Synthesis, characterization, and field effect transistor properties of regioregular poly(3-alkyl-2,5-selenylenevinylene)

Mohammed Al-Hashimi, Mohammed A. Baklar, Florian Colleaux, Scott E. Watkins, Thomas D. Anthopoulos, Natalie Stingelin, Martin Heeney

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38 Citations (Scopus)

Abstract

Here we report the synthesis of novel poly(3-alkyl-2,5-selenylenevinylene)s (PSV) by the polymerization of 2,5-dibromo-3-alkylselenophene and (E)-1,2-bis(tributylstannyl)ethylene under microwave-assisted Stille coupling conditions. Polymers containing hexyl and decyl side chains were prepared. The decyl-substituted polymer exhibited good solubility in common organic solvents, and 1H NMR analysis indicated a side-chain regioregularity in excess of 90%. The polymer exhibits an absorption maxima at 621 nm in solution, with a significant red shift in absorption upon film formation. Thin film transistors fabricated from PSV exhibited hole carrier mobilities up to 0.01 cm 2/(V s). The polymer displayed balanced ambipolar performance when hydroxyl free organic dielectrics were used as the gate insulator.

Original languageEnglish
Pages (from-to)5194-5199
Number of pages6
JournalMacromolecules
Volume44
Issue number13
DOIs
Publication statusPublished - 12 Jul 2011
Externally publishedYes

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ASJC Scopus subject areas

  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry

Cite this

Al-Hashimi, M., Baklar, M. A., Colleaux, F., Watkins, S. E., Anthopoulos, T. D., Stingelin, N., & Heeney, M. (2011). Synthesis, characterization, and field effect transistor properties of regioregular poly(3-alkyl-2,5-selenylenevinylene). Macromolecules, 44(13), 5194-5199. https://doi.org/10.1021/ma200910a