The rapid,living, anionic polymerization of 2‐vinylnaphthalene at ambient temperature: Characterization of an n‐butyllithium/tetrahydrofuran system in 1,2,3,4‐tetrahydronaphthalene |
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| Authors: | Itaru Natori Shizue Natori Kenji Ogino |
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| Affiliation: | 1. Energy and Environment Research and Development Center, Corporate Research and Development, Asahi Kasei Corporation, Fuji, Shizuoka, Japan;2. Chemical and Material Systems, Graduate School of Bio‐Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan |
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| Abstract: | We report the first well‐controlled room temperature anionic polymerization of 2‐vinylnaphthalene (2‐VNP), using alkyllithium (RLi) initiators. The nucleophilicity and solubility of the RLi as well as that of the 2‐vinylnaphthalenyllithium (VNPLi) and poly(2‐vinylnaphthalenyl)lithium (PVNPLi) propagating species were found to be very important factors in this reaction. An initiator system composed of n‐butyllithium (n‐BuLi) with tetrahydrofuran (THF) in 1,2,3,4‐tetrahydronaphthalene (THN) was determined to be the most effective of the various systems examined. The n‐BuLi/THF complex initiates polymerization and the resulting VNPLi/THF and PVNPLi/THF complexes act as propagating species at room temperature. These species offer adequate nucleophilicity and stability without promoting side reactions. As a result, rapid anionic polymerization was achieved. Various poly(2‐VNP) products with well‐defined polymeric chain structures were synthesized by this process at room temperature. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 41901. |
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| Keywords: | addition polymerization optical and photovoltaic applications synthesis and processing thermoplastics |
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