Compound selectively recognizing mercury ions and preparation method and application thereof

A compound and mercury ion technology, applied in organic chemistry, instruments, analytical materials, etc., can solve the problems of time-consuming, labor-intensive, low-efficiency, and application limitations in the purification process, and achieve non-toxic by-products, simple purification operation, and convenient operation fast effect

Active Publication Date: 2017-01-25
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the existing reports, the synthesis of many fluorescent probe molecules has the disadvantages of difficult purification, sensitivity to water, and low single selectivity in application, which limits its application to a certain extent.
The purification process in the synthesis of existing fluorescent probe molecules is time-consuming and labor-intensive; and the anhydrous state of the reaction system must be ensured during the synthesis process

Method used

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  • Compound selectively recognizing mercury ions and preparation method and application thereof
  • Compound selectively recognizing mercury ions and preparation method and application thereof
  • Compound selectively recognizing mercury ions and preparation method and application thereof

Examples

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preparation example Construction

[0044] Such as figure 1 As shown, the preparation method of the compound that selectively recognizes mercury ions in the embodiment of the present invention includes the following steps:

[0045] S01: providing a first solution, wherein the first solution comprises a rhodamine compound dispersed in a first solvent;

[0046] S02: heating the first solution to reflux, mixing and reacting the first solution with a hydrazine hydrate solution, cooling, and purifying the product to obtain rhodamine hydrazide;

[0047] S03: providing a second solution, wherein the second solution comprises the rhodamine hydrazide dispersed in a second solvent;

[0048] S04: heating the second solution to reflux, mixing the second solution with Lawson's reagent, and removing the second solvent after reacting in an inert gas atmosphere, and separating sulfur hydrazide;

[0049] S05: providing a third solution, wherein the third solution comprises the sulfur hydrazide dispersed in a third solvent;

...

Embodiment 1

[0056] Example 1 of the present invention is a method for preparing a compound that selectively recognizes mercury ions, comprising the steps of: dissolving rhodamine B in an appropriate amount of ethanol, heating up to reflux, adding hydrazine hydrate (the molar ratio of rhodamine B to hydrazine hydrate is 1:20) Solution, after the reaction is complete, cool to room temperature, wash and purify the product to obtain rhodamine B hydrazide; dissolve rhodamine B hydrazide in an appropriate amount of toluene, heat up to reflux, add Lawson's reagent (the molar ratio of rhodamine B hydrazide to Lawson's reagent is 1 : 1), after reacting under nitrogen atmosphere, rotary evaporation removes solvent, and column chromatography separates sulfur hydrazide; Measure 15mL ethanol and dissolve 100mg (0.2mmol) sulfur hydrazide, heat up to reflux, add 26.7mg (sulfur hydrazide and para The molar ratio of phthalaldehyde is 1:1) terephthalaldehyde, catalyzed by 120 μL glacial acetic acid (1.8 mmol)...

Embodiment 2

[0060] Embodiment 2 of the present invention The preparation method of the compound that selectively recognizes mercury ions comprises the following steps: dissolving rhodamine B in an appropriate amount of ethanol, heating up to reflux, adding hydrazine hydrate (the molar ratio of rhodamine B to hydrazine hydrate is 1:20) Solution, after the reaction is complete, cool to room temperature, wash and purify the product to obtain rhodamine B hydrazide; dissolve rhodamine B hydrazide in an appropriate amount of toluene, heat up to reflux, add Lawson's reagent (the molar ratio of rhodamine B hydrazide to Lawson's reagent is 1 : 1), after reaction under nitrogen atmosphere, rotary evaporation removes solvent, and column chromatography separates sulfur hydrazide; Measure 15mL ethanol dissolving 100mg (0.2mmol) sulfur hydrazide, heat up to reflux, add 13.4mg (sulfur hydrazide and para The molar ratio of phthalaldehyde is 2:1) terephthalaldehyde, catalyzed by 80 μL glacial acetic acid (...

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Abstract

The invention mainly aims to provide a compound selectively recognizing mercury ions and a preparation method and application thereof. The preparation method includes following steps: 1), providing a first solution which contains a rhodamine compound dispersed in a first solvent; 2), heating the first solution, and mixing the first solution with a hydrazine hydrate solution for reaction to obtain rhodamine hydrazide; 3), providing a second solution which contains rhodamine hydrazide dispersed in a second solvent; 4), heating the second solution, mixing the second solution with a Lawson reagent, reacting in an inertial gas atmosphere, and separating out sulfur hydrazide; 5), providing a third solution which contains sulfur hydrazide dispersed in a third solvent; 6), heating the third solution, mixing the third solution with terephthalaldehyde, reacting under catalysis of glacial acetic acid and in inertial gas, and filtering to obtain a product. The synthesis process is free of byproduct generation, and the compound is simple in purifying operation and has good selective recognition effect on Hg2+.

Description

technical field [0001] The invention belongs to the field of detection of heavy metal ions by fluorescent probe molecules, and in particular relates to a compound for selectively recognizing mercury ions and its preparation method and application. Background technique [0002] Hg 2+ It is a heavy metal ion with strong physiological toxicity. Its small amount of oral administration, inhalation or contact can cause damage to the brain and liver, leading to the collapse of the human immune system. Therefore, people are paying more and more attention to the research on its content detection. Fluorescent molecular probes have been widely used in chemical, environmental, biological analysis and other fields due to their advantages of easy operation, rapid response, high sensitivity, good selectivity, and in-situ, real-time rapid analysis. Therefore, the design and synthesis of novel fluorescent probes with excellent performance has become one of the research hotspots in the inte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/10G01N21/64
CPCC07D493/10G01N21/6404
Inventor 吴江渝陈玉婷高慧敏杨婉童利文张勇陈喆
Owner WUHAN INSTITUTE OF TECHNOLOGY
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