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Keywords:

  • addition of carbanion;
  • alkyllithium/amine system;
  • functionalized fullerene;
  • living anionic polymerization;
  • metalation

Abstract

The synthesis of functionalized fullerene-C60 (C60) was performed using living anionic polymerization. The metalation of the benzylic hydrogen atom on toluene or p-substituted toluene was conducted with the alkyllithium/amine system, and examined by living anionic polymerization of 1,3-cyclohexadiene. The number of carbanions bonded onto C60 was estimated by the grafting reaction of living polymer onto C60. The tert-butyllithium/N,N,N′,N′-tetramethylethylenediamine system was an effective metalation reagent, and toluene-, p-xylene-, 4-methyltriphenylamine-functionalized C60s having good solubility were successfully synthesized. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2011