GB513596A - Improvements in and relating to the production of coloured photographic images by colour development - Google Patents
Improvements in and relating to the production of coloured photographic images by colour developmentInfo
- Publication number
- GB513596A GB513596A GB10860/38A GB1086038A GB513596A GB 513596 A GB513596 A GB 513596A GB 10860/38 A GB10860/38 A GB 10860/38A GB 1086038 A GB1086038 A GB 1086038A GB 513596 A GB513596 A GB 513596A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrazolone
- phenyl
- methyl
- bis
- benzal
- 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
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 abstract 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- PQUHNUCWFPCJIR-UHFFFAOYSA-N 5-methyl-2-phenyl-4-(2-phenylethylidene)pyrazol-3-one Chemical compound C1(=CC=CC=C1)N1N=C(C(C1=O)=CCC1=CC=CC=C1)C PQUHNUCWFPCJIR-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- QBFSAJXVYXGHKA-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)methylidene]-5-methyl-2-phenylpyrazol-3-one Chemical compound CC1=NN(C=2C=CC=CC=2)C(=O)C1=CC1=CC=C(O)C=C1 QBFSAJXVYXGHKA-UHFFFAOYSA-N 0.000 abstract 1
- ZWJMMDQHGRHUCZ-UHFFFAOYSA-N 4-benzylidene-5-methyl-2-phenylpyrazol-3-one Chemical compound CC1=NN(C=2C=CC=CC=2)C(=O)C1=CC1=CC=CC=C1 ZWJMMDQHGRHUCZ-UHFFFAOYSA-N 0.000 abstract 1
- RJLUIJVFIQQWJU-UHFFFAOYSA-N 5-methyl-4-[2-(3-nitrophenyl)ethylidene]-2-phenylpyrazol-3-one Chemical compound C1(=CC=CC=C1)N1N=C(C(C1=O)=CCC1=CC(=CC=C1)[N+](=O)[O-])C RJLUIJVFIQQWJU-UHFFFAOYSA-N 0.000 abstract 1
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- WSDQIHATCCOMLH-UHFFFAOYSA-N phenyl n-(3,5-dichlorophenyl)carbamate Chemical compound ClC1=CC(Cl)=CC(NC(=O)OC=2C=CC=CC=2)=C1 WSDQIHATCCOMLH-UHFFFAOYSA-N 0.000 abstract 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 abstract 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
- G03C7/38—Couplers containing compounds with active methylene groups in rings
- G03C7/384—Couplers containing compounds with active methylene groups in rings in pyrazolone rings
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Abstract
513,596. Pyrazolones. KENDALL, J. D., and COLLINS, R. B. April 8, 1938, No. 10860. Drawings to Specification., [Class 2 (iii)] [Also in Group XX] 4:4<1>-benzal-bis (1-phenyl-3-methyl-5-pyrazolone) is prepared by reacting 1-phenyl-3- methyl-5-pyrazolone and benzaldehyde in the presence of piperidine. 4:4<1>:benzal-bis (1:3- diphenyl- 5 - pyrazolone), 4:4<1> - benzal - bis (1-phenyl-5-pyrazolone), 4:4<1>-o-hydroxybenzalbis (1-phenyl-3-methyl-5-pyrazolone), 4:4<1>-mhydroxybenzal-bis (1-phenyl-3-metbyl-5-pyrazolone), 4:4<1>-p-hydroxybenzal-bis (1-phenyl- 3-methyl-5-pyrazolone), 4:4<1>-benzal-bis (1- phenyl-3-alpha-furyl-5-pyrazolone), and 4:4<1>- benzal-bis (1-phenyl-3-alpha-coumaryl-5-pyrazolone) are similarly prepared.. 4:4'-methylenebis (1 -,phenyl - 3 - methyl - 5 - pyrazolone) is prepared in the presence of hydrochloric acid. 4:4<1>-isopropylidene-bis (1 - phenyl - 3 - methyl- 5 - pyrazolone), 1 - phenyl - 3 - methyl-4-benzal- 5-pyrazolone, 1-phenyl-3-methyl-4-phenylethylidene-5-pyrazolone, and 1-phenyl-3-methyl- 4-m-nitrophenylmethylmethylene-5- pyrazolone are prepared with no addition, and 1-phenyl-3- methyl-4-p-dinethylaminobenzal-5-pyrazolone, 1-phenyl-3-methyl-4 phenylmethylmethylene- 5-pyrazolone, and 1-phenyl-3-methyl-4-p-hydroxybenzal-5-pyrazolone are prepared in the presence of acetic acid and ethyl alcohol.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB10860/38A GB513596A (en) | 1938-04-08 | 1938-04-08 | Improvements in and relating to the production of coloured photographic images by colour development |
US265998A US2213986A (en) | 1938-04-08 | 1939-04-04 | Production of colored photographic images |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB10860/38A GB513596A (en) | 1938-04-08 | 1938-04-08 | Improvements in and relating to the production of coloured photographic images by colour development |
Publications (1)
Publication Number | Publication Date |
---|---|
GB513596A true GB513596A (en) | 1939-10-17 |
Family
ID=9975648
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB10860/38A Expired GB513596A (en) | 1938-04-08 | 1938-04-08 | Improvements in and relating to the production of coloured photographic images by colour development |
Country Status (2)
Country | Link |
---|---|
US (1) | US2213986A (en) |
GB (1) | GB513596A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2427910A (en) * | 1944-05-12 | 1947-09-23 | Ilford Ltd | Acetoacet-methine color formers |
US2449244A (en) * | 1945-01-25 | 1948-09-14 | Gen Aniline & Film Corp | Thioindoxyl couplers for color photography |
DE885197C (en) * | 1944-09-28 | 1953-08-03 | Gen Aniline & Film Corp | Process for the production of purple photographic images in halogen-gelatin emulsion layers by color-forming development |
US2688540A (en) * | 1950-11-20 | 1954-09-07 | Ici Ltd | Process for color photography |
US2688541A (en) * | 1950-11-20 | 1954-09-07 | Ici Ltd | Light-sensitive color photographic material |
US2688538A (en) * | 1949-07-15 | 1954-09-07 | Ici Ltd | Photographic elements and process of color correction utilizing styryl dyes as couplers |
US2998312A (en) * | 1955-01-28 | 1961-08-29 | Ici Ltd | New process for colour photography |
EP0523641A1 (en) * | 1991-07-15 | 1993-01-20 | Eastman Kodak Company | Arylidene pyrazolone coupler |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE442410A (en) * | 1940-08-08 | |||
US2455170A (en) * | 1944-05-03 | 1948-11-30 | Eastman Kodak Co | Colored couplers |
US2584349A (en) * | 1944-11-10 | 1952-02-05 | Gen Aniline & Film Corp | Color forming development with an aromatic primary amino developer and alpha-[4-sulfophenylazo]-aceto-acet-2-4-dichloroanilide |
US2436130A (en) * | 1944-11-25 | 1948-02-17 | Eastman Kodak Co | Acyl substituted reactive methylene color couplers |
US2481674A (en) * | 1945-03-01 | 1949-09-13 | Eastman Kodak Co | 4-(2-pyrryl) thiazoles and 4-(2-pyrryl) selenazoles |
US2481673A (en) * | 1945-03-01 | 1949-09-13 | Eastman Kodak Co | 2-amino-and 2-alkylthio-4-(2-furyl)-thiazoles |
DE924966C (en) * | 1945-08-30 | 1955-03-10 | Eastman Kodak Co | Light-sensitive photographic silver halide emulsion layer for the production of a color-corrected color partial image |
GB636988A (en) * | 1947-12-24 | 1950-05-10 | Gevaert Photo Producten Naamlo | Improvements in and relating to the production of colour photographic images |
NL172896B (en) * | 1948-11-23 | Neratoom | METHOD OF ASSEMBLING THE COMPONENTS OF A HEAT EXCHANGER. | |
US2600788A (en) * | 1949-06-07 | 1952-06-17 | Eastman Kodak Co | Halogen-substituted pyrazolone couplers for color photography |
BE496132A (en) * | 1949-06-11 | |||
BE516241A (en) * | 1951-12-15 | |||
BE611885A (en) * | 1960-12-24 | |||
US5091291A (en) * | 1990-10-25 | 1992-02-25 | Eastman Kodak Company | Alkyl substituted photographic couplers and photographic elements and processes employing same |
-
1938
- 1938-04-08 GB GB10860/38A patent/GB513596A/en not_active Expired
-
1939
- 1939-04-04 US US265998A patent/US2213986A/en not_active Expired - Lifetime
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2427910A (en) * | 1944-05-12 | 1947-09-23 | Ilford Ltd | Acetoacet-methine color formers |
DE885197C (en) * | 1944-09-28 | 1953-08-03 | Gen Aniline & Film Corp | Process for the production of purple photographic images in halogen-gelatin emulsion layers by color-forming development |
US2449244A (en) * | 1945-01-25 | 1948-09-14 | Gen Aniline & Film Corp | Thioindoxyl couplers for color photography |
US2688538A (en) * | 1949-07-15 | 1954-09-07 | Ici Ltd | Photographic elements and process of color correction utilizing styryl dyes as couplers |
US2688540A (en) * | 1950-11-20 | 1954-09-07 | Ici Ltd | Process for color photography |
US2688541A (en) * | 1950-11-20 | 1954-09-07 | Ici Ltd | Light-sensitive color photographic material |
US2998312A (en) * | 1955-01-28 | 1961-08-29 | Ici Ltd | New process for colour photography |
EP0523641A1 (en) * | 1991-07-15 | 1993-01-20 | Eastman Kodak Company | Arylidene pyrazolone coupler |
Also Published As
Publication number | Publication date |
---|---|
US2213986A (en) | 1940-09-10 |
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