Crystal Engineering of Dibenzothiophenothieno[3,2-b]thiophene (DBTTT) Isomers for Organic Field-Effect Transistors
White, Andrew J. P.
Cryer, Samuel J.
KAUST DepartmentChemical Science Program
KAUST Solar Center (KSC)
Laboratory for Computational and Theoretical Chemistry of Advanced Materials
Material Science and Engineering Program
Physical Science and Engineering (PSE) Division
Online Publication Date2018-10-25
Print Publication Date2018-11-13
Permanent link to this recordhttp://hdl.handle.net/10754/630652
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AbstractThree 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.
CitationChen H-Y, Schweicher G, Planells M, Ryno SM, Broch K, et al. (2018) Crystal Engineering of Dibenzothiophenothieno[3,2-b]thiophene (DBTTT) Isomers for Organic Field-Effect Transistors. Chemistry of Materials 30: 7587–7592. Available: http://dx.doi.org/10.1021/acs.chemmater.8b02757.
SponsorsH.-Y.C. acknowledges postdoctoral fellowship support from Ministry of Science and Technology in Taiwan. G.S. acknowledges postdoctoral fellowship support from the Wiener-Anspach Foundation and The Leverhulme Trust (Early Career Fellowship supported by the Isaac Newton Trust). We acknowledge the European Synchrotron Radiation Facility for provision of synchrotron radiation facilities, and we thank Dr. Raja Znaiguia and Dr. Francesco Carla for assistance in using beamline ID03. K.B. acknowledges financial support from the Institutional Strategy of the University of Tuebingen (Deutsche Forschungsgemeinschaft ZUK63). I.M., S.C., C.J., and M.L. acknowledge EC FP7 SC2 (610115), EC H2020 (643791), and EPSRC Projects EP/G037515/1 EP/M024873/1 and EP/M005143/1.
PublisherAmerican Chemical Society (ACS)
JournalChemistry of Materials
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