Bulky end-capped [1]benzothieno[3,2-b]benzothiophenes: reaching high-mobility organic semiconductors by fine tuning of the crystalline solid-state order

Guillaume Schweicher; Vincent Lemaur; Claude Niebel; Christian Ruzié; Ying Diao; Osamu Goto; Wen-Ya Lee; Yeongin Kim; Jean-Baptiste Arlin; Jolanta Karpinska; Alan R Kennedy; Sean R Parkin; Yoann Olivier; Stefan C B Mannsfeld; Jérôme Cornil; Yves H Geerts; Zhenan Bao

doi:10.1002/adma.201500322

Bulky end-capped [1]benzothieno[3,2-b]benzothiophenes: reaching high-mobility organic semiconductors by fine tuning of the crystalline solid-state order

Adv Mater. 2015 May 20;27(19):3066-72. doi: 10.1002/adma.201500322. Epub 2015 Apr 9.

Authors

Guillaume Schweicher¹, Vincent Lemaur², Claude Niebel³, Christian Ruzié³, Ying Diao¹, Osamu Goto¹, Wen-Ya Lee¹, Yeongin Kim¹, Jean-Baptiste Arlin³, Jolanta Karpinska³, Alan R Kennedy⁴, Sean R Parkin⁵, Yoann Olivier², Stefan C B Mannsfeld⁶, Jérôme Cornil², Yves H Geerts³, Zhenan Bao¹

Affiliations

¹ Department of Chemical Engineering, Stanford University, 381 North-South Mall, Stanford, CA, 94305, USA.
² Laboratory for Chemistry of Novel Materials, University of Mons, Place du Parc 20, B-7000, Mons, Belgium.
³ Laboratoire de Chimie des Polymères, Faculté des Sciences, Université Libre de Bruxelles (ULB), CP206/1, Boulevard du Triomphe, 1050, Brussels, Belgium.
⁴ Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK.
⁵ Department of Chemistry, University of Kentucky, Lexington, KY, 40506-0055, USA.
⁶ Center for Advancing Electronics Dresden, Technische Universität Dresden, 01062, Dresden, Germany.

PMID: 25855909
DOI: 10.1002/adma.201500322

Abstract

A series of bulky end-capped [1]benzothieno[3,2-b]benzothiophenes (BTBTs) are developed in order to tune the packing structure via terminal substitution. A coupled theoretical and experimental study allows us to identify 2,7-di-tert-butylBTBT as a new high-performance organic semiconductor with large and well-balanced transfer integrals, as evidenced by quantum-chemical calculations. Single-crystal field-effect transistors show a remarkable average saturation mobility of 7.1 cm(2) V(-1) s(-1) .

Keywords: high mobility; organic semiconductor; organic transistor; single-crystal.