EP0154921B1 - Emulsion à haute teneur en chlorure d'argent, matériel photographique pour l'enregistrement et procédé pour réaliser un enregistrement photograhique - Google Patents

Emulsion à haute teneur en chlorure d'argent, matériel photographique pour l'enregistrement et procédé pour réaliser un enregistrement photograhique Download PDF

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Publication number
EP0154921B1
EP0154921B1 EP85102440A EP85102440A EP0154921B1 EP 0154921 B1 EP0154921 B1 EP 0154921B1 EP 85102440 A EP85102440 A EP 85102440A EP 85102440 A EP85102440 A EP 85102440A EP 0154921 B1 EP0154921 B1 EP 0154921B1
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EP
European Patent Office
Prior art keywords
silver halide
emulsion
photographic
bromide
chloride
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
Application number
EP85102440A
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German (de)
English (en)
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EP0154921A3 (en
EP0154921A2 (fr
Inventor
Sieghart Klötzer
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Agfa Gevaert AG
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Agfa Gevaert AG
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Publication date
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Publication of EP0154921A2 publication Critical patent/EP0154921A2/fr
Publication of EP0154921A3 publication Critical patent/EP0154921A3/de
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Publication of EP0154921B1 publication Critical patent/EP0154921B1/fr
Expired 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
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/035Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
    • 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
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/035Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
    • G03C2001/03511Bromide content
    • 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
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/035Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
    • G03C2001/03517Chloride content
    • 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
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/035Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
    • G03C2001/03535Core-shell grains
    • 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
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/035Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
    • G03C2001/0357Monodisperse emulsion

Definitions

  • the invention relates to an emulsion rich in silver chloride, a photographic recording material and a method for producing photographic recordings.
  • Silver halide emulsions which contain chloride, bromide, iodide or mixtures thereof as the halide.
  • Silver bromide and silver bromide iodide emulsions are generally used for more sensitive recording materials.
  • a disadvantage of the last-mentioned emulsions is that they have an intrinsic sensitivity in the blue spectral range. Therefore, in color recording materials, green and red sensitive layers are generally placed behind a filter that absorbs blue light. Furthermore, such emulsions are not as quickly developable as silver chloride emulsions.
  • Chloride-containing silver halide emulsions are also known, the grains of which have a layered structure. Such grains have a core and at least one layer which surrounds the core and whose properties differ from the core (core / shell emulsions). It is known from DE-AS 1 169290 and GB 1027146 to coat a silver chloride shell on a silver bromide core. DE-OS 2308239 and US 3,935,014 relate to emulsions for producing directly positive images with silver halide grains which have a localized phase with a high silver chloride content.
  • the zone Z Br rich in silver bromide can be present as a core or as a layer within the silver halide grain. Preferably 20% by volume of the silver halide of the grain is further from the crystal center than the silver bromide-rich zone Z Br .
  • the silver halide grains in the bromide-rich zone Z Br and in the areas other than halide can have chloride, bromide, iodide or mixtures thereof.
  • the transition from the bromide-rich zone Z Br to an adjacent zone of a different composition can be sharp or continuous.
  • the chloride content of the total halide content is at least 85, in particular at least 90 mol%.
  • the zone Z Br rich in silver bromide consists essentially, for example at least 90%, or exclusively of silver bromide.
  • the silver halide emulsions according to the invention can be prepared by means of the customary procedures (for example single entry, double entry, with constant or accelerated material flow). It is particularly preferred to use the double-inlet process under control of the pAg value.
  • the precipitation of the silver halide can be carried out in the presence of conventional dopants, e.g. B. in the presence of Ir compounds.
  • the silver halide grains can be designed, for example, as cubes, octahedra or tetradecahedra.
  • the grain size is preferably between 0.1 and 2.5 ⁇ m, in particular between 0.2 and 1.0 ⁇ m.
  • the emulsion has a narrow grain size distribution.
  • at least 95% by weight of the grains have a diameter which does not deviate from the mean grain diameter by more than 40%.
  • the emulsions can also have a wide grain size distribution.
  • at least 10%, preferably 20%, of Silver halide grains have a diameter that deviates at least 40% from the mean grain diameter.
  • the present invention further relates to a photographic recording material which contains at least one silver halide emulsion layer according to the invention on a support.
  • the invention further relates to a method for producing photographic recordings by developing an exposed recording material according to the invention.
  • the emulsions according to the invention are preferably chemically sensitized on the grain surface to a high surface sensitivity. They can be chemically sensitized using known methods, e.g. B. with active gelatin or with compounds of sulfur, selenium, tellurium, gold, palladium, platinum, iridium, the pAg values between 4 and 10, the pH values between 3.5 and 9 and the temperatures between 30 ° C. and can fluctuate 90 ° C; chemical sensitization can be carried out in the presence of heterocyclic nitrogen compounds such as imidazoles, azaindenes, azapyridazines and azapyrimidines and thiocyanate derivatives, thioethers and other silver halide solvents.
  • heterocyclic nitrogen compounds such as imidazoles, azaindenes, azapyridazines and azapyrimidines and thiocyanate derivatives, thioethers and other silver halide solvents.
  • the emulsions according to the invention can be subjected to a reduction sensitization, e.g. by hydrogen, by low pAg (e.g. less than 5) and / or high pH (e.g. above 8), by reducing agents such as tin (11) chloride, thiourea dioxide and aminoborane.
  • a reduction sensitization e.g. by hydrogen
  • low pAg e.g. less than 5
  • high pH e.g. above 8
  • reducing agents such as tin (11) chloride, thiourea dioxide and aminoborane.
  • the surface ripening nuclei can also be present as troglodyte nuclei (sub-surface nuclei) according to DE-OS 2306447 and US Pat. No. 3,966,476. Other methods are described in the above. Research Disclosure No. 17643 in Section 111.
  • the emulsions can be optically sensitized in a manner known per se, e.g. with the usual polymethine dyes, such as neutrocyanines, basic or acidic carbocyanines, rhodacyanines, hemicyanines, styryl dyes, oxonols and the like.
  • polymethine dyes such as neutrocyanines, basic or acidic carbocyanines, rhodacyanines, hemicyanines, styryl dyes, oxonols and the like.
  • Such sensitizers are from F.M. Hamer in "The Cyanine Dyes and related Compounds", (1964).
  • EP-A 0082649 and in particular to Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, volume 18, pages 431 ff and to Research Disclosure No. 17643, section IV given above.
  • the spectral sensitization can be carried out at any time Emulsion preparation takes place, d. H
  • the commonly used antifoggants and stabilizers can be used.
  • azaindenes preferably tetra- or penta-azaindenes, in particular those which are substituted by hydroxyl or amino groups.
  • Such connections are e.g. B. in the article by Birr, Z. Wiss. Phot. 47, (1952), pp. 2-58.
  • Other suitable stabilizers and antifoggants are given in Research Disclosure No. 17643 above in Section IV.
  • the recording material according to the invention is preferably a color photographic recording material.
  • the color image is generated using color couplers. It is possible to let the color coupler diffuse into the recording material only during development.
  • the photographic material itself contains the usual color couplers, which can react with the oxidation product of developers, generally p-phenylenediamines, to form dyes.
  • the red-sensitive layer can contain, for example, a non-diffusing color coupler for producing the blue-green partial color image, usually a coupler of the phenol or a-naphthol type.
  • the green-sensitive layer can contain, for example, at least one non-diffusing color coupler for producing the purple partial color image, color couplers of the 5-pyrazolone type usually being used.
  • the blue-sensitive layer can contain, for example, a non-diffusing color coupler for generating the yellow partial color image, usually a color coupler with an open-chain ketomethylene grouping.
  • a color coupler with an open-chain ketomethylene grouping usually a color coupler with an open-chain ketomethylene grouping.
  • the color couplers it can be, for. B. are 6-, 4- and 2-equivalent couplers, including the so-called white couplers, which do not give any dye when reacted with color developer oxidation products.
  • Suitable couplers are known, for example, from the publications “Color Coupler” by W. Pelz in “Messages from the Research Laboratories of Agfa, Leverkusen / Kunststoff”, Volume 111, page 111 (1961), K. Venkataraman in “The Chemistry of Synthetic Dyes”, Vol. 4, 341 to 387, Academic Press (1971) and TH James, "The Theory of the Photographic Process", 4th Ed., Pp. 353-362
  • the recording material can also contain DIR compounds.
  • DIR compounds are understood to mean those compounds which, when reacted with color developer oxidation products, release diffusing organic compounds which inhibit the development of silver halide.
  • the inhibitors can be eliminated directly or via non-inhibiting intermediates. Reference is made to GB 953454, US 3632345, US 4 248 962 and B 2 072 363.
  • the color couplers and DIR compounds can be incorporated into the materials according to the invention by customary, known methods. If the compounds are soluble in water or alkali, they can be in the form of aqueous solutions, optionally with the addition of water-miscible organic ones Solvents such as ethanol, acetone or dimethylformamide can be added. If the color couplers and DIR compounds are insoluble in water or alkali, they can be incorporated into the recording materials in dispersed form in a manner known per se. For example, a solution of these compounds in a low-boiling organic solvent can be mixed directly with the silver halide emulsion or initially with an aqueous gelatin solution and then the organic solvent can be removed.
  • Solvents such as ethanol, acetone or dimethylformamide
  • the dispersion of the respective compound obtained in this way can then be mixed with the silver halide emulsion.
  • so-called oil formers generally higher-boiling organic compounds, which include the color couplers and DIR compounds to be dispersed in the form of oily droplets.
  • oil formers generally higher-boiling organic compounds
  • the recording materials according to the invention preferably contain at least one silver halide emulsion layer unit for recording blue, green and red light.
  • the red-sensitive silver halide emulsion layer unit can be arranged closer to the support than the green-sensitive silver halide emulsion layer unit and this in turn can be arranged closer than the blue-sensitive one. In the case of copying materials in particular, however, the position of the blue and red sensitive layers can also be interchanged.
  • the recording material may optionally contain a yellow filter layer; However, this can be dispensed with in particular if at least the red- and green-sensitive layers contain an emulsion according to the invention.
  • At least one of the units for recording green, red and blue light consists of at least two sub-layers. It is possible to combine sub-layers of different spectral sensitization according to their sensitivity.
  • the usual layer supports can be used for the materials according to the invention, e.g. B. carriers made of cellulose esters, for. B. cellulose acetate and polyester. Also suitable are paper supports, which can optionally be coated, e.g. with polyolefins, especially with polyethylene or polypropylene. In this regard, reference is made to Research Disclosure No. 17643, Section XVII.
  • hydrophilic film-forming agents are suitable as protective colloid or binder for the layers of the recording material, e.g. B. proteins, especially gelatin, alginic acid or their derivatives such as esters, amides or salts, cellulose derivatives such as carboxymethyl cellulose and cellulose sulfates, starch or their derivatives or hydrophilic synthetic binders such as polyvinyl alcohol, partially saponified polyvinyl acetate, polyvinyl pyrrolidone and others.
  • B. proteins especially gelatin, alginic acid or their derivatives such as esters, amides or salts, cellulose derivatives such as carboxymethyl cellulose and cellulose sulfates, starch or their derivatives or hydrophilic synthetic binders such as polyvinyl alcohol, partially saponified polyvinyl acetate, polyvinyl pyrrolidone and others.
  • the layers can also contain other synthetic binders in dissolved or dispersed form, such as homopolymers or copolymers of acrylic or methacrylic acid or their derivatives, such as esters, amides or nitriles, and also vinyl polymers, such as vinyl esters or vinyl ethers.
  • binders specified in Research Disclosure 17643 above in Section IX.
  • the layers of the photographic material can be hardened in the usual manner, for example with hardeners of the epoxy type, the heterocyclic ethylene imine and the acryloyl type. Furthermore, it is also possible to harden the layers in accordance with the process of German laid-open specification 2218009 in order to obtain color photographic materials which are suitable for high-temperature processing. It is also possible to harden the photographic layers or the color photographic multilayer materials with hardeners of the diazine, triazine or 1,2-dihydroquinoline series or with hardeners of the vinyl sulfone type. Further suitable hardening agents are known from German laid-open documents 2439551, 2225230, 2317672 and from Research Disclosure 17643, section XI given above.
  • the photographic materials according to the invention may also contain other substances, in particular plasticizers, wetting agents, screen dyes, light scattering agents, light reflecting agents, lubricants, antistatic agents, matting agents, etc.
  • plasticizers in particular plasticizers, wetting agents, screen dyes, light scattering agents, light reflecting agents, lubricants, antistatic agents, matting agents, etc.
  • Suitable color developer substances for the material according to the invention are in particular those of the p-phenylenediamine type, e.g. B. 4-amino-N, N-diethyl-aniline hydrochloride; 4-amino-3-methyl-N-ethyl-N-ß- (methanesulfonamido) ethylianilinsulfate hydrate; 4-amino-3-methyl-N-ethyl-N- ⁇ -hydroxyethylaniline sulfate; 4-amino-N-ethyl-N- (2-methoxyethyl) -m-toluidine-di-p-toluenesulfonic acid and N-ethyl-N-ß-hydroxyethyl-p-phenylenediamine.
  • B 4-amino-N, N-diethyl-aniline hydrochloride
  • color developers are described, for example, in J. Amer. Chem. Soc. 73, 3100 (1951) and in G. Haist, Modern Photographic Processing, 1979, John Wiley and Sons, New York, pages 545ff.
  • the color developers may contain the usual remaining ingredients, e.g. B. lime and antioxidants and agents for changing fog, such as. B. bromide or stabilizers known per se.
  • the material is usually bleached and fixed. Bleaching and fixing can be carried out separately or together.
  • the usual compounds can be used as bleaching agents, e.g. B. Fe 3 + salts and Fe 3 + complex salts such as ferricyanides, dichromates, water-soluble cobalt complexes, etc.
  • iron III complexes of aminopolycarboxylic acids are preferred, especially z.
  • Persulphates are also suitable as bleaching agents.
  • a silver chloride emulsion is produced within 18 minutes by simultaneous pAg-controlled introduction of a 0.3 N NaCl and a 0.3 N AgNO 3 solution into a 2.4% gelatin solution brought to a temperature of 60 ° C.
  • the average particle size is 0.16 ⁇ m and the emulsion has a monodisperse distribution.
  • the crystals of this starting emulsion are enlarged to 13.4 times the volume by further addition of 2 n NaCl and 2 n AgNO 3 solutions.
  • the pAg value is kept constant at 6.8.
  • An AgBr shell is struck on the AgCI emulsion thus produced by double entry of 2 n KBr and 2 n AgNO 3 solutions.
  • the precipitation is then continued by pAg-controlled double entry of 2n NaCl and 2n AgN0 3 solutions, an AgCl shell being applied to the previously precipitated AgBr layer.
  • the emulsion produced in this way has an average particle diameter of 0.58 ⁇ m and a monodisperse distribution.
  • the total content of AgBr is 6 mol%.
  • a silver halide emulsion such as emulsion A is produced by pAg-controlled double enema, but a mixture of NaCl / KBr is used as the alkali halide solution in all precipitation stages.
  • This mixed halide solution contains 94 mol% NaCl and 6 mol% KBr; the solutions are used in the concentrations indicated for emulsion A.
  • the silver halide emulsion produced in this way has an average particle diameter of 0.60 ⁇ m and has a monodisperse grain size distribution; the total AgBr content is 6 mol% and is homogeneously distributed throughout the crystal.
  • Emulsions A and B are freed from the soluble salts by flocculation and washing in the usual way and then adjusted to a pAg of 7.6. Then both emulsions are chemically sensitized by adding sodium thiosulfate for 120 minutes at 55 ° C. For the sensitometric test, the ripened emulsions are mixed with a sensi dye that absorbs in the green spectral range and a usual purple coupler emulsate and applied to a layer support.
  • An emulsion C according to the invention is produced similarly to that described in Example 1. Like the emulsion A described there, the emulsion contains an AgBr layer, the AgBr content, based on the total halide, being 5 mol%. This emulsion C has a monodisperse grain size distribution and an average particle diameter of 0.56 I Lm.
  • an emulsion is produced by pAg-controlled double entry of aqueous silver nitrate and halide solutions, as described in EP-A 080 905 in Example 1 under Em-4. So that this comparison emulsion D can be compared sensitometrically with the emulsion C according to the invention, the AgCI core is enlarged before the AgBr shell is precipitated so that the final grain size of this emulsion is 0.57 ⁇ m.
  • This emulsion also has a narrow (monodisperse) grain size distribution; the total AgBr content is 5 mol% and is found exclusively in one layer on the crystal surface.
  • Emulsions C and D are freed from the soluble salts by flocculation and washing in the usual way and then adjusted to a pAg value of 7.6. After the addition of sodium thiosulfate pentahydrate, both emulsions are chemically sensitized for 120 minutes at 55 ° C. The emulsions which have matured in this way are then mixed with a dye which absorbs in the green spectral range and a customary purple coupler emulsate for sensitometric testing and applied to a layer support.
  • the sensitometric values given in Table 2 are obtained.
  • the sensitivity specification is based on the comparison emulsion D. It can be seen from Table 2 that the sensitivity of the emulsion C according to the invention is considerably higher at sensitometric values that are otherwise comparable than with the comparison emulsion D.
  • the emulsions C and D given in Example 2 are mixed after the chemical ripening with a sensitizing dye which absorbs in the blue spectral range and a yellow coupler emulsate and are poured onto a layer support.

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  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)

Claims (9)

1. Emulsion photographique à l'halogénure d'argent, qui contient comme halogénure principalement un chlorure et dont les grains présentent au moins une zone ZBr à forte proportion de bromure, caractérisée en ce que
1. au moins 60 moles % de l'halogénure consistent en chlorure,
2. la proportion de bromure dans une zone ZBr s'élève à au moins 50 moles % et
3. aucune zone ZBr riche en bromure n'existe à la surface des grains d'halogénure d'argent.
2. Emulsion photographique à l'halogénure d'argent suivant la revendication 1, caractérisée en ce qu'au moins 85 moles % de l'halogénure total sont présentes sous la forme de chlorure.
3. Emulsion photographique à l'halogénure d'argent suivant la revendication 1, caractérisée en ce que l'halogénure, dans la zone ZBr riche en bromure, est principalement ou exclusivement constituée de bromure d'argent.
4. Emulsion photographique à l'halogénure d'argent suivant la revendication 1, caractérisée en ce que la grosseur moyenne des grains se situe entre 0,1 et 2,5 µm.
5. Emulsion photographique à l'halogénure d'argent suivant la revendication 1, caractérisée en ce qu'elle présente une répartition étroite de grosseur des grains.
6. Emulsion photographique à l'halogénure d'argent suivant la revendication 1, caractérisée en ce qu'elle présente une large répartition de grosseur des grains.
7. Emulsion photographique à l'halogénure d'argent suivant la revendication 1, caractérisée en ce quelle est sensibilisée du point de vue chimique et spectral à la surface.
8. Support photographique d'enregistrement comprenant un substrat et au moins une couche d'émulsion à l'halogénure d'argent portée par ce substrat, caractérisé en ce qu'il présente au moins une émulsion suivant la revendication 1.
9. Procédé de production d'un enregistrement photographique par développement d'un support d'enregistrement exposé, caractérisé en ce qu'on utilise un support d'enregistrement suivant la revendication 8.
EP85102440A 1984-03-15 1985-03-05 Emulsion à haute teneur en chlorure d'argent, matériel photographique pour l'enregistrement et procédé pour réaliser un enregistrement photograhique Expired EP0154921B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3409442 1984-03-15
DE19843409442 DE3409442A1 (de) 1984-03-15 1984-03-15 Silberchloridreiche emulsion, fotografisches aufzeichnungsmaterial und verfahren zur herstellung fotografischer aufzeichnungen

Publications (3)

Publication Number Publication Date
EP0154921A2 EP0154921A2 (fr) 1985-09-18
EP0154921A3 EP0154921A3 (en) 1988-01-13
EP0154921B1 true EP0154921B1 (fr) 1989-01-18

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US (1) US4590155A (fr)
EP (1) EP0154921B1 (fr)
JP (1) JPS60222844A (fr)
DE (2) DE3409442A1 (fr)

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DE3606086A1 (de) * 1986-02-26 1987-08-27 Agfa Gevaert Ag Farbfotografisches aufzeichnungsmaterial
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DE3567745D1 (en) 1989-02-23
EP0154921A3 (en) 1988-01-13
US4590155A (en) 1986-05-20
DE3409442A1 (de) 1985-09-19
JPS60222844A (ja) 1985-11-07
EP0154921A2 (fr) 1985-09-18

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