Crystal Engineering of Dibenzothiophenothieno[3,2- b]thiophene (DBTTT) Isomers for Organic Field-Effect Transistors

Hung Yang Chen, Guillaume Schweicher, Miquel Planells, Sean M. Ryno, Katharina Broch, Andrew J.P. White, Dimitrios Simatos, Mark Little, Cameron Jellett, Samuel J. Cryer, Adam Marks, Michael Hurhangee, Jean Luc Brédas, Henning Sirringhaus, Iain McCulloch

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Three thiophene ring-terminated benzothieno[3,2-b]benzothiophene (BTBT) derivatives, C-C6-DBTTT, C-C12-DBTTT, and L-C12-DBTTT, were designed and synthesized, differing in the isomerization of alkyl chain position as well as aromatic core construction. A study of crystal structure and electronic properties combined with a theoretical investigation was performed to understand the structure-property relationships for the application of these molecules in organic field-effect transistors (OFETs). Different crystal packing structures were observed for these three isomers by single-crystal X-ray diffraction as a result of a crystal engineering molecular design approach. The highest charge-carrier mobility was observed for the isomer with a collinear core, L-C12-DBTTT. Preliminary results demonstrated a promising hole mobility of 2.44 cm2 V-1 s-1, despite the polymorphism observed in ambient conditions.

Original languageEnglish (US)
Pages (from-to)7587-7592
Number of pages6
JournalChemistry of Materials
Volume30
Issue number21
DOIs
StatePublished - Nov 13 2018
Externally publishedYes

ASJC Scopus subject areas

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

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