Computationally Aided Design of a High-Performance Organic Semiconductor: The Development of a Universal Crystal Engineering Core

Authors

Anthony J. Petty II, University of KentuckyFollow
Qianxiang Ai, University of KentuckyFollow
Jeni C. Sorli, Princeton University
Hamna F. Haneef, Wake Forest University
Geoffrey E. Purdum, Princeton University
Alex M. Boehm, University of KentuckyFollow
Devin B. Granger, University of KentuckyFollow
Kaichen Gu, Princeton University
Carla Patricia Lacerda Rubinger, Federal University of Itajubá, Brazil
Sean R. Parkin, University of KentuckyFollow
Kenneth R. Graham, University of KentuckyFollow
Oana D. Jurchescu, Wake Forest University
Yueh-Lin Loo, Princeton University
Chad Risko, University of KentuckyFollow
John E. Anthony, University of KentuckyFollow

Abstract

Herein, we describe the design and synthesis of a suite of molecules based on a benzodithiophene “universal crystal engineering core”. After computationally screening derivatives, a trialkylsilylethyne-based crystal engineering strategy was employed to tailor the crystal packing for use as the active material in an organic field-effect transistor. Electronic structure calculations were undertaken to reveal derivatives that exhibit exceptional potential for high-efficiency hole transport. The promising theoretical properties are reflected in the preliminary device results, with the computationally optimized material showing simple solution processing, enhanced stability, and a maximum hole mobility of 1.6 cm² V⁻¹ s⁻¹.

Document Type

Article

Publication Date

10-7-2019

Notes/Citation Information

Published in Chemical Science, v. 10, issue 45.

Chemical Science is © The Royal Society of Chemistry 2019.

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.

Digital Object Identifier (DOI)

https://doi.org/10.1039/C9SC02930C

Funding Information

The work was supported by the National Science Foundation Designing Materials to Revolutionize and Engineer our Future (NSF DMREF) program under Awards 1627428 (UKY), 1627453 (Princeton) and 1627925 (WFU). Supercomputing resources on the Lipscomb High Performance Computing Cluster were provided by the University of Kentucky Information Technology Department and Center for Computational Sciences (CCS). Crystallography was supported by NSF-MRI awards CHE-0319176 and CHE-1625732.

All publication charges for this article have been paid for by the Royal Society of Chemistry.

Related Content

Electronic supplementary information (ESI) available: Synthetic details, characterization of synthesized materials, absorption spectra, and additional information on computational details and device fabrication. CCDC 1833615–1833619 and 1922871–1922873. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c9sc02930c

The supplementary files are also available for download as the additional files listed at the end of this record.

Repository Citation

Petty, Anthony J. II; Ai, Qianxiang; Sorli, Jeni C.; Haneef, Hamna F.; Purdum, Geoffrey E.; Boehm, Alex M.; Granger, Devin B.; Gu, Kaichen; Rubinger, Carla Patricia Lacerda; Parkin, Sean R.; Graham, Kenneth R.; Jurchescu, Oana D.; Loo, Yueh-Lin; Risko, Chad; and Anthony, John E., "Computationally Aided Design of a High-Performance Organic Semiconductor: The Development of a Universal Crystal Engineering Core" (2019). Chemistry Faculty Publications. 176.
https://uknowledge.uky.edu/chemistry_facpub/176