GB814823A - Improved antifogging and stabilising agents for photographic silver halide emulsion - Google Patents

Improved antifogging and stabilising agents for photographic silver halide emulsion

Info

Publication number
GB814823A
GB814823A GB18232/56A GB1823256A GB814823A GB 814823 A GB814823 A GB 814823A GB 18232/56 A GB18232/56 A GB 18232/56A GB 1823256 A GB1823256 A GB 1823256A GB 814823 A GB814823 A GB 814823A
Authority
GB
United Kingdom
Prior art keywords
methyl
phenyl
general formula
group
amino
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
GB18232/56A
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 GB814823A publication Critical patent/GB814823A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/14—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
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)

Abstract

The invention comprises tetrazaindene compounds having the general formula <FORM:0814823/IV (b)/1> wherein R represents an hydroxyl group or a chlorine atom, R1 represents an alkyl or aromatic group and R2 represents hydrogen or an alkyl or aromatic group, utilizable as photographic anti-fogging agents (see Group XX) which may be prepared by condensing 3-amino-5-hydroxymethyl-1 : 2 : 4-triazole with an acyl ester of the general formula R2CO.CH(R2)COOR3 wherein R1 and R2 are as defined above and R3 represents a lower alkyl group, e.g. methyl or ethyl, whereby products are obtained in which R is a hydroxyl group, and these may be reacted with phosphoryl chloride to obtain the products in which R is a chlorine atom. In the above formul R1 may be, for example, methyl, phenyl or p-methoxyphenyl and R2 may be, for example, methyl, ethyl, phenyl or tolyl. In examples: (1) amino guanidine bicarbonate is refluxed with aqueous glycollic acid in the presence of some nitric acid yielding the glycollic acid salt of 3-amino-5-hydroxy methyl-1 : 2 : 4-triazole which is reacted with ethyl acetoacetate in glacial acetic acid to give 4-hydroxy-2-hydroxymethyl - 6 - methyl - 1 : 3 : 3a : 7 - tetrazaindene; its hemihydrate is described; (2) the product of (1) is converted into the hemihydrate of the 2-chloromethyl derivative by refluxing with phosphoryl chloride; the anhydrous 2-chloromethyl compound is obtained therefrom by treatment with hydrochloric acid. Other tetrazaindenes of the above general formula are described wherein R1 represents phenyl, R2 is hydrogen and R represents OH or chlorine or wherein R1 is CH3, R2 is C2H5 and R is OH, or wherein R1 is CH3, R2 is phenyl and R is OH. Specification 619,557 is referred to.
GB18232/56A 1955-06-15 1956-06-13 Improved antifogging and stabilising agents for photographic silver halide emulsion Expired GB814823A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US515785A US2835581A (en) 1955-06-15 1955-06-15 Tetrazaindenes and photographic emulsions containing them

Publications (1)

Publication Number Publication Date
GB814823A true GB814823A (en) 1959-06-10

Family

ID=24052726

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18232/56A Expired GB814823A (en) 1955-06-15 1956-06-13 Improved antifogging and stabilising agents for photographic silver halide emulsion

Country Status (4)

Country Link
US (1) US2835581A (en)
BE (1) BE548687A (en)
FR (1) FR1158160A (en)
GB (1) GB814823A (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3053657A (en) * 1959-05-04 1962-09-11 Eastman Kodak Co Photographic silver halide diffusion transfer process
CA685877A (en) * 1961-03-27 1964-05-05 Canadian Kodak Co. Limited Photographic multicolor diffusion transfer process using dye developers
US4078937A (en) * 1974-11-26 1978-03-14 Fuji Photo Film Co., Ltd. Process for sensitizing a fine grain silver halide photographic emulsion
US4302525A (en) * 1978-06-26 1981-11-24 Polaroid Corporation Novel photosensitive elements and method of stabilizing said elements
US4332888A (en) * 1978-11-20 1982-06-01 Polaroid Corporation Method for stabilizing and spectrally sensitizing photosensitive silver halide emulsion
JPS60122935A (en) * 1983-12-07 1985-07-01 Konishiroku Photo Ind Co Ltd Preparation of silver halide emulsion
DE3582707D1 (en) * 1984-07-28 1991-06-06 Konishiroku Photo Ind SILVER HALOGENID GRAINS, THEIR PRODUCTION AND LIGHT-SENSITIVE PHOTOGRAPHIC MATERIAL THAT CONTAINS THIS.
US4863843A (en) * 1984-10-30 1989-09-05 Mitsubishi Paper Mills, Ltd. Silver halide photographic emulsion containing predominantly silver bromide
IT1179519B (en) 1984-12-17 1987-09-16 Minnesota Mining & Mfg PHOTOSENSITIVE MATERIAL WITH SILVER HALIDES FOR OBTAINING HALF-TINTED BLACK AND WHITE IMAGES AND METHOD FOR REPRODUCTION WITH HALF TINT AT HIGH CONTRAST
US4888273A (en) * 1988-02-26 1989-12-19 Polaroid Corporation Stabilized tabular silver halide grain emulsions

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2407204A (en) * 1944-07-22 1946-09-03 American Cyanamid Co Triazolo (d) pyrimidines and methods of preparing the same
US2449225A (en) * 1946-10-22 1948-09-14 Gen Aniline & Film Corp 7-amino and 7-hydroxy-1, 3, 4-triazaindolizines as stabilizers for photographic silver-halide emulsions
US2519715A (en) * 1947-11-12 1950-08-22 American Cyanamid Co 1-carbamyl-4-heterocyclopiperazines
BE510333A (en) * 1951-03-30
US2673152A (en) * 1953-02-16 1954-03-23 Eastman Kodak Co Azopyridine compounds as fog inhibitors for photographic emulsions

Also Published As

Publication number Publication date
FR1158160A (en) 1958-06-11
BE548687A (en)
US2835581A (en) 1958-05-20

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