US4745166A
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Heat-curable mixture containing substituted bicyclo (2.2.1) hept-5-ene-2,3-dicarboximide and polymaleimide, and ethylenically unsaturated phenolic compound
Assignee: Novartis Corp
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Filing: 1987-03-16
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Granted: 1988-05-17
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Expires: 2007-03-16
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 define 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 11:04
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: 12
Claim 1
Independent Claim
341 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## wherein 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--, --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; and (c) a maximum of 30%, based on the total weight of (a) and (b), of at least one compound which is able to react with component (b), said component (c) corresponding to the formulae ##STR24## wherein T 2 is a direct bond, or T 2 is methylene, isopropylidene, --O--, --S--, --SO-- or --SO 2 --, ##STR25## wherein R 4 , R 5 , R 6 and R 7 are each independently a hydrogen atom, an allyl or propenyl group, with the proviso that at least one of R 4 to R 7 is a propenyl group, and T is as previously defined, ##STR26## wherein R 4 , R 5 and R 6 are as previously defined and at least one of R 4 to R 6 is a propenyl group, and ##STR27## wherein R 8 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently a hydrogen atom, C 1 -C 4 alkyl, allyl or propenyl, with the proviso that at least one of R 8 to R 13 is a propenyl group, and a is a value from 0 to 10.
Claim 2
Dependent Claim
341 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## wherein 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--, --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; and (c) a maximum of 30%, based on the total weight of (a) and (b), of at least one compound which is able to react with component (b), said component (c) corresponding to the formulae ##STR24## wherein T 2 is a direct bond, or T 2 is methylene, isopropylidene, --O--, --S--, --SO-- or --SO 2 --, ##STR25## wherein R 4 , R 5 , R 6 and R 7 are each independently a hydrogen atom, an allyl or propenyl group, with the proviso that at least one of R 4 to R 7 is a propenyl group, and T is as previously defined, ##STR26## wherein R 4 , R 5 and R 6 are as previously defined and at least one of R 4 to R 6 is a propenyl group, and ##STR27## wherein R 8 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently a hydrogen atom, C 1 -C 4 alkyl, allyl or propenyl, with the proviso that at least one of R 8 to R 13 is a propenyl group, and a is a value from 0 to 10.
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 --, ##STR28##
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-xylene, 1,4-cyclohexylene, 1,4-bis-(methylene)cyclohexylene, the radical of 4,4'-bicyclohexylmethane or is a radical of the formula VIIa ##STR29## 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
37 words
A mixture according to claim 1, wherein each of R 4 and R 6 is a propenyl group and each of R 5 and R 7 is a hydrogen atom, and T is methylene, isopropylidene or --O--.
Claim 10
Dependent Claim
45 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 a maximum amount of 25% by weight, based on the sum of (a)+(b).
Claim 11
Dependent Claim
17 words
A mixture according to claim 1, which contains, as component (c), a compound of the formula ##STR30##
Claim 12
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.
References Cited (Backward Citations)
US4666997A
Cited
US4678849A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-05-17 | 1991-11-16 | 1992-05-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-05-17 | 1995-11-16 | 1996-05-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-05-17 | 1999-11-16 | 2000-05-17 | $7700.00 | Window Closed / Lapsed |