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Hydrophilic functionalization of syndiotactic polystyrene via a combination of electrophilic bromination and Suzuki–Miyaura reaction
Authors:Jihoon Shin  Ying Chang  Thi Le Thanh Nguyen  Seok Kyun Noh  Chulsung Bae
Affiliation:1. Department of Chemistry, University of Nevada Las Vegas, 4505 Maryland Parkway, Box 454003, Las Vegas, Nevada 89154‐4003;2. School of Display and Chemical Technology, Yeungnam University, 214‐1 Daedong, Gyeongsan, Gyeongbook 712‐749, South Korea
Abstract:Postfunctionalization of high‐molecular‐weight syndiotactic polystyrene (sPS) was achieved via combination of electrophilic bromination at the para‐position of the polymer aromatic ring and subsequent Suzuki–Miyaura cross‐coupling reactions with functionalized phenylboronic acids. The concentration of brominated styrene repeating unit in sPS was conveniently controlled by changing the ratio of added bromine relative to the polymer repeating unit. Brominated sPS (8.5 mol %) was converted quantitatively to other polar functional groups via Suzuki–Miyaura cross‐coupling reactions with various functional group‐substituted phenylboronic acids. The surface properties of functionalized sPS were studied by measuring water contact angles. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 4335–4343, 2010
Keywords:functionalization of polymer  modification  stereospecific polymers  syndiotactic
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