EP0045427B1 - Matériau d'enregistrement photographique sensible à la lumière et son utilisation pour la production d'images photographiques - Google Patents
Matériau d'enregistrement photographique sensible à la lumière et son utilisation pour la production d'images photographiques Download PDFInfo
- Publication number
- EP0045427B1 EP0045427B1 EP81105678A EP81105678A EP0045427B1 EP 0045427 B1 EP0045427 B1 EP 0045427B1 EP 81105678 A EP81105678 A EP 81105678A EP 81105678 A EP81105678 A EP 81105678A EP 0045427 B1 EP0045427 B1 EP 0045427B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- coupler
- material according
- yellow
- couplers
- layer
- 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
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
- G03C7/3003—Materials characterised by the use of combinations of photographic compounds known as such, or by a particular location in the photographic element
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/3029—Materials characterised by a specific arrangement of layers, e.g. unit layers, or layers having a specific function
- G03C2007/3034—Unit layer
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/305—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
- G03C7/30541—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers characterised by the released group
Definitions
- the invention relates to a photographic recording material with increased sensitivity, improved graininess and improved behavior when overexposed.
- 3,961,963 disclose light-sensitive photographic materials which contain a hydroquinone derivative which can release a development inhibitor.
- This material can be a common black and white material.
- German published patent application 2540959 and US-A-4 052 213 it is known to use so-called DIR compounds in conventional black and white materials or also in developer solutions intended for the development of color or black and white materials in order to use the Improve graininess and sharpness.
- German Offenlegungsschrift 1 522376 and GB-A-1 145753 discloses color photographic recording materials with a silver halide emulsion layer which has at least two individual layers sensitive in the same spectral range, one of which is relatively sensitive and contains a fast coupler and a slow coupler, and of which the other single layer is relatively insensitive and a slow one Contains couplers.
- the material can also contain a DIR coupler and is said to have a higher sensitivity with an improved granularity.
- German Offenlegungsschrift 2,650,764 discloses a black-and-white photographic material in which at least two silver halide emulsions containing one or more color couplers are applied to a support and each silver halide emulsion is spectrally too practical is sensitized to the same area; the material contains yellow couplers, can be panchromatically sensitized, and the more sensitive layer is farther from the substrate than the less sensitive layer.
- the object of the invention is to provide an improved photographic material.
- this material is said to ensure better graininess and greater exposure latitude.
- a photographic recording material which has at least two panchromatically sensitized silver halide emulsion layers of different sensitivity, of which the more sensitive silver halide emulsion layer is arranged farther from the support than the less sensitive one and which contain at least two color couplers in each of these two layers, at least one of which is in the case of chromogenic Development forms a yellow dye, characterized in that at least one layer contains a compound which releases a development inhibitor and in that a more rapidly coupling yellow coupler is contained in the more sensitive silver halide emulsion layer and a comparatively slowly coupling yellow coupler is contained in the less sensitive layer.
- the material according to the invention preferably has two silver halide emulsion layers, both of which are panchromatically sensitized and which contain magenta and cyan couplers in addition to the yellow couplers.
- this material is chromogenically developed after imagewise exposure, a black and white image is generally obtained.
- the fast-coupling yellow coupler in the more sensitive layer is a hydrophilic, alkaline-dissolved coupler.
- a hydrophobic, emulsified yellow coupler is preferably present in the less sensitive layer.
- all couplers can also be emulsified.
- a comparatively slow coupling yellow coupler can also be used in the more sensitive emulsion layer are available.
- the molar ratio of the fast coupling to the comparatively slow coupling yellow coupler is preferably between 10 and 0.8 in the more sensitive layer and preferably between 0.2 and 1.3 in the less sensitive layer.
- the cyan and magenta couplers contained in the more sensitive layer are preferably slow coupling couplers, especially hydrophobic, emulsified couplers.
- the compound that cleaves a development inhibitor is, in particular, a DIR compound that is preferably contained in at least two silver halide emulsion layers.
- the materials according to the invention are advantageously suitable for producing photographic images by imagewise exposure and development.
- the usual color developer substances are particularly suitable for development.
- the materials according to the invention are particularly suitable as recording materials for the production of negatives, of which copies can be made in a known manner.
- the copies can be made on customary, color coupler-free black and white materials or on the materials according to the invention.
- surprisingly fine-grained and tonally correct copies can also be obtained in this way. While the graininess increases with density in conventional materials, a decrease in graininess with color density is achieved with the materials according to the invention.
- the silver halide emulsions used can contain chloride, bromide and iodide or mixtures thereof as the halide. Bromide and bromide iodide emulsions are preferably used.
- the more sensitive silver halide emulsion is preferably a silver bromide iodide emulsion with more than 5% iodide and the less sensitive emulsion is preferably a silver bromide iodide emulsion with less than 5 mol% iodide.
- the ratio of the sensitivity between the more sensitive and the comparatively less sensitive silver halide emulsion is preferably between 1 3 and 1:20, in particular between 1: 5 and 1:10.
- the color couplers used can in principle be any type of non-diffusing compound from which image dyes can be produced with suitable treatment (development).
- Conventional, non-diffusing color couplers are preferably used, which react in a known manner with the color developer oxidation products to form a non-diffusing dye.
- a color coupler with an open-chain ketomethylene group is generally used to produce the yellow partial color image
- a coupler of the phenol or «-naphthol type is generally used to produce a blue-green partial color image
- a color coupler of the 5-pyrazotone or type type is usually used to produce the purple partial color image Indazolons used.
- Color couplers of these types are known in large numbers and are described in a large number of patents.
- the color couplers can be either conventional 4-equivalent couplers or 2-equivalent couplers, which require a smaller amount of silver halide to produce the color.
- 2-equivalent couplers are derived from the 4-equivalent couplers in that they contain a substituent in the coupling point which is split off during the coupling.
- the fast and slow yellow couplers to be used according to the invention differ in their relative coupling speed, which can be determined by known methods (cf., for example, “Information from the Research Laboratories of Agfa Leverkusen / Kunststoff ” , volume 111, page 81 and according to in German Offenlegungsschrift 2853362, pages 12 to 16.)
- the coupling speed of the fast coupling color coupler is preferably 3 to 50, preferably 4 to 12 times greater than that of the slow color coupler. It should be noted here that the reactivity of couplers is not only depends on the structure of the coupler in question but also on the method used for incorporation into the photographic material.
- Couplers with relatively high or relative low clutch speed are, for example, be Known from German Offenlegungsschrift 1 958709, pages 6 to 11 and German Offenlegungsschrift 2 600 524, pages 8 to 21.
- 0.03 to 0.5 mol of the yellow couplers are used per mole of silver halide.
- Purple couplers and cyan couplers are preferably added in an amount such that a neutral gray image is obtained after imagewise exposure and development.
- the photographic materials also contain compounds which react with color developer oxidation products and thereby release a substance which inhibits the development of the silver halide.
- These compounds can be contained in one but also in at least 2 panchromatically sensitized layers.
- DIR Couplers development inhibitor releasing
- DIR couplers color couplers that contain a detachable inhibitor residue in the coupling point.
- DIR couplers are described, for example, in US-A-3,227,554.
- Another group of compounds which release development-inhibiting substances upon reaction with color developer oxidation products is described in US Pat. No. 3,632,345. These are not color couplers. Accordingly, no dyes are produced when the development-inhibiting substances are released.
- this group of compounds is also referred to as colorless coupling DIR couplers or as DIR compounds.
- the amount of DIR coupler or DIR compound used is preferably between 2 mg and 20 mg per g AgN0 3 of the silver halide emulsion.
- the effective reaction rate constants in the relatively sensitive silver halide emulsion layer determined according to German Offenlegungsschrift 2853362 are preferably above 50,000 for the yellow coupler and preferably between 2000 and 10,000 for the magenta and cyan couplers.
- the reaction rate constant of the yellow coupler in the less sensitive layer is preferably between 2,000 and 10,000.
- the reaction rate constant of the magenta and cyan couplers of the less sensitive layer is above 1,000.
- the reaction rate constant of the DIR couplers used is preferably 3,000-50,000 (the dimension of the reaction rate constant is: 1 x mol 1 x sec-1).
- the speed constant of the relatively fast coupling yellow coupler is preferably above 5,000 and that of the relatively slow coupling coupler is preferably below 3,000.
- Gelatin is preferably used as a binder for the photographic layers. However, this can be replaced in whole or in part by other natural or synthetic binders.
- the emulsions can also be chemically sensitized, e.g. B. by adding sulfur-containing compounds during chemical ripening, for example allyl isothiocyanate, allyl thiourea and sodium thiosulfate.
- Reducing agents e.g. B. the tin compounds described in Belgian patents 493 464 or 568 687, also polyamines such as diethylenetriamine or aminomethylsulfinic acid derivatives, e.g. B. according to Belgian patent 547323, can be used.
- Precious metals or noble metal compounds such as gold, platinum, palladium, iridium, ruthenium or rhodium are also suitable as chemical sensitizers.
- polyalkylene oxide derivatives e.g. B. with polyethylene oxide having a molecular weight between 1,000 and 20,000, further with condensation products of alkylene oxides and alcohols, aliphatic carboxylic acids, aliphatic amines, aliphatic diamines and amides.
- the emulsions are panchromatically sensitized, e.g. B. with the usual polymethine dyes such as neutrocyanines, basic or acidic carbocyanines and dicarbocyanines, rhodacyanines and the like.
- polymethine dyes such as neutrocyanines, basic or acidic carbocyanines and dicarbocyanines, rhodacyanines and the like.
- Such sensitizers are in the work of F.M. Hamer "The Cyanine Dyes and related Compounds", (1964). In this regard, reference is made in particular to Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, volume 18, page 433.
- Particularly suitable stabilizers are 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), 2 to 58.
- Other suitable stabilizers include heterocyclic mercapto compounds, e.g. B. phenyl mercaptotetrazole, quaternary benzothiazole derivatives and benzotriazole.
- the layers of the photographic material can be hardened in the usual manner, for example with formaldehyde, with hardeners of the epoxy type, the heterocyclic ethyleneimine and the acryloyl type. Furthermore, it is also possible to harden the layers in accordance with the process of German laid-open specification 2 218 009 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.
- the material according to the invention can be developed using the customary black and white developers, but is preferably subjected to color development, in particular color negative development. Reverse processing is also possible.
- color development in particular color negative development, Reverse processing is also possible.
- the couplers contained in the material react with the oxidation product of the color developer substance used.
- Suitable color developer substances are in particular of the p-phenylenediamine type, e.g.
- N N-dimethyl-p-phenylenediamine, 4-amino-3-methyl-N-ethyl-N-methoxyethylaniline, 2-amino-5-diethytaminotoluene, N-butyl-Nw-sulfobutyl-p-phenylenediamine , 2-Amino-5- (n-ethyl-N-ß-methanesulfonamidethyl-amino) -toluene, N-ethyl-N-ß-hydroxyethyl-p-phenylenediamine, N, N-bis (ß-hydroxyethyl) -p-phenylenediamine, 2-amino-5- (N-ethyl-N- ⁇ -hydroxyethylamino) toluene.
- Other useful color developers are described, for example, in J. Amer. Chem. Soc. 73, 3100 (1951).
- the material After color development, the material is usually bleached and fixed. Bleaching and Fixation can be carried out separately or together.
- bleaching agents e.g. B. ferricyanides, dichromates, water-soluble cobalt complexes etc.
- Iron-III complexes of aminopolycarboxylic acids are particularly preferred, especially z.
- the materials according to the invention are versatile. They are suitable for highly sensitive camera films, but can also be used for reproduction photography to produce color separations. With the material according to the invention, if it is subjected to a conventional color negative treatment, the silver image can be completely removed during the bleaching step, since the image formed by the color couplers remains. In this way, in contrast to conventional SW materials, the silver can be largely recycled. Furthermore, the material according to the invention surprisingly has two opposing but desirable properties, namely the ability to achieve the highest sensitivity with the finest grain.
- the relatively low-sensitivity emulsion thus obtained is poured onto a transparent support.
- the material A) according to the invention and the comparative material B) are exposed imagewise and color developed according to the method described by P. Glafkides, Chimie et Physique Photographiques, Paris 1976 on page 748 as “C 41 process”.
- the structure A) according to the invention has a 60% higher sensitivity of the yellow extract than the structure B) with the same course of the density curves in yellow, purple and teal.
- the sharpness of the image recording is improved according to the invention.
- the modulation transmission has already dropped to 50% of the value for one line per mm at 27 lines / mm, this only occurs for material A) according to the invention at 31 lines per mm.
- a coupler-containing photosensitive emulsion which was prepared as described under A), is poured onto a transparent support, with the difference that no DIR compound is added.
- a second, highly sensitive emulsion layer is poured onto this layer, which is produced according to the following recipe.
- Example 1 The materials A) and B) are processed as indicated in Example 1. With an otherwise identical course of the density curves in yellow, purple and blue-green, the structure A) according to the invention shows a sensitivity which is 40% higher than that of the comparison structure B).
- Example 2A The material according to the invention specified in Example 2A is exposed imagewise and developed in a color developer.
- the development of both materials was carried out so that the same gradation was obtained.
- the granularity of the films obtained is given in the following table:
- the material according to the invention gives a significantly improved granularity.
- the purple coupler of formula 7 and the cyan coupler of formula 8 are dispersed accordingly. So much of both coupler emulsifiers is added that 30 g of the coupler in question are present. 60 ml of a 2% strength solution of the DIR compound of the formula 4 are then added.
- a material similar to that given in Example 4 is produced, with the modification that a coupler emulsate which contains 5 g of the yellow coupler of the formula A and 5 g of the yellow coupler of the formula B instead of the amount given in example 4 was added to the low-sensitivity silver halide emulsion . Furthermore, 2 g of the yellow coupler of formula A and 2 g of the yellow coupler of formula B were added to the more sensitive silver bromide emulsion.
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- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Claims (8)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3029209 | 1980-08-01 | ||
DE19803029209 DE3029209A1 (de) | 1980-08-01 | 1980-08-01 | Lichtempfindliches fotografisches aufzeichnungsmaterial und dessen verwendung zur herstellung fotografischer bilder |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0045427A2 EP0045427A2 (fr) | 1982-02-10 |
EP0045427A3 EP0045427A3 (en) | 1982-04-21 |
EP0045427B1 true EP0045427B1 (fr) | 1984-06-13 |
Family
ID=6108666
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP81105678A Expired EP0045427B1 (fr) | 1980-08-01 | 1981-07-20 | Matériau d'enregistrement photographique sensible à la lumière et son utilisation pour la production d'images photographiques |
Country Status (5)
Country | Link |
---|---|
US (1) | US4348474A (fr) |
EP (1) | EP0045427B1 (fr) |
JP (1) | JPS5758147A (fr) |
CA (1) | CA1153239A (fr) |
DE (2) | DE3029209A1 (fr) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5960437A (ja) * | 1982-09-30 | 1984-04-06 | Fuji Photo Film Co Ltd | ハロゲン化銀カラ−写真感光材料 |
JPS59131933A (ja) * | 1983-01-19 | 1984-07-28 | Fuji Photo Film Co Ltd | ハロゲン化銀カラ−写真感光材料 |
DE3346621A1 (de) * | 1983-12-23 | 1985-07-04 | Agfa-Gevaert Ag, 5090 Leverkusen | Farbfotografisches aufzeichnungsmaterial und entwicklungsverfahren |
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 |
DE3633713A1 (de) * | 1986-10-03 | 1988-04-14 | Agfa Gevaert Ag | Farbfotografischer negativ-film |
US4963465A (en) * | 1989-01-12 | 1990-10-16 | Agfa-Gevaert Aktiengesellschaft | Color photographic negative recording material |
US5362616A (en) * | 1991-12-19 | 1994-11-08 | Eastman Kodak Company | Chromogenic black-and-white photographic imaging systems |
JPH0695284A (ja) * | 1992-09-16 | 1994-04-08 | Konica Corp | ポジ型カラー感光材料及び画像形成方法 |
US6114080A (en) * | 1993-12-21 | 2000-09-05 | Eastman Kodak Company | Chromogenic black and white imaging for heat image separation |
US5491053A (en) * | 1994-12-23 | 1996-02-13 | Eastman Kodak Company | Chromogenic black-and-white motion picture film |
JPH11143000A (ja) * | 1997-11-11 | 1999-05-28 | Oriental Photo Ind Co Ltd | ハロゲン化銀写真感光材料及び画像形成方法 |
US5965338A (en) * | 1998-03-13 | 1999-10-12 | Eastman Kodak Company | Color photographic element |
GB9827966D0 (en) | 1998-12-19 | 1999-02-10 | Eastman Kodak Co | Photographic element containing a dir coupler |
AUPQ680100A0 (en) * | 2000-04-10 | 2000-05-11 | Usf Filtration And Separations Group Inc. | Hollow fibre restraining system |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE730884A (fr) * | 1968-04-01 | |||
US3703375A (en) * | 1968-04-01 | 1972-11-21 | Eastman Kodak Co | Photographic processes and materials |
US3620747A (en) * | 1968-05-20 | 1971-11-16 | Eastman Kodak Co | Photographic element including superimposed silver halide layers of different speeds |
JPS5223565B1 (fr) * | 1969-08-01 | 1977-06-25 | ||
BE758971A (fr) * | 1969-11-22 | 1971-05-17 | Agfa Gevaert Nv | |
JPS4943887B1 (fr) * | 1970-12-08 | 1974-11-25 | ||
JPS5939738B2 (ja) * | 1973-08-16 | 1984-09-26 | コニカ株式会社 | 多層カラ−写真感光材料 |
JPS588501B2 (ja) * | 1975-01-08 | 1983-02-16 | 富士写真フイルム株式会社 | 多層カラ−感光材料 |
JPS5454030A (en) * | 1977-10-06 | 1979-04-27 | Fuji Photo Film Co Ltd | Formation of color reversal image having improved granularity |
-
1980
- 1980-08-01 DE DE19803029209 patent/DE3029209A1/de not_active Withdrawn
-
1981
- 1981-07-20 EP EP81105678A patent/EP0045427B1/fr not_active Expired
- 1981-07-20 DE DE8181105678T patent/DE3164155D1/de not_active Expired
- 1981-07-23 US US06/286,261 patent/US4348474A/en not_active Expired - Fee Related
- 1981-07-30 CA CA000382847A patent/CA1153239A/fr not_active Expired
- 1981-07-31 JP JP56119386A patent/JPS5758147A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
JPS5758147A (en) | 1982-04-07 |
DE3029209A1 (de) | 1982-03-18 |
CA1153239A (fr) | 1983-09-06 |
EP0045427A2 (fr) | 1982-02-10 |
DE3164155D1 (en) | 1984-07-19 |
US4348474A (en) | 1982-09-07 |
EP0045427A3 (en) | 1982-04-21 |
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