Citation: Supphachok Chanmungkalakul, Syed Ali Abbas Abedi, Federico J. Hernández, Jianwei Xu, Xiaogang Liu. The dark side of cyclooctatetraene (COT): Photophysics in the singlet states of “self-healing” dyes[J]. Chinese Chemical Letters, ;2024, 35(8): 109227. doi: 10.1016/j.cclet.2023.109227 shu

The dark side of cyclooctatetraene (COT): Photophysics in the singlet states of “self-healing” dyes

a.
Fluorescence Research Group, Singapore University of Technology and Design, Singapore 487372, Singapore
b.
Department of Chemistry, University College London, London WC1H 0AJ, United Kingdom
c.
Institute of Sustainability for Chemicals, Energy and Environment (ISCE2), Agency for Science, Technology and Research (A*STAR), Jurong Island 627833, Singapore

xu_jianwei@isce2.a-star.edu.sg

xiaogang_liu@sutd.edu.sg

Received Date: 20 September 2023
Revised Date: 19 October 2023
Accepted Date: 20 October 2023
Available Online: 24 October 2023

Figures(3)

Cyclooctatetraene (COT) attachment to fluorophores (“self-healing” dyes) is known for quenching reactive triplet states via triplet-state energy transfer (TET), enhancing photostability. However, COT’s impact on singlet states remains unclear. Quantum calculations reveal that COT induces energy transfer to dark states in deep blue dyes while promoting photoinduced electron transfer (PET) and intersystem crossing (ISC) in visible dyes, potentially compromising brightness and/or photostability. To address this, we propose the use of ΔE descriptor to optimize COT’s effects. Our findings uncover COT’s multifaceted impact. These insights will guide the development of superior triplet state quenchers and photostable dyes.
- Cyclooctatetraene,
- Photostability,
- Triplet state quencher,
- Energy transfer,
- Electron transfer
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1.
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