DE2114577C3 - Farbfotografisches Aufzeichnungsmaterial - Google Patents
Farbfotografisches AufzeichnungsmaterialInfo
- Publication number
- DE2114577C3 DE2114577C3 DE2114577A DE2114577A DE2114577C3 DE 2114577 C3 DE2114577 C3 DE 2114577C3 DE 2114577 A DE2114577 A DE 2114577A DE 2114577 A DE2114577 A DE 2114577A DE 2114577 C3 DE2114577 C3 DE 2114577C3
- Authority
- DE
- Germany
- Prior art keywords
- coupler
- couplers
- recording material
- color photographic
- photographic recording
- 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
- 239000000463 material Substances 0.000 title claims description 11
- 239000000839 emulsion Substances 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 229910052709 silver Inorganic materials 0.000 claims description 5
- 239000004332 silver Substances 0.000 claims description 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
- XRZDIHADHZSFBB-UHFFFAOYSA-N 3-oxo-n,3-diphenylpropanamide Chemical group C=1C=CC=CC=1NC(=O)CC(=O)C1=CC=CC=C1 XRZDIHADHZSFBB-UHFFFAOYSA-N 0.000 claims description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 description 39
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 16
- 238000000034 method Methods 0.000 description 12
- 239000000975 dye Substances 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 10
- 229910052801 chlorine Inorganic materials 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- -1 silver halide Chemical class 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 235000019439 ethyl acetate Nutrition 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 125000001309 chloro group Chemical group Cl* 0.000 description 5
- 239000005457 ice water Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 230000035945 sensitivity Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 230000003595 spectral effect Effects 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- 229960001413 acetanilide Drugs 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- XHFXMNZYIKFCPN-UHFFFAOYSA-N perchloryl fluoride Chemical compound FCl(=O)(=O)=O XHFXMNZYIKFCPN-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- KOFZTCSTGIWCQG-UHFFFAOYSA-N 1-bromotetradecane Chemical compound CCCCCCCCCCCCCCBr KOFZTCSTGIWCQG-UHFFFAOYSA-N 0.000 description 1
- ZIWRQXKJHNXOTA-UHFFFAOYSA-N 2-tetradecoxybenzoyl chloride Chemical compound CCCCCCCCCCCCCCOC1=CC=CC=C1C(Cl)=O ZIWRQXKJHNXOTA-UHFFFAOYSA-N 0.000 description 1
- CSGNEKGWOJHKOI-UHFFFAOYSA-N 4-(4-azaniumyl-n-butylanilino)butane-1-sulfonate Chemical compound OS(=O)(=O)CCCCN(CCCC)C1=CC=C(N)C=C1 CSGNEKGWOJHKOI-UHFFFAOYSA-N 0.000 description 1
- KNNWNSVVTDKXHS-UHFFFAOYSA-N 4-methylaniline Chemical compound CC1=CC=C(N)C=C1.CC1=CC=C(N)C=C1 KNNWNSVVTDKXHS-UHFFFAOYSA-N 0.000 description 1
- QNGVNLMMEQUVQK-UHFFFAOYSA-N 4-n,4-n-diethylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C=C1 QNGVNLMMEQUVQK-UHFFFAOYSA-N 0.000 description 1
- 101710134784 Agnoprotein Proteins 0.000 description 1
- NIIMKHCIZHFNPP-UHFFFAOYSA-N CCCCCCCCCCCCCCC(C=CC=C1)=C1C(C(C(NC(C=C1)=CC=C1S(C)(=O)=O)=O)Cl)=O Chemical compound CCCCCCCCCCCCCCC(C=CC=C1)=C1C(C(C(NC(C=C1)=CC=C1S(C)(=O)=O)=O)Cl)=O NIIMKHCIZHFNPP-UHFFFAOYSA-N 0.000 description 1
- JWUBBFGSCTWMHM-UHFFFAOYSA-N COC1=C(N)C=CC=C1.CC1=CC=C(N)C=C1 Chemical compound COC1=C(N)C=CC=C1.CC1=CC=C(N)C=C1 JWUBBFGSCTWMHM-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 102100022692 Density-regulated protein Human genes 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 101001044612 Homo sapiens Density-regulated protein Proteins 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000003931 anilides Chemical group 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- ONWLNVBODYFXCJ-UHFFFAOYSA-N methyl 2-tetradecoxybenzoate Chemical compound CCCCCCCCCCCCCCOC1=CC=CC=C1C(=O)OC ONWLNVBODYFXCJ-UHFFFAOYSA-N 0.000 description 1
- NUYRVTHCWWOKQL-UHFFFAOYSA-N methyl 3-oxo-3-(2-tetradecoxyphenyl)propanoate Chemical compound COC(CC(C1=C(C=CC=C1)OCCCCCCCCCCCCCC)=O)=O NUYRVTHCWWOKQL-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003378 silver Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- UAKCMIIOSJFOTD-UHFFFAOYSA-M sodium;3-oxobutanoate Chemical compound [Na+].CC(=O)CC([O-])=O UAKCMIIOSJFOTD-UHFFFAOYSA-M 0.000 description 1
- CURNJKLCYZZBNJ-UHFFFAOYSA-M sodium;4-nitrophenolate Chemical compound [Na+].[O-]C1=CC=C([N+]([O-])=O)C=C1 CURNJKLCYZZBNJ-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
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
- G03C7/36—Couplers containing compounds with active methylene groups
- G03C7/362—Benzoyl-acetanilide couplers
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2114577A DE2114577C3 (de) | 1971-03-25 | 1971-03-25 | Farbfotografisches Aufzeichnungsmaterial |
| BE780672A BE780672A (nl) | 1971-03-25 | 1972-03-15 | Diffusievaste dispergeerbare kleurstofvormers voor geel voor het vervaardigen van fotografische kleurenbeelden |
| US00236972A US3849140A (en) | 1971-03-25 | 1972-03-22 | Diffusion-resistant dispersible yellow couplers for the production of photographic color images |
| FR7210558A FR2130713B1 (OSRAM) | 1971-03-25 | 1972-03-24 | |
| GB1383772A GB1351395A (en) | 1971-03-25 | 1972-03-24 | Photographic silver halide emulsions containing a yellow coupler |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2114577A DE2114577C3 (de) | 1971-03-25 | 1971-03-25 | Farbfotografisches Aufzeichnungsmaterial |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2114577A1 DE2114577A1 (de) | 1972-10-05 |
| DE2114577B2 DE2114577B2 (de) | 1981-04-09 |
| DE2114577C3 true DE2114577C3 (de) | 1981-12-03 |
Family
ID=5802772
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2114577A Expired DE2114577C3 (de) | 1971-03-25 | 1971-03-25 | Farbfotografisches Aufzeichnungsmaterial |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3849140A (OSRAM) |
| BE (1) | BE780672A (OSRAM) |
| DE (1) | DE2114577C3 (OSRAM) |
| FR (1) | FR2130713B1 (OSRAM) |
| GB (1) | GB1351395A (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4324898A (en) | 1977-04-29 | 1982-04-13 | Ciba Geigy Ag | Heterocyclic compounds useful as color photographic material |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2405504A1 (fr) * | 1977-10-07 | 1979-05-04 | Agfa Gevaert | Copulants chromogenes pour le jaune pour la photographie aux halogenures d'argent |
| JPS557702A (en) * | 1978-06-01 | 1980-01-19 | Konishiroku Photo Ind Co Ltd | Silver halide color photographic material |
| DE3313721A1 (de) * | 1983-04-15 | 1984-10-18 | Agfa-Gevaert Ag, 5090 Leverkusen | Farbfotografisches farbkupplerhaltiges aufzeichnungsmaterial |
| JPS6069653A (ja) * | 1983-09-27 | 1985-04-20 | Fuji Photo Film Co Ltd | カラ−画像形成方法 |
| AU5455698A (en) * | 1996-11-21 | 1998-06-10 | Applied Imaging Corporation | Photographic color couplers used as cytochemical contrast markers |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2407210A (en) * | 1944-04-14 | 1946-09-03 | Eastman Kodak Co | Color couplers |
| GB1052488A (OSRAM) * | 1964-02-01 | |||
| BE757638A (fr) * | 1969-10-17 | 1971-04-01 | Fuji Photo Film Co Ltd | Materiel sensible a la lumiere pour la photographie en couleur,contenant un nouveau coupleur chromogene jaune |
-
1971
- 1971-03-25 DE DE2114577A patent/DE2114577C3/de not_active Expired
-
1972
- 1972-03-15 BE BE780672A patent/BE780672A/nl unknown
- 1972-03-22 US US00236972A patent/US3849140A/en not_active Expired - Lifetime
- 1972-03-24 GB GB1383772A patent/GB1351395A/en not_active Expired
- 1972-03-24 FR FR7210558A patent/FR2130713B1/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4324898A (en) | 1977-04-29 | 1982-04-13 | Ciba Geigy Ag | Heterocyclic compounds useful as color photographic material |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2130713B1 (OSRAM) | 1977-04-01 |
| US3849140A (en) | 1974-11-19 |
| FR2130713A1 (OSRAM) | 1972-11-03 |
| DE2114577B2 (de) | 1981-04-09 |
| BE780672A (nl) | 1972-09-15 |
| GB1351395A (en) | 1974-04-24 |
| DE2114577A1 (de) | 1972-10-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OF | Willingness to grant licences before publication of examined application | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |