EP0302251A2 - Photographisches lichtempfindliches Silberhalogenidmaterial - Google Patents

Photographisches lichtempfindliches Silberhalogenidmaterial Download PDF

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Publication number
EP0302251A2
EP0302251A2 EP88110826A EP88110826A EP0302251A2 EP 0302251 A2 EP0302251 A2 EP 0302251A2 EP 88110826 A EP88110826 A EP 88110826A EP 88110826 A EP88110826 A EP 88110826A EP 0302251 A2 EP0302251 A2 EP 0302251A2
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EP
European Patent Office
Prior art keywords
group
silver halide
formula
salt
compound represented
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.)
Withdrawn
Application number
EP88110826A
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English (en)
French (fr)
Other versions
EP0302251A3 (de
Inventor
Shigeo Tanaka
Takaaki Kojima
Nobuaki Kagawa
Yasuhiko Kawashima
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.)
Konica Minolta Inc
Original Assignee
Konica Minolta Inc
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 Konica Minolta Inc filed Critical Konica Minolta Inc
Publication of EP0302251A2 publication Critical patent/EP0302251A2/de
Publication of EP0302251A3 publication Critical patent/EP0302251A3/de
Withdrawn legal-status Critical Current

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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
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
    • G03C1/346—Organic derivatives of bivalent sulfur, selenium or tellurium

Definitions

  • the present invention relates to a high-speed silver halide photographic light-sensitive material, and more particularly to a silver halide photographic light-­sensitive material having low minimum density and high speed, and having superior storage stability.
  • the light-sensitive material for photography does not require any special illumination even in the dark, becomes feasible for photographying with illumination existing there, and becomes feasible for photographying at a higher shutter speed or becomes feasible for more stopped-down photographying, thus enlarging the degree of freedom of photographying.
  • it can also be achieved to shorten the printing time.
  • making smaller the grain size of silver halide emulsions can also improve the graininess.
  • increasing the quantities of anti-halation dyes and anti-irradiation dyes makes it possible to improve the sharpness and to achieve higher image quality.
  • the techniques for achieving higher speed are important techniques not only in the sense that there can be provided high speed light-sensitive materials but also in the sense that a way is opened toward high image quality light-sensitive materials and the development thereof has been sought after.
  • Most of sensitization techniques hitherto known have had disadvantages such that fog increases with improvement in sensitization or that fog increases during storage even if fog is low at the time of the preparation of light-sensitive materials.
  • Japanese Patent Examined Publication No. 9939/1983 discloses a silver halide photographic light-sensitive material containing at least one of magenta or yellow two equivalent coupler or a 3-arylamino-5-pyrazolone derivative, and a heterocyclic compound having at least one of a sulfo group, a carboxyl group, a hydroxyl group and an amino group and a mercapto group, and states that it is superior in the suppression of fog at the time when developed at temperatures of 30°C or more and the storage stability.
  • this technique does not refer to the time when they are added in the silver halide emulsion, and only discloses an example where they are added in the course of preparing a coating solution, without any teaching as to the effect obtainable when added in the course of chemical ripening.
  • European Patent No. 226,184 discloses that a silver halide photographic light-sensitive material containing a certain type of mercapto compound may be developed in the presence of a fogging agent to obtain high contrast and low fog.
  • a fogging agent to obtain high contrast and low fog.
  • this is a technique for making adjustment of fog development, and has taught nothing as to the influence that may be given to the chemical ripening.
  • An object of the present invention is to provide a silver halide photographic light-sensitive material having low fog and high speed, and also suffering only small increase in fog during storage.
  • a silver halide photographic light-sensitive material comprising a support having thereon at least one silver halide emulsion layer containing a silver halide emulsion having subjected to chemical ripening in the presence of a compound represented by Formula (I) shown below.
  • Preferred as X are -OPO(OH)2 (including salts thereof), -SO3H (including salts thereof), -COOH (including salts thereof), -OH, and -NHR (R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms).
  • Formula (S) (Y-S)-L1-(J1) k -(L2)1-(Z) m -(L3) n -(J2L4) p (X′)
  • L1 to L4 each represent a polyvalent hydrocarbon group
  • Y represents a hydrogen atom, an amidino group or a atom or a group of atoms that forms a monovalent cation
  • Z represents a heterocyclic group
  • X′ represents a sulfonic acid group, a carboxyl group or a phosphoric acid group
  • R1 and R2 each represent a hydrogen atom, an alkyl group or an aryl Group: k, l, m, and n each represent an integer of 0 to 2 that represents the repeating number; and p represents an integer of 0 to 4.
  • X′ represents a carboxyl group
  • m represents an integer of 1 or 2.
  • L1 to L4 and Z represent a trivalent or more group, an adjacent group may be bonded in the number necessary only for satisfying the valence.
  • the polyvalent hydrocarbon group represented by L1 to L4 may include, for example, an alkylene group, a cycloalkylene group, an arylene group, an aralkylene group, and preferred as the alkylene group is the group having 1 to 15 carbon atoms, including, for example, methylene, ethylene, propylene, pentamethylene and dodecamethylene, and the cycloalkylene group may include 1,6-cyclohexylene.
  • the arylene group represented by L1 and L2 may include, for example, 1,4-phenylene, 1,3-phenylene, 1,4-­naphthylene and 1,4-anthraquinolylene, and the aralkylene group may include benzylene and phenethylene.
  • the amidino group represented by Y includes those having a substituent, and the substituent may include, for example, an alkyl group (such as methyl, ethyl and benzyl), an aryl group (such as phenyl, p-tolyl and naphthyl), a heterocyclic group (such as 2-thiazolyl, 2-­pyridyl and 4-imidazolyl).
  • an alkyl group such as methyl, ethyl and benzyl
  • an aryl group such as phenyl, p-tolyl and naphthyl
  • a heterocyclic group such as 2-thiazolyl, 2-­pyridyl and 4-imidazolyl.
  • the heterocyclic group represented by Z may preferably include a cyclic group of 5 members to 7 members, including those condensed with a benzene ring, a naphthalene ring, a heterocyclic ring of 5 or 6 members or an aliphatic ring of 5 or 6 members, specifically including heterocyclic rings such as, furan, thiophene, benzo[b]thiophene, imidazole, benzimidazole, pyrol, s-­triazine, pyrimidine, quinoline, indole, benzoxazole and benzothiazole.
  • the alkyl group represented by by by R1 and R2 may include, for example, methyl, ethyl and propyl; and the aryl group, for example, phenyl and naphthyl.
  • the polyvalent hydrocarbon group represented by L1 to L4, the aryl group and the alkyl group represented by by R1 and R2, the heterocyclic group represented by Z include those having a substituent, and the substituent may include, for example, an alkyl group such as methyl, ethyl and sec-propyl, and alkoxy group such as methoxy, ethoxy, sec-propyloxy and t-octyloxy, an amino group such as methylamino, N,N-dimethylamino and butylamino, an aryl group such as tolyl and phenyl, an aryloxy group such as phenoxy and naphthoxy, a mercapto group, a sulfonic acid group, a carboxyl group, a cyano group, a carbamoyl group, a sulfamoyl group, an amido group such as acetylamino and benzoyl amino, a sulfon
  • the carboxyl group, sulfonic acid group and phosphoric acid group represented by X′ may be free acid groups or may form a salt, and the salt includes inorganic cations such as alkali metals (such as Na, K, Li), alkaline earth metals (such as Ca, Mg) and ammonium, or organic ammoniums such as pyridinium, triethyl ammonium, triethanol ammonium, and guanidium. They may also form a intramolecular salt.
  • alkali metals such as Na, K, Li
  • alkaline earth metals such as Ca, Mg
  • ammonium or organic ammoniums such as pyridinium, triethyl ammonium, triethanol ammonium, and guanidium. They may also form a intramolecular salt.
  • the compounds represented by Formula (S) used in the present invention can be grouped into a mercapto-­substituted anion derivative (S-I) and a pseudothiuronium intramolecular slat derivative (S-II) depending on how Y is selected. Typical examples regarding these are shown below.
  • the present invention is by no means limited to these, however.
  • the compound represented by by Formula (S) can be readily synthesized, for example, by making reference to papers such as J. Am. Chem. Soc., 77 , 6231 (1955), J. Heterocycl. Chem., 1968, 5 (3) 319-22, and Arm. Khim. Zh., 1967, 20 (10), 832-5.
  • Z represents a group of atoms necessary for completing a nucleus of a nitrogen-containing heterocyclic ring of 5 or 6 members (including condensed rings with other heterocyclic ring, benzene ring or naphthalene ring); M, a hydrogen atom, or an atom or a group of atoms that can form a monovalent cation.
  • the heterocyclic group represented by Z may include, for example, an oxazole ring, a thiazole ring, an imidazole ring, a selenazole ring, a triazole ring, a tetrazole ring, a thiadiazole ring, an oxadiazole ring, a pentazole ring, a pyrimidine ring, a thiazine ring, a triazine ring and a thiadiazine, or rings condensed with other carbon ring or heterocyclic ring, including, for example, a benzothiazole ring, a benzotriazole ring, a benzimidazole ring, a benzoxazole ring, a benzoselenazole ring, a naphthoxazole ring, a triazaindolidine ring, a diazaindolidine ring and a tetrazaind
  • X represents the same groups as X in Formula (I), more preferably an -SO3H group including salts thereof and a -COOH group including salts thereof.
  • L represents a simple bond or a divalent linking group.
  • Preferable divalent linking group includes an alkylene group, an arylene group.
  • n′ represents 1 or 2.
  • Steps for preparing silver halide photographic emulsions include, for example, a step of forming silver halide grains by mixing an aqueous silver salt solution and an aqueous silver halide salt to prepare silver halide, a desalting-redispersion step of subsequently removing excess soluble salts and optionally adding a hydrophilic binder to disperse silver halide grains, a chemical ripening step of carrying out ripening in the presence of a suitable sensitizer, and a chemical ripening stopping step of terminating chemical ripening by adding a suitable stabilizer or so.
  • the silver halide emulsion according to the present invention is subjected to the chemical ripening in the presence of the compound of Formula (I), and therefore must be added in a step preceding the chemical ripening step or a step during the chemical ripening.
  • Preferable amount of the compound of Formula (I) to be added to the silver halide emulsion is within the range of from 5 x 10 ⁇ 6 to 5 x 10 ⁇ mol per mol of silver halide.
  • sensitizing methods can be used in the silver halide emulsion of the present invention. More specifically, there can be used alone or in combination, sulfur sensitization, selenium sensitization, reduction sensitization, noble metal sensitization using gold or other noble metal compounds.
  • the compound of the present invention can exhibit great effect to the gold sensitization, desirably.
  • gold sensitizers are chloroauric acid, gold thiocyanate, gold thiosulfate, gold sulfide, etc.
  • the gold sensitizer may be added in an amount of from 5 x 10 ⁇ 7 mol to 5 x 10 ⁇ 4 mol, particularly preferably from 1 x 10 ⁇ 6 to 5 x 10 ⁇ 5.
  • Silver halide may be of any composition, including silver bromide, silver iodobromide, silver chloroiodobromide, silver iodochloride, silver chlorobromide and silver chloride, provided that silver iodide may preferably comprise 1 mol % or less, more preferably 0.5 mol % or less. Silver chlorobromide containing 80 mol % or more of silver chloride is advantageous as greatly bringing about the effect of the present invention and also from the viewpoint of rapid processing.
  • Methods for preparing silver halide grains include an acidic method, a neutral method and an ammoniacal method, any of which can be preferably used. There may be also used silver halide solvents other than ammonia.
  • the grains may be brought to grow at one time or to grow after making seed grains.
  • the method for making the seed grains and the method for bringing them to grow may be the same or different.
  • the silver halide emulsion may be prepared by simultaneously mixing silver halide ions and silver ions, or by mixing any one of them into a solution in which the other of them is present.
  • the silver halide emulsion according to the present invention may be used by mixing two or more kinds of silver halide emulsions separately formed.
  • the silver halide grains used in the present invention may have a polydispersed grain size distribution or a monodispersed one.
  • metal ions can be added in the course of the formation of grains and/or in the course of the growth thereof by using at least one selected from cadmium salts, zinc salts, lead salts, thallium salts, iridium salts or complex salts containing the same, rhodium salts or complex salts containing the same or iron salts or complex salts containing the same to incorporate these metalic elements into the inside and/or surfaces of grains, or reduction sensitization nuclei may be imparted to the inside and/or surface of grains by placing them in a suitable reducing atmosphere.
  • unnecessary soluble salts may be removed after growth of silver halide grains, or they may be kept to remain.
  • the salts can be carried out on the basis of the method described in Research Disclosure No. 17643.
  • the silver halide grains of the present invention may preferably have an average grain size (the grain size indicates the diameter of a circle having the area equal to the projected area) of 5 ⁇ m or less, but particularly preferably 1 ⁇ m or less.
  • Sensitization effect can be more preferable in regard to the compound of Formula (S), particularly preferably the compound represented by Formula (S′).
  • a compound having an alkylene group as the group represented by R3 is more preferable.
  • a compound represented by Formula (Ib′) is particularly preferable.
  • Y′ represents an oxygen atom, a sulfur atom, a selenium atom or an -NR′ group, in which R′ represents an alkyl group; and M and X ⁇ each are the same as M and X ⁇ defined in Formula S′.
  • the silver halide emulsion can be optically sensitized to a desired wavelength region by using sensitizing dyes according to conventional methods.
  • antifoggants In the silver halide emulsion, antifoggants, stabilizers or the like can be added.
  • binders for said emulsions it is advantageous to use gelatin.
  • Emulsion layers and other hydrophilic colloid layers can be hardened, and there can be contained plasticizers, or dispersions of water-soluble or slightly water-soluble synthetic polymers (i.e., latexes).
  • Couplers are used in the emulsion layers.
  • competing couplers and a compound capable of splitting off photographically useful fragments such as a development accelerator, a bleach accelerator, a developing agent, a silver halide solvent, a toning agent, a hardening agent, a fogging agent, an antifoggant, a chemical sensitizer, a spectral sensitizer and a desensitizer through coupling with an oxidized product of a developing agent.
  • a development accelerator a bleach accelerator, a developing agent, a silver halide solvent, a toning agent, a hardening agent, a fogging agent, an antifoggant, a chemical sensitizer, a spectral sensitizer and a desensitizer through coupling with an oxidized product of a developing agent.
  • the light-sensitive material can be provided with auxiliary layers such as filter layers, anti-halation layers and anti-irradiation layers. Dyes that are flowed out from the light-sensitive material, or bleached, in the course of development processing may be contained in these layers and/or the emulsion layers.
  • formalin scavengers In the light-sensitive material, it is possible to add formalin scavengers, optical brightening agents, matting agents, lubricants, image stabilizers, surface active agents, anti-color-fogging agent, development accelerators, development retardants and bleach accelerators.
  • Em-1 was divided and the divided emulsions were adjusted to have a temperature of 50°C, to each of which a comparative Compound A or a compound of the present invention was added, and after 3 minutes 1 x 10 ⁇ 5 mol of sodium thiosulfate per mol of silver halide was added to carry out chemical ripening. At the time when the chemical ripening was completed, a stabilizer (STB-1) was added in an amount of 1 x 10 ⁇ 3 mol per mol of silver halide.
  • the layers described below were coated to prepare silver halide photographic light-sensitive materials.
  • the coating amount for each compound was indicated by the value per 1 m2.
  • YC-­1 yellow coupler
  • HQ-­1 color-contamination preventive agent
  • Color photographic paper thus prepared was exposed to light according to a conventional method, and subjected to development processing as shown below to obtain a yellow dye image. This was measured using a PDA-65 densitometer (manufactured by Konica Corporation) to measure the speed and fog. The speed was indicated as a relative value assuming that of Sample 101 as 100. Table 1 Sample No. Additive Amount mol/molAgX Fog Speed 101 Comparative Comp.
  • a 5 x 10 ⁇ 5 0.14 100 Exemplary S-I-1 5 x 10 ⁇ 5 0.10 130 103 Exemplary S-I-9 5 x 10 ⁇ 5 0.10 122 104 Exemplary S-I-11 5 x 10 ⁇ 5 0.08 150 105 Exemplary S-I-20 5 x 10 ⁇ 5 0.10 132 106 Exemplary S-I-27 5 x 10 ⁇ 5 0.08 138 107 Exemplary S-II-6 5 x 10 ⁇ 5 0.11 118 108 Exemplary S-II-14 5 x 10 ⁇ 5 0.10 110 109 Exemplary Ib-1 5 x 10 ⁇ 5 0.10 135 110 Exemplary Ib-5 5 x 10 ⁇ 5 0.12 115 111 Exemplary Ib-9 5 x 10 ⁇ 5 0.10 128 112 Exemplary Ib-15 5 x 10 ⁇ 5 0.10 125 113 Exemplary Ib-19 5 x 10 ⁇ 5 0.12 108 114 - 0.18 115
  • the light-sensitive materials employing the silver halide emulsion having been subjected to the chemical ripening by adding the compound of the present invention are seen to be decreased in any fog and able to achieve high speed.
  • the compound wherein a sulfo group and a mercapto group are linked with an alkylene group can achieve great improvement in the fog and speed.
  • Example 1 was repeated except that the aqueous mixed silver halide salts solution was made to comprise a mixture of 0.5 mol % of potassium bromide and 99.5 mol % of sodium chloride, and the mixing rate was adjusted corresponding to the rate of growth of silver halide grains, thus preparing a silver chlorobromide emulsion comprising cubic grains of 0.65 ⁇ m in one side length (Em-­2).
  • a 5 x 10 ⁇ 5 0.18 100 Exemplary S-I-1 5 x 10 ⁇ 5 0.11 130 203 Exemplary S-I-9 5 x 10 ⁇ 5 0.11 125 204 Exemplary S-I-11 5 x 10 ⁇ 5 0.08 189 205 Exemplary S-I-20 5 x 10 ⁇ 5 0.10 131 206 Exemplary S-I-27 5 x 10 ⁇ 5 0.08 152 207 Exemplary S-II-6 5 x 10 ⁇ 5 0.10 118 208 Exemplary S-II-14 5 x 10 ⁇ 5 0.10 112 209 Exemplary Ib-1 5 x 10 ⁇ 5 0.10 140 210 Exemplary Ib-5 5 x 10 ⁇ 5 0.13 110 211 Exemplary Ib-9 5 x 10 ⁇ 5 0.11 132 212 Exemplary Ib-15 5 x 10 ⁇ 5 0.10 130 213 Exemplary Ib-19 5 x 10 ⁇ 5 0.12 106 214 - 0.18 103
  • the color developing solution and bleach-fixing solution had the following make-up (per 1 liter).
  • Example 3 The samples used in Example 3 were stored for 1 week at 60°C under 40 % RH, and differences in performance between them and samples stored in a freezer for that time were evaluated.
  • the silver halide photographic light-sensitive material according to the present invention can bring about great effect of suppressing the increase in fog and increase in speed caused by the storage at high temperatures.
  • the increase in fog and speed during the storage has been a great disadvantage in the silver halide emulsions containing silver chloride in a high content.
  • the present invention brings about the effect that can not have too highly compensated this disadvantage, and thus can be said to be a technique which is very important in putting into practice the emulsions containing silver chloride in a high content.
  • the light-sensitive material employing the silver halide emulsion having been gold/sulfur sensitized and having a high silver chloride content has excellent rapid processing performance, and is a preferred form of the present invention
  • a silver chlorobromide emulsion, Em-3. (silver bromide content: 0.5 mol %) of 0.4 ⁇ m in grain size was prepared in the same manner as in Example 2.
  • Em-3 a green-sensitive emulsion and a red-sensitive emulsion were prepared, and using Em-2, a blue-sensitive emulsion was prepared.
  • a paper support whose both surfaces were coated with polyethylene the following seven layers were multi-layer coated in succession to prepare silver halide photographic light-sensitive material.
  • the amount of each compound was indicated by a value per 1 m2 of the silver halide photograph!c light-sensitive material.
  • a protective layer containing 1 g of gelatin A protective layer containing 1 g of gelatin.
  • Sample 502 had a speed of about 1.7 times in every layer on the basis of Sample 501.
  • Each sample was divided, one of which was stored for 1 week at 60°C under 40 % RH and the other of which was stored in a freezer, and evaluation was made at the same time. In the case of freezer storage, good color prints were obtained in any cases.
  • Sample 502 in the sample stored at 60°C under 40 % RH, showed slightly poor clearity at white areas, but was able to be printed under the conditions substantially unchabged. In Sample 501, however, the color turned thick as a whole, and the printing had to be carried out again by changing the exposure time. Even after the conditions were changed, there was also shown poor clearity at white areas, which further turned yellowish.

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
EP88110826A 1987-07-09 1988-07-07 Photographisches lichtempfindliches Silberhalogenidmaterial Withdrawn EP0302251A3 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP172297/87 1987-07-09
JP17229787 1987-07-09

Publications (2)

Publication Number Publication Date
EP0302251A2 true EP0302251A2 (de) 1989-02-08
EP0302251A3 EP0302251A3 (de) 1989-03-01

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EP88110826A Withdrawn EP0302251A3 (de) 1987-07-09 1988-07-07 Photographisches lichtempfindliches Silberhalogenidmaterial

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JP (1) JPH01105237A (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0426112A1 (de) * 1989-11-01 1991-05-08 Fuji Photo Film Co., Ltd. Photographisches Silberhalogenidmaterial
EP0454149A1 (de) * 1990-04-27 1991-10-30 Fuji Photo Film Co., Ltd. Photographisches Silberhalogenid Material

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5364453A (en) * 1992-09-22 1994-11-15 Geobiotics, Inc. Method for recovering gold and other precious metals from carbonaceous ores
US5338338A (en) * 1992-09-22 1994-08-16 Geobiotics, Inc. Method for recovering gold and other precious metals from carbonaceous ores

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE621606A (de) * 1961-08-25
US3226231A (en) * 1963-05-16 1965-12-28 Gen Aniline & Film Corp Fog reduction in silver halide emulsions with 3-mercaptobenzoic acid
DE1962744A1 (de) * 1969-06-18 1971-04-15 Wolfen Filmfab Veb Verfahren zur Stabilisierung und Klarhaltung fotografischer Materialien
DE2042533C3 (de) * 1970-08-27 1981-10-01 Agfa-Gevaert Ag, 5090 Leverkusen Verfahren zur Herstellung photographischer Silberhalogenidemulsionen

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0426112A1 (de) * 1989-11-01 1991-05-08 Fuji Photo Film Co., Ltd. Photographisches Silberhalogenidmaterial
US5151357A (en) * 1989-11-01 1992-09-29 Fuji Photo Film Co., Ltd. Silver halide photographic material
EP0454149A1 (de) * 1990-04-27 1991-10-30 Fuji Photo Film Co., Ltd. Photographisches Silberhalogenid Material
US5242791A (en) * 1990-04-27 1993-09-07 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive material

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EP0302251A3 (de) 1989-03-01
JPH01105237A (ja) 1989-04-21

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