A kind of oxazole derivative fluorescent probe and its preparation method and application

A technology of fluorescent probes and derivatives, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve problems such as affecting self-purification ability, human health damage, environmental pollution, etc., achieving simple structure and low cost of raw materials , the effect of high purity

Active Publication Date: 2022-07-01
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existence of a large number of copper ions also has great disadvantages. It will pollute the environment, and the biological system in the water will affect its self-purification ability under the interference of copper ions, which will cause harm to human health.

Method used

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  • A kind of oxazole derivative fluorescent probe and its preparation method and application
  • A kind of oxazole derivative fluorescent probe and its preparation method and application
  • A kind of oxazole derivative fluorescent probe and its preparation method and application

Examples

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Effect test

Embodiment 1

[0033] A preparation method of an oxazole derivative fluorescent probe, the technical route is as follows:

[0034] ;

[0035] Proceed as follows:

[0036] (1) Add thionyl chloride (0.90 g, 7.50 mmol) to anhydrous benzene (40 mL) containing 2-(2-hydroxybenzene)oxazole-4-carboxylic acid (0.51 g, 2.50 mmol), and magnetically The mixture was heated to 80° C. with stirring, and the reaction was refluxed for 4 hours. Cool to room temperature, remove the unreacted thionyl chloride and solvent benzene to obtain the acid chloride of oxazoles;

[0037] (2) The acid chloride (1.50 mmol) of the oxazoles prepared in step (1) was dissolved in anhydrous dichloromethane, and then 2-aminomethylpyridine (0.33 g, 3.00 mmol) was added, and heated to 45 °C to fully react After 4 hours, cooled to room temperature, the solvent was concentrated, and purified by column chromatography to obtain 0.42 g of oxazole derivative fluorescent probe.

[0038] The characterization results of the oxazole-b...

Embodiment 2

[0044] A preparation method of an oxazole derivative fluorescent probe, the steps are as follows:

[0045] (1) Thionyl chloride (0.90 g, 7.50 mmol) was added to anhydrous dichloromethane (40 mL) containing 2-(2-hydroxybenzene)oxazole-4-carboxylic acid (0.51 g, 2.50 mmol) , heated to 45°C under magnetic stirring, and reacted under reflux for 6 hours. Cool to room temperature, remove the unreacted thionyl chloride and solvent dichloromethane to obtain the acid chloride of oxazoles;

[0046] (2) The acid chloride (3.00 mmol) of oxazoles prepared in step (1) was dissolved in anhydrous dichloromethane, and then 2-aminomethylpyridine (0.363 g, 3.30 mmol) was added, and heated to 45 °C to fully react After 6 hours, it was cooled to room temperature, and after the solvent was concentrated, column chromatography was performed to obtain 0.36 g of the oxazole-based copper ion detection reagent.

Embodiment 3

[0048] A preparation method of an oxazole derivative fluorescent probe, the steps are as follows:

[0049] (1) Add thionyl chloride (0.90 g, 7.50 mmol) to anhydrous benzene (40 mL) containing 2-(2-hydroxybenzene)oxazole-4-carboxylic acid (0.51 g, 2.50 mmol), and magnetically The mixture was heated to 80° C. with stirring, and the reaction was refluxed for 4 hours. Cool to room temperature, remove the unreacted thionyl chloride and solvent benzene to obtain the acid chloride of oxazoles;

[0050] (2) The acid chloride (2.75mmol) of the oxazoles prepared in step (1) was dissolved in anhydrous dichloromethane, and then 2-aminomethylpyridine (0.30 g, 2.75mmol) was added, and heated to 45°C to fully react After 5 hours, cooled to room temperature, the solvent was concentrated, and purified by column chromatography to obtain 0.31 g of oxazole derivative fluorescent probe.

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Abstract

The invention belongs to the field of metal ion detection and relates to copper ion detection, in particular to an oxazole derivative fluorescent probe and a preparation method and application thereof. Its structural formula is: . The oxazole derivative fluorescent probe prepared by the invention can detect copper ions in a single selective trace amount in an aqueous solution at room temperature, has strong anti-interference ability to other metal ions, and can quantitatively detect copper ions , the detection limit reaches 3.94×10 ‑8 M.

Description

technical field [0001] The invention belongs to the field of metal ion detection and relates to copper ion detection, in particular to an oxazole derivative fluorescent probe and a preparation method and application thereof. Background technique [0002] Copper ions play a vital role in both biological and chemical fields. We all know that copper is the third trace element after iron and zinc among the elements necessary for human physiology; metal copper is also widely used in a large number of industrial production and catalysts for biomedical intermediates; Copper ions are also catalysts for biological enzymatic conversion reactions. However, the existence of a large amount of copper ions also has great drawbacks. It will pollute the environment. The biological system in the water will affect its self-purification ability under the interference of copper ions, which will cause harm to human health. There are even some disease conditions, such as Wilson's disease, hypogl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D413/12C09K11/06G01N21/64
CPCC07D413/12C09K11/06G01N21/6428C09K2211/1029C09K2211/1033G01N2021/6432
Inventor 李丹丹孔华杰韩光鲁李凤彩于文浩
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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