GB532726A - Improvements in or relating to colour photography - Google Patents
Improvements in or relating to colour photographyInfo
- Publication number
- GB532726A GB532726A GB21332/39A GB2133239A GB532726A GB 532726 A GB532726 A GB 532726A GB 21332/39 A GB21332/39 A GB 21332/39A GB 2133239 A GB2133239 A GB 2133239A GB 532726 A GB532726 A GB 532726A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrazolone
- phenyl
- naphthyl
- ethyl
- groups
- 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
- G03C7/36—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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Abstract
532,726. Pyrazolones. KENDALL, J. D., and COLLINS, R. B. July 22, 1939, No. 21332. [Class 2 (iii)] [Also in Group XX] A colour former for incorporation in a colour developer containing an aromatic amino developing agent or in a silver halide emulsion as the general formula where R 1 is hydrogen or a hydrocarbon or heterocyclic group, and Y is an -OR 2 or -NR 3 R 4 group, where R 2 is a hydrocarbon group and R 3 and R 4 are the same or different and are hydrogen atoms or hydrocarbon groups, or together with the nitrogen atom constitute the residue of a heterocyclic nucleus. The colour formers of the type where Y is -NR 3 R 4 may be obtained by reacting a compound of the type where Y is -OR 2 with a diamine, particularly an aromatic diamine, so that the product contains two pyrazolone nuclei. The groups R 1 , R 2 , R 3 and R 4 may be methyl, ethyl, propyl, butyl, or higher alkyl phenyl, naphthyl, or benzyl groups. The aryl groups may be substituted with hydroxy, alkoxy, hydroxyalkyl, amino or nitro groups and may be halogen atoms. The groups R 3 and R 4 may together constitute a piperidine group, and R, may be a quinoline or benzthiazole group. Where Y is -OR 2 the colour formers may be prepared by condensing of di-ester of acetone-dicarboxylic acid with hydrazine or mono-substituted hydrazine, such as methyl hydrazine, ethyl-hydrazine, phenyl hydrazine substituted phenyl hydrazines, naphthyl hydrazines, substituted naphthyl hydrazines, and heterocyclic hydrazines such as quinoyl and benzthiazolyl hydrazines. Where Y is -NR 3 R 4 the amine may be mono dialkylamines such as ethylamine and diethylamine ; mono and di-arylamines such as aniline, diphenylamine, and naphthylamines ; mono- and di-aralkylamines such as benzylamine ; alkyl arylamines such as N-ethylamine ; aralkyl arylamines such as benzyl aniline ; heterocyclic amines such as pyridine, piperidine, quinoline, thiazoles, oxazoles, pyrimidines, and quinazolines ; and diamines such as o- and p-phenylene diamine, benzidine, dianisidine, diaminostilbenes and di-naphthyl amines. Aryl nuclei in the amines may be substituted by alkyl, nitro, helogen, alkoxy, or hydroxyalkyl groups. Examples specified are : (1) ethyl 1-phenyl-5- pyrazoline-3-acetate, prepared by the reaction of di-ethyl acetonediearboxylate with pbenylhydrazine ; (2) 1-phenyl-3-acetanilido-5-pyrazoline; (3) 1-phenyl-3-R-ethoxyacetanilido-5- pyrazolone ; (4) 1-phenyl-3-p-chloracetanilide- 5-pyrazolone; (5) di-(I-phenyl-5-pyrazolone-3- acet-benzidide ; (6) 1-phenyl-3-acet-d-naphthylamide-5-pyrazolone; (7) ethyl 1-#-naphthyl-5- pyrazolone-3-acetate ; (8) 1-#-naphthyl-3-pchloracetanilide-5-pyrazolone ; (9) 1-#-naphthyl 3-acet-o-anisidido-5-pyrazolone; (10) p-p<SP>1</SP>-di- (1-phenyl-5-pyrazolone-3-acetamino) - benzene; (11) p:p di-(1-phenyl-5-pyrazolone-3-acetamino)- m:m<SP>1</SP>-dimethoxydiphenyl ; (12) 1-phenyl-3- acet-n-butylamide-5-pyrazolone : (13) ethyl 1- p-chlorphenyl-5-pyrazolone-3-acetate ; (14) p:p<SP>1</SP> di-( 1-p-chlorphenyl-5-pyrazolone-3-acetamino )- diphenyl; (15) 1-p-chlorphenyl-3-acet-p-anisidido-5-pyrazolone; (16) ethyl 1-p-tolyl-5-pyrazolone-3-acetate; (17) 1-p-tolyl-3-(acet-2<SP>1</SP>:4<SP>1</SP>- dimethyl-anilido)-5-pyrazolone; and (18) p:p<SP>1</SP> di - ( 1 - p -tolyl - 5 - pyrazolone-3-acetamino)-diphenyl ; (19) examples (2) to (6) and (10) to (12) are prepared by reacting example (1), examples (8) to (9) by reacting example (7), examples (14) and (15) by reacting example (13) and examples (17) and (18) by reacting example (16) with the appropriate amine. The Provisional Specification refers also to colour formers having the general formula where n is a positive integer. Additional di-esters specified are those of #-keto-adipic acid and #-ketopimelic acid.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB21332/39A GB532726A (en) | 1939-07-22 | 1939-07-22 | Improvements in or relating to colour photography |
US345009A US2334495A (en) | 1939-07-22 | 1940-07-11 | Color photography |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB21332/39A GB532726A (en) | 1939-07-22 | 1939-07-22 | Improvements in or relating to colour photography |
Publications (1)
Publication Number | Publication Date |
---|---|
GB532726A true GB532726A (en) | 1941-01-30 |
Family
ID=10161094
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21332/39A Expired GB532726A (en) | 1939-07-22 | 1939-07-22 | Improvements in or relating to colour photography |
Country Status (2)
Country | Link |
---|---|
US (1) | US2334495A (en) |
GB (1) | GB532726A (en) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE457981A (en) * | 1943-09-22 | 1945-01-31 | ||
US2434272A (en) * | 1944-05-03 | 1948-01-13 | Eastman Kodak Co | Color photography with azosubstituted couplers |
US2435173A (en) * | 1944-06-07 | 1948-01-27 | Gen Aniline & Film Corp | Acetyl n-heterocyclic couplers for color photography |
US2536398A (en) * | 1947-10-10 | 1951-01-02 | Gen Aniline & Film Corp | Pyrazolone diazotype couplers |
US2533185A (en) * | 1947-10-22 | 1950-12-05 | Gen Aniline & Film Corp | Alkyl malonamates as azo coupling components in diazotype layers |
FR253100A (en) * | 1947-11-26 | |||
NL143691B (en) * | 1947-12-17 | Schenck Gmbh Carl | SLIDING WEIGHING DEVICE WITH A DEVICE FOR ADJUSTING THE SLIDING WEIGHT. | |
NL72166C (en) * | 1948-01-20 | |||
US9145424B2 (en) | 2008-11-20 | 2015-09-29 | Northwestern University | Treatment of amyotrophic lateral sclerosis |
WO2010059241A2 (en) * | 2008-11-20 | 2010-05-27 | Cambria Pharmaceuticals, Inc. | Treatment of amyotrophic lateral sclerosis |
-
1939
- 1939-07-22 GB GB21332/39A patent/GB532726A/en not_active Expired
-
1940
- 1940-07-11 US US345009A patent/US2334495A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
US2334495A (en) | 1943-11-16 |
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