journal article·2018-11-13

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

Chemistry of Materials· Volume 30· Issue 21
Publisher page

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.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Organic Electronics and Photovoltaics · Perovskite Materials and Applications · Conducting polymers and applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry and Centre for Plastic Electronics, Imperial College London, London SW7 2AZ, U.K.

Cavendish Laboratory, University of Cambridge, JJ Thomson Avenue, Cambridge CB3 0HE, U.K.

Solar and Photovoltaics Engineering Research Center, Division of Physical Science and Engineering, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia

Institut für Angewandte Physik, Universität Tübingen, Auf der Morgenstelle 10, 72076 Tübingen, Germany

Department of Chemistry, University College London, London WC1H 0AJ, U.K.

King Abdullah University of Science and Technology (KAUST), Kaust Solar Center (KSC), Thuwal 23955-6900, Saudi Arabia

Funding

Engineering and Physical Sciences Research Council · Fondation Philippe Wiener - Maurice Anspach · Leverhulme Trust · Deutsche Forschungsgemeinschaft · Horizon 2020 Framework Programme · Ministry of Science and Technology, Taiwan · FP7 Ideas: European Research Council

References (23)

Show source-provided references
1. 10.1021/cm402421p10.1021/cm402421p ↗
2. 10.1002/adma.20130434610.1002/adma.201304346 ↗
3. 10.1002/adma.20170252310.1002/adma.201702523 ↗
4. 10.1021/ar400282g10.1021/ar400282g ↗
5. 10.1021/ja064052l10.1021/ja064052l ↗
6. 10.1021/ja074841i10.1021/ja074841i ↗
7. 10.1021/ja068429z10.1021/ja068429z ↗
8. 10.1021/ja202377m10.1021/ja202377m ↗
9. 10.1021/ol302243t10.1021/ol302243t ↗
10. 10.1021/ja406257u10.1021/ja406257u ↗
11. 10.1021/jacs.5b0110810.1021/jacs.5b01108 ↗
12. 10.1021/ma302390z10.1021/ma302390z ↗
13. 10.1002/anie.20080321310.1002/anie.200803213 ↗
14. 10.1039/p1973000109910.1039/p19730001099 ↗
15. 10.1002/ejoc.20060085010.1002/ejoc.200600850 ↗
16. 10.1038/ncomms782810.1038/ncomms7828 ↗
17. 10.1002/adma.20160128510.1002/adma.201601285 ↗
18. 10.1039/c3989000062110.1039/c39890000621 ↗
19. 10.1021/jp402991z10.1021/jp402991z ↗
20. 10.1038/ncomms1497510.1038/ncomms14975 ↗
21. 10.1002/adma.20150032210.1002/adma.201500322 ↗
22. 10.1002/adfm.20150316910.1002/adfm.201503169 ↗
23. 10.1021/ja507179d10.1021/ja507179d ↗