GB563137A - Improvements in or relating to carbocyanine bases - Google Patents
Improvements in or relating to carbocyanine basesInfo
- Publication number
- GB563137A GB563137A GB127343A GB127343A GB563137A GB 563137 A GB563137 A GB 563137A GB 127343 A GB127343 A GB 127343A GB 127343 A GB127343 A GB 127343A GB 563137 A GB563137 A GB 563137A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- methyl
- prepared
- groups
- quinolylpropenylidene
- 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
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Carbocyanine bases are produced by condensing a compound of the formula <FORM:0563137/IV/1> (wherein D2 is the residue of a 5- or 6-membered heterocyclic nitrogen nucleus, R is H or alkyl, aryl, or aralkyl, R1 is alkyl or aralkyl, R2 is alkyl, aryl, or aralkyl, X is an anion, and n is 0 or 1), which may be prepared as described in Specification 555,935, with a 5- or 6-membered heterocyclic nitrogen compound containing a methyl or mono-substituted methyl group in the a or g -position to the heterocyclic nitrogen atom, and then treating the product with a base stronger than the carbocyanine base being prepared, e.g. ammonia or, if the base is present during the condensation, a tertiary organic base. The heterocyclic nitrogen nuclei in the two components may be the same or different and may be selected from thiazoles, oxazoles, selenazoles and their polycyclic homologues of the benzene, naphthalene, acenaphthene, and anthracene series, pyridine and its polycyclic homologues, e.g. quinoline and a - and b -naphthaquinolines, lepidines, indolenines, diazines, e.g. pyrimidines and quinazolines, diazoles, e.g. thio-b .b 1-diazole, oxazolines, thiazolines and selenazolines. The benzene rings in the polycyclic compounds may be substituted with one or more groups, e.g. alkyl, aryl, NH2, OH, alkoxy, or methylenedioxy groups or by halogen atoms. The groups R, R1 and R2 and the substituent R3 (if any) in the a - or g -methyl group in the second component may be methyl, ethyl, propyl, butyl, benzyl, or naphthyl, and R, R2 and R3 may be phenyl or naphthyl groups which may be substituted by alkyl, aryl, NH2, OH, or alkoxy groups or by halogen atoms. The condensation may be effected by heating the reactants together either along or in a solvent, e.g. pyridine. 1-o -(21 - Quinolylpropenylidene)-N-ethyldihydrobenzthiazole is prepared by fusing together 1-o -ethylthiovinylbenzthiazole ethyl-p-toluenesulphonate and quinaldine, suspending the solid product in ethyl alcohol, and passing ammonia through the cooled suspension and adding water. 1-o -(21-Quinolylpropenylidene)-N - methyldihydrobenzthiazole, 2 - o - (21 - p - toluquinolylpropenylidene) - N - methyldihydro - 3 : 31 - dimethylindole, 2 - o - (21 - quinolylpro - penylidene) - N - ethyldihydroquinoline, 1-o -(11-benzthiazolylpropenylidene) - N - methyldihydro - benzthiazole, and 2-o -(41-quinolylpropenylidene)-N - methyldihydro - 3 : 31 - dimethylindole are similarly prepared. The carbocyanine bases are photographic sensitizers. Samples have been furnished under Section 2 (5) of 1-o -(21-quinolylpropenylidene) - N - methyldihydrobenz - thiazole prepared (a) by fusing together 1-o -ethylthiovinylbenzthiazole methyl - p - toluenesulphonate and quinaldine and adding diethylamine to a cooled suspension of the product in ethylalcohol and (b) by boiling together 1-o -ethylthiovinylbenzthiazole methyl - p - toluenesulphonate, quinaldine, toluene, and triethylamine.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB127343A GB563137A (en) | 1943-01-26 | 1943-01-26 | Improvements in or relating to carbocyanine bases |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB127343A GB563137A (en) | 1943-01-26 | 1943-01-26 | Improvements in or relating to carbocyanine bases |
Publications (1)
Publication Number | Publication Date |
---|---|
GB563137A true GB563137A (en) | 1944-08-01 |
Family
ID=9719083
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB127343A Expired GB563137A (en) | 1943-01-26 | 1943-01-26 | Improvements in or relating to carbocyanine bases |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB563137A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2980671A (en) * | 1958-04-15 | 1961-04-18 | Gevaert Photo Prod Nv | Monomethine cyanine dyes and method for preparing them |
-
1943
- 1943-01-26 GB GB127343A patent/GB563137A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2980671A (en) * | 1958-04-15 | 1961-04-18 | Gevaert Photo Prod Nv | Monomethine cyanine dyes and method for preparing them |
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