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Anionic polymerization of 1,3‐cyclohexadiene: Addition of poly(1,3‐cyclohexadienyl)lithium to fullerene‐C 60
Author(s) -
Natori Itaru,
Natori Shizue
Publication year - 2009
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.31283
Subject(s) - dabco , carbanion , octane , lithium (medication) , polymer chemistry , anionic addition polymerization , steric effects , toluene , chemistry , reactivity (psychology) , steric factor , polymerization , polymer , materials science , medicinal chemistry , organic chemistry , medicine , alternative medicine , pathology , endocrinology
Abstract The addition of poly(1,3‐cyclohexadiene) (PCHD) carbanion to fullerene‐C 60 (C 60 ) was examined using poly(1,3‐cyclohexadienyl)lithium (PCHDLi), PCHDLi/1,4‐diazabicyclo[2,2,2]octane (DABCO), and PCHDLi/ N,N,N′,N′ ‐tetramethylethylenediamine (TMEDA). The reactivity of PCHD carbanions was in the order of PCHDLi > PCHDLi/DABCO > PCHDLi/TMEDA, regardless of the polymer main chain structure. PCHDLi, PCHDLi/DABCO, and PCHDLi/TMEDA in toluene formed σ‐structures, σ‐ and π‐structures, and π‐structures, respectively. The degree of localization on the terminal carbanion was a main factor for control of this addition reaction. In addition, all 1,2‐cyclohexadiene (1,2‐CHD) unit sequences contributed to preventing the addition reaction. That is, large steric hindrance of the polymer main chain was another important factor to control the addition reaction. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2010