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Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices

Xiantao Hu Orcid Logo, Ram Datt, Qiao He Orcid Logo, Panagiota Kafourou Orcid Logo, Harrison Lee, Andrew J. P. White, Wing Chung Tsoi Orcid Logo, Martin Heeney Orcid Logo

Journal of Materials Chemistry C, Volume: 10, Issue: 24, Pages: 9249 - 9256

Swansea University Authors: Ram Datt, Harrison Lee, Wing Chung Tsoi Orcid Logo

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DOI (Published version): 10.1039/d2tc01433e

Abstract

Two 2,1,3-benzothiadiazole derivatives annulated with 2-(1,3-dithiol-2-ylidene)malonitrile in the 4,5-positions were prepared by nucleophilic substitution reactions of a fluorinated precursor. The resulting derivatives were coupled to an electron rich indacenodithiophene core to afford two new non-f...

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Published in: Journal of Materials Chemistry C
ISSN: 2050-7526 2050-7534
Published: Royal Society of Chemistry (RSC) 2022
Online Access: Check full text

URI: https://cronfa.swan.ac.uk/Record/cronfa60168
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Abstract: Two 2,1,3-benzothiadiazole derivatives annulated with 2-(1,3-dithiol-2-ylidene)malonitrile in the 4,5-positions were prepared by nucleophilic substitution reactions of a fluorinated precursor. The resulting derivatives were coupled to an electron rich indacenodithiophene core to afford two new non-fullerene acceptors (NFAs). Both NFAs exhibited identical absorption spectra in solution, but significant differences in the solid state as a result of the end group fluorination. Both materials performed as electron acceptors in solar cell blends with donor polymers. The resulting devices exhibited high open circuit voltages over 1 V under 1 sun illumination, as a result of their high lying LUMO levels. Devices based on the fluorinated acceptor demonstrated reasonable performance under low light conditions, with power conversion efficiencies up to 13.7%.
College: College of Engineering
Funders: We would like to thank the Engineering and Physics Science Research Council (EPSRC) (EP/N020863/1, EP/V048686/1 and EP/T028513/1) and the Royal Society and Wolfson Foundation for financial support.
Issue: 24
Start Page: 9249
End Page: 9256