4.6 Article

A New V-Shaped Organic Fluorescent Compound Integrated with Crystallization-Induced Emission Enhancement and Intramolecular Charge Transfer

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 8, Issue 9, Pages 2161-2166

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201300331

Keywords

charge transfer; donor-acceptor systems; fluorescence; oxadiazoles; sulfones

Funding

  1. Chinese Natural Science Foundation [21071105, 21176164]
  2. Project of Science and Technology of Suzhou [SYG201114]
  3. China Scholarship Council

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The emission behavior of a new V-shaped organic fluorescent compound (p,p-bis(2-aryl-1,3,4-oxadiazol-5-yl)diphenyl sulfone (OZA-SO), consisting of diethylamino (donor) and sulfone (acceptor) units, has been studied in various polar solvents and with different morphologies. As expected, there is the gradual transition from the locally excited state to the intramolecular charge-transfer (ICT) state with the increasing solvent polarity. The photoluminescence intensity of OZA-SO initially decreases with a low water fraction (fw), owing to ICT effect, and then increases with a high fw, owing to crystallization-induced emission enhancement. At the same time, the fluorescence lifetime of OZA-SO increases from 0.062ns in dimethylformamide (DMF) to 5.80ns in a solution containing 90% water, and then to 7.49ns in a solution containing 60% water. Furthermore, the solid-state emission of OZA-SO can be tuned reversibly from green to yellow by fuming/grinding or fuming/heating owing to morphological changes. This color-switchable feature of OZA-SO may have potential applications in optical-recording and temperature-sensing materials.

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