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The polar epoxides bcganoethyl glycidyl ether, cyanomethyl glycidyl ether, Bchloro-bcyanoethyl glycidyl ether, and 3,4-epoxy valeronitrile were prepared, characterized, and their polymerization reactions studied Novel cyanoethylation of glycidol produced the Bcpanoethyl glycidyl ether in a quantitative yield Reported is the first practicable synthesis of epicyanohydrin, which failed to polymerize.Homo-, co-, and terpolymerizations of the polar &epoxy nitriles with various alkylene oddes were achieved by employing a complex catalyst obtained from an aluminum aLkyl, acetyl acetone, and water. The polymers produced a series of vulcantzable elastomers which displayed an excellent balance of solvent resistance and low temperature flexibility, as well as good ozone resistance. The presence of a third monomer such as ally1 glycidyl ether was required to facilitate rubber vulcanization, However, it was possible to vulcanize homo-and copolymers of B-chloro-P-cyanoethyl glycidyl ether through the pendant chlorine atom. Catalyst efficiency in all cases was poor due to the complexing of the aluminum catalyst by the nitrile function. 1483 Copynghc D 1973 bv Marcel Dckker. Inc. All Rights Rncrvcd. Neither !hit work nor any ppn may be reproduced or vanwntttcd in any form or by any means. electronic or mechanical. IncludIng photocopying, microfilming, and recording, or by any Informarlon storage and retncvai syr tnn, without permisston in wnting from the publisher Downloaded by [McGill University Library] at 16:

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