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

doi:10.6023/cjoc201804041

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

Articles

水介质中基于咔唑-席夫碱水解反应检测HSO₄^－的比色和荧光探针

李英俊^a, 张楠^a, 刘季红^b, 靳焜^c, 王思远^a

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 E-mail:chemlab.lnnu@163.com
基金资助:
辽宁省自然科学基金（No.20102126）资助项目.

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

Li Yingjun^a, Zhang Nan^a, Liu Jihong^b, Jin Kun^c, Wang Siyuan^a

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).

1. Detection of HSO₄^- Ion with a Colorimetric and Fluorescent Probe Based on Hydrolysis Reaction of Carbazole-Derived Schiff Base in Aqueous Medium.PDF(503KB)

Abstract

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

Cite this article

Li Yingjun, Zhang Nan, Liu Jihong, Jin Kun, Wang Siyuan. Detection of HSO₄^- Ion with a Colorimetric and Fluorescent Probe Based on Hydrolysis Reaction of Carbazole-Derived Schiff Base in Aqueous Medium[J]. Chin. J. Org. Chem., 2018, 38(11): 3026-3031.

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水介质中基于咔唑-席夫碱水解反应检测HSO₄^－的比色和荧光探针

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

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水介质中基于咔唑-席夫碱水解反应检测HSO4－的比色和荧光探针