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US4367329A
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Polyaromatic amides having acetylene groupings curable by Diels-Alder cycloaddition
Assignee: United States Department of the Air Force
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Filing: 1981-05-20
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Granted: 1983-01-04
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Expires: 2001-05-20
Abstract
Abstract New processable polyaromatic amides were prepared from the acid chloride of bis-m-carboxyphenyl acetylene and several aromatic diamines. The polyamides containing the acetylene units were cured by Diels-Alder cycloaddition reaction with 1,4-diphenyl-1,3-butadiene. Cured polyamides showed increase in Tg. thermal and heat stabilities. The polyamides can be cast into films and give good glass fiber laminates.
Inventors
- 👤 Venkatesa Sankaran
- 👤 Carl S. Marvel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 18:01
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/32
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
38 words
A resinous polyaromatic amide having acetylene groups as integral units of the polymer chain and consisting essentially of recurring units having the following structural formula: ##STR8## wherein Ar is a radical selected from the group consisting of ##STR9##
Claim 2
Dependent Claim
38 words
A resinous polyaromatic amide having acetylene groups as integral units of the polymer chain and consisting essentially of recurring units having the following structural formula: ##STR8## wherein Ar is a radical selected from the group consisting of ##STR9##
Claim 3
Dependent Claim
14 words
A polyaromatic amide in accordance with claim 1 wherein said Ar radical is ##STR10##
Claim 4
Dependent Claim
14 words
A polyaromatic amide in accordance with claim 1 wherein said Ar radical is ##STR11##
Claim 5
Dependent Claim
14 words
A polyaromatic amide in accordance with claim 1 wherein said Ar radical is ##STR12##
Claim 6
Dependent Claim
14 words
A polyaromatic amide in accordance with claim 1 wherein said Ar radical is ##STR13##
Claim 7
Independent Claim
88 words
A method for synthesizing a resinous polyaromatic amide containing acetylene groups as integral units of the polymer chain which comprises the steps of (A) forming a reaction mixture between (1) the acid chloride of bis-m-carboxyphenyl acetylene and (2) an aromatic diamine selected from the group consisting of p-diaminobenzene, m-diaminobenzene, bis(4-aminobenzene) sulfone and 4,4-oxydianiline within an atmosphere of nitrogen maintained at a temperature of about 0° C; (B) allowing said mixture to react for a period of about three hours; and (C) separating the resultant polyaromatic amide reaction product.
Claim 8
Independent Claim
88 words
A method for synthesizing a resinous polyaromatic amide containing acetylene groups as integral units of the polymer chain which comprises the steps of (A) forming a reaction mixture between (1) the acid chloride of bis-m-carboxyphenyl acetylene and (2) an aromatic diamine selected from the group consisting of p-diaminobenzene, m-diaminobenzene, bis(4-aminobenzene) sulfone and 4,4-oxydianiline within an atmosphere of nitrogen maintained at a temperature of about 0° C; (B) allowing said mixture to react for a period of about three hours; and (C) separating the resultant polyaromatic amide reaction product.
Claim 9
Dependent Claim
12 words
A process in accordance with claim 6 wherein said diamine is p-diaminobenzene.
Claim 10
Dependent Claim
12 words
A process in accordance with claim 7 wherein said diamine is m-diaminobenzene.
Claim 11
Dependent Claim
13 words
A process in accordance with claim 7 wherein said diamine is bis(4-aminobenzene) sulfone.
Claim 12
Dependent Claim
12 words
A process in accordance with claim 7 wherein said diamine is 4,4'-oxydianiline.
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) | 1986-01-03 | 1986-07-05 | 1987-01-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-03 | 1990-07-05 | 1991-01-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-03 | 1994-07-05 | 1995-01-04 | $7700.00 | Window Closed / Lapsed |