Semiconducting 2,6,9,10-Tetrakis(phenylethynyl)anthracene derivatives: Effect of substitution positions on molecular energies

Jung A. Hur, Suk Young Bae, Kyung Hwan Kim, Tae Wan Lee, Min Ju Cho, Dong Hoon Choi

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

2,6-Bis((4-hexylphenyl)ethynyl)-9,10-bis(phenylethynyl)anthracene, 4, and 9,10-bis((4-hexylphenyl)ethynyl)-2,6-bis (phenyl ethynyl)anthracene, 5, have been synthesized to study their electronic and photophysical properties. It should be noted that the difference between these compounds is the substitution position of 1-ethynyl-4-hexylbenzene groups into an anthracene ring. In particular, substitution in the 9,10-positions of the anthracene ring enhanced J-aggregated intermolecular interactions. Since 5 has a lower bandgap energy and more compact film morphology, it exhibited higher hole mobility (̃0.27 cm2 V-1 s-1) in thin-film transistor devices.

Original languageEnglish
Pages (from-to)1948-1951
Number of pages4
JournalOrganic Letters
Volume13
Issue number8
DOIs
Publication statusPublished - 2011 Apr 15

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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