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Multifunctional kation fluorescent probe based on amidothiourea and preparation method thereof

A fluorescent probe and thiourea-based technology, which is applied in the field of fluorescent probes, can solve the problems of single target object, incompatibility with multifunctionality, and inability to use ion detection, and achieves excellent selectivity.

Active Publication Date: 2020-03-10
SOUTH CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0012] However, the above-mentioned published studies show that the use of such probes for Hg 2+ The detection research is relatively complete, and the performance is excellent, especially the outstanding water solubility and sensitivity, but it can only be used for Hg 2+ detection, the target object is single, and cannot be used for the detection of other ions, which does not meet the characteristics of multi-function

Method used

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  • Multifunctional kation fluorescent probe based on amidothiourea and preparation method thereof
  • Multifunctional kation fluorescent probe based on amidothiourea and preparation method thereof
  • Multifunctional kation fluorescent probe based on amidothiourea and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Weigh 0.3324g benzyl carbazate (white powder) in a 100mL round bottom flask, add 20mL acetonitrile to dissolve, obtain a colorless transparent solution, then add 0.3326g 1-naphthalene isothiocyanate (white needle-like crystals), in After reacting at 75 degrees Celsius for 8 hours, the reaction solution appeared a very light light yellow-green color. After the acetonitrile solvent was removed by vacuum rotary evaporation, (because dichloromethane is volatile and the product is insoluble in dichloromethane), after adding about ten milliliters of dichloromethane, it appeared immediately. There is a large amount of white powder, the turbid liquid is suction-filtered, and the white precipitate is washed several times with a large amount of dichloromethane, and the filter residue is dried in a vacuum drying oven (75 degrees Celsius) to obtain 0.4232g of white powder-fluorescent probe 1 , the yield was 64%.

[0054] Perform mass spectrogram MS characterization of the above-men...

experiment example 1

[0059] The purpose of this experiment is to study the effect of pH on the recognition of Hg by probe 1 2+ The influence of probe 1 and the detection of Hg 2+ sensitivity analysis.

[0060] 1. Preparation of test samples and test conditions

[0061] 1) Probe 1 obtained in Example 1 was dissolved in anhydrous methanol to prepare a stock solution with a concentration of 5.0 mM and diluted to a stock solution with a concentration of 0.5 mM.

[0062] 2) Equipped with 5.0mM Hg(ClO 4 ) 2 、K 2 SO 4 、Al 2 (SO 4 ) 3 , AgClO 4 , MnCl 2 , CrCl 3 , AlCl 3 , ZnSO 4 、CoSO 4 、NiCl 2 , NaCl, CuCl 2 , Ca(NO 3 ) 2 , CdCl 2 , FeSO 4 , FeCl 3 , BaCl 2 , MgCl 2 of aqueous solution. Equipped with 5.0mM KClO respectively 3 , potassium persulfate, K 3 PO 4 , sodium bromide, sodium chloride, sodium hypochlorite, sodium chlorite, sodium fluoride, sodium dihydrogen phosphate, sodium bicarbonate, sodium bisulfite, sodium bisulfate, sodium iodide, sodium thiosulfate, sodium sulfa...

experiment example 2

[0087] Using the working curve method to determine its binding ratio to further explore the relationship between probe 1 and Hg 2+ identification process, such as Figure 10 As shown, immobilized probe 1 with Hg 2+ The total concentration was 10.0 μM, by changing the Hg 2+ Prepare different test solutions with the concentration ratio of probe 1, and test their fluorescence intensity values ​​at 383nm. It can be seen from the figure that Hg 2+ When the concentration accounts for 50%, its fluorescence intensity is the largest, which indicates that probe 1 and Hg 2+ The combination ratio is 1:1.

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Abstract

The invention discloses a multifunctional kation fluorescent probe based on amidothiourea and a preparation method thereof and relates to the field of fluorescent probes, and aims to further improvement on the basis of multifunctional amidothiourea probes. By comprehensively considering the features of the thiourea probes, the fluorescent probe having the amidothiourea structure is prepared by means of modification with hydrazide group in benzyl carbazate, wherein a naphthalene ring serves as a fluorescent emitting group, the amidothiourea structure is a recognition site, and 1-naphthalene isothiocyanate is a raw material. The structural formula of the multifunctional kation fluorescent probe based on amidothiourea is represented as the formula (1).

Description

technical field [0001] The invention relates to the field of fluorescent probes, in particular to a multifunctional cationic fluorescent probe based on amidothiourea and a preparation method thereof. Background technique [0002] Fluorescent probe is a concept with a wide range of connotations: in a specific system, when a certain physical property of a substance or system changes, the molecule whose fluorescent signal can change accordingly can be called the substance or the physical property of the molecule. fluorescent probe. Under a certain excitation wavelength, the fluorescent probe is affected by the surrounding environment, thereby producing a type of fluorescent molecule with different fluorescent signals, so that the change of the fluorescent signal can reflect the change of the actual environment, so as to realize the detection and detection. monitor. In short, fluorescent probe molecules realize molecular recognition through specific receptor binding targets, a...

Claims

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Application Information

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IPC IPC(8): C07C335/40C09K11/06G01N21/64
CPCC07C335/40C09K11/06C09K2211/1007C09K2211/1011G01N21/6428G01N2021/6417
Inventor 马立军刘甜刘鸿黄子杰卢博
Owner SOUTH CHINA NORMAL UNIVERSITY
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