GB633158A - Improvements in or relating to photographic sensitising dyes and intermediates - Google Patents
Improvements in or relating to photographic sensitising dyes and intermediatesInfo
- Publication number
- GB633158A GB633158A GB17753/47A GB1775347A GB633158A GB 633158 A GB633158 A GB 633158A GB 17753/47 A GB17753/47 A GB 17753/47A GB 1775347 A GB1775347 A GB 1775347A GB 633158 A GB633158 A GB 633158A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trimethyl
- prepared
- methyl
- phenanthreneoxazole
- diethyl
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Phenanthrenequinone monoxime is prepared by refluxing together phenanthrene quinone, hydroxylamine hydrochloride, chloroform, and alcohol. 9-Amino-10-phenanthrol is prepared by passing H2S into a boiling alcohol suspension of phenanthrenequinone monoxime, and adding concentrated hydrochloric acid. a -Methyl-9 : 10-phenanthreneoxazole is prepared by refluxing together 9-amino-10-phenanthrol and acetic anhydride.ALSO:Cyanine dyes are prepared by known methods from alkyl quaternary salts of a -methyl-9 : 10-phenanthreneoxazole, e.g. by condensation of 2 mols. with an ortho ester of a carboxylic acid (e.g. trimethyl orthopropionate, methyldiethyl ortho - n - caproate, methyldiethyl orthoisocaproate, trimethyl orthovalerate, trimethyl orthoformate, triethyl orthoformate, trimethyl-orthobenzoate, trimethyl ortho-p-toluate, trimethyl ortho-g -phenoxybutyrate, and trimethyl orthophenylacetate) or by condensation of one mol. of the a -methyl-9 : 10-phenanthreneoxazole quaternary salt, one mol. of the ortho-ester, and one mol. of a heterocyclic nitrogen base or its quaternary salt, or by condensation with a quaternary salt of a heterocyclic nitrogen compound having a reactive thioether or selenoether group in a - or g -position to a heterocyclic nitrogen atom. 3 : 31-Diethyl-4 : 5 : 6 : 7 : 41 : 51 : 61 : 71 - tetrabenzoxacarbocyanine ethosulphate is prepared by refluxing together a -methyl-9 : 10-phenanthreneoxazole diethyl sulphate, triethyl orthoformate, and pyridine. 3 : 31 - Diethyl-4 : 5 : 6 : 7 : 41 : 51 : 61 : 71-tetrabenzoxacarbocyanine chloride and 3 : 31 - diethyl - 9 - methyl -4 : 5 : 6 : 7 : 41 : 51 : 61 : 71 - tetrabenzoxacarbocyanine chloride are similarly prepared. 11 : 3 - Diethyl-4 : 5 : 6 : 7 - tetrabenzoxa - 21 - cyanine p-toluene-sulphonate is prepared by refluxing together a - methyl - 9 : 10 - phenanthreneoxazole etho - p - toluenesulphonate, 2 - methylmercaptoquinoline etho-p-toluenesulphonate, alcohol, and triethylamine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US633158XA | 1946-07-06 | 1946-07-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB633158A true GB633158A (en) | 1949-12-12 |
Family
ID=22048392
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17753/47A Expired GB633158A (en) | 1946-07-06 | 1947-07-04 | Improvements in or relating to photographic sensitising dyes and intermediates |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB633158A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009526071A (en) * | 2006-02-10 | 2009-07-16 | ユニバーサル ディスプレイ コーポレイション | Metal complexes of cyclometalated imidazo [1,2-f] phenanthridine and diimidazo [1,2-a: 1 ', 2'-c] quinazoline ligands and their isoelectronic and benzofused analogs |
| US8097721B2 (en) | 2007-01-31 | 2012-01-17 | Sigma-Aldrich Co. Llc | High stability polyionic liquid salts |
| US8168830B2 (en) * | 2004-07-23 | 2012-05-01 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
| AU2005267033B2 (en) * | 2004-07-23 | 2012-05-10 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
-
1947
- 1947-07-04 GB GB17753/47A patent/GB633158A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8168830B2 (en) * | 2004-07-23 | 2012-05-01 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
| AU2005267033B2 (en) * | 2004-07-23 | 2012-05-10 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
| US8182581B2 (en) | 2004-07-23 | 2012-05-22 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
| US8956445B2 (en) | 2004-07-23 | 2015-02-17 | Sigma-Aldrich Co. | High stability diionic liquid salts |
| JP2009526071A (en) * | 2006-02-10 | 2009-07-16 | ユニバーサル ディスプレイ コーポレイション | Metal complexes of cyclometalated imidazo [1,2-f] phenanthridine and diimidazo [1,2-a: 1 ', 2'-c] quinazoline ligands and their isoelectronic and benzofused analogs |
| US8097721B2 (en) | 2007-01-31 | 2012-01-17 | Sigma-Aldrich Co. Llc | High stability polyionic liquid salts |
| US8481722B2 (en) | 2007-01-31 | 2013-07-09 | Sigma-Aldrich Co. Llc | High stability polyionic liquid salts |
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