Synthesis, characterization, and field-effect transistor performance of carboxylate-functionalized polythiophenes with increased air stability

Amanda R. Murphy, Jinsong Liu, Christine Luscombe, David Kavulak, Jean Frechet*, R. Joseph Kline, Michael D. McGehee

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

170 Scopus citations

Abstract

Synthetic strategies to access both regiorandom and regioregular polythiophenes containing electronwithdrawing carboxylate substituents have been developed. Although these polymers have extended conjugation lengths, they provide better oxidative doping stability than conventional polythiophenes due to the lowering of the HOMO energy levels by approximately 0.5 eV. These materials are highly crystalline and exhibit very small π-π-stacking distances in the solid state. High charge mobilities are observed as a result of the close ordering of the polymer chains, and top-contact organic thin-film transistors (OTFTs) fabricated entirely in air had measured mobilities averaging 0.06 cm 2/V̇s with on/off ratios >10 5. Off currents in these devices remained low over a period of months, demonstrating the low propensity of these materials toward p-doping by molecular oxygen.

Original languageEnglish (US)
Pages (from-to)4892-4899
Number of pages8
JournalChemistry of Materials
Volume17
Issue number20
DOIs
StatePublished - Oct 4 2005

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

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