US4417039A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Cis-enyne aromatic and aromatic heterocyclic polymers
Assignee: United States Department of the Air Force
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Filing: 1982-07-19
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Granted: 1983-11-22
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Expires: 2002-07-19
Abstract
Abstract Aromatic and aromatic heterocyclic enyne polymers are prepared by reacting a di-β-bromovinylbenzene and a diacetylenic compound. The polymers have relatively low glass transition temperatures for fabrication, and after heat treatment exhibit high glass transition temperatures, as well as low solvent susceptibility. Also provided is a new composition of matter 1,4-bis-(cis-β-bromovinyl)benzene.
Inventors
- 👤 Bruce A. Reinhardt
- 👤 Fred E. Arnold
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 01:31
CPC Classifications
C; C08; C08G; C08G61/00
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
10 words
A polymer having repeating units of the general formula: ##STR5##
Claim 2
Dependent Claim
10 words
A polymer having repeating units of the general formula: ##STR5##
Claim 3
Dependent Claim
11 words
A polymer in accordance with claim 1 and having the cis-configuration.
Claim 4
Dependent Claim
11 words
A polymer in accordance with claim 1 and having the transconfiguration.
Claim 5
Dependent Claim
14 words
The polymer of claim 2 wherein each R is --H, and Ar is ##STR6##
Claim 6
Dependent Claim
14 words
The polymer of claim 2 wherein each R is --H, and Ar is ##STR7##
Claim 7
Dependent Claim
14 words
The polymer of claim 2 wherein each R is --H, and Ar is ##STR8##
Claim 8
Dependent Claim
15 words
The polymer of claim 2 wherein R is --H and Ar is a phenylene group.
Claim 9
Dependent Claim
13 words
The polymer of claim 2 wherein R is --H and Ar is ##STR9##
Claim 10
Dependent Claim
13 words
The polymer of claim 2 wherein R is --H and Ar is ##STR10##
Claim 11
Independent Claim
63 words
A method for producing a polymer having repeating units as follows: ##STR11## which comprises reacting a di-β-bromobenzene of the general formula ##STR12## wherein R is as described above, with a diacetylenic compound of the general formula HC.tbd.C--Ar--C.tbd.CH, wherein Ar is as described above, in the presence of a catalyst consisting essentially of cuprous iodide and bis-triphenylphosphine palladium II dichloride, in a reaction medium.
Claim 12
Independent Claim
63 words
A method for producing a polymer having repeating units as follows: ##STR11## which comprises reacting a di-β-bromobenzene of the general formula ##STR12## wherein R is as described above, with a diacetylenic compound of the general formula HC.tbd.C--Ar--C.tbd.CH, wherein Ar is as described above, in the presence of a catalyst consisting essentially of cuprous iodide and bis-triphenylphosphine palladium II dichloride, in a reaction medium.
Claim 13
Dependent Claim
20 words
The method of claim 10 wherein the weight ratio of said cuprous iodide to said palladium complex is about 1:2.
Claim 14
Dependent Claim
19 words
The method of claim 10 wherein the amount of said catalyst system is about 2 to 10 weight percent.
Claim 15
Dependent Claim
23 words
The method of claim 10 wherein said reaction is carried out at a temperature in the approximate range of 5° to 40° C.
Claim 16
Dependent Claim
15 words
The method of claim 13 wherein said reaction range is about 20° to 25° C.
Claim 17
Dependent Claim
25 words
The method of claim 10 wherein said reaction medium consists essentially of an aprotic solvent and about 10 to 50 percent of an HBr acceptor.
Claim 18
Dependent Claim
16 words
The method of claim 15 wherein said reaction medium is a mixture of N,N-dimethylacetamide and triethylamine.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-11-21 | 1987-05-23 | 1987-11-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-11-21 | 1991-05-23 | 1991-11-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-11-21 | 1995-05-23 | 1995-11-22 | $7700.00 | Window Closed / Lapsed |