GB685390A - Improvements in or relating to the sensitization and supersensitization of photographic emulsions - Google Patents

Improvements in or relating to the sensitization and supersensitization of photographic emulsions

Info

Publication number
GB685390A
GB685390A GB22167/50A GB2216750A GB685390A GB 685390 A GB685390 A GB 685390A GB 22167/50 A GB22167/50 A GB 22167/50A GB 2216750 A GB2216750 A GB 2216750A GB 685390 A GB685390 A GB 685390A
Authority
GB
United Kingdom
Prior art keywords
carboxybenzyl
ethyl
rhodanine
ethylidene
methyl
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
GB22167/50A
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
Publication of GB685390A publication Critical patent/GB685390A/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
    • 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
    • G03C1/08—Sensitivity-increasing substances
    • G03C1/10—Organic substances
    • G03C1/12—Methine and polymethine dyes
    • G03C1/26—Polymethine chain forming part of a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • 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
    • G03C1/08—Sensitivity-increasing substances
    • G03C1/28—Sensitivity-increasing substances together with supersensitising substances
    • G03C1/29—Sensitivity-increasing substances together with supersensitising substances the supersensitising mixture being solely composed of dyes ; Combination of dyes, even if the supersensitising effect is not explicitly disclosed

Landscapes

  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

3 - Ethyl - 5 - [(3 - p - carboxybenzyl - 2 - benzthiazolylidene) - ethylidene] - rhodanine is prepared by refluxing together 2-b -anilinovinylbenzthiazole p-carboxybenzyl bromide (itself obtained by melting together 2-methylbenzthiazole p-carboxybenzyl bromide and diphenylformamidine), N-ethylrhodanine, and acetic anhydride. 1 - Phenyl - 3 - methyl - 4 - [(3 - p - carboxybenzyl - 2 - benzthiazolylidene) - ethylidene] - 5 - pyrazolone, 3 - ethyl - 5 - [(3 - p - carboxybenzyl - 2 - benzoxazolylidene) - ethylidene] - rhodanine, 1 - phenyl - 3 - methyl - 4 - [(3 - p - carboxybenzyl - 2 - benzoxazolylidene) - ethylidene) - 5 - pyrazolone, and 3 - allyl - 5 - [(3 - p - carboxybenzyl - 2 - benzthiazolylidene) - ethylidene]-rhodanine are similarly prepared. The last-mentioned dye may be melted together with methyl p-toluenesulphonate and 2-methyl-4 : 5-diphenylthiazole ethiodide, the mass dissolved in pyridine and refluxed with addition of triethylamine, and finally precipitated with aqueous sodium iodide solution to give a complex dye. Similar complex dyes are prepared by refluxing together 2-methylmercapto-3-allyl - 5 - (N1 - ethylbenzthiazolylidene - 21 - b - phenylethylidene) - 1 : 4 - thiazolone p - toluene-sulphonate, 2 - methyl - 4 : 5 - diphenylthiazole p-carboxybenzyl bromide, pyridine, and triethylamine, and finally precipitating with aqueous sodium iodide solution, and by heating together 3-ethyl-5-[(3-p-carboxybenzyl-2-benzthiazolylidene) - ethylidene] - rhodanine and methyl p-toluenesulphonate, adding 2-(b -methoxy : b - methylvinyl) - benzthiazole ethyl methyl sulphate, alcohol and triethylamine, and refluxing. 3 - Ethyl - 5 - (1 - p - carboxybenzyl - 4 - quinolylidene)-rhodanine is prepared by refluxing together quinoline p-carboxybenzyl bromide, N-ethylrhodanine, alcohol, and triethylamine. 2 - (2 - Thiono - 3 - ethyl - 4 - oxo - 5 - thiazolyl)-3 - ethyl - 5 - [(3 - p - carboxybenzyl - 2 - benzthiazolylidene) - ethylidene] - rhodanine is prepared by first heating together 3-ethyl-5-[(3-p-carboxybenzyl - 2 - benzthiazolylidene) - ethylidene]-rhodanine and methyl-p-toluenesulphonate, and then refluxing the product with N-ethylrhodanine and pyridine. 3 - Ethyl - 5 - [(3 - p - carboxybenzyl - 2 - benzoxazolylidene) - a - methylethylidene) - rhodanine is prepared by refluxing together 2-methylbenzoxazole p-carboxybenzyl bromide, N-ethylrhodanine, acetic anhydride, and pyridine. Specification 615,431 is referred to.
GB22167/50A 1949-09-08 1950-09-08 Improvements in or relating to the sensitization and supersensitization of photographic emulsions Expired GB685390A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR832392X 1949-09-08

Publications (1)

Publication Number Publication Date
GB685390A true GB685390A (en) 1953-01-07

Family

ID=9295950

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22167/50A Expired GB685390A (en) 1949-09-08 1950-09-08 Improvements in or relating to the sensitization and supersensitization of photographic emulsions

Country Status (5)

Country Link
BE (1) BE497942A (en)
DE (1) DE832392C (en)
FR (1) FR994762A (en)
GB (1) GB685390A (en)
NL (1) NL155889B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3102027A (en) * 1960-08-19 1963-08-27 Horizons Inc Direct positive dye bleach process and merocyanine composition therefor
US3152905A (en) * 1961-02-09 1964-10-13 Minnesota Mining & Mfg Sensitizing methine dyes and intermediates, process for preparing same and photographic element containing these dyes
EP0427892B2 (en) * 1989-11-14 2005-04-27 Agfa-Gevaert Method of forming a silver image

Also Published As

Publication number Publication date
FR994762A (en) 1951-11-22
DE832392C (en) 1952-02-25
BE497942A (en)
NL155889B (en)

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