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Base-induced multi-state fluorescence of a trefoil-shaped salicylaldehyde azine derivative
Noriho Taniguchi1, Masaya Naito1, Shinobu Miyagawa1
1Department of Materials Science and Engineering, Faculty of Engineering, University of Fukui Bunkyo Fukui 910-8507 Japan naito-m@u-fukui.ac.jp tokunaga@u-fukui.ac.jp.
Abstract:
A trefoil-shaped salicylaldehyde azine derivative bearing multiple acidic protons displays base-induced multi-state luminescence. The azine was prepared through the reaction of 1,3,5-triformylphloroglucinol with 4-methoxysalicylaldehyde hydrazone. 1H NMR spectroscopy revealed that the azine existed in solution at room temperature as an equilibrium mixture of two geometric isomers. The three-step deprotonation (four-state change) of the azine in solution was confirmed using 1H NMR, UV-vis absorption, and emission spectroscopy.
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