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Published March 1978 | public
Journal Article

Functional Polymers. 4. Polymers of 2,4-Dihydroxy-4'-vinylbenzophenone, New Polymeric Ultraviolet Absorbers

Abstract

The synthesis of 2,4-dihydroxy-4'-vinylbenzophenone was accomplished in five steps, with an overall yield of 15%, starting with p-ethylbenzoic acid. Pure 2,4-dihydroxy-4'-vinylbenzophenone was polymerized with azobis(isobutyr0)nitrile as initiator; radical copolymerizations with methacrylic acid and styrene were also accomplished. In polymerizations with azobis(isobutyro)nitrile, no interference of the phenol groups of 2,4-dihydroxy-4'-vinylbenzophenone was observed. In copolymerization with styrene using benzoyl peroxide as initiator, the molecular weight of a copolymer containing 3 mol % 2,4-dihydroxy-4'-vinylbenzophenone was found to be significantly higher than that of styrene homopolymer prepared under identical conditions. This effect was also observed in the polymerization of styrene in the presence of a model compound, 2,4-dihydroxy-4'-ethylbenzophenone.

Additional Information

© 1978 American Chemical Society. Received September 28, 1977. This work was supported in part by grants from the Army, U.S. Army Research Office, Grants DA-ARO-D-31-124-73-G60, DAHC-04-74-G0037, and DAH-19-72-G-0002. We would like to express our appreciation to Drs. J. Brosse and A. Fernandez of the University of LeMans for many helpful suggestions. Appreciation is also extended to Professor T. Saegusa for valuable discussions during his stay at the University of Massachusetts. This paper was written when one of us (O.V.) was on sabbatical leave from the University of Massachusetts and the recipient of the Award of the Alexander von Humboldt Stiftung and visiting professor at the Institute of Organic Chemistry, Free University of Berlin.

Additional details

Created:
August 19, 2023
Modified:
October 19, 2023