Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (11): 3026-3031.DOI: 10.6023/cjoc201804041 Previous Articles     Next Articles

Special Issue: 有机小分子-金属协同催化 荧光探针-生物传感合辑



李英俊a, 张楠a, 刘季红b, 靳焜c, 王思远a   

  1. a 辽宁师范大学化学化工学院 大连 116029;
    b 大连理工大学化环生学部分析测试中心 大连 116023;
    c 大连理工大学精细化工国家重点实验室 大连 116012
  • 收稿日期:2018-04-22 修回日期:2018-06-22 发布日期:2018-07-16
  • 通讯作者: 李英俊
  • 基金资助:


Detection of HSO4- Ion with a Colorimetric and Fluorescent Probe Based on Hydrolysis Reaction of Carbazole-Derived Schiff Base in Aqueous Medium

Li Yingjuna, Zhang Nana, Liu Jihongb, Jin Kunc, Wang Siyuana   

  1. a College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
    b Chemistry Analysis & Research Center, Faculty of Chemical, Environmental & Biological Science and Technology, Dalian University of Technology, Dalian 116023;
    c State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012
  • Received:2018-04-22 Revised:2018-06-22 Published:2018-07-16
  • Supported by:

    Project supported by the Natural Science Foundation of Liaoning Province (No. 20102126).

A novel carbazole-based Schiff base derivative L was synthesized and evaluated for the property of selective detection of HSO4- ion in aqueous medium. N-(9-Ethyl-carbazol-3-yl)-1-methyl-1-(4-nitrophenyl)-methanimine (L) selectively recognized HSO4- ion in CH3CN-H2O (V:V=9:1) via the hydrolysis reaction of Schiff bases to elicit a distinct visual colour change from orange to colorless with a significant blue fluorescence under the UV lamp. The fluorescence enhancement phenomenon caused by HSO4- ion did not change in the presence of other anions. The sensing mechanism of probe L for HSO4- had been investigated by Job's plot, 1H NMR titration spectra and HRMS spectrum. The detection limit for the HSO4- ion was determined as 1.91×10-8mol·L-1. The compound L can be used as a highly selective and sensitive colorimetric, and fluorescent turn-on probe for HSO4-.

Key words: HSO4-, carbazole, Schiff base, colorimetric, fluorescent, hydrolysis