Girija, A.V., Zeng, W., Myers, W.K. orcid.org/0000-0001-5935-9112 et al. (6 more authors) (2024) Singlet fission in Pechmann dyes: planar chromophore design and understanding. Journal of the American Chemical Society, 146 (27). pp. 18253-18261. ISSN 0002-7863
Abstract
Singlet fission in organic chromophores holds the potential for enhancing photovoltaic efficiencies beyond the single-junction limit. The most basic requirement of a singlet fission material is that it has a large energy gap between its first singlet and triplet excited states. Identifying such compounds is not simple and has been accomplished either through computational screening or by subtle modifications of previously known fission materials. Here, we propose an approach that leverages ground and excited-state aromaticity combined with double-bond conformation to establish simple qualitative design rules for predicting fundamental optical properties without the need for computational modeling. By investigating two Pechmann dye isomers, we demonstrate that although their planarity and degree of charge transfer are similar, singlet fission is active in the isomer with a trans-conformation, while the cis-isomer exhibits greater favorability for polaronic processes, experimentally validated using ultrafast and electron spin resonance spectroscopy. Our results offer a new design perspective that provides a rational framework for tailoring optoelectronic systems to specific applications such as singlet fission or triplet-triplet annihilation.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2024 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0 (https://creativecommons.org/licenses/by/4.0/). |
Keywords: | Chromophores; Materials; Molecular structure; Nuclear fission; Thin films |
Dates: |
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Institution: | The University of Sheffield |
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) |
Funding Information: | Funder Grant number ENGINEERING AND PHYSICAL SCIENCE RESEARCH COUNCIL EP/M028437/1 Engineering and Physical Sciences Research Council EP/V034804/1 ENGINEERING AND PHYSICAL SCIENCE RESEARCH COUNCIL EP/V055127/1 |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 17 Jul 2024 08:42 |
Last Modified: | 17 Jul 2024 08:42 |
Status: | Published |
Publisher: | American Chemical Society (ACS) |
Refereed: | Yes |
Identification Number: | 10.1021/jacs.4c00288 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:214814 |