Abstract
Fluorescence from single-benzene-based compounds was controlled by changing the substituents that played a role in the electron push-pull structure and intramolecular hydrogen bonding. Diethyl 2,5-dihydroxyterephthalate (DDT) containing intramolecular hydrogen bonds with blue fluorescence, was turned into nonfluorescent compounds via simple blocking of the intramolecular hydrogen bonds, which was obtained via protection of the hydroxyl groups. In addition, deprotonation of the hydroxyl groups altered the fluorescence color of DDT from blue to yellow. The fluorescence manipulation was easily applied to related fields. Restoration of the original DDT fluorescence was observed via hydrolysis of DDT derivatives in the presence of an esterase (an enzyme that can hydrolyze the ester bond) and of a photoacid generator upon ultraviolet irradiation, which could be used in esterase sensing and fluorescence patterning, respectively. In addition, changes in fluorescence color by deprotonation/protonation of DDT were applied to an inkless paper, in which patterns could be fabricated using water as an ink.
Published Version
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