Synthesis and Fe3+ Sensing Properties of the Chemosensor Based on Functionalized Naphthalimide Schiff Base Derivative

doi:10.6023/cjoc201711002

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (7): 1800-1805.DOI: 10.6023/cjoc201711002 Previous Articles Next Articles

Special Issue: 荧光探针-生物传感合辑；有机超分子化学合辑

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基于功能化萘二甲酰亚胺席夫碱的Fe³⁺传感器分子的合成及性能

张有明, 韩冰冰, 林奇, 毛鹏鹏, 陈进发, 姚虹, 魏太保

西北师范大学化学化工学院兰州 730070

收稿日期:2017-11-01 修回日期:2018-01-17 发布日期:2018-03-16
通讯作者: 魏太保 E-mail:weitaibao@126.com
基金资助:
国家自然科学基金（Nos.21662031，21661028，21574104，21262032）资助项目.

Synthesis and Fe³⁺ Sensing Properties of the Chemosensor Based on Functionalized Naphthalimide Schiff Base Derivative

Zhang Youming, Han Bingbing, Lin Qi, Mao Pengpeng, Chen Jinfa, Yao Hong, Wei Taibao

College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070

Received:2017-11-01 Revised:2018-01-17 Published:2018-03-16
Contact: 10.6023/cjoc201711002 E-mail:weitaibao@126.com
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21662031, 21661028, 21574104, 21262032).

1. Synthesis and Fe³⁺ Sensing Properties of the Chemosensor Based on Functionalized Naphthalimide Schiff Base Derivative.PDF(419KB)

Abstract

A novel sensor molecule 2-hydroxyl-1-naldehyde-N-(4-aminophenyl)-1,8-naphthalimide (H1) based on functionalized naphthalimide Schiff Base derivative was synthesized. H1 was characterized by ¹H NMR, ¹³C NMR and HRMS. Furthermore, its fluorescence properties were studied in dimethyl sulfoxide (DMSO)/H₂O (V:V=7:3) solutions. Its maximum emission wavelength was 496 nm. The solution of H1 has yellow-green fluorescence under the UV lamp (365 nm). H1 showed fluorescence-colorimetric dual channel identification ability for Fe³⁺. With the addition of various metal ions into the H1 solution, only Fe³⁺ caused the fluorescence of the H1 quenching and the color disappeared. Other cations such as Ag⁺, Ca²⁺, Ba²⁺, Co²⁺, Ni²⁺, Cd²⁺, Pb²⁺, Zn²⁺, Cu²⁺, Mg²⁺ and Hg²⁺ could not induce similar response. The results of anti-disturbance experiment demonstrated that other cations can not interfere in the detection of Fe³⁺. H1 has good sensitivity for Fe³⁺, the fluorescence and UV-Vis detection limits of the H1 for Fe³⁺ are 3.04×10^-8 and 2.71×10^-6 mol·L^-1, respectively. Finally, the test strips based on the H1 were prepared, which could conveniently and efficiently detect Fe³⁺ in water.

Key words: naphthalimide derivative, Schiff base, sensor molecule, fluorescence-colorimetric dual channel identification, Fe³⁺

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Zhang Youming, Han Bingbing, Lin Qi, Mao Pengpeng, Chen Jinfa, Yao Hong, Wei Taibao. Synthesis and Fe³⁺ Sensing Properties of the Chemosensor Based on Functionalized Naphthalimide Schiff Base Derivative[J]. Chin. J. Org. Chem., 2018, 38(7): 1800-1805.

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基于功能化萘二甲酰亚胺席夫碱的Fe³⁺传感器分子的合成及性能

Synthesis and Fe³⁺ Sensing Properties of the Chemosensor Based on Functionalized Naphthalimide Schiff Base Derivative

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基于功能化萘二甲酰亚胺席夫碱的Fe3+传感器分子的合成及性能