Functionalized anthrathienothiophenes: synthesis, properties, and integration into OFETs

Garrett Fregoso, Gehan S. Rupasinghe, Maryam Shahi, Karl Thorley, Sean Parkin, Alexandra F. Paterson, John Anthony

Research output: Contribution to journalArticlepeer-review


For more than two decades, the silylethyne functionalization scheme has been used to induce strong π-stacking interactions in linear acenes and heteroacenes. As part of our efforts to better understand the crystal engineering aspects of silylethyne functionalization, along with an interest in studying the impact of ring topology on the electronic and optical properties of heteroacenes, we describe here the integration of thieno[3,2-b]thiophene (a non-linear isomer of the well-known anthradithiophene) into our well established crystal engineering scheme. By utilizing the thienothiophene moiety coupled with an asymmetric solubilizing group (isopropenyldiisopropylsilylethyne), we were able to achieve charge carrier mobilities (μ) upwards of 0.22 cm2 V−1 s−1. Based on their increased stability and promising initial mobilities, the use of this thienothiophene moiety may offer a new approach to the formation of larger heteroacene analogues with more than 5 aromatic rings.

Original languageEnglish
Pages (from-to)14439-14443
Number of pages5
JournalJournal of Materials Chemistry C
Issue number39
StatePublished - Sep 30 2022

Bibliographical note

Funding Information:
This material is based upon work supported by the National Science Foundation under Cooperative Agreement No. 1849213. Any opinions, findings, and conclusions or recommendations expressed in this material are those of the author(s) and do not necessarily reflect the views of the National Science Foundation.

Publisher Copyright:
© 2022 The Royal Society of Chemistry.

ASJC Scopus subject areas

  • Chemistry (all)
  • Materials Chemistry


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