Rational concept to recognize/extract single-Walled carbon nanotubes with a specific chirality

Hiroaki Ozawa, Tsuyohiko Fujigaya, Yasuro Niidome, Naosuke Hotta, Michiya Fujiki, Naotoshi Nakashima

Research output: Contribution to journalArticlepeer-review

120 Citations (Scopus)


Single-walled carbon nanotubes (SWNTs) have remarkable and unique electronic, mechanical, and thermal properties, which are closely related to their chiralities; thus, the chirality-selective recognition/extraction of the SWNTs is one of the central issues in nanotube science. However, any rational materials design enabling one to efficiently extract/solubilize pure SWNT with a desired chirality has yet not been demonstrated. Herein we report that certain chiral polyfluorene copolymers can well-recognize SWNTs with a certain chirality preferentially, leading to solubilization of specific chiral SWNTs. The chiral copolymers were prepared by the Ni0-catalyzed Yamamoto coupling reaction of 2,7-dibromo-9,9-di-n-decylfluorene and 2,7-dibromo-9,9-bis[(S)-(+)- 2-methylbutyl]fluorene comonomers. The selectivity of the SWNT chirality was mainly determined by the relative fraction of the achiral and chiral side groups. By a molecular mechanics simulation, the cooperative interaction between the fluorene moiety, alkyl side chain, and graphene wall were responsible for the recognition/dissolution ability of SWNT chirality. This is a first example describing the rational design and synthesis of novel fluorene-based copolymers toward the recognition/extraction of targeted (n,-m) chirality of the SWNTs.

Original languageEnglish
Pages (from-to)2651-2657
Number of pages7
JournalJournal of the American Chemical Society
Issue number8
Publication statusPublished - Mar 2 2011

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry


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