Singlet Fission in Pechmann Dyes: Planar Chromophore Design and Understanding
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 comp...
| Main Authors: | , , , , , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
American Chemical Society
2024
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| _version_ | 1811139944961277952 |
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| author | Girija, AV Zeng, W Myers, WK Kilbride, RC Toolan, DTW Zhong, C Plasser, F Rao, A Bronstein, H |
| author_facet | Girija, AV Zeng, W Myers, WK Kilbride, RC Toolan, DTW Zhong, C Plasser, F Rao, A Bronstein, H |
| author_sort | Girija, AV |
| collection | OXFORD |
| description | 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 |
| first_indexed | 2024-09-25T04:14:08Z |
| format | Journal article |
| id | oxford-uuid:9933e145-951b-4b98-9c77-59429d3167f8 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-09-25T04:14:08Z |
| publishDate | 2024 |
| publisher | American Chemical Society |
| record_format | dspace |
| spelling | oxford-uuid:9933e145-951b-4b98-9c77-59429d3167f82024-07-11T20:07:46ZSinglet Fission in Pechmann Dyes: Planar Chromophore Design and UnderstandingJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:9933e145-951b-4b98-9c77-59429d3167f8EnglishJisc Publications RouterAmerican Chemical Society2024Girija, AVZeng, WMyers, WKKilbride, RCToolan, DTWZhong, CPlasser, FRao, ABronstein, HSinglet 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 |
| spellingShingle | Girija, AV Zeng, W Myers, WK Kilbride, RC Toolan, DTW Zhong, C Plasser, F Rao, A Bronstein, H Singlet Fission in Pechmann Dyes: Planar Chromophore Design and Understanding |
| title | Singlet Fission in Pechmann Dyes: Planar Chromophore Design and Understanding |
| title_full | Singlet Fission in Pechmann Dyes: Planar Chromophore Design and Understanding |
| title_fullStr | Singlet Fission in Pechmann Dyes: Planar Chromophore Design and Understanding |
| title_full_unstemmed | Singlet Fission in Pechmann Dyes: Planar Chromophore Design and Understanding |
| title_short | Singlet Fission in Pechmann Dyes: Planar Chromophore Design and Understanding |
| title_sort | singlet fission in pechmann dyes planar chromophore design and understanding |
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