Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (3): 332-339.DOI: 10.11944/j.issn.1000-0518.2020.03.190286

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A Heterocyclic Aromatic Halide Small Molecule Fluorescent Probe for the Detection of 2,4,6-Trinitrophenol

DONG Ziyue,ZHOU Xiaoxia,ZHAO Xiaohui,YE Daying,AN Yue()   

  1. College of Chemistry and Chemical Engineering, Liaoning Normal University,Dalian,Liaoning 116029,China
  • Received:2019-10-25 Accepted:2020-01-03 Published:2020-03-01 Online:2020-03-10
  • Contact: AN Yue
  • Supported by:
    Supported by the Natural Fund of Science and Technology Department of Liaoning Province(No.2019-ZD-0470)

Abstract:

The heterocyclic aromatic halide, 2-chloro-5-(3-chloro-2,6-dimethoxyphenyl)-1,3,4-thiadiazole (L), was synthesized by Gattermann reaction from the aminothiadiazole derivative. Its structure was characterized by nuclear magnetic resonance spectroscopy (NMR) and high resolution mass spectrometry (HRMS). Probe L was used as a small molecule fluorescent probe to detect 2,4,6-trinitrophenol (TNP), and its fluorescence characteristics were systematically studied. Furthermore, combined with theoretical calculations, the possible quenching mechanism was explored. The results showed that the probe L had high seletivity, high sensitivity and strong anti-interference ability to TNP, and exhibited good fluorescence performance in a wide pH range. It has lower detection limit (4.2×10-7 mol/L) and can be used for the detection of TNP in actual water samples.

Key words: heterocyclic aromatic halide, fluorescent probe, 2,4,6-trinitrophenol, theoretical calculations