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Published on: July 19, 2019
Excited state intramolecular single proton transfer mechanism of pigment yellow 101 in solid state: Experiment and
Shen Shen1, Xian Liu2, Jianqi Sun3
1Institute for Advanced Study, Nanchang University, Jiangxi 330031, China; School of Materials Science and Engineering, Nanchang University, Jiangxi 330031, China.
Abstract:
To investigate fluorescence mechanism of Pigment Yellow 101 (P. Y. 101) in solid state, three aromatic aldehyde azines (1-3) including P. Y. 101 have been synthesized and compared with each other. Results indicated that P. Y. 101 prepared by solvothermal method is actually the mixture of two polymorphs, whose molecular packing mode can be transformed into each other by recrystallizing or external stimuli such as pressure and grinding. The ESIPT properties of 1-3 were investigated by DFT/TD-DFT calculations and time-correlated single photon counting (TCSPC) technique. Both experimental and theoretical results revealed that the dual fluorescence properties of P. Y. 101 in solid state are ascribed to the excited-state intramolecular single proton transfer fluorescence emissions of two structurally different polymorphs rather than the results of the sequential or concerted excited-state intramolecular double proton transfers, which provide a potential valuable tool for developing multistimuli-responsive luminescent materials.
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