Design of Furan-Based Acceptors for Organic Photovoltaics.

Autor: Che Y; Department of Chemistry, McGill University, Montreal, Quebec, H3A 0B8, Canada., Niazi MR; Department of Chemistry, McGill University, Montreal, Quebec, H3A 0B8, Canada., Chan Q; Department of Chemistry, McGill University, Montreal, Quebec, H3A 0B8, Canada., Ghamari P; Department of Chemistry, McGill University, Montreal, Quebec, H3A 0B8, Canada., Yu T; Centre Énergie Matériaux Télécommunications, Institut National de la Recherche Scientifique, Varennes, Québec, J3X 1P7, Canada., Ruchlin C; Department of Chemistry, McGill University, Montreal, Quebec, H3A 0B8, Canada., Yu H; Department of Chemistry, Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, 999077, China., Yan H; Department of Chemistry, Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, 999077, China., Ma D; Centre Énergie Matériaux Télécommunications, Institut National de la Recherche Scientifique, Varennes, Québec, J3X 1P7, Canada., Xiao SS; 1-Material Inc., Dorval, Quebec, H9P 1K2, Canada., Izquierdo R; Department of Electrical Engineering, École de Technologie Supérieure, Université du Québec, Montréal, Québec, H3C 1K3, Canada., Perepichka DF; Department of Chemistry, McGill University, Montreal, Quebec, H3A 0B8, Canada.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2023 Oct 02; Vol. 62 (40), pp. e202309003. Date of Electronic Publication: 2023 Aug 25.
DOI: 10.1002/anie.202309003
Abstrakt: We explore a series of furan-based non-fullerene acceptors and report their optoelectronic properties, solid-state packing, photodegradation mechanism and application in photovoltaic devices. Incorporating furan building blocks leads to the expected enhanced backbone planarity, reduced band gap and red-shifted absorption of these acceptors. Still, their position in the molecule is critical for stability and device performance. We found that the photodegradation of these acceptors originates from two distinct pathways: electrocyclic photoisomerization and Diels-Alder cycloaddition of singlet oxygen. These mechanisms are of general significance to most non-fullerene acceptors, and the photostability depends strongly on the molecular structure. Placement of furans next to the acceptor termini leads to better photostability, well-balanced hole/electron transport, and significantly improved device performance. Methylfuran as the linker offers the best photostability and power conversion efficiency (>14 %), outperforming all furan-based acceptors reported to date and all indacenodithiophene-based acceptors. Our findings show the possibility of photostable furan-based alternatives to the currently omnipresent thiophene-based photovoltaic materials.
(© 2023 Wiley-VCH GmbH.)
Databáze: MEDLINE
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