GB599631A - Polymethin dyes and photographic emulsions containing them - Google Patents
Polymethin dyes and photographic emulsions containing themInfo
- Publication number
- GB599631A GB599631A GB1737345A GB1737345A GB599631A GB 599631 A GB599631 A GB 599631A GB 1737345 A GB1737345 A GB 1737345A GB 1737345 A GB1737345 A GB 1737345A GB 599631 A GB599631 A GB 599631A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethyl
- thio
- oxazoledione
- benzthiazolylidene
- prepared
- 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
- 239000000975 dye Substances 0.000 title abstract 2
- 239000000839 emulsion Substances 0.000 title 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 4
- -1 3 - ethyl - 2 - benzthiazolylidene Chemical group 0.000 abstract 3
- 125000004432 carbon atoms Chemical group C* 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- AIGNCQCMONAWOL-UHFFFAOYSA-N 1,3-benzoselenazole Chemical compound C1=CC=C2[se]C=NC2=C1 AIGNCQCMONAWOL-UHFFFAOYSA-N 0.000 abstract 1
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 abstract 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N Benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 abstract 1
- XQXTYJFKNLWUHH-UHFFFAOYSA-N C1(CC1)C1S(C2=C(N1CC)C=CC=C2)=CC=S Chemical compound C1(CC1)C1S(C2=C(N1CC)C=CC=C2)=CC=S XQXTYJFKNLWUHH-UHFFFAOYSA-N 0.000 abstract 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M CHEMBL593252 Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 abstract 1
- KIWUVOGUEXMXSV-UHFFFAOYSA-N Rhodanine Chemical compound O=C1CSC(=S)N1 KIWUVOGUEXMXSV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
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
- C09B23/10—The polymethine chain containing an even number of >CH- groups
- C09B23/105—The polymethine chain containing an even number of >CH- groups two >CH- groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Cyanine dyes are prepared by condensing cyclammonium quaternary salts having a b -cycloalkyl-b -(alkylmercapto) vinyl group in which the cycloalkyl group contains from 3 to 6 carbon atoms attached to the carbon atom in the a -position to the quaternary nitrogen atom of a benzthiazole, a - or b -naphthathiazole, or a benzselenazole with a 2-thio-2 : 4-oxazoledione or with a a -thio-2 : 4-thiazoledione. The condensation may be effected in presence of a basic condensing agent, e.g. triethylamine, N-methyl-piperidine or pyridine. 3 - Ethyl - 5 -[(3 - ethyl - 2 - benzthiazolylidene) - a - cyclopropylethylidene] - 2 - thio - 2 : 4 - oxazoledione is prepared by heating together 2-cyclopropyl-thioformylmethylene-3-ethylbenzthiazoline and methyl p-toluenesulphonate, dissolving in absolute ethyl alcohol and refluxing with 3-ethyl-2-thio-2 : 4-oxazoledione in presence of triethylamine. 3-Ethyl-5-[(3-ethyl-2-benzthiazolylidene) -a -cyclohexylethylidene]- 2 - thio-2 : 4-oxazoledione, 3 - ethyl - 5 -[(b - ethyl - 2 - benzthiazolylidene) - a - cyclobutylethylidene] - 2 - thio - 2 : 4 - oxazoledione, and 3 - ethyl - 5 -[(3 - ethyl - 2 - benzthiazolylidene) - a - cyclopropylethylidene]-rhodanine are similarly prepared. Specifications 538,857, 597,329 and 599,636 are referred to.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB599631A true GB599631A (en) | 1948-03-17 |
Family
ID=1733059
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1737345A Expired GB599631A (en) | 1944-08-11 | Polymethin dyes and photographic emulsions containing them |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB599631A (en) |
-
1944
- 1944-08-11 GB GB1737345A patent/GB599631A/en not_active Expired
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