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US4178428A
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Thermally stable enyne polysulfone polymers
Assignee: United States Department of the Air Force
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Filing: 1978-09-27
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Granted: 1979-12-11
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Expires: 1998-09-27
Abstract
Abstract High molecular weight enyne polysulfone thermoplastics are prepared by the reaction of alkali metal salts of 1,4-bis(3-hydroxyphenyl)-buta-1-ene-3-yne and various aromatic diols with aromatic dihalosulfones. Because of the presence of the enyne moiety in the polymer backbone, the polymer can be lightly crosslinked to provide solvent resistant thermoplastics. The polymers are useful in fabricating graphite thermoplastic composites for structural applications.
Inventors
- 👤 Fred E. Arnold
- 👤 Bruce A. Reinhardt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 01:55
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/20; C08G75/23; C07; C07C; C07C37/00; C07C37/01; C07C37/04; C08L; C08L81/00; C08L81/06; C08G2650/00; C08G2650/28; C08G2650/60
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
57 words
An enyne polysulfone consisting of essentially repeating units having the following structural formula: ##STR6## wherein Ar is a divalent aromatic radical; a is equal to 0.05 to 1, b is equal to zero to 0.95, and the sum of a and b is equal to 1; and n is an integer ranging from about 1 to 100.
Claim 2
Dependent Claim
57 words
An enyne polysulfone consisting of essentially repeating units having the following structural formula: ##STR6## wherein Ar is a divalent aromatic radical; a is equal to 0.05 to 1, b is equal to zero to 0.95, and the sum of a and b is equal to 1; and n is an integer ranging from about 1 to 100.
Claim 3
Dependent Claim
12 words
The enyne polysulfone according to claim 1 in which Ar is ##STR7##
Claim 4
Dependent Claim
12 words
The enyne polysulfone according to claim 2 in which Ar is ##STR8##
Claim 5
Dependent Claim
12 words
The enyne polysulfone according to claim 2 in which Ar is ##STR9##
Claim 6
Dependent Claim
12 words
The enyne polysulfone according to claim 2 in which Ar is ##STR10##
Claim 7
Dependent Claim
12 words
The enyne polysulfone according to claim 2 in which Ar is ##STR11##
Claim 8
Dependent Claim
12 words
The enyne polysulfone according to claim 2 in which Ar is ##STR12##
Claim 9
Dependent Claim
112 words
A composition comprising (1) an enyne polysulfone consisting essentially of repeating units having the following structural formula: ##STR13## wherein Ar is ##STR14## a is equal to 0.05 to 1, b is equal to zero to 0.95, and the sum of a and b is equal to 1; and n is an integer ranging from about 1 to 100; and (2) a monofunctional acetylene compound having the following structural formula: R--C.tbd.CH, wherein R is C x H 2x+1 , where x is an integer from 1 to 10, inclusive, ##STR15## the amount of the acetylene compound ranging from about 10 to 90 mole percent of the amount of enyne in the polysulfone structure.
Claim 10
Dependent Claim
112 words
A composition comprising (1) an enyne polysulfone consisting essentially of repeating units having the following structural formula: ##STR13## wherein Ar is ##STR14## a is equal to 0.05 to 1, b is equal to zero to 0.95, and the sum of a and b is equal to 1; and n is an integer ranging from about 1 to 100; and (2) a monofunctional acetylene compound having the following structural formula: R--C.tbd.CH, wherein R is C x H 2x+1 , where x is an integer from 1 to 10, inclusive, ##STR15## the amount of the acetylene compound ranging from about 10 to 90 mole percent of the amount of enyne in the polysulfone structure.
Claim 11
Dependent Claim
106 words
A process for preparing enyne polysulfones which comprises the following steps: (a) reacting an alkali metal hydroxide with (1) 1,4-bis(3-hydroxyphenyl)-buta-1-ene-3-yne alone or in admixture with (2) an aromatic diol, thereby forming an alkali metal salt of compound (1) or a mixture of alkali metal salts of compounds (1) and (2), compound (2) having the following formula: HO--Ar--Oh, wherein Ar is a divalent aromatic radical selected from the groups of radicals consisting of ##STR16## (b) reacting in an aprotic solvent the alkali metal salt or mixture of alkali metal salts formed in step (a) with an equimolar amount of 4,4'-dihalodiphenylsulfone; and (c) recovering an enyne polysulfone product.
Claim 12
Dependent Claim
106 words
A process for preparing enyne polysulfones which comprises the following steps: (a) reacting an alkali metal hydroxide with (1) 1,4-bis(3-hydroxyphenyl)-buta-1-ene-3-yne alone or in admixture with (2) an aromatic diol, thereby forming an alkali metal salt of compound (1) or a mixture of alkali metal salts of compounds (1) and (2), compound (2) having the following formula: HO--Ar--Oh, wherein Ar is a divalent aromatic radical selected from the groups of radicals consisting of ##STR16## (b) reacting in an aprotic solvent the alkali metal salt or mixture of alkali metal salts formed in step (a) with an equimolar amount of 4,4'-dihalodiphenylsulfone; and (c) recovering an enyne polysulfone product.
References Cited (Backward Citations)
US4108926A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1982-12-10 | 1983-06-11 | 1983-12-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-10 | 1987-06-11 | 1987-12-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-10 | 1991-06-11 | 1991-12-11 | $7700.00 | Window Closed / Lapsed |