GB738675A - Improvements relating to the production of photographic images and to new chemical compounds for minimising image degradation - Google Patents

Improvements relating to the production of photographic images and to new chemical compounds for minimising image degradation

Info

Publication number
GB738675A
GB738675A GB6105/53A GB610553A GB738675A GB 738675 A GB738675 A GB 738675A GB 6105/53 A GB6105/53 A GB 6105/53A GB 610553 A GB610553 A GB 610553A GB 738675 A GB738675 A GB 738675A
Authority
GB
United Kingdom
Prior art keywords
benzthiazole
general formula
compounds
carboxy
prepared
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
GB6105/53A
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 GB738675A publication Critical patent/GB738675A/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
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/35Antiplumming agents, i.e. antibronzing agents; Toners
    • G03C1/355Organic derivatives of bivalent sulfur, selenium or tellurium
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62Benzothiazoles
    • C07D277/68Benzothiazoles 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 in position 2
    • C07D277/82Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Compounds of the general formula <FORM:0738675/IV (b)/1> wherein R is an alkyl group, M is H, and Z represents the non-metallic atoms necessary to complete a heterocyclic nucleus of the benzthiazole series are prepared by heating together a compound of the general formula <FORM:0738675/IV (b)/2> with an alkali metal salt <FORM:0738675/IV (b)/3> , wherein M1 is an alkali metal, and an amount of acid sufficient to liberate the free acid of the latter compound. Compounds wherein M is an alkali metal atom are obtained by neutralization of the compounds of the first general formula with caustic alkali. Compounds of the second general formula are obtained by reacting a compound of the general formula <FORM:0738675/IV (b)/4> with maleic anhydride as described in Specification 738,676, compounds of the last-mentioned general formula specified being 2-aminobenzthiazole and its 5- and 6-bromo-, 4-, 6-, and 7-chloro-, 4-, 5-, and 6-methoxy-, 6-ethoxy-, 4-n-butoxy-, 6-iso-butoxy-, and 4- and 6-methyl derivatives. In example (1), 2-(b -carboxy-a -thiocarbomethoxythiolpropionamido) - benzthiazole is prepared by heating together the 2-aminobenzthiazole salt of 2-(b -carboxyacrylamido)-benzthiazole, potassium methoxydithioformate, and acetic acid. 2-(b -Carboxy-a -thiocarbethoxythiolpropionamido)-benzthiazole, 2-(b -carboxy-a -thiocarbo - n - butoxythiolpropionamido) - benzthiazole, 2 - (b - carboxy - a - thiocarbo - n - octoxythiolpropionamido) - benzthiazole, and 6 - ethoxy-2 - (b - carboxy - a - thiocarbo - n - butoxythiolpropionamido)-benzthiazole are similarly prepared. Compounds of the general formula <FORM:0738675/IV (b)/5> are prepared by mixing a compound of the general formula <FORM:0738675/IV (b)/6> an alkali metal salt <FORM:0738675/IV (b)/7> and sufficient acid to give the mixture a pH below 7. In example (5), 2-(b -carboxy-b -thiocarbo - n - butoxythiolpropionamido) - benzthiazole is prepared by dissolving potassium n-butoxydithioformate to a solution of 2-(b -carboxyacrylamido)-benzthiazole in aqueous ammonia and then dripping in acetic acid solution.
GB6105/53A 1952-04-30 1953-03-05 Improvements relating to the production of photographic images and to new chemical compounds for minimising image degradation Expired GB738675A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US738675XA 1952-04-30 1952-04-30

Publications (1)

Publication Number Publication Date
GB738675A true GB738675A (en) 1955-10-19

Family

ID=22116281

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6105/53A Expired GB738675A (en) 1952-04-30 1953-03-05 Improvements relating to the production of photographic images and to new chemical compounds for minimising image degradation

Country Status (3)

Country Link
BE (1) BE519581A (en)
FR (1) FR1102939A (en)
GB (1) GB738675A (en)

Also Published As

Publication number Publication date
FR1102939A (en) 1955-10-27
BE519581A (en)

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