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Well-Defined Polymers Bearing Pendent Alkene Functionalities via Selective RAFT Polymerization

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Department of Chemistry and Department of Radiology, Washington University, Saint Louis, Missouri 63130-4899, and Department of Chemical and Biological Engineering, State University of New York at Buffalo, Buffalo, New York 14260
* Corresponding author. E-mail: [email protected]. Fax: (+1) 314-935-9844.
†Washington University.
‡State University of New York at Buffalo.
Cite this: Macromolecules 2008, 41, 23, 9080–9089
Publication Date (Web):November 11, 2008
https://doi.org/10.1021/ma802057u
Copyright © 2008 American Chemical Society

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    Abstract

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    A facile synthetic approach for the preparation of well-defined copolymers bearing pendent alkene functionalities was established by selective reversible addition−fragmentation chain transfer (RAFT) (co)polymerization. A divinyl monomer, 4-(3′-buten-1′-oxy)-2,3,5,6-tetrafluorostyrene (1), with a styrenyl group and a pendent alkene group was synthesized. Because of a very high reactivity of the styrenyl group relative to the alkene group in 1, functional fluorocopolymers with both well-defined structures and pendent alkene groups were prepared by RAFT polymerization of 1 and copolymerization of 1 with pentafluorostyrene (PFS). Alkene-functionalized diblock copolymers were also prepared by RAFT copolymerizations of 1 with PFS or styrene, extending from a poly(styrene-alt-maleic anhydride) macrochain transfer agent. Hydrolysis and aminolysis of these copolymers resulted in amphiphilic diblock fluorocopolymers with alkene-functionalized hydrophobic segments, which were shown to form internally functionalized micelles in THF−water.

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