Issue 24, 2022

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

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%.

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

Supplementary files

Article information

Article type
Paper
Submitted
07 4月 2022
Accepted
24 5月 2022
First published
08 6月 2022
This article is Open Access
Creative Commons BY license

J. Mater. Chem. C, 2022,10, 9249-9256

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

X. Hu, R. Datt, Q. He, P. Kafourou, H. Ka Hin Lee, A. J. P. White, W. C. Tsoi and M. Heeney, J. Mater. Chem. C, 2022, 10, 9249 DOI: 10.1039/D2TC01433E

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