Synthesis and Electrical Properties of Derivatives of 1,4-bis(trialkylsilylethynyl)benzo[2,3-b:5,6-b′]diindolizines

Devin B. Granger, Yaochuan Mei, Karl J. Thorley, Sean R. Parkin, Oana D. Jurchescu, John E. Anthony

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

A new class of nitrogen-containing arene organic semiconductors incorporating fused indolizine units is described. This system, though having a zigzag shape, mimics the electronic properties of its linear analogue pentacene as a result of nitrogen lone pair incorporation into the π-electron system. Solubilizing trialkylsilylethynyl groups were employed to target crystal packing motifs appropriate for field-effect transistor devices. The triethylsilylethynyl derivative yielded hole mobilities of 0.1 cm2 V-1 s-1 and on/off current ratios of 105.

Original languageEnglish
Pages (from-to)6050-6053
Number of pages4
JournalOrganic Letters
Volume18
Issue number23
DOIs
StatePublished - Dec 2 2016

Bibliographical note

Funding Information:
J.E.A. and D.B.G. thank the Office of Naval Research (N00014-12-1-1007) for support of the synthesis and characterization of new organic semiconductors. The device work was supported by the National Science Foundation under Grant ECCS 1254757.

Publisher Copyright:
© 2016 American Chemical Society.

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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