Enabling high-mobility, ambipolar charge-transport in a DPP-Benzotriazole copolymer by side chain engineering
Andreasen, Jens Wenzel
Wong, Wallace Wing Ho
Royal Society of Chemistry
MetadataShow full item record
Gruber, M., Jung, S., Schott, S., Venkateshvaran, D., Kronemeijer, A., Andreasen, J. W., McNeill, C., et al. (2015). Enabling high-mobility, ambipolar charge-transport in a DPP-Benzotriazole copolymer by side chain engineering. Chemical Science, 6 6949-6960. https://doi.org/10.1039/C5SC01326G
In this article we discuss the synthesis of four new low band-gap co-polymers based on the diketopyrrolopyrrole (DPP) and benzotriazole (BTZ) monomer unit. We demonstrate that the BTZ unit allows for additional solubilizing side-chains on the co-monomer and show that the introduction of a linear side-chain on the DPP-unit leads to an increase in thin-film order and charge-carrier mobility if a sufficiently solubilizing, branched, side chain is attached to the BTZ. We compare two different synthetic routes, direct arylation and Suzuki-polycondensation, and show that direct arylation produces polymers with lower electrical performance. Furthermore we demonstrate that a polymer utilizing this design motif and synthesized via Suzuki-polycondensation ((l C18) DPP (b C17) BTZ) exhibits exceptionally high and near balanced average electron and hole mobilities > 2 cm2/Vs which are among the highest, robustly extracted mobility values reported for DPP copolymers in a top-gate configuration to date. Our results demonstrate clearly that linear side chain substitution of the DPP unit together with co-monomers that allow for the use of sufficiently long or branched solubilizing side chains can be an attractive design motif for solution processable, high mobility DPP copolymers.
The authors gratefully acknowledge funding from the Engineering and Physical Sciences Research Council (EPSRC) through a program grant (EP/G060738/1). J.K.L. and S.H.J. thank the National Research Foundation of Korea (Grant No. 2011-0012274) funded by the Korean government (MEST). C.R.M. acknowledges support from the Australian Research Council (FT100100275). This research was undertaken in part on the SAXS/ WAXS beamline at the Australian Synchrotron, Victoria, Australia.
External DOI: https://doi.org/10.1039/C5SC01326G
This record's URL: https://www.repository.cam.ac.uk/handle/1810/250492
Attribution 2.0 UK: England & Wales, Creative Commons Attribution License 2.0 UK
Licence URL: http://creativecommons.org/licenses/by/2.0/uk/