Electron-Accepting π-Conjugated Compound Containing Cyano-Substituted Naphthobisthiadiazole as Nonfullerene Acceptor in Organic Solar Cells

This manuscript is dedicated to Professor Shinji Murai in honor of his pioneering C–H activation research.

Abstract

The incorporation of electron-accepting units into π-conjugated systems can allow the modulation of the physical properties and frontier orbital energy levels of the molecules. An electron-accepting π-conjugated compound (CNNTz-TR) containing cyano-substituted naphthobisthiadiazole (CNNTz) was synthesized via a nucleophilic substitution reaction as the key step. Owing to the presence of the cyano groups, CNNTz-TR affords a low-lying lowest unoccupied molecular orbital energy level. Organic solar cells based on the blend films of CNNTz-TR and a low-bandgap donor exhibited moderate power conversion efficiencies. The results showed that embedding the CNNTz unit into the π-conjugated backbone is an effective approach for designing electron-accepting semiconducting materials.

Key words

naphthobisthiadiazoles - organic solar cells - nonfullerene acceptors - π-conjugated molecules - organic semiconducting materials - electron-accepting unit

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