9,10-Bis(phenylethynyl)anthracene-based organic semiconducting molecules for annealing-free thin film transistors

Suk Young Bae, Ki Hwa Jung, Mai Ha Hoang, Kyung Hwan Kim, Tae wan Lee, Min Ju Cho, Jung Il Jin, Dong Hoon Lee, Dae Sung Chung, Chan Eon Park, Dong Hoon Choi

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

New anthracene-containing conjugated molecules have been synthesized through Stille coupling reaction. 2,6-Dibromoanthracene-9,10-dione was reacted with ethynylbenzene or 1-ethynyl-4-hexylbenzene to yield 2,6-dibromo-9,10-bis(phenylethynyl)anthracene 4 and 2,6-dibromo-9,10-bis((4-hexylphenyl) ethynyl)anthracene 5. Tributyl(5-hexylthiophen-2-yl)stannane was coupled through Stille reaction to generate two anthracene-based X-shaped molecules. They exhibit good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the two molecules were evaluated in organic thin film transistors (OTFTs). Two conjugated molecules 7 and 8 exhibit fairly high charge carrier mobilities-as high as 0.010-0.014 cm2 V-1 s-1 (Ion/Ioff = 1.27 × 107 to 4.38 × 106) without thermal annealing process. The X-shaped molecules result in easy crystallization and densely cover the surface of a dielectric layer. This helps in attaining good network interconnection for the carrier transport channel, which is responsible for the relatively high carrier mobility in solution-processed OTFT.

Original languageEnglish
Pages (from-to)1022-1029
Number of pages8
JournalSynthetic Metals
Volume160
Issue number9-10
DOIs
Publication statusPublished - 2010 May

Keywords

  • Absorption
  • Anthracene
  • Mobility
  • Organic thin film transistor
  • Semiconductor
  • X-shaped conjugated molecules

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Condensed Matter Physics
  • Mechanics of Materials
  • Mechanical Engineering
  • Metals and Alloys
  • Materials Chemistry

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