TY - JOUR
T1 - Crystal Engineering of Dibenzothiophenothieno[3,2- b]thiophene (DBTTT) Isomers for Organic Field-Effect Transistors
AU - Chen, Hung Yang
AU - Schweicher, Guillaume
AU - Planells, Miquel
AU - Ryno, Sean M.
AU - Broch, Katharina
AU - White, Andrew J.P.
AU - Simatos, Dimitrios
AU - Little, Mark
AU - Jellett, Cameron
AU - Cryer, Samuel J.
AU - Marks, Adam
AU - Hurhangee, Michael
AU - Brédas, Jean Luc
AU - Sirringhaus, Henning
AU - McCulloch, Iain
N1 - Funding Information:
H.-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.
Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/11/13
Y1 - 2018/11/13
N2 - 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.
AB - 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.
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U2 - 10.1021/acs.chemmater.8b02757
DO - 10.1021/acs.chemmater.8b02757
M3 - Article
AN - SCOPUS:85056587810
VL - 30
SP - 7587
EP - 7592
JO - Chemistry of Materials
JF - Chemistry of Materials
SN - 0897-4756
IS - 21
ER -