Isoimide containing oligomers
AssigneeHughes Aircraft Company
InventorAbraham L. Landis
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Abstract
A class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction. The oligomers of the present invention are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deletrious gases.
Claims11
A polymerizable isoimide-containing oligomer prepared by:
- (a) reacting a carboxylic acid anhydride having the formula:
- ##STR26## where R is a tetravalent organic group containing 2 to 27 carbon atoms, with a functional amine having the formula:
- H.sub.2 N--R.sub.1 --X
- wherein R.sub.1 is a divalent organic group containing 1 to 20 carbon atoms and X is a radical selected from the group consisting of --C.tbd.CH, --CH.dbd.CH.sub.2, --CN, and ##STR27## where R.sub.4 is H or CH.sub.3 ;
- and (b) dehydrating the product under conditions to form an isoimide-containing oligomer having the formula:
- ##STR28## where R.sub.1 and X are defined above.
Cis and trans isomers of an oligomer having the formulae:
- ##STR29## and ##STR30## where R is a tetravalent organic group containing 2 to 27 carbon atoms, R.sub.1 is a divalent organic group containing 1 to 20 carbon atoms, and X is a radical selected from the group consisting of --C.tbd.CH, --CH.dbd.CH.sub.2, --CN, and ##STR31## where R.sub.4 is H or CH.sub.3.
An isoimide oligomer having the formula:
- ##STR32## where R is a tetravalent organic group containing 2 to 27 carbon atoms, R.sub.1 is a divalent organic group containing 1 to 20 carbon atoms, and X is a radical selected from the group consisting of --CH.tbd.CH, --CH.dbd.CH.sub.2, --CN, and ##STR33## where R.sub.4 is H or CH.sub.3.
A process for preparing an isoimide-containing oligomer which comprises:
- (a) reacting a carboxylic acid dianhydride having the formula:
- ##STR37## wherein R is a tetravelent organic group containing 2 to 27 carbon atoms, with a functional amine having the formula H.sub.2 N--R.sub.1 --X wherein R.sub.1 is a divalent organic group containing 1 to 20 carbon atoms, and
- (b) dehydrating the product under conditions to form an isoimide-containing oligomer having the formula:
- ##STR38## where R and R.sub.1 are defined above, and X is a radical selected from the group consisting of --C.tbd.CH, --CH.dbd.CH.sub.2, --CN, and ##STR39## where R.sub.4 is H or CH.sub.3.
Dependencies are inferred from the claim text.