GB1197376A - Diazotype Material - Google Patents
Diazotype MaterialInfo
- Publication number
- GB1197376A GB1197376A GB10909/68A GB1090968A GB1197376A GB 1197376 A GB1197376 A GB 1197376A GB 10909/68 A GB10909/68 A GB 10909/68A GB 1090968 A GB1090968 A GB 1090968A GB 1197376 A GB1197376 A GB 1197376A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- nitro
- reduced
- amino
- alkoxy
- 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
- G03C1/52—Compositions containing diazo compounds as photosensitive substances
- G03C1/54—Diazonium salts or diazo anhydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Pyrrole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
1,197,376. Diazonium compounds. KALLE A.G. 6 March, 1968 [8 March, 1967], No. 10909/68. Heading C2C. [Also in Division G2] Diazonium compounds of formula wherein R 1 , and R 2 are unsubstituted or substituted alkyl, aralkyl or cycloalkyl, or together form an unsubstituted or substituted heterocyclic ring, R 3 is hydrogen, alkoxy or fluorinated alkoxy, R 4 and R 5 are hydrogen, halogen, alkyl, alkoxy or fluorinated alkoxy and X is an anion; at least one of R 4 and R 5 being hydrogen and at least one of R 3 , R 4 and R 5 being a flurinated alkoxy radical may be prepared by one of the following methods. (1) 1-chloro-2-nitro-alkoxybenzene is reacted under alkaline conditions with a fluorinated alcohol to give the nitro-hydroquinone-diether. The diether is reduced, diazotized and then by the Sandmeyer reaction produces the chloro-hydroquinone-diether. This diether is nitrated in the para position to the chlorine then reacted with a secondary amine or a heterocyclic base and the product is reduced and diazotized (ii) 2,5-dichloro-nitrobenzene is reacted under alkaline conditions with a fluorinated alcohol to give the 4-chloro-2-nitrofluoroalkyl ether which is reduced and the resulting amine is alkylated or aralkylated. This compound is nitrated to produce the 4-chloro-5- nitro-2-dialkylamino-phenyl-fluoroalkyl ether which is reduced and diazotized to give the diazonium compound, (iii) 3-chloro-4-nitroaniline is reacted with a fluorinated alcohol under alkaline conditions to yield the 2-nitro-5- amino-phenyl-fluoroalkyl ether. The amino group is now alkylated or aralkylated and the nitro group is reduced and diazotized to yield the diazonium compound. Specific diazonium compounds referred to are those prepared from 1 -amino-4-pyrrolidino-; -4-morpholino- and -4- piperidino - 2 - methoxy - 5 - (2<SP>1</SP>,2<SP>1</SP>,2<SP>1</SP> - trifluoro ethoxy) - benzene; 1 - amino - 4 - morpholino - 2,5 - diethoxybenzene and 1-amino-4-dimethylamino - 2 - chloro - 3 - (2,2,2-trifluoroethoxy) benzene and are in the forms of zinc chloride double salts or tetrafluoroborate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1967K0061652 DE1572098B2 (en) | 1967-03-08 | 1967-03-08 | BENZOL DIAZONIUM COMPOUNDS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1197376A true GB1197376A (en) | 1970-07-01 |
Family
ID=7230191
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10909/68A Expired GB1197376A (en) | 1967-03-08 | 1968-03-06 | Diazotype Material |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3539347A (en) |
| AT (1) | AT282345B (en) |
| BE (1) | BE711687A (en) |
| BR (1) | BR6897370D0 (en) |
| CH (1) | CH489823A (en) |
| DE (2) | DE1797615C2 (en) |
| DK (1) | DK116489B (en) |
| ES (1) | ES351305A1 (en) |
| FI (1) | FI44089B (en) |
| FR (1) | FR1559274A (en) |
| GB (1) | GB1197376A (en) |
| NL (1) | NL6802734A (en) |
| SE (1) | SE342703B (en) |
| ZA (1) | ZA6801453B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1793331C3 (en) * | 1968-09-03 | 1979-11-22 | Hoechst Ag, 6000 Frankfurt | Benzene diazonium compounds |
| US3719491A (en) * | 1968-06-18 | 1973-03-06 | Gaf Corp | Diazo-type reproduction process |
| US3985724A (en) * | 1974-10-15 | 1976-10-12 | Salsbury Laboratories | 1-(4'-Diazoniumphenyl)-pyridinium salts and the process of preparation |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2657141A (en) * | 1947-07-14 | 1953-10-27 | Grinten Chem L V D | Diazotype developer composition containing a potassium borate and process of using same |
| BE521426A (en) * | 1952-08-13 | |||
| US2990281A (en) * | 1956-12-17 | 1961-06-27 | Monsanto Chemicals | Photosensitive resinous compositions and photographic elements |
| GB867630A (en) * | 1958-06-04 | 1961-05-10 | Grinten Chem L V D | Diazotype material |
| NL233065A (en) * | 1958-11-10 | |||
| GB1080576A (en) * | 1965-05-14 | 1967-08-23 | Hall Harding Ltd | Improvements in or relating to diazotype materials |
| US3281246A (en) * | 1964-11-30 | 1966-10-25 | Keuffel & Esser Co | Diazotype reproduction material |
| DE1244575C2 (en) * | 1965-02-24 | 1974-01-10 | DIAZOTYPE MATERIAL |
-
0
- ZA ZA6801453D patent/ZA6801453B/xx unknown
-
1967
- 1967-03-08 DE DE1797615A patent/DE1797615C2/en not_active Expired
- 1967-03-08 DE DE1967K0061652 patent/DE1572098B2/en active Granted
-
1968
- 1968-02-27 NL NL6802734A patent/NL6802734A/en not_active Application Discontinuation
- 1968-03-04 BR BR197370/68A patent/BR6897370D0/en unknown
- 1968-03-05 BE BE711687A patent/BE711687A/en unknown
- 1968-03-05 AT AT215568A patent/AT282345B/en not_active IP Right Cessation
- 1968-03-06 ES ES351305A patent/ES351305A1/en not_active Expired
- 1968-03-06 CH CH331568A patent/CH489823A/en not_active IP Right Cessation
- 1968-03-06 GB GB10909/68A patent/GB1197376A/en not_active Expired
- 1968-03-06 SE SE2954/68A patent/SE342703B/en unknown
- 1968-03-07 FI FI0623/68A patent/FI44089B/en active
- 1968-03-07 DK DK93968AA patent/DK116489B/en unknown
- 1968-03-08 FR FR142869A patent/FR1559274A/en not_active Expired
- 1968-04-24 US US723931A patent/US3539347A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| BE711687A (en) | 1968-09-05 |
| NL6802734A (en) | 1968-09-09 |
| US3539347A (en) | 1970-11-10 |
| ZA6801453B (en) | |
| BR6897370D0 (en) | 1973-02-27 |
| AT282345B (en) | 1970-06-25 |
| DE1797615B1 (en) | 1977-07-21 |
| SE342703B (en) | 1972-02-14 |
| DE1572098B2 (en) | 1976-05-26 |
| ES351305A1 (en) | 1976-09-01 |
| FR1559274A (en) | 1969-03-07 |
| DE1797615C2 (en) | 1978-03-16 |
| DK116489B (en) | 1970-01-12 |
| DE1572098A1 (en) | 1970-02-19 |
| FI44089B (en) | 1971-04-30 |
| CH489823A (en) | 1970-04-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLE | Entries relating assignments, transmissions, licences in the register of patents | ||
| PE20 | Patent expired after termination of 20 years |