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Preparation method of fluorescent probe and application of fluorescent probe in aluminum ion detection

A fluorescent probe, aluminum ion technology, applied in the field of metal ion analysis and detection, can solve the problems of difficulty in rapid detection, complex analysis steps, high operating costs, and achieve good selectivity and sensitivity, high selective recognition, and high yield. Effect

Inactive Publication Date: 2016-07-27
WENZHOU MEDICAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Traditional metal ion detection methods, such as cold atomic absorption method, X-ray fluorescence spectrometry, mass spectrometry inductively coupled plasma atomic emission spectrometry, cold atomic fluorescence spectrometry, and anodic stripping voltammetry, all have expensive instruments and complicated analysis steps. , high operating costs and other shortcomings, it is difficult to meet the actual needs of on-site rapid detection

Method used

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  • Preparation method of fluorescent probe and application of fluorescent probe in aluminum ion detection
  • Preparation method of fluorescent probe and application of fluorescent probe in aluminum ion detection
  • Preparation method of fluorescent probe and application of fluorescent probe in aluminum ion detection

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preparation example Construction

[0029] The invention provides a method for preparing a fluorescent probe, comprising the following steps:

[0030] 2-Hydroxy-1-naphthalene aldehyde and carbohydrazide are refluxed in a mixed solvent of ethanol and water to obtain trans 2-((2-hydroxynaphthalene-1-yl)methylene)hydrazine with formula I structure carbonylhydrazine,

[0031]

[0032] In the present invention, the reaction system of the reflux reaction is obtained by mixing 2-hydroxyl-1-naphthaldehyde ethanol solution and carbohydrazide aqueous solution. The present invention preferably mixes 2-hydroxyl-1-naphthaldehyde with absolute ethanol, and obtains 2-hydroxyl-1-naphthaldehyde ethanol solution after heating. The present invention has no special limitation on the operation of mixing and heating, and the technical solution of mixing and heating well known to those skilled in the art can be adopted. In the present invention, the heating is preferably water bath heating; the heating temperature is preferably 4...

Embodiment 1

[0055] Preparation of fluorescent probes:

[0056] (1) Using 10 mL of absolute ethanol as a solvent, dissolve 50 mg of 2-hydroxy-1-naphthaldehyde in a reaction flask, heat up to 45 °C at a rate of 4 °C / min, and hold for 30 min;

[0057] (2) Using 10mL of water as a solvent, dissolve 108mg of carbohydrazide, add it dropwise to the reaction flask at a rate of 3mL / min, and heat under reflux at 45°C for 4.5 hours;

[0058] (3) Cool the reacted mixed solution to room temperature at a rate of 1°C / min, filter it with suction, wash it with water three times, and dry it in an oven at 80°C for 45 minutes;

[0059] (4) Heating to 35° C. for recrystallization with methanol as a solvent to obtain a fluorescent probe with a yield of 81%.

[0060] The H NMR spectrum results are as follows:

[0061] 1 HNMR (600MHz, DMSO-d 6 )δ11.03(s, 1H), 9.19(s, 1H), 8.36(d, J=8.6Hz, 1H), 7.89(t, J=7.8Hz, 3H), 7.60(t, J=7.6Hz, 1H), 7.41(t, J=7.4Hz, 1H), 7.23(d, J=8.9Hz, 1H).

[0062] The carbon spectr...

Embodiment 2

[0077] The detection of aluminum ion in the aqueous solution of the fluorescent probe prepared in embodiment 1:

[0078] (1) The fluorescent probe is prepared into a mother solution with a concentration of 1 mmol / L using N,N-dimethylformamide as a solvent;

[0079] (2) the mother liquor and the concentration that step (1) obtains are 2 * 10 -5 mol / L aluminum ion solution mixed to detect the fluorescence intensity;

[0080] (3) According to the fluorescent intensity and linear equation described in step (2), it is determined that the aluminum ion concentration is 1.982 × 10 -5 mol / L, the error is 0.90%.

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Abstract

The invention provides a preparation method of a fluorescent probe and an application of the fluorescent probe in aluminum ion detection. The fluorescent probe is obtained by virtue of a reaction in a heating reflux manner between 2-hydroxyl-1-naphthaldehyde and carbohydrazide. In the structure of the fluorescent probe provided by the invention, the N atoms on the C=N double bonds are influenced by a photo-induced electron transfer effect, and after the N atoms are combined with aluminum ions, the photo-induced electron transfer effect is inhibited, and planar conjugation is enhanced at the same time; two mechanisms together induce obvious enhancement of fluorescence emission; the fluorescent probe has good selectivity and sensitivity to the aluminum ions. High-selectivity identification of the aluminum ions is realized, a relatively good linear relation exists in a range of 5*10<-6> to 4*10<-5> mol / L, and the limit of detection is as low as 1.89*10<-8> mol / L, so that the fluorescent probe has a chromogenic sensing function.

Description

technical field [0001] The invention relates to the technical field of metal ion analysis and detection, in particular to a preparation method of a fluorescent probe and its application in the detection of aluminum ions. Background technique [0002] Aluminum is the most abundant metal element in the earth's crust and is widely used in our daily life. However, if the human body absorbs excessive aluminum ions, it may lead to a series of diseases such as Alzheimer's disease, Parkinson's disease and kidney failure. Therefore, how to measure the concentration of aluminum ions in cells conveniently, quickly, with high sensitivity and dynamically has become an important frontier hot research topic in chemistry, biology, basic and clinical medicine and other disciplines. Traditional metal ion detection methods, such as cold atomic absorption method, X-ray fluorescence spectrometry, mass spectrometry inductively coupled plasma atomic emission spectrometry, cold atomic fluorescence ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07C281/14G01N21/64
CPCC07C281/14C09K11/06C09K2211/1011G01N21/6428G01N21/6486
Inventor 牛超朱忠欣王旭郁冬冬周阿益陈志伟洪国赢丛维涛金利泰
Owner WENZHOU MEDICAL UNIV
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