GB646137A - Improvements in and relating to the sensitising of photographic emulsions and to thepreparation of dyestuffs therefor - Google Patents
Improvements in and relating to the sensitising of photographic emulsions and to thepreparation of dyestuffs thereforInfo
- Publication number
- GB646137A GB646137A GB11832/47A GB1183247A GB646137A GB 646137 A GB646137 A GB 646137A GB 11832/47 A GB11832/47 A GB 11832/47A GB 1183247 A GB1183247 A GB 1183247A GB 646137 A GB646137 A GB 646137A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethyl
- reaction product
- methyl
- thio
- sulphate
- 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
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
- C09B23/0008—Methine or polymethine dyes, e.g. cyanine dyes substituted on the polymethine chain
- C09B23/0025—Methine or polymethine dyes, e.g. cyanine dyes substituted on the polymethine chain the substituent being bound through an oxygen atom
-
- 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
-
- 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
- C09B23/0083—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain being part of an heterocyclic ring the heteroring being rhodanine in the chain
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)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Abstract
Dyes of the general formula IV, wherein Y is O or S, L is an unsubstituted or substituted methine group (the several L's not necessarily having the same significance), d is 1 or 2, n is 1, 2 or 3, R and R1 are alkyl or substituted alkyl, R11 is unsubstituted or substituted alkyl or aryl, Z and Z1 are the non-metallic atoms to complete a 5- or 6-membered heterocyclic nucleus, which may have a fused-on arylene nucleus, A is substituted OH group, and X is an acid radical, are prepared by reacting a dye of formula V or a quaternary salt thereof with an intermediate of formula III. In examples, dyes are prepared by refluxing together in ethyl alcohol containing triethylamine (1) the reaction product of 5-(N1-methylbenzthiazolylidene - 21) - 2 - thio - 3 - methyl - 4-ketotetrahydrothiazole and methyl p-toluenesulphonate, and 2 - (b - methoxy : b - methyl-vinyl) <FORM:0646137/IV (c)/1> <FORM:0646137/IV (c)/2> <FORM:0646137/IV (c)/3> - benzthiazole ethyl methyl sulphate; (2) the reaction product of 5-(N1-ethylbenzthiazolylidene - 21 - ethylidene) - 2 - thio - 3 - ethyl-4 - keto - tetrahydrothiazole and dimethyl sulphate and the intermediate of (1); (3) the reaction product of 5-(N1-ethylbenzthiazolylidene - 21) - b - phenylethylidene) - 2 - thio - 3-allyl - 4 - ketotetrahydrothiazole and dimethyl sulphate, and 2 - (b - ethoxy : b - methylvinyl) - benzselenazole diethyl sulphate; and (4) the reaction product of 5-(N1-methylquinolylidene - 21) - 2 - thio - 3 - ethyl - 4-ketotetrahydrothiazole and dimethyl sulphate, and the intermediate of (1); and by refluxing in acetic anhydride containing triethylamine (5) the reaction product of 5-(N1-methylbenzthiazolylidene - 21) - 2 - thio - 3 - ethyl - 4-ketotetrahydroxazole and dimethyl sulphate, and the intermediate of (1). Samples have been furnished under Sect. 2 (5) of dyes obtained by reacting together (1) 3-ethyl-5-(N1-methylbenzthiazolylidene - 21) - rhodanine, 2 - acetylmethylene - N - ethyl - 2 : 3 - dihydrobenzthiazole, and methyl p-toluene sulphonate; (2) the reaction product of 3-ethyl-5-(N1-ethylbenzthiazolylidene - 21) - D - butadienylidenerhodanine and dimethylsulphate, and 2-(b -methoxy : b - methylvinyl) - benzthiazole ethyl methylsulphate, and (3) the reaction product of 3-ethyl-5-(N1-methylquinolylidene-41)-rhodanine and dimethyl sulphate, and 2-(b -methoxy : b - methylvinyl) - benzthiazole ethyl methyl sulphate, the dye being precipitated in each case with aqueous KBr solution. Specification 633,824 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE837674X | 1955-09-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB646137A true GB646137A (en) | 1950-11-15 |
Family
ID=3881885
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB11832/47A Expired GB646137A (en) | 1955-09-13 | 1947-05-02 | Improvements in and relating to the sensitising of photographic emulsions and to thepreparation of dyestuffs therefor |
GB27867/56A Expired GB837674A (en) | 1955-09-13 | 1956-09-12 | Improvements in or relating to the sensitization of photographic emulsions |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27867/56A Expired GB837674A (en) | 1955-09-13 | 1956-09-12 | Improvements in or relating to the sensitization of photographic emulsions |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE541245A (en) |
DE (1) | DE1024800B (en) |
FR (1) | FR1156729A (en) |
GB (2) | GB646137A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5034303A (en) * | 1989-06-16 | 1991-07-23 | Eastman Kodak Company | Infrared absorbing trinuclear cyanine dyes for dye-donor element used in laser-induced thermal dye transfer |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3507649A (en) * | 1967-01-31 | 1970-04-21 | Lee C Hensley | Sensitized photoconductive zinc oxide |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE918308C (en) * | 1944-03-18 | 1954-09-23 | Agfa Ag Fuer Photofabrikation | Process for sensitizing halogen silver emulsions, especially chlorine and bromide silver emulsions for photographic papers, with the aid of merocyanines |
DE832393C (en) * | 1947-05-02 | 1952-02-25 | Gevaert Photo Prod Nv | Methods for sensitizing or supersensitizing photographic emulsions |
-
0
- BE BE541245D patent/BE541245A/xx unknown
-
1947
- 1947-05-02 GB GB11832/47A patent/GB646137A/en not_active Expired
-
1956
- 1956-09-12 GB GB27867/56A patent/GB837674A/en not_active Expired
- 1956-09-12 DE DEG20542A patent/DE1024800B/en active Pending
- 1956-09-13 FR FR1156729D patent/FR1156729A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5034303A (en) * | 1989-06-16 | 1991-07-23 | Eastman Kodak Company | Infrared absorbing trinuclear cyanine dyes for dye-donor element used in laser-induced thermal dye transfer |
Also Published As
Publication number | Publication date |
---|---|
GB837674A (en) | 1960-06-15 |
FR1156729A (en) | 1958-05-20 |
DE1024800B (en) | 1958-02-20 |
BE541245A (en) |
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