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US3975363A
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Poly(diels-alder) polymer
Assignee: Northrop Grumman Space and Mission Systems Corp
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Filing: 1975-02-14
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Granted: 1976-08-17
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Expires: 1995-02-14
Abstract
Abstract Linear polymers are produced by the reaction of an olefinic end-capped bis(imide) or bis(amide) compound, i.e. a dieneophile with a furfuryl or furan end-capped bis(imide) or bis(amide) compound, i.e. a diene. These linear polymers have an alicyclic endooxy linkage repeated throughout the polymer backbone chain where the furfuryl end-cap combines with the olefin end-cap by Diels-Alder reaction. The linear polymer is converted to a higher performance polymer by heating in the range of 200° to 400°C whereupon the endooxy linkage is aromatized in situ. The resins so prepared are suitable for use in severe environments at temperatures up to 350°C.
Inventors
- 👤 Robert J. Jones
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 08:04
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08G73/126; C08G69/00; C08G73/124; C08G73/125; C08G73/14
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
87 words
An aromatic polymer consisting essentially of the structure: ##EQU9## wherein R is an aromatic radical selected from the group consisting of difunctional radicals having the structure: ##SPC6## and tetrafunctional radicals having the structure: ##SPC7## wherein R' is --O--, --S--, --SO 2 --, --CO--, --CH 2 --, --C 2 H 4 --, --C 3 H6--, ##EQU10## and ##SPC8## X is selected from the group consisting of --NH--CO-- and ##EQU11## E is selected from the group consisting of ##SPC9## ##SPC10## and n is an integer from 3 to 100.
Claim 2
Dependent Claim
87 words
An aromatic polymer consisting essentially of the structure: ##EQU9## wherein R is an aromatic radical selected from the group consisting of difunctional radicals having the structure: ##SPC6## and tetrafunctional radicals having the structure: ##SPC7## wherein R' is --O--, --S--, --SO 2 --, --CO--, --CH 2 --, --C 2 H 4 --, --C 3 H6--, ##EQU10## and ##SPC8## X is selected from the group consisting of --NH--CO-- and ##EQU11## E is selected from the group consisting of ##SPC9## ##SPC10## and n is an integer from 3 to 100.
Claim 3
Independent Claim
161 words
A method of making an aromatic polymer comprising: A. mixing (i) a furfuryl or furan end-capped compound having the structure: (E 1 )--(X)--(R)--(X)--(E 1 ) wherein R is an aromatic radical selected from the group consisting of difunctional radicals having the structure: ##SPC11## and tetrafunctional radicals having the structure: ##SPC12## wherein R' is --O--, --S--, --SO 2 --, --CO--, --CH 2 --, --C 2 H 4 --, --C 3 H 6 --, ##EQU12## and ##SPC13## X is selected from the group consisting of --NH--CO-- and ##EQU13## and E 1 is selected from the group consisting of ##SPC14## with (ii) an olefinic end-capped compound having the structure: (E 2 )--(X)--(R)--(X)--(E 2 ) wherein E 2 is selected from the group consisting of CH 2 =CH-- and ##EQU14## to produce a linear aromatic polymer chain by the reaction of E 1 with E 2 , forming an alicyclic endooxy linkage; and B. heating said linear aromatic polymer to aromatize said alicyclic endooxy linkage.
Claim 4
Independent Claim
161 words
A method of making an aromatic polymer comprising: A. mixing (i) a furfuryl or furan end-capped compound having the structure: (E 1 )--(X)--(R)--(X)--(E 1 ) wherein R is an aromatic radical selected from the group consisting of difunctional radicals having the structure: ##SPC11## and tetrafunctional radicals having the structure: ##SPC12## wherein R' is --O--, --S--, --SO 2 --, --CO--, --CH 2 --, --C 2 H 4 --, --C 3 H 6 --, ##EQU12## and ##SPC13## X is selected from the group consisting of --NH--CO-- and ##EQU13## and E 1 is selected from the group consisting of ##SPC14## with (ii) an olefinic end-capped compound having the structure: (E 2 )--(X)--(R)--(X)--(E 2 ) wherein E 2 is selected from the group consisting of CH 2 =CH-- and ##EQU14## to produce a linear aromatic polymer chain by the reaction of E 1 with E 2 , forming an alicyclic endooxy linkage; and B. heating said linear aromatic polymer to aromatize said alicyclic endooxy linkage.
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) | 1979-08-17 | 1980-02-16 | 1980-08-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-17 | 1984-02-16 | 1984-08-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-17 | 1988-02-16 | 1988-08-17 | $7700.00 | Window Closed / Lapsed |