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Oxidation State Tuning of Room Temperature Phosphorescence and Delayed Fluorescence in Phenothiazine and Phenothiazine‐5,5‐dioxide Dimers

Wright, Iain A.; Etherington, Marc K.; Batsanov, Andrei S.; Monkman, Andrew P.; Bryce, Martin R.

Oxidation State Tuning of Room Temperature Phosphorescence and Delayed Fluorescence in Phenothiazine and Phenothiazine‐5,5‐dioxide Dimers Thumbnail


Authors

Iain A. Wright

Marc K. Etherington

Andrei S. Batsanov



Abstract

Heterocyclic dimers consisting of combinations of butterfly-shaped phenothiazine (PTZ) and its chemically oxidized form phenothiazine-5,5-dioxide (PTZ(SO2)) have been synthesized. A twist is imposed across the dimers by ortho-substituents including methyl ethers, sulfides and sulfones. X-ray crystallography, cyclic voltammetry and optical spectroscopy, underpinned by computational studies, have been employed to study the interplay between the oxidation state, conformational restriction, and emission mechanisms including thermally activated delayed fluorescence (TADF) and room temperature phosphorescence (RTP). While the PTZ(SO2) dimers are simple fluorophores, the presence of PTZ induces triplet-mediated emission with a mixed PTZ-PTZ(SO2) dimer displaying concentration dependent hallmarks of both TADF and RTP.

Citation

Wright, I. A., Etherington, M. K., Batsanov, A. S., Monkman, A. P., & Bryce, M. R. (2023). Oxidation State Tuning of Room Temperature Phosphorescence and Delayed Fluorescence in Phenothiazine and Phenothiazine‐5,5‐dioxide Dimers. Chemistry - A European Journal, 29(30), Article e202300428. https://doi.org/10.1002/chem.202300428

Journal Article Type Article
Acceptance Date Mar 14, 2023
Online Publication Date Apr 19, 2023
Publication Date May 26, 2023
Deposit Date Sep 25, 2023
Publicly Available Date Sep 25, 2023
Journal Chemistry – A European Journal
Print ISSN 0947-6539
Electronic ISSN 1521-3765
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 29
Issue 30
Article Number e202300428
DOI https://doi.org/10.1002/chem.202300428
Public URL https://durham-repository.worktribe.com/output/1747194

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