Issue 34, 2021

A phenanthrene[9,10-d]imidazole-phenol-based fluorescent probe combining ESIPT and AIE for the “turn-on” detection of Cu2+ with green-emission and improved Stokes’ shift, and its application

Abstract

The development of highly sensitive and selective fluorescent sensors toward Cu2+ has gained considerable attention in view of its application of environmental and biological fields. However, the strategy of sensing by the fluorescence “turn-on” mode at a longer wavelength has not been well explored until now. In the present study, we report a novel green-emitting Cu2+-targeted fluorescent sensor, PIA(OH)-Py, with an improved Stokes’ shift (182 nm), synergistically operated by the multi-mechanism based on the excited state intramolecular proton transfer (ESIPT) process combined with the aggregation-induced emission (AIE) phenomenon. A moderate fluorescence of PIA(OH)-Py was first fabricated with the effect of ESIPT-on as well as AIE-on. In the presence of Cu2+, the strong emission of the in situ complex PIA(OH)-Py–Cu2+ was obtained by the impact of further AIE-on accompanied by ESIPT-off as a fluorescence “turn on” response. In addition, the chelation-enhanced fluorescence (CHEF) mechanism was also partly responsible for the fluorescence increment due to the formation of the complex PIA(OH)-Py–Cu2+. Further study revealed that PIA(OH)-Py could respond to Cu2+ in living cells by the green light channel and determine the concentration of Cu2+ in real blood samples.

Graphical abstract: A phenanthrene[9,10-d]imidazole-phenol-based fluorescent probe combining ESIPT and AIE for the “turn-on” detection of Cu2+ with green-emission and improved Stokes’ shift, and its application

Supplementary files

Article information

Article type
Paper
Submitted
04 May 2021
Accepted
14 Jul 2021
First published
26 Jul 2021

New J. Chem., 2021,45, 15415-15422

A phenanthrene[9,10-d]imidazole-phenol-based fluorescent probe combining ESIPT and AIE for the “turn-on” detection of Cu2+ with green-emission and improved Stokes’ shift, and its application

J. Du, B. Zhao, W. Kan, H. Yin, T. Song, L. Wang, L. Sun, X. Wang, G. Yin and J. Wang, New J. Chem., 2021, 45, 15415 DOI: 10.1039/D1NJ02177J

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