Fused H-shaped tetrathiafulvalene–oligothiophenes as charge transport materials for OFETs and OPVs

Wright, Iain A. and Findlay, Neil J. and Arumugam, Sasikumar and Inigo, Anto R. and Kanibolotsky, Alexander L. and Zassowski, Pawel and Domagała, Wojciech and Skabara, Peter J. (2014) Fused H-shaped tetrathiafulvalene–oligothiophenes as charge transport materials for OFETs and OPVs. Journal of Materials Chemistry. C, 2 (15). pp. 2674-2683. ISSN 2050-7534 (https://doi.org/10.1039/c3tc32571g)

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Abstract

A series of hybrid tetrathiafulvalene-oligothiophene compounds has been synthesised, where the tetrathiafulvalene unit is fused at each side to an end-capped oligothiophene chain of varying length (terthiophene, quinquithiophene and septithiophene). Each hybrid structure (1-3) has been studied by cyclic voltammetry and triple EPR-UV-Vis-NIR spectroelectrochemistry in the case of the quinquithiophene compound (2). Comparison is made with the corresponding half-units, which lack the fulvalene core and contain just one oligothiophene chain. The highest hole mobility of quinquithiophene-TTF 2 was obtained from field effect transistors (8.61 × 10-3 cm 2 V-1 s-1); its surface morphology was characterised by tapping mode atomic force microscopy and a power conversion of 2.5% was achieved from a bulk heterojunction organic solar cell device using PC71BM as the acceptor.