GB865492A - Improvements in photographic emulsions containing colour couplers - Google Patents

Improvements in photographic emulsions containing colour couplers

Info

Publication number
GB865492A
GB865492A GB24168/58A GB2416858A GB865492A GB 865492 A GB865492 A GB 865492A GB 24168/58 A GB24168/58 A GB 24168/58A GB 2416858 A GB2416858 A GB 2416858A GB 865492 A GB865492 A GB 865492A
Authority
GB
United Kingdom
Prior art keywords
amylcyclohexyloxy
prepared
acid
methoxy
trichlorophenyl
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
Application number
GB24168/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kodak Ltd
Original Assignee
Kodak Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kodak Ltd filed Critical Kodak Ltd
Publication of GB865492A publication Critical patent/GB865492A/en
Expired legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/32Colour coupling substances
    • G03C7/3212Couplers characterised by a group not in coupling site, e.g. ballast group, as far as the coupling rest is not specific

Abstract

6-[a -(2; 4-Di-n-amylcyclohexyloxy) acetamido]- 2; 4-dichloro-3-methylphenol is prepared by treating 2; 4-di-n-amylcyclohexyloxy-acetic acid with triethylamine and ethyl chloroformate at 10 DEG C, and then adding 6-amino-2; 4-dichloro-3-methylphenol. If, instead of the latter amine 1-(2; 4; 6(or 5)-trichlorophenyl)- 3- (m-aminobenzamido)- 5-pyrazolone or a -(m-aminobenzoyl)-2-methoxyacetanilide is used, there results 1(2;4;6 (or 5)-trichlorophenyl)-3-[3-a -(2;4-di-n-amylcyclohexyloxy) acetamido)benzamido]-5-pyrazolone or a -(3-[a -(2; 4-di-n-amylcyclohexyloxy) acetamido] benzoyl)-2-methoxy-acetanilide respectively. The following compounds are similarly prepared; 6-[a -(3-n-pentadecylcyclohexyloxy) acetamido] -2; 4-dichloro-3-methylphenol from 3-pentadecyl clorohexyloxyacetic acid and 6-amino-2;4-dichloro-3-methyl-phenol, and a -benzoyl-5-[g -(2;4-di-n-amylcyclohexyloxy) butyramido]-2-methoxy acetanilde and 1-(2; 4; 6-trichlorophenyl)-3-[3-(a -(2; 4-di-n-amylcyclohexyloxy) butyramido) benzamido]-5-pyrazolone from g - or a -2; 4- di-n-amylcyclohexyloxy) butyric acid and a -benzoyl-5-amino-2-methoxy-acetanilide or 1-(2; 4; 6-trichlorophenyl)-3-(m-amino-benzamido)-5-pryrazolone respectively. 1-Hydroxy-2[g -(2; 4-di-n-amylcyclohexyloxy)-n-butyl]-naphthamide is prepared by reacting g -(2; 4-di-n-amylcyclohexyloxy) butylamine with phenyl 1-hydroxy-2-naphthoate. a -(3-[g -(4-n-Amylcyclohexyloxy) butramido] benzoyl)-2-methoxy-acetanilide is prepared by reacting g -(4-n-amylcyclohexyloxy) butyric acid with a -(m-aminobenzoyl)-2-methoxy acetanilide. 2; 4-Di-n-amylcyclohexyloxy-acetic acid is prepared by hydrogenating 2; 4-di-n-amylphenoxy-acetic acid with hydrogen under pressure and a platinum oxide catalyst. The following compounds are similarly prepared from the phenoxy compounds; 3-pentadecyl cyclohexyloxy-acetic acid, g -(4-n-amylcyclohexyloxy)- butyric acid and g -(2; 4-di-n-amylcyclohexyloxy)- butyric acid. g -(2; 4- di-n-amylphenoxy) butyronitrile is prepared by treating 2; 4-di-n-amylphenol in sodium hydroxide with g -chloro-butyronitrile. Hydrogenation of the product gives g -(2; 4-di-n-amylcylohexyloxy) butylamino. 2; 4-Di-n-amylphenol is prepared by acylation of p-namylphenol with valeric acid followed by hydrogenation. Treatment of the product with chloracetic acid in sodium hydroxide gives 2; 4-di-n-amyl phenoxyacetic acid. g -(4-n-Amylphenoxy) butyric acid is prepared by reacting the p sodium salt of 4-n-amylphenol with g -butyrolactone. Specifications 524,154, 524,554, 524,555, 541,589, 633,812, 680,488 and 800,108 are referred to.
GB24168/58A 1957-07-29 1958-07-28 Improvements in photographic emulsions containing colour couplers Expired GB865492A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US674572A US2920961A (en) 1957-07-29 1957-07-29 Couplers for color photography

Publications (1)

Publication Number Publication Date
GB865492A true GB865492A (en) 1961-04-19

Family

ID=24707129

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24168/58A Expired GB865492A (en) 1957-07-29 1958-07-28 Improvements in photographic emulsions containing colour couplers

Country Status (3)

Country Link
US (1) US2920961A (en)
FR (1) FR1210828A (en)
GB (1) GB865492A (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL259369A (en) * 1959-12-23
US3285747A (en) * 1964-08-26 1966-11-15 Gen Analine & Film Corp Color formers containing a m-alkyl-phenoxyacyl group
DE2039489C3 (en) * 1970-08-08 1979-08-09 Agfa-Gevaert Ag, 5090 Leverkusen Color photographic recording material
US3772002A (en) * 1971-10-14 1973-11-13 Minnesota Mining & Mfg Phenolic couplers
US3864366A (en) * 1971-12-29 1975-02-04 Eastman Kodak Co Novel acylamidophenol photographic couplers
US5476821A (en) 1994-11-01 1995-12-19 Corning Incorporated High modulus glass-ceramics containing fine grained spinel-type crystals
US5491116A (en) * 1995-04-03 1996-02-13 Corning Incorporated Fine-grained glass-ceramics

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE435374A (en) * 1938-07-14
US2367531A (en) * 1942-06-12 1945-01-16 Eastman Kodak Co Acylaminophenol photographic couplers
US2474293A (en) * 1947-09-10 1949-06-28 Eastman Kodak Co 1-naphthol-2-carboxylic acid amide couplers for color photography
US2589004A (en) * 1948-11-04 1952-03-11 Eastman Kodak Co Process for producing couplers from bi-functional amines
US2618641A (en) * 1951-12-15 1952-11-18 Eastman Kodak Co Arylidene-bis-pyrazolones
BE521045A (en) * 1952-06-28

Also Published As

Publication number Publication date
US2920961A (en) 1960-01-12
FR1210828A (en) 1960-03-10

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