水介质中基于咔唑-席夫碱水解反应检测HSO_4^-的比色和荧光探针

Detection of HSO_4^- Ion with a Colorimetric and Fluorescent Probe Based on Hydrolysis Reaction of Carbazole-Derived Schiff Base in Aqueous Medium

合成出了1个新型基于咔唑的席夫碱衍生物L,评价了其在水性介质中选择性检测HSO_4^-离子的性能.在CH_3CN-H_2O (V:V=9:1)中,N-(9-乙基-咔唑-3-基)-1-甲基-1-(4-硝基苯基)甲亚胺(L)通过席夫碱的水解反应,能够选择性地识别HSO_4^-离子,并引起从橙色到无色明显的视觉颜色变化;在紫外灯下,显示出蓝色荧光.在其它阴离子存在下,由HSO_4^-离子引起的荧光增强现象没有受到影响.通过Job曲线、~1H NMR滴定光谱和HRMS谱研究了探针L检测HSO_4^-的机理.探针L对HSO_4^-离子的检出限为1.91×10^(-8)mol·L^(-1).化合物L是HSO_4^-的高选择性、高灵敏度的比色和荧光增强型探针.

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-l-(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 colori- metric,and fluorescent turn-on probe for HSO4^-.