GB843497A - Improvements in colour photography - Google Patents
Improvements in colour photographyInfo
- Publication number
- GB843497A GB843497A GB36641/56A GB3664156A GB843497A GB 843497 A GB843497 A GB 843497A GB 36641/56 A GB36641/56 A GB 36641/56A GB 3664156 A GB3664156 A GB 3664156A GB 843497 A GB843497 A GB 843497A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- prepared
- pentadecylphenoxy
- amylphenoxy
- butyryl chloride
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
- C07D231/52—Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa
-
- 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
- G03C7/3212—Couplers characterised by a group not in coupling site, e.g. ballast group, as far as the coupling rest is not specific
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
2;4 - Dichloro - 3 - methyl - 6 - [ a - ( 3- n - pentadecylphenoxy) acetamido] phenol is prepared by adding a -(3-n-pentadecylphenoxy) acetyl chloride to a mixture of 6-amino-2;4-dichloro-3-methylphenol hydrochloride and sodium acetate in acetic acid. The same aminophenol may be reacted with a - or g -(3-n-pentadecylphenoxy) butyryl chloride, a -or g -(2;4-di-n-amylphenoxy)-n-butyryl chloride, a -(2-n-octyl-4-n-amylphenoxy -n-butyryl chloride or a -(4-n-octylphenoxy) acetyl chloride instead of the above acetyl chloride. Similarly, 2-caprylylamido-5-aminophenol, a -(m-aminobenzoyl-2-methoxy-acetanilide hydrochloride or a -benzoyl-5-amino-2-methoxyacetanilide may be reacted with a -(3-n-pentadecylphenoxy) - n - butyryl chloride, the former reaction being carried out in quinoline and dioxane, however. a -(3-n-Pentadecylphenoxy) acetic acid is prepared by treating the potassium salt of 3-n-pentadecylphenol in xylene with sodium chloroacetate and acidifying the product with hydrochloric acid. Treatment with thionyl chloride gives the acid chloride. Similarly, the above phenol potassium salt may be reacted with ethyl a - or g - bromobutyrate, or the sodium salt of p-n-octyl phenol may be reacted with sodium chloroacetate and the acids converted to the corresponding acid chlorides. 2-caprylylamido-5-nitrophenol is prepared by adding octanoyl chloride to 2-amino-5-nitrophenol and quinoline in dioxane. The product is reduced to the corresponding amino compound by hydrogenation with a nickel catalyst. a -Benzoyl-2-methoxy-5-nitroacetanilide is prepared by reacting 4-nitro-2-aminoanisole with ethyl benzoylacetate. The product is reduced to the corresponding amino compound by hydrogenation with a nickel catalyst. a - (m - Nintrobenzoyl) - methoxyacetanilide is prepared by refluxing ethyl a -(m-nitrobenzoyl) acetate with o-anisidine in xylene. It is converted to the corresponding amino compound by reaction with aqueous sodium sulphide in ethanol. 1 - Hydroxy - 2 - [ a (3 - n - pentadecylphenoxy)-n-butyl] naphthamide is prepared anologously to compound 1 of Specification 649,660 by condensing 3-n-pentadecyl-phenol with g -chlorobutyronitrile in alkali, reducing the nitrile to the butylamine and condensing the product with 1-naphthol-2-carboxylic acid phenyl ester. 1 - (21; 41; 61 - Trichlorophenyl) - 3 - [a - (3-n - pentadecyl-phenoxy) butyrylamido] - 5 - pyrazolone is prepared in the same way as coupler 9 of Specification 680,448 by condensing a -(3 - n - pentadecylphenoxy) - n - butyryl chloride with the appropriate 3-amino-5-pyrazolone. The corresponding 1-(21;41;51;-trichlorophenyl)-e pyrazolone is similarly prepared. 1 - (21:41;61 - Trichlorophenyl) - 3 - \sT 311-[a - (3 - n - pentadecylphenoxy) - n - butyrylamido] benzarmido \sV - 5 - pyrazolone is prepared in the same way as coupler 7 of Specification 680,488 by reacting the 1-substituted -3-amino-5-pyrazolone with m-nitrobenzoyl chloride, reducing the nitro group to an amino group and condensing with a -(3-n-pentadecylphenoxy)-n-butyryl chloride. The 1-(21;41;51-trichlorophenyl)- compound may be similarly prepared 1-(21:41;-51-trichlorophenyl - 3 - \sV311 - [g -(2111;4111 - di - n - amylphenoxy) - n butyrylamido] benzamido \sV - 5 - pyrazolone may be similarly prepared from g -(2;4-di-n-amylphenoxy) -n-butyryl chloride. a - \sT 3 - [g - (2; 4 - Di - amylphenoxy) butyrylamido] benzoyl \sV - 2 - methoxyacetanilide is prepared in the same way as compound IV of Specification 800,108 by reacting a -(m-aminobenzoyl)-2-methoxy acetanilide hydrochloride with g -(2;4 - di - n - amylphenoxy) - n - butyryl chloride. Instead of the latter chloride, a -(2;4 - di - n - amylphenoxy) n - butyryl chloride, a - (2 - n - octyl - 4 - n - amylphenoxy) - n - butyryl chloride, a - (2 - methyl - 4 - n - decyl - phenoxy) - n - butyryl chloride or a - (2 - n - decyl -4-methylphenoxy) - n - butyryl chloride may be used. Specification 791,219 also is referred to.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US843497XA | 1955-12-02 | 1955-12-02 | |
US599896A US2908573A (en) | 1956-07-25 | 1956-07-25 | Photographic color couplers containing mono-n-alkyl groups |
Publications (1)
Publication Number | Publication Date |
---|---|
GB843497A true GB843497A (en) | 1960-08-04 |
Family
ID=26770882
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB36641/56A Expired GB843497A (en) | 1955-12-02 | 1956-11-30 | Improvements in colour photography |
Country Status (3)
Country | Link |
---|---|
BE (1) | BE553072A (en) |
FR (1) | FR1167879A (en) |
GB (1) | GB843497A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5670302A (en) * | 1996-06-16 | 1997-09-23 | Eastman Kodak Company | Photographic elements containing new magenta dye-forming couplers |
-
0
- BE BE553072D patent/BE553072A/xx unknown
-
1956
- 1956-11-29 FR FR1167879D patent/FR1167879A/en not_active Expired
- 1956-11-30 GB GB36641/56A patent/GB843497A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5670302A (en) * | 1996-06-16 | 1997-09-23 | Eastman Kodak Company | Photographic elements containing new magenta dye-forming couplers |
Also Published As
Publication number | Publication date |
---|---|
BE553072A (en) | |
FR1167879A (en) | 1958-12-02 |
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