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 journalArticle

31 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

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anthracene
Substitution reactions
substitutes
Derivatives
Hole mobility
energy
rings
hole mobility
Thin film transistors
Energy gap
transistors
Equipment and Supplies
thin films
electronics
interactions

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Semiconducting 2,6,9,10-Tetrakis(phenylethynyl)anthracene derivatives : Effect of substitution positions on molecular energies. / Hur, Jung A.; Bae, Suk Young; Kim, Kyung Hwan; Lee, Tae Wan; Cho, Min Ju; Choi, Dong Hoon.

In: Organic Letters, Vol. 13, No. 8, 15.04.2011, p. 1948-1951.

Research output: Contribution to journalArticle

Hur, Jung A. ; Bae, Suk Young ; Kim, Kyung Hwan ; Lee, Tae Wan ; Cho, Min Ju ; Choi, Dong Hoon. / Semiconducting 2,6,9,10-Tetrakis(phenylethynyl)anthracene derivatives : Effect of substitution positions on molecular energies. In: Organic Letters. 2011 ; Vol. 13, No. 8. pp. 1948-1951.
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