Proton‐Activated “Off–On” Room‐Temperature Phosphorescence from Purely Organic Thioethers

Room‐temperature phosphorescence (RTP)‐based sensors have distinctive advantages over the fluorescence counterparts, such as larger Stokes shifts and longer lifetimes. Unfortunately, almost all RTP sensors are operated on quenching‐based mechanisms given the sensitive nature of the emissive triplet...

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Bibliographic Details
Published in:Angewandte Chemie 2018-12, Vol.130 (49), p.16278-16282
Main Authors: Huang, Linkun, Chen, Biao, Zhang, Xuepeng, Trindle, Carl O., Liao, Fan, Wang, Yucai, Miao, Hui, Luo, Yi, Zhang, Guoqing
Format: Article
Language:English
Subjects:
Atomic energy levels
Charge transfer
Chemistry
Donor-Akzeptor-Moleküle
Fluorescence
Fluorescence spectroscopy
Phosphorescence
Raumtemperaturphosphoreszenz
Room temperature
Sensors
Säuren
Thioether
Thioethers
Triplet state
Vapors
X ray spectra
X-ray diffraction
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Summary:Room‐temperature phosphorescence (RTP)‐based sensors have distinctive advantages over the fluorescence counterparts, such as larger Stokes shifts and longer lifetimes. Unfortunately, almost all RTP sensors are operated on quenching‐based mechanisms given the sensitive nature of the emissive triplet state. Here we report a type of thioether RTP molecules that shows RTP “turn‐on” when volatile acid vapors such as HCl are in contact. To elucidate the underlying mechanism, model thioethers containing different donor/acceptor combinations are investigated via fluorescence spectroscopy and theoretical calculations aided by molecular coordinates obtained from single‐crystal X‐ray diffraction. It is revealed that a charge‐transfer character in the phosphorescence state is crucial. The “turn‐on” design concept may significantly broaden the sensing application scope for organic RTP molecules. Licht an mit Säure: Bei rein organischen Thioethersystemen kann eine Raumtemperaturphosphoreszenz eingeschaltet werden, wobei Protonen zur Aktivierung eines Ladungstransfer‐Phosphoreszenz‐Zustands dienen. Die Methode ist vielverspechend für die hintergrundfreie Analyse und Bildgebung.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201808861