GB629122A - Improvements in the manufacture of intermediates for the production of dyes, in the manufacture of polymethin dyes and in photographic silver salt emulsions containing such dyes - Google Patents
Improvements in the manufacture of intermediates for the production of dyes, in the manufacture of polymethin dyes and in photographic silver salt emulsions containing such dyesInfo
- Publication number
- GB629122A GB629122A GB795047A GB795047A GB629122A GB 629122 A GB629122 A GB 629122A GB 795047 A GB795047 A GB 795047A GB 795047 A GB795047 A GB 795047A GB 629122 A GB629122 A GB 629122A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethylquinoline
- dyes
- ethylbenzthiazole
- ethyl
- thiazoline
- 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
-
- 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
- C09B23/12—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain being branched "branched" means that the substituent on the polymethine chain forms a new conjugated system, e.g. most trinuclear cyanine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Polymethine dyes are prepared by condensing a heterocyclic ternary nitrogen base having a dianiloisopropylidene group in the a - or g -position to the ternary nitrogen atom with a quaternary salt of a heterocyclic nitrogen compound having a methyl group in the a - or g -position to the quaternary nitrogen atom by bringing them together, if necessary with heating and if necessary in presence of a condensing agent, the time and temperature of reaction being sufficient to cause one molecular proportion of the base to combine with one molecular proportion but insufficient to combine with two molecular proportions of the quaternary salt and to give a dye of the general formula <FORM:0629122/IV (c)/1> wherein P1(R2) and P2(R3) represent the residues of heterocyclic nitrogen compounds connected in the a - or g - position to the N atoms to which the groups R2 and R3 are attached, R2 and R3 represent alkyl or aralkyl, Ar1 represents a phenyl or substituted phenyl group, and X represents an anion. These dyes may be condensed with a quaternary salt of a heterocyclic nitrogen compound having a methyl group in the a - or g -position to the quaternary N atom by heating together in presence of a condensing agent to give neocyanine-type dyes in which the three nuclei are the same, in which one differs from the other two, or in which all three nuclei are different, or may be condensed with a 5- or 6-membered heterocyclic compound having an intracyclic reactive methylene group adjacent to a carbonyl or thiocarbonyl group. [4 - (1 - Ethylquinoline)] [2 - (3 - ethylbenzthiazole)] - g - anilomethyltrimethinecyanine iodide is prepared by heating together 3-ethyl-2 - dianiloisopropylidenebenzthiazoline, lepidine ethiodide, and pyridine. Similar dyes may be prepared in which both nuclei are 2-(3) ethylbenzthiazole) or in which one is 2-(3-ethylbenzthiazole) and the other 2-(1-ethylquinoline), or 2 - (3 - ethyl - D 2 - thiazoline (both a - and g -anilomethyl dyes), in which one nucleus is 4-(1-ethylquinoline), 2-(1-ethylquinoline), or 2-(3-ethyl-D 2-thiazoline) and the other 2-(4-methyl-3-ethylthiazole); in which one nucleus is 4-(1-ethylquinoline and the other 2-(3-ethyl-D 2-thiazoline, or in which both nuclei are 2-(3-methyl-D 2-thiazoline). [Bis - 2 - (3 - ethylbenzthiazole)] [a : b 1 - dimethine - 21 - (31 - ethylbenzselenazole)] - trimethinecyanine di-iodide is prepared by heating together [Bis - 2 - (3 - ethylbenzthiazole)]-a -anilomethyltrimethinecyanine iodide, 2-methylbenzselenazole ethiodide, anhydrous sodium acetate, and acetic anhydride. Similar dyes may be prepared in which one nucleus is 2-(1 - ethylquinoline), or 4 - (1 - ethylquinoline) and the other two 2-(3-ethylbenzthiazole), in which one is 2-(3-ethylbenzthiazole) or 2-(4-methyl-3-ethylthiazole) and the other two 2-(3-ethyl-D 2-thiazoline), in which one is 2-(1 - ethylquinoline), one 2 - (3 - ethylbenzthiazole), and the third 4-(1-ethylquinoline) or 2-(3-ethylbenzselenazole), or in which one is 4-(1-ethylquinoline), one 2-(3-ethyl-D 2-thiazoline) and the third 2-(3-ethylbenzthiazole. [2 - (4 - Methyl - 3 - ethylthiazole)] [5 - (3-ethylrhodanine)] [a : b 1 - dimethin - 21 - (31 ethyl - D 2 - thiazolinium iodide)] - dimethinemerocyanine is prepared by heating together [2 - (3 - ethyl - D 2 - thiazoline] [2 - (4 - methyl-3 - ethylthiazole)] - g - anilomethyltrimethine cyanine iodide, 3-ethylrhodenine, anhydrous sodium acetate, and acetic anhydride. Specifications 408,272, [Group XX], 408,273, 629,106 and 629,123 are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB795047A GB629122A (en) | 1946-02-22 | 1946-02-22 | Improvements in the manufacture of intermediates for the production of dyes, in the manufacture of polymethin dyes and in photographic silver salt emulsions containing such dyes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB795047A GB629122A (en) | 1946-02-22 | 1946-02-22 | Improvements in the manufacture of intermediates for the production of dyes, in the manufacture of polymethin dyes and in photographic silver salt emulsions containing such dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
GB629122A true GB629122A (en) | 1949-09-13 |
Family
ID=9842890
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB795047A Expired GB629122A (en) | 1946-02-22 | 1946-02-22 | Improvements in the manufacture of intermediates for the production of dyes, in the manufacture of polymethin dyes and in photographic silver salt emulsions containing such dyes |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB629122A (en) |
-
1946
- 1946-02-22 GB GB795047A patent/GB629122A/en not_active Expired
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