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

par Chen, Hung-Yang;Schweicher, Guillaume ;Planells, Miquel;Ryno, Sean M.;Broch, Katharina;White, Andrew J. P.;Simatos, Dimitrios;Little, Mark;Jellett, Cameron;Cryer, Samuel J.;Marks, Adam;Hurhangee, Michael;Brédas, Jean-Luc;Sirringhaus, Henning;McCulloch, Iain
Référence Chemistry of materials, 30, 21, page (7587-7592)
Publication Publié, 2018-11-13

Article révisé par les pairs

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Résumé :

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.