GB865032A - Production of yellow dye images by color development - Google Patents

Production of yellow dye images by color development

Info

Publication number
GB865032A
GB865032A GB9839/59A GB983959A GB865032A GB 865032 A GB865032 A GB 865032A GB 9839/59 A GB9839/59 A GB 9839/59A GB 983959 A GB983959 A GB 983959A GB 865032 A GB865032 A GB 865032A
Authority
GB
United Kingdom
Prior art keywords
acetamido
naphthol
benzoyl chloride
prepared
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
Application number
GB9839/59A
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.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film Corp
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 General Aniline and Film Corp filed Critical General Aniline and Film Corp
Publication of GB865032A publication Critical patent/GB865032A/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
    • G03C7/3244Couplers forming azinic dyes; Specific developers therefor

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Compounds of the general formula: <FORM:0865032/IV (b)/1> wherein R is hydrogen, halogen, nitro, alkoxy, alkyl or -NHR1 where R1 is alkyl or carboxylic acyl, are prepared by acylating 5-acetamido-2-naphthol with the appropriate benzoyl halide in the presence of aluminium chloride, and then hydrolyzing the acetamido group to the free amine with acid or alkali. Examples are given of the reaction of 5-acetamido-2-naphthol with benzoyl chloride, 2-chloro-benzoyl chloride, 4-methyl-benzoyl chloride or 3-nitro-benzoyl chloride and of the hydrolysis of the products to the free amines. Alternatively, the 5-acetamido intermediates may be prepared by a Fries rearrangement of the benzoic acid esters of 5-acetamido-2-naphthols. Thus, 5-acetamido-1-p-methoxybenzoyl - 2 - naphthol is prepared by refluxing 5-acetamido-2-naphthyl-p-methoxybenzoate with aluminium chloride in tetrachloro-ethane. The product may be hydrolyzed to the corresponding 5-amine. 5-acetamido-2-naphthyl-p-methoxybenzoate is prepared by adding anhydrous, aluminium chloride powder to an ice-cold mixture of 5-acetamido-2-naphthol and p-methoxy benzoyl chloride in tetrachloro-ethane. Alternatively, it is suggested that such esters could be made by a Schotten-Baumann reaction using a benzoyl chloride, the naphthol and sodium hydroxide. Specification 640,382 and U.S.A. Specification 2,486,440 are referred to.
GB9839/59A 1958-04-03 1959-03-20 Production of yellow dye images by color development Expired GB865032A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US726288A US2921851A (en) 1958-04-03 1958-04-03 Production of yellow dye images by color development

Publications (1)

Publication Number Publication Date
GB865032A true GB865032A (en) 1961-04-12

Family

ID=24917977

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9839/59A Expired GB865032A (en) 1958-04-03 1959-03-20 Production of yellow dye images by color development

Country Status (4)

Country Link
US (1) US2921851A (en)
BE (1) BE576817A (en)
DE (1) DE1069470B (en)
GB (1) GB865032A (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB540636A (en) * 1940-03-12 1941-10-23 Eastman Kodak Co Improvements relating to coupling components for use in colour photography
US2486440A (en) * 1946-01-10 1949-11-01 Gen Aniline & Film Corp Production of phenazonium dyestuff images

Also Published As

Publication number Publication date
DE1069470B (en) 1959-11-19
US2921851A (en) 1960-01-19
BE576817A (en)

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