5′-(Anthracene-9,10-diyl)bis(ethyne-2,1-diyl)bis(2-hexylthiophene) derivatives bearing 5-ethynyl-5′-hexyl-2,2′-bithiophene and 2-ethynyl-5-hexylthieno[3,2-b]thiophene: Thin film transistors and photovoltaic applications

Soyoung Jo, Jicheol Shin, Suk Young Bae, Kyung Hwan Kim, Tae Wan Lee, Sunkyung Son, Kyungkon Kim, Dong Hoon Choi

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Novel 5,5′-(anthracene-9,10-diyl)bis(ethyne-2,1-diyl)bis(2- hexylthiophene)-based conjugated molecules have been synthesized via the Sonogashira coupling reaction. Newly synthesized anthracene-based molecules 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). The two π-conjugated molecules 4 and 7 exhibit fairly high charge carrier mobilities - as high as 0.010-0.022 cm 2 V-1 s-1 (Ion/Ioff > 103) - without any annealing process. The high charge carrier mobilities of the as-spun films are attributed to the fact that the molecules demonstrated pronounced J-aggregation behavior, resulting in easy crystallization and dense coverage of the surface of a dielectric layer. In addition, two molecules were employed to fabricate organic photovoltaic (OPV) cells with methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PC 61BM) without thermal annealing. As a result, the photovoltaic cell containing 7 had the best preliminary results with an open-circuit voltage of 0.92 V, a short-circuit current density of 1.82 mA/cm2, and a fill factor of 0.32, offering an overall power conversion efficiency (PCE) of 0.54%.

Original languageEnglish
Pages (from-to)833-843
Number of pages11
JournalSynthetic Metals
Volume161
Issue number9-10
DOIs
Publication statusPublished - 2011 May

Keywords

  • Anthracene
  • Bulk heterojunction
  • Conjugated molecules
  • Mobility
  • Organic thin film transistor
  • Photovoltaic cell
  • Semiconductor

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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