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A novel AIE chemosensor based on a coumarin functionalized pillar[5]arene for multi-analyte detection and application in logic gates

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Abstract

Aggregation induced emission (AIE) active molecules are widely applied for multi-analyte detection due to their unique advantages over conventional fluorescent probes. Herein, a novel coumarin functionalized pillar[5]arene (PX) has been designed and synthesized. It has strong AIE activity, and the fluorescence quantum yield of PX turned out to be 35.0% in DMF/H2O (7 : 3, v/v) binary solution (1.0 × 10−4 M). Meanwhile, the optimized structure of PX was obtained by theoretical calculation at the B3LYP/6-311G level. Interestingly, the PX displays high sensitivity to multiple analytes, such as Fe3+ and Ba2+. The limits of detection (LODs) of PX for Fe3+ and Ba2+ are 1.67 × 10−7 M and 5.89 × 10−8 M, respectively. In addition, by introducing metal ions into the AIE chemosensor of PX, a metal-coordinated chemosensor (PX–M) was obtained. The PX–Fe and PX–Ba show selective fluorescence “turn on” detection of H2PO4 (LOD = 1.50 × 10−7 M) and CN (LOD = 6.20 × 10−7 M), respectively. The multi-analyte detection mechanism of PX was based on multiple competitions of “exo-wall π–π” interactions and cation–π interactions. Notably, we have prepared logic gates controlled by Fe3+/Ba2+ and H2PO4/CN at the molecular level, which can quickly and efficiently detect ions in aqueous solutions. Moreover, we also prepared test films, and an Fe3+ test kit was prepared by loading PX on a silica gel plate. This study provides a new way for multi-analyte detection.

Graphical abstract: A novel AIE chemosensor based on a coumarin functionalized pillar[5]arene for multi-analyte detection and application in logic gates

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Supplementary files

Article information


Submitted
17 Mar 2020
Accepted
02 Jun 2020
First published
02 Jun 2020

New J. Chem., 2020, Advance Article
Article type
Paper

A novel AIE chemosensor based on a coumarin functionalized pillar[5]arene for multi-analyte detection and application in logic gates

H. Dong, X. Ma, T. Wei, Q. Yang, Y. Zhang, Q. Zhang, H. Yao, Y. Zhang and Q. Lin, New J. Chem., 2020, Advance Article , DOI: 10.1039/D0NJ01343A

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