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

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

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

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%.
Original languageEnglish (US)
Pages (from-to)9249-9256
Number of pages8
JournalJournal of Materials Chemistry C
Volume10
Issue number24
DOIs
StatePublished - Jun 8 2022
Externally publishedYes

ASJC Scopus subject areas

  • General Chemistry
  • Materials Chemistry

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