993-03-03 Fuji Photo Film Co., Ltd. Farbphotographisches lichtempfindliches Silberhalogenidmaterial und sein Verarbeitungsverfahren
EP0570109A1 (de) * 1992-04-16 1993-11-18 Eastman Kodak Company Photographisches Material mit verringerter Schleierbildung
EP0661591A2 (de) 1993-12-29 1995-07-05 Eastman Kodak Company Photographische Elemente die Ultraviolett absorbierendes beladenes Polymerlatex enthalten
EP0724194A1 (de) 1995-01-30 1996-07-31 Fuji Photo Film Co., Ltd. Farbphotographisches Silberhalbgenid-Material
US5561031A (en) * 1995-03-23 1996-10-01 Eastman Kodak Company Color reversal elements with incorporated bleach accelerator
US5876912A (en) * 1990-03-22 1999-03-02 Eastman Kodak Company Pyrazolo 1,5 a benzimidazole photographic color couplers
US6114103A (en) * 1998-12-30 2000-09-05 Eastman Kodak Company Photographic recording material for accelerated development

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2726777B2 (ja) * 1991-05-29 1998-03-11 富士写真フイルム株式会社 ハロゲン化銀写真感光材料
JPH0682994A (ja) * 1992-02-04 1994-03-25 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
US6221281B1 (en) 1998-11-05 2001-04-24 Nikon Corporation Liquid immersion oil
KR100846479B1 (ko) * 2006-08-21 2008-07-17 삼성에스디아이 주식회사 전기화학적 그라프팅 모노머를 포함하는 유기전해액, 및이를 채용한 리튬 전지

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1138842A (en) * 1965-06-11 1969-01-01 Agfa Gevaert Ag Bleach-fixing for photographic silver images
US4293691A (en) * 1978-08-10 1981-10-06 Fuji Photo Film Co., Ltd. Method for preparing magenta couplers having thioether groups
US4552834A (en) * 1984-08-06 1985-11-12 Eastman Kodak Company Enhanced bleaching of photographic elements containing silver halide and adsorbed dye
EP0193389A2 (de) * 1985-02-28 1986-09-03 EASTMAN KODAK COMPANY (a New Jersey corporation) Verwendung eines Kupplers enhaltend eine abspaltbare, bleichbeschleunigende Gruppe
JPS61212842A (ja) * 1985-03-15 1986-09-20 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
US4618572A (en) * 1983-12-15 1986-10-21 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive material
EP0213710A2 (de) * 1985-07-18 1987-03-11 Konica Corporation Verfahren zur Behandlung eines farbphotographischen Silberhalogenidmaterials
DE3641861A1 (de) * 1985-12-09 1987-06-11 Fuji Photo Film Co Ltd Farbphotographisches silberhalogenidmaterial und verfahren zu dessen herstellung
EP0277647A2 (de) * 1987-02-05 1988-08-10 Konica Corporation Lichtempfindliches farbphotographisches silberhalogenidmaterial mit verbesserter Feinheit und Körnigkeit
EP0296606A2 (de) * 1987-06-25 1988-12-28 Fuji Photo Film Co., Ltd. Farbphotographische Silberhalogenidmaterialien und Verfahren zur Behandlung
EP0307927A2 (de) * 1987-09-18 1989-03-22 Fuji Photo Film Co., Ltd. Farbempfindliches Silberhalogenidmaterial

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59201057A (ja) * 1983-04-18 1984-11-14 Fuji Photo Film Co Ltd ハロゲン化銀写真感光材料
JPS62166348A (ja) * 1986-01-20 1987-07-22 Konishiroku Photo Ind Co Ltd カラ−画像形成方法
JPH0820707B2 (ja) * 1986-09-11 1996-03-04 コニカ株式会社 ハロゲン化銀カラ−写真感光材料

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1138842A (en) * 1965-06-11 1969-01-01 Agfa Gevaert Ag Bleach-fixing for photographic silver images
US4293691A (en) * 1978-08-10 1981-10-06 Fuji Photo Film Co., Ltd. Method for preparing magenta couplers having thioether groups
US4618572A (en) * 1983-12-15 1986-10-21 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive material
US4552834A (en) * 1984-08-06 1985-11-12 Eastman Kodak Company Enhanced bleaching of photographic elements containing silver halide and adsorbed dye
EP0193389A2 (de) * 1985-02-28 1986-09-03 EASTMAN KODAK COMPANY (a New Jersey corporation) Verwendung eines Kupplers enhaltend eine abspaltbare, bleichbeschleunigende Gruppe
JPS61212842A (ja) * 1985-03-15 1986-09-20 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
EP0213710A2 (de) * 1985-07-18 1987-03-11 Konica Corporation Verfahren zur Behandlung eines farbphotographischen Silberhalogenidmaterials
DE3641861A1 (de) * 1985-12-09 1987-06-11 Fuji Photo Film Co Ltd Farbphotographisches silberhalogenidmaterial und verfahren zu dessen herstellung
EP0277647A2 (de) * 1987-02-05 1988-08-10 Konica Corporation Lichtempfindliches farbphotographisches silberhalogenidmaterial mit verbesserter Feinheit und Körnigkeit
EP0296606A2 (de) * 1987-06-25 1988-12-28 Fuji Photo Film Co., Ltd. Farbphotographische Silberhalogenidmaterialien und Verfahren zur Behandlung
EP0307927A2 (de) * 1987-09-18 1989-03-22 Fuji Photo Film Co., Ltd. Farbempfindliches Silberhalogenidmaterial

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN *
PATENT ABSTRACTS OF JAPAN, vol. 11, no. 42 (P-545)(2489), 6 February 1987; & JP-A-61 212 842 *

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5876912A (en) * 1990-03-22 1999-03-02 Eastman Kodak Company Pyrazolo 1,5 a benzimidazole photographic color couplers
EP0456181A1 (de) * 1990-05-08 1991-11-13 Fuji Photo Film Co., Ltd. Farbphotographisches Silberhalogenidmaterial und Verfahren zu dessen Verarbeitung
US5459022A (en) * 1990-05-08 1995-10-17 Fuji Photo Film Co., Ltd. Silver halide color photographic material containing a yellow-colored cyan coupler and a compound capable of releasing a bleaching accelerator or a precursor thereof, and a method for processing the same
EP0529436A1 (de) * 1991-08-19 1993-03-03 Fuji Photo Film Co., Ltd. Farbphotographisches lichtempfindliches Silberhalogenidmaterial und sein Verarbeitungsverfahren
US5403703A (en) * 1991-08-19 1995-04-04 Fuji Photo Film Co., Ltd. Silver halide color photographic light-sensitive material, and method or processing the same
EP0570109A1 (de) * 1992-04-16 1993-11-18 Eastman Kodak Company Photographisches Material mit verringerter Schleierbildung
US5464733A (en) * 1992-04-16 1995-11-07 Eastman Kodak Company Photographic material having reduced fog
EP0661591A2 (de) 1993-12-29 1995-07-05 Eastman Kodak Company Photographische Elemente die Ultraviolett absorbierendes beladenes Polymerlatex enthalten
EP0724194A1 (de) 1995-01-30 1996-07-31 Fuji Photo Film Co., Ltd. Farbphotographisches Silberhalbgenid-Material
US5561031A (en) * 1995-03-23 1996-10-01 Eastman Kodak Company Color reversal elements with incorporated bleach accelerator
US6114103A (en) * 1998-12-30 2000-09-05 Eastman Kodak Company Photographic recording material for accelerated development

Also Published As

Publication number Publication date
DE3853609T2 (de) 1995-08-17
EP0310125A3 (en) 1990-05-23
EP0310125B1 (de) 1995-04-19
DE3853609D1 (de) 1995-05-24
JPH0255A (ja) 1990-01-05

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