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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 11: 3757 - 3765

DOI: https://doi.org/10.6023/cjoc202204026

ARTICLES

A Highly Selective and High-Contrast Colorimetric “Off-On” Chemosensor for Cu2＋ Based on Boron-Dipyrromethene (BODIPY) Derivatives

  • Xiaolong Zhao ,
  • Yuqing Li ,
  • Liangwu Guo ,
  • Qiyuan Ran ,
  • Huihui Wu ,
  • Zhen Zhang ,
  • Yingpeng Su ,
  • Pengxin Zhou ,
  • Na Yan
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  • aKey Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
    b兰州大学药学院 兰州 730000
*E-mail:

Received date: 2022-04-11

  Revised date: 2022-07-06

  Online published: 2022-07-21

Supported by

Gansu Provincial Industrial Support Program for Colleges(2021CYZC-17); Natural Science Foundation of Gansu Province(21JR1RA227); National Natural Science Foundation of China(21462039)

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Abstract

Based on the platform of boron-dipyrromethene (BODIPY) derivatives, a fluorescence turn-on probe BDP-2Z was rationally designed and synthesized with good water-solubility. With high sensitivity and selectivity for Cu2＋ over other competitive ions, the reaction-based probe showed low detection limit and fast response in a wide pH range (pH=3.0~12.0). The contrast of color and fluorescence caused by Cu2＋ was remarkable so much so that it was easily to distinguish Cu2＋ from other ions with naked-eye detection. Along with adding of Cu2＋, a blue shift of maximum absorption was observed from 548 nm to 496 nm, the corresponding solution color changed obviously from purple to light orange, and the fluorescence is enhanced by nearly 5-fold. Furthermore, the recognition mechanism was confirmed by UV-Vis, fluorescence spectra, and mass spectral analysis. The identified product of recognition process was even obtained by original silica gel column chromatography separation method. Also, the rapidly naked-eye application in real water samples provides an alternative to extension environmental detection.

Key words： water-soluble; naked-eye; BODIPY derivatives; fluorescence turn-on

Cite this article

Xiaolong Zhao , Yuqing Li , Liangwu Guo , Qiyuan Ran , Huihui Wu , Zhen Zhang , Yingpeng Su , Pengxin Zhou , Na Yan . A Highly Selective and High-Contrast Colorimetric “Off-On” Chemosensor for Cu2＋ Based on Boron-Dipyrromethene (BODIPY) Derivatives[J]. Chinese Journal of Organic Chemistry, 2022 , 42(11) : 3757 -3765 . DOI: 10.6023/cjoc202204026

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