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Effects of Diphenyl Dichalcogenides on the Radical Polymerization of Diethynyl Disulfide Derivative
Authors:Akiko Nakahashi  Eisuke Miyoshi  Kensuke Naka  Yoshiki Chujo
Affiliation:(1) Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan;(2) Department of Chemistry and Materials Technology, Graduate School of Science and Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan
Abstract:Radical reaction of bis(4-prop-2-ynyloxyphenyl) disulfide (1) with 2,2′-azobis(isobutyronitrile) as an initiator provided a polymer with dithioalkene units (2). The 1H and 13C NMR spectra of 2 showed that 2 had mainly E-form dithioalkene structure. The radical reactions of 1 and diphenyl diselenide (3) or diphenyl ditelluride (5) were also carried out. At higher temperature than 70 °C, polymers were obtained with less amount of AIBN than in the case of the homopolymerization of 1. Addition of 3 or 5 in the reaction mixture appeared to promote the radical reaction. Moreover, the obtained structure has high contents of thio-seleno alkene or thio-telluro alkene than expected, which is due to difference of the chalcogen radical reactivity and difference of capture ability of the dichalcogenide.
Contact Information Yoshiki Chujo (Corresponding author)Email:
Keywords:Bismetallation reaction  Dithioalkene structure  Inorganic-centered radicals  Inorganic polymers  Radical polymerizaiton
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