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检测铁离子和肼的双功能荧光探针的合成与应用OA北大核心CSTPCD

Synthesis of a Dual-Function Fluorescent Probe for Detection of Ferric Ions and Hydrazine

中文摘要英文摘要

以6-甲氧基-2-乙酰萘为原料,通过两步反应方法合成了一种新的席夫碱荧光探针DFFH,采用核磁共振氢谱(1H NMR)、碳谱(13C NMR)和高分辨质谱(HRMS)表征其结构,并考察了其光谱性质.在乙醇-水(EtOH-H2O,1∶4,V/V)体系中,探针DFFH中的4-羟基苯胺部分与Fe3+按摩尔比1∶1络合后,在386 nm处的荧光强度明显下降;在二甲基亚砜-水(DMSO-H2O,9∶1,V/V,pH=5)体系中,少量肼(N2H4)可诱导探针DFFH酚对氨基苯酚部分的肼解,同时N2H4和探针DFFH中的α,β-不饱和羰基发生环化加成反应,具有比率型荧光识别特性.基于上述原理,实现了对Fe3+和N2H4的灵敏检测.加入Fe3+后,探针DFFH溶液的发光强度略有降低;同时,随着N2H4浓度增大,探针DFFH溶液由无色变为黄棕色,两者检测互不干扰.探针对Fe3+和N2H4具有较好的灵敏度和选择性,检出限(LOD,3σ)分别为34.0 nmol/L和30.0 nmol/L.采用此探针检测不同水样中Fe3+和N2H4的含量,回收率分别在96.5%~102.3%和98.1%~103.0%之间,表明探针DFFH可用于实际水样中Fe3+和N2H4含量的检测.

A new Schiff base fluorescence probe (E)-3-(4-(E)-((4-hydroxyphenyl) imino) methyl) phenyl)-1-(6-methoxynaphthal-2-yl) isopropyl-2-en-1-one (DFFH) was synthesized by using 6-methoxy-2-acetylnaphthalene as raw material. The probe was characterized by nuclear magnetic resonance (1H NMR,13C NMR) and high-resolution mass spectroscopy (HRMS),etc. In the EtOH-H2O (1:4,V/V) system,the 4-hydroxyaniline portion of probe DFFH complexed with Fe3+to form a 1:1 metal complex,resulting in a significant decrease in fluorescence at 386 nm. In the DMSO-H2O (9:1,V/V,pH=5) system,N2H4 reacted with α,β-unsaturated carbonyl group and underwent cyclization addition reaction,and at the same time,the cleavage of the imine bond released aldehyde group from the probe,showing a ratio type fluorescence recognition characteristices. The luminescence intensity of the probe solution decreased slightly upon the additon of Fe3+,and the probe solution changed from colourless to yellowish-brown with the addition of different concentrations of N2H4. Whereas the detection of Fe3+and N2H4 did not interfere with each other. The experimental results showed that probe DFFH had high sensitivity and selectivity toward Fe3+and N2H4,with detection limit of 34.0 nmol/L for Fe3+and 30.0 nmol/L for N2H4,respectively. Moreover,probe DFFH was applied to detection of the contents of Fe3+and N2H4 in actual water samples with satisfactory results,and the spiking recoveries were 96.5%~102.3%and 98.1%~103.0%,respectively.

端宁;丁乐媛;邓兵;杨绍祥

北京工商大学轻工科学技术学院,北京100048

双功能荧光探针铁离子水样

Dual-function fluorescent probeFerric ionHydrazineWater samples

《分析化学》 2024 (006)

809-817,中插1-中插10 / 19

国家自然科学基金项目(No.31901770)资助.Supported by the National Natural Science Foundation of China(No.31901770).

10.19756/j.issn.0253-3820.221509

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