Bifunctional fluorescent probe for identifying copper ions and mercury ions as well as preparation method and application thereof

A fluorescent probe and dual-function technology, which is applied in the field of bifunctional fluorescent probes for identifying copper ions and mercury ions and its preparation and application, can solve the problems of low selectivity and sensitivity, cumbersome probe synthesis steps, etc., and achieve The effect of simple post-processing, low detection limit, and economical raw materials

Active Publication Date: 2019-05-07
NORTHEAST AGRICULTURAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The present invention aims to solve the problems of cumbersome synthesis steps, low selectivity and low sensitivity of existing probes for separately identifying co

Method used

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  • Bifunctional fluorescent probe for identifying copper ions and mercury ions as well as preparation method and application thereof
  • Bifunctional fluorescent probe for identifying copper ions and mercury ions as well as preparation method and application thereof
  • Bifunctional fluorescent probe for identifying copper ions and mercury ions as well as preparation method and application thereof

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specific Embodiment approach 1

[0039] Embodiment 1: The bifunctional fluorescent probe for recognizing copper ions and mercury ions in this embodiment is a covalent combination of 2-(2-hydroxyphenyl)benzothiazole and p-toluenesulfonylhydrazide, and the bifunctional fluorescent probe The structural formula of the probe is as follows:

[0040]

specific Embodiment approach 2

[0041] Specific implementation mode two: the preparation method of the bifunctional fluorescent probe for identifying copper ions and mercury ions in this embodiment comprises the following steps:

[0042] 1. Compound 1 is obtained by reacting 5-methyl salicylaldehyde with o-aminothiophenol:

[0043]Dissolve 5-methylsalicylaldehyde and o-aminothiophenol in N,N-dimethylformamide (DMF), then add sodium pyrosulfite, and heat to reflux at a heating temperature of 110-120°C. Reaction 3 ~4h, use TLC plate to detect the reaction, after the reaction is complete, add deionized water to the solution after cooling to room temperature, a light yellow precipitate precipitates, filter the precipitate, wash with deionized water 5-6 times, and obtain compound 1 after drying;

[0044] Wherein the mol ratio of 5-methylsalicylaldehyde and o-aminothiophenol is 1:1; the mol ratio of 5-methylsalicylaldehyde and sodium pyrosulfite is (0.5-1.2):1;

[0045] Two, the compound 1 obtained in step 1 is r...

specific Embodiment approach 3

[0050] Embodiment 3: This embodiment is different from Embodiment 2 in that in step 3, after compound 2 and salicylhydrazide are added to ethanol, glacial acetic acid is added until the pH of the reaction system is 4-6. Others are the same as in the second embodiment.

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Abstract

The invention discloses a bifunctional fluorescent probe for identifying copper ions and mercury ions as well as a preparation method and application thereof relates to a bifunctional fluorescent probe as well as a preparation method and application thereof, and aims at solving the problems that the existing probe for independently identifying the copper ions and the mercury ions is complex in synthesis steps, and low in selectivity and sensitivity. The bifunctional fluorescent probe is a covalent combination of 2-(2-hydroxy phenyl) benzothiazole and p-toluene sulfonyl hydrazine. The method comprises the following steps: 1, reacting 5-methylsalicylaldehyde with o-aminobenzenethiol to obtain a compound 1; 2, reacting the compound 1 obtained in the step 1 with urotropine to obtain a compound2; 3, reacting the compound 2 obtained in the step 2 with the p-toluene sulfonyl hydrazine to prepare a target compound z. The synthesis of the bifunctional fluorescent probe can be completed by onlythree steps, and the post-treatment process is relatively simple; the probe can be used for identifying both the copper ions and the mercury ions, the selectivity is good, the anti-interference capability is high, and the detection limit is low. The bifunctional fluorescent probe is used for detecting heavy metal ions.

Description

technical field [0001] The invention relates to a bifunctional fluorescent probe and its preparation method and application. Background technique [0002] As we all know, copper ions are very important trace elements in animals and plants, ranking third among the transition metals contained in the human body. As a redox catalyst and hydrogen carrier, it widely exists in human enzymes, such as lactose oxidase, amine oxidase, superoxide dismutase, etc. At the same time, if the lack of copper in the human body will lead to metabolic disorders, but excessive intake of copper will also have a huge toxic effect. In addition, with the development of industry, copper and its compounds are widely used in industrial production, and industrial wastewater flows into water bodies, causing serious pollution to the water environment. Therefore, the analysis and determination of copper ions in water has important practical significance. Mercury, as a very typical and common heavy metal, i...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D277/66G01N21/64G01N21/78G01N21/33
Inventor 邢志勇曾爽李世杰李明强杨帆
Owner NORTHEAST AGRICULTURAL UNIVERSITY
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