GB895930A - Improvements in dye-sensitized photographic emulsions - Google Patents

Improvements in dye-sensitized photographic emulsions

Info

Publication number
GB895930A
GB895930A GB24167/58A GB2416758A GB895930A GB 895930 A GB895930 A GB 895930A GB 24167/58 A GB24167/58 A GB 24167/58A GB 2416758 A GB2416758 A GB 2416758A GB 895930 A GB895930 A GB 895930A
Authority
GB
United Kingdom
Prior art keywords
ethyl
methyl
rhodanine
iodide
alkyl
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
GB24167/58A
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 GB895930A publication Critical patent/GB895930A/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
    • 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
    • C09B23/0075—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain being part of an heterocyclic ring

Abstract

Complex cyanine dyes are described having the general formula <FORM:0895930/IV (c)/1> wherein R and R1 are alkyl, aralkyl, allyl or substituted alkyl groups or, if Z or Z1 comprises a fused-on benzene ring, they may be alkylene groups joined in peri-position to such benzene ring, R2 is hydrogen or an alkyl or aryl group, Q is =N-(when d is 1) or a =CH- or =CH-(COR3)=CH- group (R3 is alkyl), X is anion, n, m and d are 0 or 1, D and D1 together complete the residue of a 4-thiazolidone, 5-thiazolidone or 4-imidazolidone nucleus, and Z and Z1 complete 5- or 6-membered heterocyclic nuclei. Examples are given of the preparation of dyes wherein Q is =CH- by quaternization of 3 - b - methoxyethyl - 5 - [(1 - methyl - 2 - naphtho [1, 2] thiazolylidene) - a - phenylethyl - idene] rhodanine, 3 - ethyl - 5 - [(3 - ethyl - 2 - 6, 7, 8, 9 - tetrahydronaphtho [2, 1] thiazolyl - idene) - 1 - phenylethylidene] rhodanine, 3 - ethyl - 5 - [(3 - benzyl - 2 - benzothiazolylidene) - ethylidene] rhodanine and 3-ethyl-5-[(5-chloro-1,3-diethyl-2-benzimidazolylidene] rhodanine with methyl p-toluene sulphonate followed by condensing the quaternary salts with 3-ethyl-2-methyl - benzthiazolium iodide, 1 - ethyl - 2 - methylnaphtho [1, 2] - thiazolium p - toluene sulphonate, 2 - methyl - 3, 4 - trimethylene - benzthiazolium iodide and 5-chloro-3-ethyl-2-methyl-benzthiazolium iodide, respectively. A dye wherein Q is =N- is obtained by refluxing 2 - [(2 - b - naphthothiazolyl ethiodide) imino]-3 - phenyl - 4 - thiazolidone with 2 - b - acet - anilidovinyl - 3 - ethylbenzoxazolium iodide in ethyl alcohol in the presence of triethylamine. An example also is given of the preparation of a dye where in Qis =CH-C(OC2H5)=CH- by condensing the quaternary salt obtained by fusing 3-ethyl-5-[(3-ethyl-2-benzoxazolylidene) ethylidene] -rhodanine and methyl p-toluene sulphonate with 2 - (2 - ethoxypropenyl) - 3 - ethylbenzothiazolium iodide in ethyl alcohol in the presence of triethylamine. Specifications 489,335, 524,154, 524,554, 524,555, 541,589, 581,772, 595,065, 623,849, 624,051, 624,052, 646,896, 678,291, 681,642, 705,406, 852,067, 852,069 and 861,194 and U.S.A. Specifications 2,171,427, 2,430,295, 2,440,119, 2,442,710, 2,454,629, 2,473,475, 2,535,982, 2,535,993, 2,563,493, 2,565,351, 2,573,652, 2,580,234, 2,595,030, 2,660,578, 2,71,057 and 2,733,165 are referred to.
GB24167/58A 1957-07-29 1958-07-28 Improvements in dye-sensitized photographic emulsions Expired GB895930A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US895930XA 1957-07-29 1957-07-29

Publications (1)

Publication Number Publication Date
GB895930A true GB895930A (en) 1962-05-09

Family

ID=22218497

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24167/58A Expired GB895930A (en) 1957-07-29 1958-07-28 Improvements in dye-sensitized photographic emulsions

Country Status (3)

Country Link
BE (1) BE569808A (en)
FR (1) FR1223298A (en)
GB (1) GB895930A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3329947A (en) * 1963-03-07 1967-07-04 Burroughs Corp Electronic character generator

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3329947A (en) * 1963-03-07 1967-07-04 Burroughs Corp Electronic character generator

Also Published As

Publication number Publication date
FR1223298A (en) 1960-06-16
BE569808A (en)

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