Design of Furan‐Based Acceptors for Organic Photovoltaics

Author:

Che Yuxuan1ORCID,Niazi Muhammad Rizwan1,Chan Quentin1ORCID,Ghamari Pegah1,Yu Ting2ORCID,Ruchlin Cory1ORCID,Yu Han3ORCID,Yan He3,Ma Dongling2,Xiao Steven S.4,Izquierdo Ricardo5,Perepichka Dmytro F.1ORCID

Affiliation:

1. Department of Chemistry McGill University Montreal Quebec H3A 0B8 Canada

2. Centre Énergie Matériaux Télécommunications Institut National de la Recherche Scientifique Varennes Québec J3X 1P7 Canada

3. Department of Chemistry Hong Kong University of Science and Technology Clear Water Bay, Kowloon Hong Kong 999077 China

4. 1-Material Inc. Dorval Quebec H9P 1K2 Canada

5. Department of Electrical Engineering École de Technologie Supérieure Université du Québec Montréal Québec H3C 1K3 Canada

Abstract

AbstractWe 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.

Funder

Natural Sciences and Engineering Research Council of Canada

Fonds Québécois de la Recherche sur la Nature et les Technologies

Publisher

Wiley

Subject

General Chemistry,Catalysis

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