US4277583A
Expired / Lapsed
US
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Oxirane polyimide copolymers
Assignee: Plastics Engineering Co
•
Filing: 1979-12-03
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Granted: 1981-07-07
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Expires: 1999-12-03
Abstract
Abstract The copolymers disclosed herein comprise the reaction products of polyoxirane or polyepoxide compounds with amine-terminated aromatic polyimides. The reaction of the oxirane group with the amine group produces hydroxylamine groups which connect the polyimide portion with the polyepoxide precursor portion of the resultant copolymer without by-product formation. These copolymers are more tractable than the original unreacted amine-terminated polyimides and can be converted at appropriate lower temperatures to insoluble, infusible polymers. Thus they can be fabricated economically at lower temperatures and pressures and extend greatly the number of applications for which the aromatic polyimides can be employed.
Inventors
- 👤 Phillip A. Waitkus
- 👤 Bohumir Lepeska
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 12:26
CPC Classifications
C; C08; C08L; C08L63/00; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4042; C08G73/00; C08G73/06; C08G73/10; C08G73/1067; C08L79/00; C08L79/04; C08L79/08
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
148 words
The process of copolymerizing a polyoxirane compound having at least two ##STR33## moieties, wherein the unoccupied valencies are attached to carbon or hydrogen atoms and a m-cresol soluble amino-terminated polyimide having the formula: ##STR34## wherein Ar' is a tetravalent aromatic organic radical in which the four carbonyl groups attached thereto are attached directly to separate carbon atoms and each pair of carbonyl groups are attached to adjacent carbon atoms in the Ar' radical except that when Ar' represents the naphthalene radical, one or both pairs of carbonyl groups may be attached to the peri carbon atoms; Ar is a divalent aromatic radical; and n is an integer of at least one; the proportions of said polyoxirane compound and said polyimide being such as to provide at least one oxirane group for each amine group; and said copolymerization being effected at a temperature in the range of 80°-380° C.
Claim 2
Dependent Claim
148 words
The process of copolymerizing a polyoxirane compound having at least two ##STR33## moieties, wherein the unoccupied valencies are attached to carbon or hydrogen atoms and a m-cresol soluble amino-terminated polyimide having the formula: ##STR34## wherein Ar' is a tetravalent aromatic organic radical in which the four carbonyl groups attached thereto are attached directly to separate carbon atoms and each pair of carbonyl groups are attached to adjacent carbon atoms in the Ar' radical except that when Ar' represents the naphthalene radical, one or both pairs of carbonyl groups may be attached to the peri carbon atoms; Ar is a divalent aromatic radical; and n is an integer of at least one; the proportions of said polyoxirane compound and said polyimide being such as to provide at least one oxirane group for each amine group; and said copolymerization being effected at a temperature in the range of 80°-380° C.
Claim 3
Dependent Claim
41 words
The process of claim 1 in which said polyoxirane compound has the formula ##STR35## wherein m is an integer having a value of at least 2, and Z is an organic radical having a valency corresponding to the value of m.
Claim 4
Dependent Claim
78 words
The process of claim 1 in which said polyoxirane compound is a glycidyl ether selected from the class consisting of: ##STR36## and ##STR37## wherein Y represents Cl, Br, I, F or a hydrocarbon radical of 1-18 carbon atoms; n" is an integer having a value of 0 to 50; m" is an integer having a value of 0 to 3; R° is hydrogen or a hydrocarbon radical of 1-10 carbon atoms; and Ar is a divalent aromatic radical.
Claim 5
Dependent Claim
15 words
The process of claim 3 in which Ar is: --C.sub.6 H.sub.4 C(CH.sub.3).sub.2 --C.sub.6 H.sub.4 --.
Claim 6
Dependent Claim
15 words
The process of claim 3 in which n" has a value of 1 to 10.
Claim 7
Dependent Claim
12 words
The process of claim 3 in which R° and Y are hydrogen.
Claim 8
Dependent Claim
14 words
The process of claim 3 in which R° is methyl and Y is H.
Claim 9
Dependent Claim
16 words
The process of claim 1 in which said polyimide is derived from 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride.
Claim 10
Dependent Claim
14 words
The process of claim 1 in which said polyimide is derived from 2,4-diamino toluene.
Claim 11
Dependent Claim
13 words
The process of claim 1 in which said polyimide is derived from 4,4'-methylene-dianiline.
Claim 12
Dependent Claim
13 words
The process of claim 1 in which said polyimide is derived from 4,4'-oxydianiline.
Claim 13
Dependent Claim
14 words
The process of claim 1 in which said polyimide is derived from 1,3-di(aminophenoxy) benzene.
Claim 14
Dependent Claim
14 words
The process of claim 1 in which said polyimide is derived from pyromellitic dianhydride.
Claim 15
Dependent Claim
20 words
The process of claim 1 in which 1 to 3 ##STR38## groups are provided for reaction with each amine group.
Claim 16
Dependent Claim
10 words
The copolymer reaction product of the process of claim 1.
Claim 17
Dependent Claim
42 words
The copolymer product of claim 15 in which said polyoxirane compound has the formula ##STR39## wherein Z is an organic radical having a valency corresponding to the value of m, and m is an integer having a value of at least 2.
Claim 18
Dependent Claim
6 words
The copolymer product of claim 3.
Claim 19
Dependent Claim
6 words
The copolymer product of claim 4.
Claim 20
Dependent Claim
13 words
The copolymer product of claim 17 in which R° and Y are hydrogen.
Claim 21
Dependent Claim
17 words
The copolymer product of claim 17 in which Y is hydrogen and R° is CH 3 .
Claim 22
Dependent Claim
16 words
The copolymer product of claim 17 in which n" has a value of 1 to 10.
Claim 23
Dependent Claim
6 words
The copolymer product of claim 8.
Claim 24
Dependent Claim
6 words
The copolymer product of claim 9.
Claim 25
Dependent Claim
6 words
The copolymer product of claim 10.
Claim 26
Dependent Claim
6 words
The copolymer product of claim 11.
Claim 27
Dependent Claim
6 words
The copolymer product of claim 12.
Claim 28
Dependent Claim
6 words
The copolymer product of claim 13.
Claim 29
Dependent Claim
6 words
The copolymer product of claim 14.
Claim 30
Dependent Claim
23 words
The product of claim 1 in which between 1 and 3.25 ##STR40## groups are supplied for each NH 2 group in said polyimide.
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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) | 1984-07-06 | 1985-01-05 | 1985-07-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-07-06 | 1989-01-05 | 1989-07-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-07-06 | 1993-01-05 | 1993-07-07 | $7700.00 | Window Closed / Lapsed |