Issue 34, 2022

Flavanthrene derivatives as photostable and efficient singlet exciton fission materials

Abstract

Singlet exciton fission (SF) is believed to have the potential to break the Shockley–Queisser limit for third-generation solar cell devices, so it has attracted great attention. Conventional linear acene based SF materials generally suffer from low triplet energy and poor photostability. We report herein two flavanthrene derivatives, EH-Fla and TIPS-Fla, as new photostable singlet exciton fission materials. These N-doped two-dimensional angular fused acenes have three sets of aromatic Clar sextets, making them significantly more stable than linear acenes with only one sextet. Time-resolved spectroscopy characterization reveals that the SF process occurs in the polycrystalline films of EH-Fla and TIPS-Fla, with maximal triplet yields of 32% and 159%, respectively. The SF processes of these two molecules are mediated by excimer states. In EH-Fla, the low-lying excimer prevents the SF process from occurring effectively, resulting in a low triplet yield. In contrast, the excimer state in TIPS-Fla is mixed with strong CT coupling, which prompts efficient SF and results in a high triplet yield. Our results show that flavanthrene is a promising SF chromophore for photoenergy conversion applications, while a fine-tune of the intermolecular interaction is crucial for achieving high SF efficiency.

Graphical abstract: Flavanthrene derivatives as photostable and efficient singlet exciton fission materials

Supplementary files

Article information

Article type
Edge Article
Submitted
15 1 2022
Accepted
14 7 2022
First published
27 7 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022,13, 9914-9920

Flavanthrene derivatives as photostable and efficient singlet exciton fission materials

X. Fei, S. Zhang, D. Zhai, Z. Wang, J. Lin, Q. Xiao, C. Sun, W. Deng, C. Zhang, W. Hu and H. Zhang, Chem. Sci., 2022, 13, 9914 DOI: 10.1039/D2SC00263A

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