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

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

Research output: Contribution to journalArticlepeer-review

11 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 cm V s, 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 - Oct 25 2018

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