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Bridge control of photophysical properties in benzothiazole-phenoxazine emitters – from thermally activated delayed fluorescence to room temperature phosphorescence

Paredis, Simon; Cardeynaels, Tom; Deckers, Jasper; Danos, Andrew; Vanderzande, Dirk; Monkman, Andrew P.; Champagne, Benoît; Maes, Wouter

Bridge control of photophysical properties in benzothiazole-phenoxazine emitters – from thermally activated delayed fluorescence to room temperature phosphorescence Thumbnail


Authors

Simon Paredis

Tom Cardeynaels

Jasper Deckers

Dirk Vanderzande

Benoît Champagne

Wouter Maes



Abstract

The bridging phenyl group in a fluorescent phenoxazine-benzothiazole donor–acceptor dyad is replaced by either a naphthalene or a thiophene moiety to probe the influence of a more extended conjugated system or the presence of a sulfur-containing heteroaromatic spacer on the emissive properties. These seemingly small structural alterations strongly affect the relative positions of the excited states, the fluorescence intensity, and the emission mechanism. Consequently, thermally activated delayed fluorescence (TADF) is observed at longer timescales for the materials with phenyl and naphthalene linkers, whereas the thiophene group promotes room temperature phosphorescence (RTP), both in the solid state and in solution, and enhances singlet oxygen generation. Phosphorescence in solution at ambient temperature from a purely organic molecule without heavy halogen functionalisation is quite rare, and this unique property calls for further specific attention.

Citation

Paredis, S., Cardeynaels, T., Deckers, J., Danos, A., Vanderzande, D., Monkman, A. P., …Maes, W. (2022). Bridge control of photophysical properties in benzothiazole-phenoxazine emitters – from thermally activated delayed fluorescence to room temperature phosphorescence. Journal of Materials Chemistry C Materials for optical and electronic devices, 10(12), 4775-4784. https://doi.org/10.1039/d1tc04885f

Journal Article Type Article
Acceptance Date Jan 4, 2022
Online Publication Date Jan 5, 2022
Publication Date Mar 28, 2022
Deposit Date Mar 15, 2022
Publicly Available Date Jan 5, 2023
Journal Journal of Materials Chemistry C Materials for optical and electronic devices
Print ISSN 2050-7526
Electronic ISSN 2050-7534
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 10
Issue 12
Pages 4775-4784
DOI https://doi.org/10.1039/d1tc04885f

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