US4666997A
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US
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Heat-curable mixture containing substituted bicyclo[2.2.1]hept-5-ene-2,3-dicarboximide and polymaleimide, and the use thereof
Assignee: Huntsman Advanced Materials Americas LLC
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Filing: 1985-09-09
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Granted: 1987-05-19
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Expires: 2005-09-09
Abstract
Abstract Heat-curable mixtures comprising (a) 10-90% by weight of at least one compound of formula I ##STR1## (b) 90-10% by weight of at least one compound of formula II ##STR2## and, based on the sum of (a)+(b), (c) 0-30% by weight of at least one compound which is able to react with component (b), in which formulae above n, m, R, R', R 1 , R 2 and R 3 are as defined in claim 1, are suitable for the preparation of moulded articles such as prepregs and composites, coatings and bonds.
Inventors
- 👤 Alfred Renner
- 👤 Sameer H. Eldin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 13:57
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08J; C08J5/00; C08J5/24; C08J5/241; C08J5/243; C08J2379/00; C08J2379/04; C08J2379/08
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
181 words
A heat-curable mixture comprising (a) 10-90% by weight of at least one compound of formula I ##STR21## (b) 90-10% by weight of at least one compound of formula II ##STR22## and, based on the sum of (a)+(b), (c) 0-30% by weight of at least one compound which is able to react with component (b), in which formulae (I) and (II) above n is 1 or 2 and m is 2 or 3, R when n is 1, is a hydrogen atom, C 1 -C 12 alkyl, C 3 -C 6 alkenyl, C 5 -C 8 cycloalkyl, C 6 -C 10 aryl or benzyl, or, when n is 2, is --C p H 2p --, wherein p is 2 to 20, or is C 6 -C 10 arylene or a group of the formula III ##STR23## wherein T is methylene, isopropylidene, --CO--, --O--, --S-- or --SO 2 --, R' is an organic radical of valency m which contains 2 to 30 carbon atoms, and R 1 , R 2 and R 3 are each independently a hydrogen atom or a methyl group.
Claim 2
Dependent Claim
181 words
A heat-curable mixture comprising (a) 10-90% by weight of at least one compound of formula I ##STR21## (b) 90-10% by weight of at least one compound of formula II ##STR22## and, based on the sum of (a)+(b), (c) 0-30% by weight of at least one compound which is able to react with component (b), in which formulae (I) and (II) above n is 1 or 2 and m is 2 or 3, R when n is 1, is a hydrogen atom, C 1 -C 12 alkyl, C 3 -C 6 alkenyl, C 5 -C 8 cycloalkyl, C 6 -C 10 aryl or benzyl, or, when n is 2, is --C p H 2p --, wherein p is 2 to 20, or is C 6 -C 10 arylene or a group of the formula III ##STR23## wherein T is methylene, isopropylidene, --CO--, --O--, --S-- or --SO 2 --, R' is an organic radical of valency m which contains 2 to 30 carbon atoms, and R 1 , R 2 and R 3 are each independently a hydrogen atom or a methyl group.
Claim 3
Dependent Claim
18 words
A mixture according to claim 1, wherein each of R 1 and R 2 is a hydrogen atom.
Claim 4
Dependent Claim
76 words
A mixture according to claim 1, wherein each of R 1 and R 2 is a hydrogen atom and R, when n is 1, is hydrogen, C 1 -C 8 alkyl, allyl, cyclohexyl, phenyl or benzyl; or, when n is 2, R is --(CH 2 ) p --, in which p is 2 to 12, m- or p-phenylene, or is a group of formula III, wherein T is the methylene group, --O-- or --SO-- 2 .
Claim 5
Dependent Claim
38 words
A mixture according to claim 1, wherein each of R 1 and R 2 is a hydrogen atom and R, when n is 1, is allyl or, when n is 2, is --(CH 2 ) 6 --, ##STR24##
Claim 6
Dependent Claim
19 words
A mixture according to claim 1, which contains, as component (a): N-allyl-allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboximide, bis[4(allylbicyclo)[2.2.1]hept-5-ene-2,3-dicarboximidophenyl)]methane or N,N'-hexamethylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboximide), or a mixture thereof.
Claim 7
Dependent Claim
64 words
A mixture according to claim 1, wherein m is 2, R 3 is a hydrogen atom and R' is --(CH 2 ) p --, in which p is 2 to 12, m- or p-phenylene, m- or p-xylylene, 1,4-cyclohexylene, 1,4-bis(methylene)cyclohexylene, the radical of 4,4'-bicyclohexylmethane or is a radical of the formula VIIa ##STR25## wherein T 1 is --O--, --CH 2 -- or --SO 2 --.
Claim 8
Dependent Claim
12 words
A mixture according to claim 1, which contains N,N',4,4'-diphenylmethane-bismaleimide as component (b).
Claim 9
Dependent Claim
36 words
A mixture according to claim 1, which contains, as component (c), a diamine of the formula IX HQ--R"--QH (IX), wherein Q is --NH-- and R" is a divalent organic radical of 2 to 30 carbon atoms.
Claim 10
Dependent Claim
44 words
A mixture according to claim 1, which contains component (a) in an amount of 20 to 50% by weight, component (b) in an amount of 50-80% by weight, and component (c) in an amount of 0-25% by weight, based on the sum of (a)+(b).
Claim 11
Dependent Claim
22 words
A process for the preparation of a moulded article, coating or bond by curing a curable mixture as claimed in claim 1.
Claim 12
Dependent Claim
42 words
A mixture according to claim 1, which contains, as component (c), a diol of the formula HO--R"--OH wherein R" is a divalent organic radical of 2 to 30 carbon atoms; a phenol novolak; a cresol novolak; or a mixture of such compounds.
Claim 13
Dependent Claim
28 words
A mixture according to claim 8, which contains, as component (c), a compound of the formula IXa ##STR26## wherein Q is --NH-- and T is methylene or isopropylidene.
Claim 14
Dependent Claim
36 words
A mixture according to claim 11, which contains, a component (c), a phenol novolak, a cresol novolak, a compound of the formula IXa ##STR27## wherein T is methylene or isopropylidene, or a mixture of said compounds.
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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) | 1990-05-18 | 1990-11-17 | 1991-05-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-05-18 | 1994-11-17 | 1995-05-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-05-18 | 1998-11-17 | 1999-05-19 | $7700.00 | Window Closed / Lapsed |