5',5″-(9,10-Bis((4-hexylphenyl)ethynyl) anthracene-2,6-diyl)bis(5- hexyl-2,2'-bithiophene) as an organic semiconductor and its application to thin film transistors

Suk Young Bae, So Young Jo, Kyung Hwan Kim, Tae Wan Lee, Dong Hoon Choi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

New anthracene-containing conjugated molecules have been synthesized through Stille coupling reaction. 2,6-Dibromo-9,10-bis(4-hexylphenyl)ethynyl) anthracene and 2,6-dibromo-9,10-bis(phenylethynyl)anthracene were reacted with tributyl(5'-hexyl-2,2'-bithiophen-5-yl)stannane to yield 5',5″-(9,10- bis(phenylethynyl)anthracene-2,6-diyl)bis(5-hexyl-2,2'-bithiophene), 1 and 5',5″-(9,10-bis((4-hexylphenyl)ethynyl) anthracene-2,6-diyl)bis(5-hexyl-2, 2'-bithiophene), 2. The molecule, 2 only exhibit good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the molecule, 2 were evaluated in organic thin film transistors (OTFTs). The molecule, 2 exhibits charge carrier mobilities-as high as 5.3 × 10-3 cm2 V-1 -1 (I ON/IOFF = 2.43 × 105) without thermal annealing process.

Original languageEnglish
Pages (from-to)175-181
Number of pages7
JournalMolecular Crystals and Liquid Crystals
Volume538
DOIs
Publication statusPublished - 2011 Jun 1

Fingerprint

Semiconducting organic compounds
Anthracene
organic semiconductors
Thin film transistors
anthracene
transistors
Molecules
thin films
molecules
Carrier mobility
Charge carriers
Organic solvents
carrier mobility
Solubility
Annealing
charge carriers
solubility
annealing
9,10-bis(phenylethynyl)anthracene

Keywords

  • Anthracene
  • bithiophene
  • conjugated molecules
  • mobility
  • organic thin film transistor
  • semiconductor

ASJC Scopus subject areas

  • Chemistry(all)
  • Condensed Matter Physics
  • Materials Science(all)

Cite this

5',5″-(9,10-Bis((4-hexylphenyl)ethynyl) anthracene-2,6-diyl)bis(5- hexyl-2,2'-bithiophene) as an organic semiconductor and its application to thin film transistors. / Bae, Suk Young; Jo, So Young; Kim, Kyung Hwan; Lee, Tae Wan; Choi, Dong Hoon.

In: Molecular Crystals and Liquid Crystals, Vol. 538, 01.06.2011, p. 175-181.

Research output: Contribution to journalArticle

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abstract = "New anthracene-containing conjugated molecules have been synthesized through Stille coupling reaction. 2,6-Dibromo-9,10-bis(4-hexylphenyl)ethynyl) anthracene and 2,6-dibromo-9,10-bis(phenylethynyl)anthracene were reacted with tributyl(5'-hexyl-2,2'-bithiophen-5-yl)stannane to yield 5',5″-(9,10- bis(phenylethynyl)anthracene-2,6-diyl)bis(5-hexyl-2,2'-bithiophene), 1 and 5',5″-(9,10-bis((4-hexylphenyl)ethynyl) anthracene-2,6-diyl)bis(5-hexyl-2, 2'-bithiophene), 2. The molecule, 2 only exhibit good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the molecule, 2 were evaluated in organic thin film transistors (OTFTs). The molecule, 2 exhibits charge carrier mobilities-as high as 5.3 × 10-3 cm2 V-1 -1 (I ON/IOFF = 2.43 × 105) without thermal annealing process.",
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