EP0148441B1 - Matériau d'enregistrement photographique couleur et procédé de développement - Google Patents
Matériau d'enregistrement photographique couleur et procédé de développement Download PDFInfo
- Publication number
- EP0148441B1 EP0148441B1 EP84115219A EP84115219A EP0148441B1 EP 0148441 B1 EP0148441 B1 EP 0148441B1 EP 84115219 A EP84115219 A EP 84115219A EP 84115219 A EP84115219 A EP 84115219A EP 0148441 B1 EP0148441 B1 EP 0148441B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- layer
- silver halide
- colour
- halide emulsion
- dir
- 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
- G03C7/32—Colour coupling substances
- G03C7/3225—Combination of couplers of different kinds, e.g. yellow and magenta couplers in a same layer or in different layers of the photographic material
-
- 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
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/035—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
- G03C2001/03511—Bromide content
-
- 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
- G03C1/035—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
- G03C2001/03517—Chloride content
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/156—Precursor compound
- Y10S430/158—Development inhibitor releaser, DIR
Definitions
- the invention relates to a color photographic recording material with at least one more sensitive silver halide emulsion layer and a comparatively less sensitive silver halide emulsion layer, but which are sensitive in the same spectral range, color layers and DIR compounds being assigned to these layers.
- the invention further relates to a method for developing an exposed photographic recording material.
- DIR couplers known from GB-A-953454, which carry a substituent in the coupling site which is split off during the coupling with the liberation of a diffusing compound which inhibits the development of the silver halide.
- DIR compounds are stronger and in less sensitive sub-layers is also specified in DE-A-2600524 and US-A-4170479. From DE-A-2707489 and US-A-4183752 photographic recording materials with DIR compounds of low reactivity are known, which are particularly suitable for blending with more reactive DIR compounds. You can combine a coarse-grained, highly sensitive layer with a color coupler deficit with a less sensitive layer in a so-called double-layer structure. To achieve better sensitometric properties, the DIR compounds can either be added to one of the two layers or to each of the layers, but addition to the lower fine-grained layer of a double-layer structure is preferred.
- DIR compounds of particularly high reactivity are known from DE-A-2853362 and US-A-4315040.
- DIR compounds are preferably contained in less sensitive partial layers of a double-layer structure.
- EP-A-0086654 a DIR connection with a “timing group” is introduced into a highly sensitive layer and a DIR connection without a “timing group” is introduced into a less sensitive layer.
- the object of the invention is to improve the sensitometric properties of color recording materials.
- the color granularity of such recording materials should also be improved in the range of low color density without impairing the sensitivity.
- a photographic recording material with at least one comparatively more sensitive silver halide emulsion layer I and one comparatively less sensitive silver halide emulsion layer 11, both of which are sensitive in the same spectral range, has now been found, layers I and II being assigned DIR compounds of different reactivity and color couplers.
- layers I and II being assigned DIR compounds of different reactivity and color couplers.
- the ratio k Ku / k DIR of the effective reaction rate constants of the color coupler K KU and the DIR compound k ⁇ f in layer I is greater than in layer II.
- the effective reaction rate constants relate to the reaction with the developer oxidation product. This is formed by oxidation of the p-phenylenediamines commonly used as color developer substances by silver halide.
- reaction rate constants The measurement of reaction rate constants is described, for example, by J. Eggers in “Messages from the Agfa Research Laboratories”, Leverkusen / Kunststoff, Volume III, 1961, pages 81ff. Since it has been shown that the reaction rate constant of a DIR compound is influenced by the surrounding medium, the effective one is according to the invention Response rate constant raised. This takes into account the type of the surrounding medium, for example the use of an oil generator.
- the effective reaction rate constant can be determined electrochemically by the method known from DE-A-2853362 and US-A-4315070. Then the effective reaction rate constant k eff has the dimension [1 x mol -1 x sek. -1 ].
- the ratio of the effective reaction rate constants in the more sensitive layer I is preferably between 2: 1 and 20: 1, and the ratio of the reaction rate constants of color coupler and DIR compounds of the less sensitive layer II is preferably between 0.03: 1 and 6: 1.
- DIR compounds and couplers are each assigned to specific silver halide emulsion layers. Your further reaction in photographic development is therefore controlled by the development of the respective silver halide emulsion layer.
- color coupler and DIR compound are contained in the respective silver halide emulsion layer itself, but they can also be present in an adjacent layer.
- 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 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, usually color couplers of the 5-pyrazo ion type or of the layer can, for example, contain a non-diffusing color coupler for producing the yellow partial color image, usually a color coupler included with an open chain ketomethylene grouping. In the color couplers it can be, for. B.
- Couplers 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 Couplers” by W. Pelz in “Messages from the Research Laboratories of Agfa, Leverkusen / Kunststoff, Volume III, 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, and from Research Disclosure No. 17643 of December 1978, Section VII, published by Industrial Opportunities Ltd., Homewell Havant, Hampshire, P09 1EF in the UK.
- the DIR compounds to be used according to the invention are substances which are able to react with the oxidized color developer and thereby free up image-wise substances which inhibit the development of the neighboring silver halide.
- the released inhibitor substances are preferably mercapto compounds, e.g. B. 1-phenyl-5-mercaptotetrazole.
- the inhibitory substances are released directly by reaction of the DIR compound with the developer oxidation product.
- DIR compounds for use in the comparatively less sensitive layer II are known, for example, from DE-A-2853362 and US Pat. Nos. 3227554 and 4315070.
- Particularly preferred DIR compounds of this type are given in Table 2 below (k eff - Values for the solution in the specified solvent:
- the color couplers and DIR compounds to be used according to the invention 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 added in the form of aqueous solutions, optionally with the addition of water-miscible organic solvents such as ethanol, acetone or dimethylformamide. 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 this compound in a low-boiling organic solvent can be mixed directly with the Mix the silver halide emulsion or first with an aqueous gelatin solution and then remove the organic solvent.
- oil formers generally higher-boiling organic compounds, which include the color couplers and DIR compounds to be dispersed in the form of oily droplets.
- the ratio of the reaction rate constants to be used according to the invention can be used in all, but possibly also only in one or two, layer units.
- the silver halide emulsions used can contain chloride, bromide and iodide or mixtures thereof as the halide.
- the halide content of at least one layer consists of 0 to 10 mol% of Agl, 0 to 10 mol% of AgCl and 0 to 100% of AgBr, the sum of these proportions being 100%.
- the halide portion can also consist predominantly of chloride.
- the silver halide grains can e.g. B. cubic, octahedral or tabular.
- the emulsions can be chemically sensitized.
- the usual sensitizers are suitable for chemical sensitization of the silver halide grains.
- Sulfur-containing compounds for example allyl isothiocyanate, allyl thiourea and thiosulfates, are particularly preferred.
- Reducing agents e.g. B. the tin compounds described in BE-A-493464 or 568687, also polyamines such as diethylenetriamine or aminomethylsulfinic acid derivatives, e.g. B. according to BE-A-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. This method of chemical sensitization is described in the article by R. Koslowsky, Z. Wiss. Phot. 46, 65-72 (1951). It is also possible to sensitize the emulsions with polyalkylene oxide derivatives, e.g. B.
- condensation products of alkylene oxides and aliphatic alcohols, glycols, cyclic dehydration products of hexitols, with alkyl-substituted phenols, aliphatic carboxylic acids, aliphatic amines, aliphatic diamines and amides.
- the condensation products have a molecular weight of at least 700, preferably more than 1000.
- these sensitizers can of course be used in combination, as described in BE-A-537278 and GB-A-727982. Reference is also made to Research Disclosure No. 17643, section 111, given above.
- the emulsions can be optically sensitized in a manner known per se, e.g. B. 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 described by F. M. Hamer in "The Cyanine Dyes and related Compounds" (1964). In this regard, reference is made in particular to Ullmann's Encyclopedia of Technical Chemistry, 4th Edition, Volume 18, pages 431 ff. And to the Research Disclosure No. 17643, Section IV given above.
- antifoggants In addition to the antifoggants to be used according to the invention, it is usually possible to use used antifoggants and stabilizers.
- 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 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. B. with polyolefins, especially with polyethylene or polypropylene.
- B. carriers made of cellulose esters, for. B. cellulose acetate and polyester.
- paper supports which can optionally be coated, e.g. B. with polyolefins, especially with polyethylene or polypropylene.
- polyolefins especially with polyethylene or polypropylene.
- 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 DE-A-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 curing agents are known from DE-A-2439551, 2225230, 2317672 and from Research Disclosure 17643, Section XI, given above.
- 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- ⁇ - (methanesulfonamido) ethylaniline sulfate 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; 4-amino-3-methyl-N-ethyl-N- ⁇ - (
- 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. Fe3 + salts and Fe 3+ complex salts such as ferricyanides, dichromates, water-soluble cobalt complexes, etc.
- Particularly preferred are iron III complexes of aminopolycarboxylic acids, especially z.
- Persulphates are also suitable as bleaching agents.
- the color couplers given in the examples have the following structure:
- the color couplers given in the examples have the following structure:
- the sensitivity is given in DIN; an increase of 3.0 units corresponds to a doubling of the sensitivity.
- the granularity is given in the form of the ⁇ value x 10 2. It results from the fluctuations in density, which are registered when scanning the longest possible track of the material.
- Table 3 shows that when using only a DIR compound in the less sensitive Chen layer a good sensitivity, but only a moderate graininess is obtained.
- the reactive DIR compound 2.1 also in the highly sensitive layer an improvement in the granularity is obtained, however a significant loss in sensitivity has to be accepted (setup II). It is only when a suitable DIR compound with lower reactivity is used that an improvement in granularity is achieved with the same sensitivity (structure 111, invention).
- Example 1 Sensitivity and granularity are defined as indicated in Example 1.
- Table 4 shows that, even if partial layers of different spectral sensitization are combined according to their sensitivity, the improvements given in Example 1 are obtained according to the invention.
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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 |
---|---|---|---|
DE3346621 | 1983-12-23 | ||
DE19833346621 DE3346621A1 (de) | 1983-12-23 | 1983-12-23 | Farbfotografisches aufzeichnungsmaterial und entwicklungsverfahren |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0148441A2 EP0148441A2 (fr) | 1985-07-17 |
EP0148441A3 EP0148441A3 (en) | 1986-06-25 |
EP0148441B1 true EP0148441B1 (fr) | 1988-02-17 |
Family
ID=6217827
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP84115219A Expired EP0148441B1 (fr) | 1983-12-23 | 1984-12-12 | Matériau d'enregistrement photographique couleur et procédé de développement |
Country Status (4)
Country | Link |
---|---|
US (1) | US4571378A (fr) |
EP (1) | EP0148441B1 (fr) |
JP (1) | JPS60227256A (fr) |
DE (2) | DE3346621A1 (fr) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4760016A (en) * | 1985-10-17 | 1988-07-26 | Konishiroku Photo Industry Co., Ltd. | Silver halide color photographic light-sensitive material |
JPS62175753A (ja) * | 1986-01-29 | 1987-08-01 | Fuji Photo Film Co Ltd | カラ−画像形成法 |
JPS6311938A (ja) * | 1986-03-26 | 1988-01-19 | Konica Corp | ハロゲン化銀カラ−写真感光材料の処理方法 |
US5354646A (en) * | 1986-03-26 | 1994-10-11 | Konishiroku Photo Industry Co., Ltd. | Method capable of rapidly processing a silver halide color photographic light-sensitive material |
JP2550331B2 (ja) * | 1986-11-15 | 1996-11-06 | コニカ株式会社 | ハロゲン化銀カラ−写真感光材料 |
DE3739555A1 (de) * | 1987-11-21 | 1989-06-01 | Agfa Gevaert Ag | Farbfotografisches negativ-aufzeichnungsmaterial mit dir-verbindungen |
DE3805173A1 (de) * | 1988-02-19 | 1989-08-31 | Agfa Gevaert Ag | Farbfotografisches aufzeichnungsmaterial |
US4963465A (en) * | 1989-01-12 | 1990-10-16 | Agfa-Gevaert Aktiengesellschaft | Color photographic negative recording material |
US5387500A (en) * | 1993-06-24 | 1995-02-07 | Eastman Kodak Company | Color photographic elements containing a combination of pyrazoloazole couplers |
US5389504A (en) * | 1993-06-24 | 1995-02-14 | Eastman Kodak Company | Color photographic elements containing a combination of pyrazolone and pyrazoloazole couplers |
EP0889358B1 (fr) * | 1997-06-30 | 2002-04-10 | Tulalip Consultoria Comercial Sociedade Unipessoal S.A. | Eléments photographiques couleur à l'halogénure d'argent sensible à la lumière contenant des coupleurs magenta 5-pyrazolone à 2 équivalents |
GB9827966D0 (en) * | 1998-12-19 | 1999-02-10 | Eastman Kodak Co | Photographic element containing a dir coupler |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2250137A1 (en) * | 1973-11-07 | 1975-05-30 | Kodak Pathe | Colour image formation by reversal process - with non diffusable coupler in silver halide layer |
DE2416982A1 (de) * | 1974-04-08 | 1975-10-16 | Agfa Gevaert Ag | Lichtempfindliches farbphotographisches aufzeichnungsmaterial |
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 |
DE2707489C2 (de) * | 1977-02-21 | 1983-10-06 | Agfa-Gevaert Ag, 5090 Leverkusen | Farbphotographisches Aufzeichnungsmaterial |
DE2853362C2 (de) * | 1978-12-11 | 1981-10-15 | Agfa-Gevaert Ag, 5090 Leverkusen | Farbphotographisches Aufzeichnungsmaterial |
JPS56116029A (en) * | 1980-01-16 | 1981-09-11 | Konishiroku Photo Ind Co Ltd | Silver halide color photographic sensitive material |
DE3029209A1 (de) * | 1980-08-01 | 1982-03-18 | Agfa-Gevaert Ag, 5090 Leverkusen | Lichtempfindliches fotografisches aufzeichnungsmaterial und dessen verwendung zur herstellung fotografischer bilder |
US4414308A (en) * | 1981-03-20 | 1983-11-08 | Konishiroku Photo Industry Co., Ltd. | Silver halide color photographic photosensitive material |
JPS58140740A (ja) * | 1982-02-15 | 1983-08-20 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料 |
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 |
-
1983
- 1983-12-23 DE DE19833346621 patent/DE3346621A1/de not_active Withdrawn
-
1984
- 1984-12-10 US US06/680,154 patent/US4571378A/en not_active Expired - Fee Related
- 1984-12-12 DE DE8484115219T patent/DE3469386D1/de not_active Expired
- 1984-12-12 EP EP84115219A patent/EP0148441B1/fr not_active Expired
- 1984-12-21 JP JP59268710A patent/JPS60227256A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
JPS60227256A (ja) | 1985-11-12 |
EP0148441A3 (en) | 1986-06-25 |
EP0148441A2 (fr) | 1985-07-17 |
DE3346621A1 (de) | 1985-07-04 |
DE3469386D1 (en) | 1988-03-24 |
US4571378A (en) | 1986-02-18 |
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Legal Events
Date | Code | Title | Description |
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