GB1044959A - Method and material for producing photographic colour images - Google Patents

Method and material for producing photographic colour images

Info

Publication number
GB1044959A
GB1044959A GB39999/63A GB3999963A GB1044959A GB 1044959 A GB1044959 A GB 1044959A GB 39999/63 A GB39999/63 A GB 39999/63A GB 3999963 A GB3999963 A GB 3999963A GB 1044959 A GB1044959 A GB 1044959A
Authority
GB
United Kingdom
Prior art keywords
amino
methyl
hexadecylsulphonyl
hexadecylsulphamoyl
hexadecylthio
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
GB39999/63A
Inventor
Raphael Karel Van Poucke
Arthur Henri De Cat
Marcel Jacob Monbaliu
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.)
Gevaert Photo Producten NV
Original Assignee
Gevaert Photo Producten NV
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 Gevaert Photo Producten NV filed Critical Gevaert Photo Producten NV
Priority to GB39999/63A priority Critical patent/GB1044959A/en
Priority to BE654111D priority patent/BE654111A/nl
Priority to US402652A priority patent/US3330660A/en
Publication of GB1044959A publication Critical patent/GB1044959A/en
Expired legal-status Critical Current

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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/36—Nitrogen atoms
    • 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
    • G03C7/18—Processes for the correction of the colour image in subtractive colour photography
    • 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

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Coloring (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)

Abstract

The invention comprises pyrazolones of the general formula <FORM:1044959/C2/1> wherein A is -SO3H or a salt thereof, Z completes an aromatic nucleus such as a benzene ring which may carry further substituents such as methyl, chloro or bromo, Y is a bivalent aromatic radical such as phenylene or chlorophenylene, X is -O-, -S-, -SO2-, -SO2NH- or a substituted -SO2NH-group, the sulphur atoms of such -SO2NH- groups, being attached to Y, D is an acyclic aliphatic radical of 5-20 carbon atoms and n is 1 or 2. The compounds are made by the following reaction scheme:- <FORM:1044959/C2/2> 1 - (2 - n - Hexadecylthio - 5 - chlorphenyl) - 3 - amino - 2 - pyrazolin - 5 - one is made by reacting ethyl b -amino-b -ethoxyacrylate in the presence of sodium methylate with 2-n-hexadecylthio - 5 - chlorphenyl hydrazine obtained by reducing with stannous chloride a diazonium salt solution formed by diazotizing with isoamyl nitrite 2 - n - hexadecylthio - 5 - chloroaniline hydrochloride prepared by condensing n-hexadecyl bromide with 2-mercapto-5-chloro-aniline. 1 - [4 - (N - methyl - N - hexadecylsulphamoyl)phenyl] - 3 - amino - 2 - pyrazolin - 5 - one is made by condensing ethyl b -imino-b -ethoxy propionate with 4-(N-methyl-N-hexadecylsulphamoyl) -phenyl hydrazine obtained by refluxing 4-(N-methyl-N-hexadecylsulphamoyl)-bromobenzene with anhydrous hydrazine. 1 - (4 - Hexadecylsulphonyl - 2 - chlorophenyl)3 -amino-2pyrazolin-5-one is obtained analogously via 4-hexadecylsulphonyl-2-chlorophenylhydrazine. 1 - (2 - Hexadecylsulphonyl) - 3 - amino - 2pyrazolin-5-one is obtained analogously via 2-hexadecylsulphonylphenylhydrazine.
GB39999/63A 1963-10-08 1963-10-10 Method and material for producing photographic colour images Expired GB1044959A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB39999/63A GB1044959A (en) 1963-10-10 1963-10-10 Method and material for producing photographic colour images
BE654111D BE654111A (en) 1963-10-08 1964-10-08
US402652A US3330660A (en) 1963-10-10 1964-10-08 Method and material for producing photographic color images

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB39999/63A GB1044959A (en) 1963-10-10 1963-10-10 Method and material for producing photographic colour images

Publications (1)

Publication Number Publication Date
GB1044959A true GB1044959A (en) 1966-10-05

Family

ID=10412642

Family Applications (1)

Application Number Title Priority Date Filing Date
GB39999/63A Expired GB1044959A (en) 1963-10-08 1963-10-10 Method and material for producing photographic colour images

Country Status (2)

Country Link
US (1) US3330660A (en)
GB (1) GB1044959A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4443536A (en) * 1981-08-25 1984-04-17 Eastman Kodak Company Nondiffusible photographic couplers and photographic elements and processes employing same

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2353205A (en) * 1939-03-31 1944-07-11 Eastman Kodak Co Color-forming compound containing sulphonamide groups
US2369489A (en) * 1941-09-25 1945-02-13 Eastman Kodak Co Acylated amino pyrazolone couplers
FR79706E (en) * 1959-11-13 1963-04-17

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4443536A (en) * 1981-08-25 1984-04-17 Eastman Kodak Company Nondiffusible photographic couplers and photographic elements and processes employing same

Also Published As

Publication number Publication date
US3330660A (en) 1967-07-11

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