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Utilizing d–pπ Bonds for Ultralong Organic Phosphorescence
Ist Teil von
Angewandte Chemie International Edition, 2019-05, Vol.58 (20), p.6645-6649
Auflage
International ed. in English
Ort / Verlag
Germany: Wiley Subscription Services, Inc
Erscheinungsjahr
2019
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
Developing pure organic materials with ultralong lifetimes is attractive but challenging. Here we report a concise chemical approach to regulate the electronic configuration for phosphorescence enhancement. After the introduction of d–pπ bonds into a phenothiazine model system, a phosphorescence lifetime enhancement of up to 19 times was observed for DOPPMO, compared to the reference PPMO. A record phosphorescence lifetime of up to 876 ms was obtained in phosphorescent phenothiazine. Theoretical calculations and single‐crystal analysis reveal that the d–pπ bond not only reduces the (n, π*) proportion of the T1 state, but also endows the rigid molecular environment with multiple intermolecular interactions, thus enabling long‐lived phosphorescence. This finding makes a valuable contribution to the prolongation of phosphorescence lifetimes and the extension of the scope of phosphorescent materials.
Glowing longer: The introduction of d–pπ bonds was utilized to prolong organic phosphorescence lifetimes. The luminogen N‐acetyl phenothiazine‐S,S‐dioxide (DOPEO) shows an ultralong lifetime of 876 ms with a phosphorescence quantum yield of 8.2 %, which are the highest values among phenothiazine‐based organic phosphorescent substances.