US5266172A
Expired / Lapsed
US
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Process for the synthesis of sublimable oligomers based on phenylene, linear and of controlled length
Assignee: Orange SA
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Filing: 1991-06-25
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Granted: 1993-11-30
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Expires: 2011-06-25
Abstract
Abstract The present invention relates to a process for the preparation of sublimable oligomers based on phenylene, linear and of controlled length, by electrochemical coupling of two lower oligomers within a monocompartmental cell with three electrodes, in the presence of an organometallic catalyst, characterized in that it comprises: 1--electrolysis of the catalyst and its reaction with one of the two oligomers at a first potential, 2--reduction of the insertion species obtained according to step 1, and its reaction with a second oligomer at a second potential below the first potential, and 3--recovery of the sublimable oligomer so obtained, the two lower oligomers used being mono- or dihalogenated oligomers identical or different. The present invention also relates to sublimable oligomers based on phenylene obtained by this process, and their uses in electronics and/or optics.
Inventors
- 👤 Gerard Froyer
- 👤 Yvan Pelous
- 👤 Emmanuelle Dall'arche
- 👤 Claude Chevrot
- 👤 Alain Siove
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 18:17
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/10; C25; C25B; C25B3/00; C25B3/01; C25B3/03; C25B3/05; C25B3/07; C25B3/09; C25B3/20; C25B3/29
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
103 words
Process of the preparation of sublimable oligomers based on phenylene, linear and of controlled length, by electrochemical coupling of two lower oligomers, within a monocompartmental cell with three electrodes, in the presence of an organometallic catalyst characterized in that it comprises: 1--electrolysis of the catalyst and its reaction with one of the two oligomers at a first potential, 2--reduction of the insertion species obtained in step 1, and its reaction with the second oligomer at a second potential below the first potential, and 3--recovery of the sublimable oligomer so obtained, the two lower oligomers used being mono- or dihalogenated oligomers, identical or different.
Claim 2
Dependent Claim
103 words
Process of the preparation of sublimable oligomers based on phenylene, linear and of controlled length, by electrochemical coupling of two lower oligomers, within a monocompartmental cell with three electrodes, in the presence of an organometallic catalyst characterized in that it comprises: 1--electrolysis of the catalyst and its reaction with one of the two oligomers at a first potential, 2--reduction of the insertion species obtained in step 1, and its reaction with the second oligomer at a second potential below the first potential, and 3--recovery of the sublimable oligomer so obtained, the two lower oligomers used being mono- or dihalogenated oligomers, identical or different.
Claim 3
Dependent Claim
32 words
Process according to claim 1, wherein the organometallic catalyst is selected so as to be reduced to a less cathodic potential than the oligomer in the presence of which it is electrolyzed.
Claim 4
Dependent Claim
60 words
Process according to claim 1, wherein the catalyst is a halogenized salt of a transition metal represented by the general formula I: MX.sub.2 L I in which M represents Ni, Cu, Co or Sn, X represents a halogen, in particular bromine, and L represents a ligand selected preferably from among the bipyridine, triphenylphosphine, 1-10-phenanthroline, bisquinoleine and 1.2 bis diphenylphosphinoethane groups.
Claim 5
Dependent Claim
22 words
Process according to claim 3, wherein the catalyst is a halogenized salt of a complex of nickel and preferably of nickel bistriphenylphosphine.
Claim 6
Dependent Claim
32 words
Process according to claim 1, wherein the two lower oligomers represent, independently of one another, a mono- or dihalogenated even or odd phenylene based oligomer or a mono- or dihalogenated heterocyclic oligomer.
Claim 7
Dependent Claim
42 words
Process according to claim 5, wherein the heterocyclic oligomer corresponds to the general formula II: X--R--(X)n II in which X represents a halogen atom, n represents 0 or 1, and R a substituted N carbazole, bithiophene, pyridine, bipyridine, dibenzofuran or dibenzothiophene group.
Claim 8
Dependent Claim
20 words
Process according to claim 1, wherein the sublimable oligomer is isolated by simple filtration at the end of the reaction.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-11-29 | 1997-05-31 | 1997-11-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-11-29 | 2001-05-31 | 2001-11-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-11-29 | 2005-05-31 | 2005-11-30 | $7700.00 | Window Closed / Lapsed |