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A kind of acylhydrazone zinc complex fluorescent probe and its preparation method and application

A technology of fluorescent probes and complexes, applied in the field of chemical analysis, can solve the problems of cumbersome and complicated operation, long time-consuming, high detection cost, etc., and achieve the effects of cheap reaction, simple operation and shortened detection period.

Active Publication Date: 2019-02-01
SICHUAN UNIVERSITY OF SCIENCE AND ENGINEERING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these methods all have problems such as high detection cost, long time-consuming, cumbersome and complicated operations, etc., not only need a lot of pre-processing operations in the early stage, but also skilled technicians to obtain reliable detection results, which is in line with the rapid on-site evaluation requirements emphasized by modern environmental detection. Therefore, it is urgent to develop a rapid, accurate and selective method for the detection of copper ions

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  • A kind of acylhydrazone zinc complex fluorescent probe and its preparation method and application
  • A kind of acylhydrazone zinc complex fluorescent probe and its preparation method and application
  • A kind of acylhydrazone zinc complex fluorescent probe and its preparation method and application

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Embodiment 1

[0035] This embodiment provides a fluorescent probe for the zinc acylhydrazone complex, the molecular formula of the zinc acylhydrazone complex is [Zn(C 13 h 9 N 3 o 3 )(H 2 O)·2C 3 h 7 NO] n ; where C 13 h 9 N 3 o 3 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone, C 3 h 7 NO is N,N-dimethylformamide. Wherein, n is an integer greater than or equal to 1.

[0036] The asymmetric unit of the acylhydrazone zinc complex contains one zinc ion, one molecule of 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone, one molecule of coordination water and two free molecules of DMF.

[0037] Such asfigure 1 As shown, the zinc ions respectively react with O3, N1, O2 in one molecule of 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone, one molecule of O1W in coordination water, and the other two molecules of 2,4-dihydroxybenzaldehyde N3A and O2B in isonicotinoyl hydrazone form a coordination bond, and zinc ions form an octahedral configuration.

[0038] Such as figure 2 As s...

Embodiment 2

[0041] This embodiment provides a method for preparing a fluorescent probe of an acylhydrazone zinc complex, which includes the following steps:

[0042] A. Dissolve isoniazid in ethanol, and add the ethanol solution of 2,4-dihydroxybenzaldehyde dropwise into the ethanol solution of isoniazid after heating to reflux; ℃, stirring and reacting for 10-12 hours to obtain the reaction solution;

[0043] B. Take the reaction solution in step A, and after vacuum filtration, recrystallize the solid obtained by vacuum filtration with anhydrous methanol to obtain 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone;

[0044] C. Dissolve the 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone in step B in 10~15mL N,N-dimethylformamide, and add it to a 25ml colorimetric tube; then, add 5mL in turn Buffer layer solution and 10-15mL of Zn(NO 3 ) 2 ·6H 2 O methanol solution; wherein, 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone DMF solution and Zn(NO 3 ) 2 ·6H 2 [Zn(C 13 h 9 N 3 o ...

Embodiment 3

[0054] [Zn(C 13 h 9 N 3 o 3 )(H 2 O)·2C 3 h 7 NO] n The structure was characterized, proving that the target compound was synthesized.

[0055] Infrared characterization as image 3 Shown, [Zn(C 13 h 9 N 3 o 3 )(H 2 O)·2C 3 h 7 NO] n at 3328cm -1 A broad peak appears nearby, which can be identified as the characteristic peak of ν(O-H), which is consistent with the experimental fact that a phenolic hydroxyl group in the complex has not been deprotonated. Complex at 1600.5cm -1 The characteristic peak of ν(C=N) appears, and the ν(C=N) of the ligand appears at 1609cm -1 , the two have a more obvious red shift after coordination; the ligand is at 1647cm -1 The characteristic peak of ν(C=O) disappears after forming the complex, and at 1361cm -1 A characteristic peak of the enol formula ν(C–O) appears.

[0056] The X-ray powder diffraction characterization results are as follows: Figure 4 As shown, by [Zn(C) prepared in Example 2 13 h 9 N 3 o 3 )(H 2 O)·2...

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Abstract

The invention provides a fluorescent probe for a zinc acylhydrazone complex and a preparation method and application of the fluorescent probe for the zinc acylhydrazone complex, and belongs to the technical field of chemical analysis, wherein the molecular formula of the zinc acylhydrazone complex is [Zn(C13H9N3O3)(H2O).2C3H7NO]n; C13H9N3O3 is 2,4-dyhydroxyl benzaldehyde isonicotinylhydrazone, and C3H7NO is N, N-dimethylformamide. Furthermore, the invention provides the preparation method of the fluorescent probe for the zinc acylhydrazone complex and application of the fluorescent probe for the zinc acylhydrazone complex in detection of copper ions. According to the novel fluorescent probe, the preparation method of the fluorescent probe for the zinc acylhydrazone complex is easy and simple to operate, and convenient in postprocessing, and the reaction yield of the preparation method of the fluorescent probe reaches above 90%; in addition, the fluorescent probe for the zinc acylhydrazone complex realizes quantitative detection of Cu<2+>, is relatively cheap in detecting instruments and fast in reaction, greatly shortened in detection cycle, obviously lowered in detection cost and capable of quickly and accurately detecting trace Cu<2+>, thereby being of great significance all for the fields of food safety, environmental science and medical science.

Description

technical field [0001] The technology relates to the technical field of chemical analysis, in particular, it relates to a fluorescent probe of an acylhydrazone zinc complex and its preparation method and application. Background technique [0002] Copper ions are one of the essential micronutrient elements for the human body. A proper amount of copper plays an important role in many important physiological processes in the human body, such as helping to maintain and repair the heart and arterial connective tissue, and providing the energy required for catalytic reactions, etc. . When the copper ion content in the human body is too high or too low, it will cause harm to health. [0003] At the same time, the current problem of environmental pollution in our country is serious. A large amount of heavy metals including copper ions flow into the nature and are ingested by humans through the food chain, seriously affecting people's health. Therefore, it is of great significance ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F3/06C09K11/06G01N21/64
CPCC07B2200/13C07F3/003C09K11/06C09K2211/188G01N21/643G01N2021/6432
Inventor 吴宇王军路璐孙延春吴威平
Owner SICHUAN UNIVERSITY OF SCIENCE AND ENGINEERING