A fluorescence study of the solute–solvent interactions of aminochalcones in a room-temperature ionic liquid

Pure and Applied Chemistry - Tập 85 Số 7 - Trang 1451-1463 - 2013
Kotni Santhosh1, G. Krishnamurthy Grandhi1, Snigdha Ghosh1, Anunay Samanta1
1School of Chemistry, University of Hyderabad, Hyderabad 500046, India

Tóm tắt

Unlike most other electron donor–acceptor (EDA) molecules, aminochalcones exhibit unusual solvent polarity-dependent fluorescence behavior. The photophysical behavior of two aminochalcones, namely, 4-aminochalcone (AC) and 4-dimethylaminochalcone (DMAC), has been studied in a viscous room-temperature ionic liquid (IL), 1-butyl-3-methylimidazolium hexafluorophosphate, [bmim][PF6], by steady-state and time-resolved fluorescence techniques. The observation of a single emission band in viscous IL, which is similar to the one observed in less viscous polar conventional solvents, suggests no twisting is necessary for the formation of the charge-transfer state from which the emission of aminochalcones originates. The fluorescence decay profiles, solvation dynamics, and excitation-wavelength-dependent emission behavior of AC are found to be quite different from those of DMAC in the IL. The observed difference is attributed to specific H-bonding interaction between AC and [bmim][PF6].

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