GB833596A - Photographic silver halide emulsion - Google Patents

Photographic silver halide emulsion

Info

Publication number
GB833596A
GB833596A GB32627/57A GB3262757A GB833596A GB 833596 A GB833596 A GB 833596A GB 32627/57 A GB32627/57 A GB 32627/57A GB 3262757 A GB3262757 A GB 3262757A GB 833596 A GB833596 A GB 833596A
Authority
GB
United Kingdom
Prior art keywords
pyrazolone
phenyl
sulphostearamido
amino
benzamido
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
GB32627/57A
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 GB833596A publication Critical patent/GB833596A/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
    • G03C7/36Couplers containing compounds with active methylene groups
    • G03C7/38Couplers containing compounds with active methylene groups in rings
    • G03C7/384Couplers containing compounds with active methylene groups in rings in pyrazolone rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
    • C07D231/44Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/52Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)

Abstract

Pyrazolones of the general formula <FORM:0833596/IV (b)/1> wherein R is an alkyl group of from 8 to 18 carbon atoms, D is -CO-, -CH2CO- or -OCH2CO-, and Y is hydrogen, ammonium or an alkali metal, are prepared by treating 3-amino-1-phenyl-5-pyrazolone with an acyl chloride of the formula <FORM:0833596/IV (b)/2> reducing the nitro compound formed to the corresponding amino compound and condensing this with an a -sulpho-fatty acid of the formula R.CH(SO3H)-COOH. Examples are given of the reaction of 1-phenyl-3-amino-5-pyrazolone with 4-nitrobenzoyl chloride or p-nitrophenoxy acetyl chloride to give 3-p-nitrobenzamido-1-phenyl - 5 - pyrazolone or 3 - p - nitrophenoxy-acetamido - 1 - phenyl - 5 - pyrazolone respectively, and of the reduction of these with anhydrous ferrous sulphate in ammonia to give the corresponding amino compounds. Examples are also given of the reaction of a -sulphostearic acid monosodium salt with 3-(p-aminobenzamido) - 1 - phenyl - 5 - pyrazolone, 3 - (31-aminobenazamido) - 1 - phenyl - 5 - pyrazolone, or 3 - (p - aminophenylacetamido) - 1 - phenyl5 - pyrazolone to give respectively 1 - phenyl 3 - (p - a - sulphostearamido - benzamido) - 5 - pyrazolone, 1 - phenyl - 3 - (31 - a - sulphostearamido - benzamido) - 5 - pyrazolone or 1-phenyl - 3 - (p - a - sulphostearamido - phenyl-acetamido) - 5 - pyrazolone. Alternatively, 1-phenyl - 3 - (p - a - sulphostearamido - benzamido)-5-pyrazolone is made by reacting 3-amino - 1 - phenyl - 5 - pyrazolone with p-(a -sulphostearamido) benzoic acid. It is stated that instead of a -sulphostearaic acid, the a -sulpho-derivative of capric, lauric, myristic or palmitic acids may be used in any of the above reactions.
GB32627/57A 1956-10-23 1957-10-18 Photographic silver halide emulsion Expired GB833596A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US617681A US2902366A (en) 1956-10-23 1956-10-23 Acylated 3-aminopyrazolone couplers

Publications (1)

Publication Number Publication Date
GB833596A true GB833596A (en) 1960-04-27

Family

ID=24474603

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32627/57A Expired GB833596A (en) 1956-10-23 1957-10-18 Photographic silver halide emulsion

Country Status (4)

Country Link
US (1) US2902366A (en)
BE (1) BE561850A (en)
DE (1) DE1051638B (en)
GB (1) GB833596A (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE590403A (en) * 1959-04-30
US3112198A (en) * 1959-06-18 1963-11-26 Gen Aniline & Film Corp Non-diffusing color formers in which the long aliphatic chain thereon is provided with a terminal sulfo group
NL254661A (en) * 1959-08-07
DE1111505B (en) * 1960-02-11 1961-07-20 Agfa Ag Process for the production of colored photographic reflective or transparent images by the color development process
DE1130287B (en) * 1961-02-01 1962-05-24 Agfa Ag Process for the production of color photographic images by the process of color development and material for carrying out the process
US3127269A (en) * 1961-09-11 1964-03-31 Colour photography
DE1155979B (en) * 1961-10-24 1963-10-17 Eastman Kodak Co Color development processes with 5-pyrazolone derivative color couplers and photographic emulsions used therefor
US3476560A (en) * 1964-07-28 1969-11-04 Fuji Photo Film Co Ltd Inhibiting fogging action during color development
CN107573266A (en) * 2017-09-19 2018-01-12 黑龙江鑫创生物科技开发有限公司 A kind of synthetic method of 4-hydrazinobenzene-1-sulfonamide hydrochloride

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL49334C (en) * 1935-08-07
DE726611C (en) * 1936-02-21 1942-10-16 Ig Farbenindustrie Ag Process for the preparation of halogen silver emulsion layers with dye formers for color photography
BE432544A (en) * 1938-02-05
DE736867C (en) * 1940-08-08 1943-06-30 Ig Farbenindustrie Ag Process for the production of photographic color images by color development of halogen silver emulsion layers containing 1-phenyl-5-pyrazolones as dye-forming agents
DE759642C (en) * 1941-07-01 1952-10-27 Ig Farbenindustrie Ag Process for the production of color photographic images
US2369489A (en) * 1941-09-25 1945-02-13 Eastman Kodak Co Acylated amino pyrazolone couplers
US2511231A (en) * 1949-03-26 1950-06-13 Eastman Kodak Co 1-cyanophenyl-3-acylamino-5-pyrazolone couplers for color photography
US2829975A (en) * 1956-04-26 1958-04-08 Gen Aniline & Film Corp 3-alpha-sulfo acylamino pyrazolone color formers in which the acyl group contains a long aliphatic chain

Also Published As

Publication number Publication date
BE561850A (en)
US2902366A (en) 1959-09-01
DE1051638B (en) 1959-02-26

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