GB858482A - New colour couplers - Google Patents

New colour couplers

Info

Publication number
GB858482A
GB858482A GB1174358A GB1174358A GB858482A GB 858482 A GB858482 A GB 858482A GB 1174358 A GB1174358 A GB 1174358A GB 1174358 A GB1174358 A GB 1174358A GB 858482 A GB858482 A GB 858482A
Authority
GB
United Kingdom
Prior art keywords
formula
acid
prepared
amino
reacting
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
GB1174358A
Inventor
Colin William Greenhalgh
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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
Priority to BE577673D priority Critical patent/BE577673A/xx
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1174358A priority patent/GB858482A/en
Priority to DEI16290A priority patent/DE1087450B/en
Priority to FR792051A priority patent/FR1220556A/en
Publication of GB858482A publication Critical patent/GB858482A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom 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
    • C07D307/64—Sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)

Abstract

The invention comprises colour couplers of the formula A-NH-CO-CHR1-CHR2-COOH wherein either of R1 or R2 is hydrogen and the other is -X-Y, where X represents -S- or -SO2-and Y represents an alkyl, cycloalkyl, aralkyl or aryl radical (the latter optionally substituted by chlorine, carboxyl or alkoxy), and A-NH- is the residue of a colour coupler containing an amino group and being one of the following:-(1) those which contain a -CO-CH2-CO-group and which give yellow dyestuffs on colour development with substituted para-phenylene-diamines, e.g. 41-methoxybenzoylacet-4-amino-2-methoxy-anilide; (2) those which contain a cyanoacetyl group or a pyrazolone ring and which give magenta dyestuffs on colour development with substituted para-phenylenediamines, e.g. 4-o -cyanoacetyl-aniline, 1-phenyl-3-amino-5-pyrazolone and 1-phenyl-3-(41-aminophenyl)-5-pyrazolone; and (3) aminophenols and amino-1-naphthols which give cyan dystuffs on colour development with substituted para-phenylene-diamines, e.g. 1-amino-5-naphthol and 4-chloro-5-methyl-2-aminophenol. Alkali metal and amine salts of the above compounds are also described. The compounds are prepared by reacting colour couplers of the formula A-NH2 with anhydrides of the formula: <FORM:0858482/IV(b)/1> Anhydrides of the formula: <FORM:0858482/IV(b)/2> are prepared by heating an acid of the formula: <FORM:0858482/IV(b)/3> with an acid chlorine or an acid anhydride Acids of the formula: <FORM:0858482/IV(b)/4> are prepared (1) by reacting Y-SH with maleic acid or its salts or esters followed by acidification or alkaline hydrolysis where appropriate; (2) by reacting Y-halogen with thiomalic acid or its salts or esters followed by acidification or alkaline hydrolysis where appropriate; (3) by converting X= -S- to X= -SO2- with hydrogen peroxide or potassium permanganate; and (4) by reacting an aryl sulphinic acid with maleic acid or its salts when Y represents aryl and X represents -SO2-. 4 (31-Aminobenzenesulphonylamino)-o -cyano-acetylbenzene is prepared by reduction of the corresponding nitro compound. 4 (31-Nitrobenzenesulphonylamino)o -cyano-acetylbenzene is prepared by acylating 4-o -cyaroacetylbenzene with 3-nitrobenzenesulphonyl chloride.
GB1174358A 1958-04-14 1958-04-14 New colour couplers Expired GB858482A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
BE577673D BE577673A (en) 1958-04-14
GB1174358A GB858482A (en) 1958-04-14 1958-04-14 New colour couplers
DEI16290A DE1087450B (en) 1958-04-14 1959-04-14 Color photographic color development process
FR792051A FR1220556A (en) 1958-04-14 1959-04-14 Color photography

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1174358A GB858482A (en) 1958-04-14 1958-04-14 New colour couplers

Publications (1)

Publication Number Publication Date
GB858482A true GB858482A (en) 1961-01-11

Family

ID=9991873

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1174358A Expired GB858482A (en) 1958-04-14 1958-04-14 New colour couplers

Country Status (4)

Country Link
BE (1) BE577673A (en)
DE (1) DE1087450B (en)
FR (1) FR1220556A (en)
GB (1) GB858482A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104812736A (en) * 2012-11-28 2015-07-29 陆岩松 Novel synthetic antioxidants and their uses

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2301705A1 (en) * 1973-01-13 1974-07-25 Agfa Gevaert Ag PHOTOGRAPHIC MATERIAL WITH AN EMULSIFIED COLOR COUPLER AND METHOD OF MANUFACTURING IT

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE500139A (en) * 1950-12-20

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104812736A (en) * 2012-11-28 2015-07-29 陆岩松 Novel synthetic antioxidants and their uses
US9994519B2 (en) 2012-11-28 2018-06-12 Yansong Lu Synthetic antioxidants and their uses

Also Published As

Publication number Publication date
FR1220556A (en) 1960-05-25
DE1087450B (en) 1960-08-18
BE577673A (en)

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