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Synthesis of poly(p‐phenylene)‐poly(4‐diphenylaminostyrene) bipolar block copolymers with a well‐controlled and defined polymer chain structure
Authors:Itaru Natori  Shizue Natori  Hiroyuki Sekikawa  Kosuke Tsuchiya  Kenji Ogino
Affiliation:Chemical and Material Systems, Graduate School of Bio‐Applications and Systems Engineering, Tokyo University of Agriculture and Technology, 2‐24‐16 Naka‐chou, Koganei‐city, Tokyo 184‐8588, Japan
Abstract:A poly(p‐phenylene) (PPP)‐poly(4‐diphenylaminostyrene) (PDAS) bipolar block copolymer was synthesized for the first time. A prerequisite prepolymer, poly(1,3‐cyclohexadiene) (PCHD)‐PDAS binary block copolymer, in which the PCHD block consisted solely of 1,4‐cyclohexadiene (1,4‐CHD) units, was synthesized by living anionic block copolymerization of 1,3‐cyclohexadiene and 4‐diphenylaminostyrene. To obtain the PPP‐PDAS bipolar block copolymer, the dehydrogenation of this prepolymer with quinones was examined, and tetrachloro‐1,2‐(o)‐benzoquinone was found to be an appropriate dehydrogenation reagent. This dehydrogenation reaction was remarkably accelerated by ultrasonic irradiation, effectively yielding the target PPP‐PDAS bipolar block copolymer. The hole and electron drift mobilities for PPP‐PDAS bipolar block copolymer were both on the order of 10?3 to 10?4 cm2/V·s, with a negative slope when plotted against the square root of the applied field. Therefore, this bipolar block copolymer was found to act as a bipolar semi‐conducting copolymer. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011
Keywords:anionic polymerization  block copolymers  conducting polymers  diblock copolymers  living polymerization
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