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US 4,179,551 AGranted
Low temperature curable compliant bismaleimide compositions
AssigneeTRW Inc.
InventorsRobert J. Jones, Howard E. Green, Sandra C. Quinlivan
Life of this patent
Estimating the term…
Abstract
Polyimide prepolymers formed by thermo-reactions of an aliphatic bismaleimide, where the aliphatic group is a polyaliphatic ether, with an aromatic bismaleimide and/or an aromatic diamine in combination with a cross-linking agent having at least two vinyl groups provide compositions which are curable at low temperatures, i.e., 65.degree. C. or less.
Claims49
A low temperature free radical curable composition which comprises:
- (a) a curable prepolymer which is a polyimide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR11## wherein Z is a polyaliphatic ether in which each aliphatic ether group individually contains from 1 to about 6 carbon atoms and in which each R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- and
- (ii) at least one aromatic polyamine;
- and (b) at least one cross linking agent containing at least two functional vinyl groups.
3 more elements
A low temperature free radical curable composition comprising:
- (a) a curable prepolymer which is a polyimide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR16## wherein Z is a polyaliphatic ether in which each aliphatic group individually contains from 1 to about 6 carbon atoms, and in which R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- (ii) at least one aromatic polyamine;
- and
- (iii) at least one aromatic bismaleimide of the formula:
- ##STR17## group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen and wherein R' is a bifunctional benzenoid radical selected from the group consisting of:
- ##STR18## wherein X is selected from the group consisting of:
- --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --C.sub.2 H.sub.4 --, --CO--, --C.sub.3 H.sub.6 --, and ##STR19## and (b) at least one cross linking agent containing at least two functional vinyl groups.
6 more elements
A low temperature curable composition as claimed in claim 18 in which Z has the formula:
- ##STR20## wherein the sum of a and c is about 3.5 and b is from about 13.5 to about 45.5.
A low temperature free radical curable composition comprising:
- (a) a curable prepolymer which is a polyimide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR24## wherein Z is a polyaliphatic ether in which each aliphatic group individually contains from 1 to about 6 carbon atoms, and in which each R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- and
- (ii) at least one aromatic bismaleimide of the formula:
- ##STR25## wherein R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 to 2 carbon atoms, a benzenoid radical and a halogen, and wherein R' is a bifunctional benzenoid radical selected from the group consisting of:
- ##STR26## wherein X is selected from the group consisting of --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --C.sub.2 H.sub.4 --, --CO--, --C.sub.3 H.sub.6 --, and ##STR27## and (b) at least one cross linking agent containing at least two functional vinyl groups.
4 more elements
A low temperature free radical curable composition which comprises:
- (a) a curable prepolymer which is a polyimide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR29## wherein the sum of a and c is about 3.5 and b is from about 13.5 to about 45.5 and in which R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- and
- (ii) at least one aromatic polyamine of the formula:
- H.sub.2 N--R'--NH.sub.2
- wherein R' is a bifunctional benzenoid radical selected from the group consisting of:
- ##STR30## wherein X is selected from the group consisting of:
- --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --C.sub.2 H.sub.4 --, --CO--, --C.sub.3 H.sub.6 -- and ##STR31## and (b) at least one cross linking agent containing at least two functional vinyl groups.
6 more elements
A low temperature free radical curable composition which comprises:
- (a) a curable prepolymer which is a polyimide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR32## wherein the sum of a and c is about 3.5 and b is from about 13.5 to about 45.5 and in which each R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- and
- (ii) an aromatic polyamine selected from the group consisting of dimethyl aniline, a compound of the formula:
- ##STR33## and mixtures thereof;
- and (b) at least one cross linking agent containing at least two functional vinyl groups.
4 more elements
A low temperature free radical curable composition which comprises:
- (a) a curable prepolymer which is a polyimide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR34## wherein the sum of a and c is about 3.5 and b is from about 13.5 to about 45.5 and in which each R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- (ii) at least one aromatic polyamine of the formula:
- H.sub.2 N--R'--NH.sub.2
- wherein R' is a bifunctional benzenoid radical selected from the group consisting of:
- ##STR35## wherein X is selected from the group consisting of:
- --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --C.sub.2 H.sub.4 --, --CO--, --C.sub.3 H.sub.6 --and ##STR36## and (iii) at least one aromatic bismaleimide of the formula:
- ##STR37## wherein R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen and wherein R' is a bifunctional benzenoid radical selected from the group consisting of:
- ##STR38## wherein X is selected from the group consisting of:
- --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --C.sub.2 H.sub.4 --, --CO--, --C.sub.3 H.sub.6 --and ##STR39## and (b) at least one cross linking agent containing at least two functional vinyl groups.
8 more elements
A low temperature free radical curable composition which comprises:
- (a) a curable prepolymer which is a polyamide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR40## wherein the sum of a and c is about 3.5 and b is from about 13.5 to about 45.5 and in which R is indpendently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- (ii) an aromatic polyamine selected from the group consisting of dimethyl aniline, a compound of the formula:
- ##STR41## and mixtures thereof;
- and (iii) at least one aromatic bismaleimide of the formula:
- ##STR42## wherein R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen and wherein
- R' is a bifunctional benzenoid radical selected from the group consisting of:
- ##STR43## wherein X is selected from the group consisting of:
- --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --C.sub.2 H.sub.4 --, --CO--, --C.sub.3 H.sub.6 --and ##STR44## and (b) at least one cross linking agent containing at least two functional vinyl groups.
7 more elements
A low temperature free radical curable composition comprising:
- (a) a curable prepolymer which is a polyimide formed at an elevated temperature sufficient to cause thermal reaction between heated components of a mixture of:
- (i) at least one aliphatic bismaleimide of the formula:
- ##STR45## wherein the sum of a and c is about 3.5 and b is from about 13.5 to about 45.5 and in which each R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen;
- and
- (ii) at least one aromatic bismaleimide of the formula:
- ##STR46## wherein R is independently selected from the group consisting of hydrogen, an aliphatic group containing 1 or 2 carbon atoms, a benzenoid radical and a halogen, and wherein
- R' is a bifunctional benzenoid radical selected from the group consisting of:
- ##STR47## wherein X is selected from the group consisting of:
- --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, --C.sub.2 H.sub.4 --, --CO--, --C.sub.3 H.sub.6 --and ##STR48## and (b) a coreactant selected from the group consisting of a cross linking agent containing at least two functional vinyl groups.
6 more elements
Dependencies are inferred from the claim text.