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Vinyl ether Hg<2+> fluorescent probe and preparation method and application thereof

A technology of fluorescent probes and vinyl ethers, applied in the direction of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of expensive instruments, slow detection speed, complicated operation, etc., and achieve simple steps, high sensitivity, specific effect

Inactive Publication Date: 2018-12-14
HENAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, the detection methods for mercury ions mainly include atomic absorption emission spectrometry (AAS / AES), electrochemical methods and inductively coupled plasma mass spectrometry (ICP-MS), etc. These methods have both high sensitivity and good selectivity. However, due to problems such as slow detection speed, expensive equipment, and complicated operation, their application in mercury ion positioning detection is limited.

Method used

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  • Vinyl ether Hg&lt;2+&gt; fluorescent probe and preparation method and application thereof
  • Vinyl ether Hg&lt;2+&gt; fluorescent probe and preparation method and application thereof
  • Vinyl ether Hg&lt;2+&gt; fluorescent probe and preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034]

[0035] Synthesis of Compound 2

[0036]Under nitrogen protection, compound 1 (2-hydroxy-1-naphthaldehyde, 500mg, 2.9mmol) and potassium carbonate (400mg, 2.9mmol) were placed in a 50mL round bottom flask, dissolved with 10mL acetone, and then added 1,2- Dibromoethane (1.3mL, 15.1mmol), the mixed solution was refluxed for 3h, and the progress of the reaction was detected by TLC thin-layer chromatography. After the raw materials were completely reacted, the reaction system was washed with 100mL of water and extracted with ethyl acetate (3×40mL). The organic phase was dried over anhydrous sodium sulfate and concentrated in vacuo. The product was purified by column chromatography to obtain 0.5 g of light yellow compound 2 (2-(2-bromoethoxy)-1-naphthaldehyde), with a yield of 63%.

[0037] 1 H NMR (400MHz, CDCl 3 )δ10.97(s,1H),9.28(d,J=8.8Hz,1H),8.07(d,J=9.2Hz,1H),7.79(d,J=8.4Hz,1H),7.64(t, J=8.4Hz, 1H), 7.45(t, J=7.6Hz, 1H), 4.56(t, J=6.0Hz, 2H), 3.74(t, J=6.0Hz, 2H...

Embodiment 2

[0045] Fluorescence Spectrometry Conditions

[0046] The width of the excitation slit is 10.0nm, the width of the emission slit is 10.0nm, the excitation wavelength is 426nm, the wavelength range is 440-700nm, the response time is 1s, the sensitivity is high, and the sample cell is a double-pass quartz cuvette with 1cm optical path.

Embodiment 3

[0048] Screening of Fluorescent Test Conditions

[0049] pH versus fluorescent probes PN1 and PN1+Hg 2+ Influence of Fluorescence Spectrum

[0050] Prepare buffer solutions of different systems to determine the detection of Hg by probe PN1 2+ In the optimal pH range, the fluorescence intensity of probe PN1 did not change significantly in the range of pH 2.0-12.0. While adding an equivalent amount of Hg 2+ Finally, when the pH is in the range of 6.0 to 8.0, PN1+Hg 2+ The fluorescence intensity is almost constant, and the fluorescence intensity changes with the change of pH in the range of pH8.0. Therefore, when the pH is in the range of 6.0 to 8.0, the fluorescent probe PN1 has an effect on Hg 2+ The detection is not affected by pH. Therefore, the ion selectivity, competition and concentration titration of the probes in the experiment were all carried out in PBS buffer solution with pH=7.2.

[0051] Effect of Time on Probe Stability

[0052] In the PBS buffer solution wi...

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Abstract

The invention discloses a vinyl ether Hg<2+> fluorescent probe and a preparation method and application thereof, and belongs to the technical field of high-selectivity fluorescent probes for detectingHg<2+>. The technical scheme comprises the key points that the vinyl ether Hg<2+> fluorescent probe has a structural formula as shown. The invention also specifically discloses the preparation methodof the vinyl ether Hg<2+> fluorescent probe and the application of the vinyl ether Hg<2+> fluorescent probe in selectively detection and analysis of Hg<2+> in an aqueous environment system or a biological cell system. Hg<2+> can be recognized in a highly selective mode through the vinyl ether Hg<2+> fluorescent probe, and no interference is caused by common coexisting metal ions; and the preparedvinyl ether Hg<2+> fluorescent probe has good water solubility, biological compatibility and membrane penetrability, can be applied to detection of intracellular Hg<2+> and cell imaging.

Description

technical field [0001] The invention belongs to the technical field of chemical analysis and biological analysis and detection, and mainly relates to the highly selective detection of Hg 2+ Fluorescence probe technical field, be specifically related to a kind of vinyl ether Hg 2+ Fluorescent probes and their preparation methods and applications. Background technique [0002] Mercury is a silver-white liquid metal that exists in nature in three forms: elemental mercury, inorganic mercury, and organic mercury. Mercury and its compounds are widely used in the chemical industry, electronic and electrical industry, and medical and health industries, such as barometers, thermometers, fluorescent lamps, and drugs. However, mercury, as a heavy metal that widely exists in various environmental media and has severe physiological toxicity, has great harm to the environment and organisms. Elemental mercury will continuously release volatile mercury vapor at room temperature. After in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/64C09K11/06G01N21/64
CPCG01N21/6486C09K11/06C07D277/64C09K2211/1011C09K2211/1037
Inventor 毕晶晶梁榕时蕾张贵生郝玉伟
Owner HENAN NORMAL UNIV
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