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

Bailey, D. and Tirrell, D. and Pinazzi, C. and Vogl, O. (1978) Functional Polymers. 4. Polymers of 2,4-Dihydroxy-4'-vinylbenzophenone, New Polymeric Ultraviolet Absorbers. Macromolecules, 11 (2). pp. 312-320. ISSN 0024-9297. doi:10.1021/ma60062a006.

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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.

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Tirrell, D.0000-0003-3175-4596
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.
Funding AgencyGrant Number
Army Research Office (ARO)DA-ARO-D-31-124-73-G60
Army Research Office (ARO)DAHC-04-74-G0037
Army Research Office (ARO)DAH-19-72-G-0002
Alexander von Humboldt StiftungUNSPECIFIED
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Record Number:CaltechAUTHORS:BAIm1978
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ID Code:53661
Deposited By: Anne Hormann
Deposited On:16 Jan 2015 18:39
Last Modified:10 Nov 2021 20:05

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