Patent US4237262A successfully refreshed from Google Patents.
US4237262A
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Curable aliphatic epoxy-polimide compositions
Assignee: Northrop Grumman Space and Mission Systems Corp
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Filing: 1979-02-14
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Granted: 1980-12-02
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Expires: 1999-02-14
Abstract
Abstract A prepolymer is comprised of the reaction product of at least one aliphatic bismaleimide, at least one aromatic amine and at least one aromatic bismaleimide in combination with an aliphatic epoxy resin providing at least two functional epoxy groups to provide a low temperature curable composition. The cured products are flexible and strongly adherent to a variety of substrates.
Inventors
- 👤 Robert J. Jones
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 22:37
CPC Classifications
C; C08; C08L; C08L79/00; C08L79/04; C08L79/08; C08L79/085; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4042; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08G73/121; C08G73/124; C08G73/125; C08G73/126; C08G73/127; C08L63/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
228 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR19## wherein Z is a polyaliphatic ether in which each aliphatic group individually contains from one to about six carbon atoms, and in which each R is independently selected from the group consisting of hydrogen, an aliphatic group containing one or two carbon atoms, a benzenoid radical and a halogen; (ii) at least one aromatic polyamine; and (iii) at least one aromatic bismaleimide of the formula: ##STR20## wherein each R is independently selected from the group consisting of hydrogen, an aliphatic group containing one or two carbon atoms, a benzenoid radical and a halogen and wherein R' is a bifunctional benzenoid radical selected from the group consisting of: ##STR21## wherein X is selected from the group consisting of: --O--, --S--, --SO 2 --, --CH 2 --, --C 2 H 4 --, --CO--, --C 3 H 6 --, and ##STR22## (b) at least one epoxy resin of the formula: ##STR23## wherein X' is selected from the group consisting of: --O--, --S--, --CH 2 -- and --CH 2 CH 2 --; R" is selected from the group consisting of: --H, and --CH 3 ; and n is from 0 to about 20.
Claim 2
Dependent Claim
228 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR19## wherein Z is a polyaliphatic ether in which each aliphatic group individually contains from one to about six carbon atoms, and in which each R is independently selected from the group consisting of hydrogen, an aliphatic group containing one or two carbon atoms, a benzenoid radical and a halogen; (ii) at least one aromatic polyamine; and (iii) at least one aromatic bismaleimide of the formula: ##STR20## wherein each R is independently selected from the group consisting of hydrogen, an aliphatic group containing one or two carbon atoms, a benzenoid radical and a halogen and wherein R' is a bifunctional benzenoid radical selected from the group consisting of: ##STR21## wherein X is selected from the group consisting of: --O--, --S--, --SO 2 --, --CH 2 --, --C 2 H 4 --, --CO--, --C 3 H 6 --, and ##STR22## (b) at least one epoxy resin of the formula: ##STR23## wherein X' is selected from the group consisting of: --O--, --S--, --CH 2 -- and --CH 2 CH 2 --; R" is selected from the group consisting of: --H, and --CH 3 ; and n is from 0 to about 20.
Claim 3
Dependent Claim
39 words
A composition as claimed in claim 1 in which the aliphatic bismaleimide is of the formula: ##STR24## where the sum of a and c is equal to about 3.5 and b is equal to about 13.5 to about 45.5.
Claim 4
Dependent Claim
36 words
A composition as claimed in claim 1 in which the aliphatic bismaleimide is of the formula: ##STR25## where the sum of a and c is equal to about 3.5 and b is equal to about 20.5.
Claim 5
Dependent Claim
84 words
A composition as claimed in claim 1 in which the aromatic polyamine is selected from the group consisting of amines of the formula: NH.sub.2 --R'--NH.sub.2 wherein R' is a bifunctional benzenoid radical selected from the group consisting of: ##STR26## where X is selected from the group consisting of: --O--, --S--, --SO 2 --, --CH 2 --, --C 2 H 4 --, --CO--, --C 3 H 6 --, and ##STR27## and ##STR28## wherein d has a value from 0 to about 5, and mixtures thereof.
Claim 6
Dependent Claim
29 words
A composition as claimed in claim 1 in which the aromatic polyamine is selected from the group consisting of methylenedianiline, an amine of the formula: ##STR29## and mixtures thereof.
Claim 7
Dependent Claim
16 words
A composition as claimed in claim 1 in which the aromatic bismaleimide has the formula: ##STR30##
Claim 8
Dependent Claim
23 words
A composition as claimed in claim 1 in which X' is oxygen, and in which n is from about 4.0 to about 8.0.
Claim 9
Dependent Claim
23 words
A composition as claimed in claim 1 in which X' is oxygen, and in which n is from about 6.0 to about 8.0.
Claim 10
Dependent Claim
149 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR31## where the sum of a and c is equal to about 3.5 and b is equal to about 13.5 to about 45.5; and (ii) an aromatic polyamine selected from the group consisting of methylene dianiline, an amine of the formula: ##STR32## wherein d has a value of from 0 to about 5 and mixtures thereof; (iii) an aromatic bismaleimide of the formula: ##STR33## (b) at least one epoxy resin of the formula: ##STR34## wherein X' is --O--, --S--, --CH 2 --, --CH 2 CH 2 --; and wherein R" is selcted from the group consisting of: --H and --CH 3 and wherein n is from about 0 to about 20.
Claim 11
Dependent Claim
149 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR31## where the sum of a and c is equal to about 3.5 and b is equal to about 13.5 to about 45.5; and (ii) an aromatic polyamine selected from the group consisting of methylene dianiline, an amine of the formula: ##STR32## wherein d has a value of from 0 to about 5 and mixtures thereof; (iii) an aromatic bismaleimide of the formula: ##STR33## (b) at least one epoxy resin of the formula: ##STR34## wherein X' is --O--, --S--, --CH 2 --, --CH 2 CH 2 --; and wherein R" is selcted from the group consisting of: --H and --CH 3 and wherein n is from about 0 to about 20.
Claim 12
Dependent Claim
35 words
A composition as claimed in claim 9 where the aliphatic bismaleimide has the general formula: ##STR35## and the sum of a and c is equal to about 3.5 and b is equal to about 20.5.
Claim 13
Dependent Claim
19 words
A composition as claimed in claim 9 in which the aromatic polyamine is an amine of the formula: ##STR36##
Claim 14
Dependent Claim
21 words
A composition as claimed in claim 9 in which X' is oxygen and n is from about 4 to about 8.
Claim 15
Dependent Claim
21 words
A composition as claimed in claim 10 in which X' is oxygen and n is from about 4 to about 8.
Claim 16
Dependent Claim
21 words
A composition as claimed in claim 11 in which X' is oxygen and n is from about 4 to about 8.
Claim 17
Dependent Claim
23 words
A composition as claimed in claim 9 in which X' is oxygen, and in which n is from about 6 to about 8.
Claim 18
Dependent Claim
23 words
A composition as claimed in claim 10 in which X' is oxygen, and in which n is from about 6 to about 8.
Claim 19
Dependent Claim
23 words
A composition as claimed in claim 11 in which X' is oxygen, and in which n is from about 6 to about 8.
Claim 20
Dependent Claim
103 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR37## where the sum of a and c is equal to about 3.5 and b is equal to about 20.5; (ii) methylene dianaline; (iii) an aromatic bismaleimide of the formula: ##STR38## (b) at least one epoxy resin of the formula: ##STR39## wherein R" is selected from the group consisting of --H, and CH 3 and in which n is from about 4.0 to about 8.0.
Claim 21
Dependent Claim
103 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR37## where the sum of a and c is equal to about 3.5 and b is equal to about 20.5; (ii) methylene dianaline; (iii) an aromatic bismaleimide of the formula: ##STR38## (b) at least one epoxy resin of the formula: ##STR39## wherein R" is selected from the group consisting of --H, and CH 3 and in which n is from about 4.0 to about 8.0.
Claim 22
Dependent Claim
17 words
A composition as claimed in claim 18 in which n is from about 6.0 to about 8.0.
Claim 23
Dependent Claim
109 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR40## where the sum of a and c is equal to about 3.5 and b is equal to about 20.5; and (ii) an aromatic polyamine of the formula: ##STR41## (iii) an aromatic bismaleimide of the formula: ##STR42## (b) at least one epoxy resin of the formula: ##STR43## wherein R" is selected from the group consisting of: --H, and --CH 3 ; and wherein n is from about 4 to about 8.
Claim 24
Dependent Claim
109 words
A low temperature curable composition comprising: (a) at least one curable polyimide prepolymer formed at a temperature sufficient to cause thermal reaction between heated components of a mixture of: (i) at least one aliphatic bismaleimide of the formula: ##STR40## where the sum of a and c is equal to about 3.5 and b is equal to about 20.5; and (ii) an aromatic polyamine of the formula: ##STR41## (iii) an aromatic bismaleimide of the formula: ##STR42## (b) at least one epoxy resin of the formula: ##STR43## wherein R" is selected from the group consisting of: --H, and --CH 3 ; and wherein n is from about 4 to about 8.
Claim 25
Dependent Claim
17 words
A composition as claimed in claim 20 in which n is from about 6.0 to about 8.0.
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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) | 1983-12-02 | 1984-06-02 | 1984-12-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-02 | 1988-06-02 | 1988-12-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-02 | 1992-06-02 | 1992-12-02 | $7700.00 | Window Closed / Lapsed |