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Combining electron-neutral building blocks with intramolecular "conformational locks" affords stable, high-mobility p- and n-channel polymer semiconductors.

Authors
  • Huang, Hui
  • Chen, Zhihua
  • Ponce Ortiz, Rocio
  • Newman, Christopher
  • Usta, Hakan
  • Lou, Sylvia
  • Youn, Jangdae
  • Noh, Yong-Young
  • Baeg, Kang-Jun
  • Chen, Lin X
  • Facchetti, Antonio
  • Marks, Tobin J
  • Marks, Tobin
Type
Published Article
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Publication Date
Jul 04, 2012
Volume
134
Issue
26
Pages
10966–10973
Identifiers
DOI: 10.1021/ja303401s
PMID: 22679903
Source
Medline
License
Unknown

Abstract

Understanding the relationship between molecular/macromolecular architecture and organic thin film transistor (TFT) performance is essential for realizing next-generation high-performance organic electronics. In this regard, planar π-conjugated, electron-neutral (i.e., neither highly electron-rich nor highly electron-deficient) building blocks represent a major goal for polymeric semiconductors, however their realization presents synthetic challenges. Here we report that an easily accessible (minimal synthetic steps), electron-neutral thienyl-vinylene (TVT)-based building block having weak intramolecular S···O "conformational locks" affords a new class of stable, structurally planar, solution-processable, high-mobility, molecular, and macromolecular semiconductors. The attraction of merging the weak TVT electron richness with supramolecular planarization is evident in the DFT-computed electronic structures, favorable MO energetics, X-ray diffraction-derived molecular structures, experimental lattice coehesion metrics, and excellent TFT performance. TVT-based polymer TFTs exhibit stable carrier mobilities in air as high as 0.5 and 0.05 cm(2)/V·s (n- and p-type, respectively). All-TVT polymer-based complementary inverter circuitry exhibiting high voltage gains (~50) and ring oscillator circuitry with high f(osc)(~1.25 kHz) is readily fabricated from these materials by simple inkjet printing.

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