Water-soluble fluorescein polymer probe for mercury ion detection as well as preparation and application thereof

A fluorescein, water-soluble technology, applied in the fields of organic synthesis and spectral detection, can solve the problems of detection selectivity easily interfered by iron ions, unable to effectively achieve low-concentration mercury ion detection, and difficult to achieve the best detection effect, etc. Good water solubility, improve biocompatibility, improve water solubility

Active Publication Date: 2021-12-28
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the detection solution must contain methanol (buffer solution / methanol=95 / 5, v / v), and the test is completed in a HEPES buffer solution with pH=7.4; and the detection limit is high, and the detection of mercury ions at a lower concentration cannot be effectively realized
The document "S.R.Bhatta, A.Pal, U.K.Sarangi, A.Thakur, Inorg.Chim.Acta 2019, 498, 119097" connects ferrocene to fluorescein through a triazole to construct a fluorescein probe compound; the probe can be used For the fluorescence detection of mercury ions, but the detection solution needs to be a mixed solution of acetonitrile and water (acetonitrile / water=3 / 7, v / v), and the detection limit is 39×10 -8 mol / L; and the probe has a similar fluorescence response to ferric ions in addition to the response to mercury ions, so the detection selectivity of the probe to mercury ions is easily interfered by iron ions, and it is difficult to achieve the best detection effect

Method used

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  • Water-soluble fluorescein polymer probe for mercury ion detection as well as preparation and application thereof
  • Water-soluble fluorescein polymer probe for mercury ion detection as well as preparation and application thereof
  • Water-soluble fluorescein polymer probe for mercury ion detection as well as preparation and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0049] A kind of preparation method of the water-soluble fluorescein polymer probe that is used for mercury ion detection: 0.665g fluorescein is dissolved in 30mL ethanol, under stirring at room temperature, drip into 9mL hydrazine hydrate (mass concentration 50%), 20min After the internal dropwise addition was completed, the temperature of the system was raised to 78° C., the reaction was refluxed for 5 hours, cooled, and rotary evaporated. The crude product was washed with ethanol / water, filtered, and dried in vacuum to obtain fluorescein hydrazide.

[0050] 0.5 g (0.025 mmol) of eight-armed polyethylene glycol benzaldehyde (Mw of the polyethylene glycol segment in eight-armed polyethylene glycol benzaldehyde = 20,000, commercially available) was dissolved in 30 mL of acetone to obtain a reaction solution 1; Dissolve 0.083 g (0.24 mmol) of fluorescein hydrazide in 10 mL of acetone to obtain reaction solution 2; under stirring and reflux, add reaction solution 1 dropwise to re...

Embodiment 2

[0054] A kind of preparation method of the water-soluble fluorescein polymer probe that is used for mercury ion detection: dissolve 0.665g fluorescein in 30mL methanol, under stirring at room temperature, drip into 7mL hydrazine hydrate (mass concentration 50%), 20min After the internal dropwise addition was completed, the temperature of the system was raised to 65°C by heating, the reaction was refluxed for 5 hours, cooled, and rotary evaporated. The crude product was washed with ethanol / water, filtered, and dried in vacuum to obtain fluorescein hydrazide.

[0055] Dissolve 0.5g (0.025mmol) eight-armed polyethylene glycol benzaldehyde (Mw=20,000 of the polyethylene glycol segment in eight-armed polyethylene glycol benzaldehyde) in 30mL acetone to obtain reaction solution 1; 0.083g ( 0.24 mmol) of fluorescein hydrazide was dissolved in 10 mL of acetone to obtain reaction solution 2; under stirring and reflux, reaction solution 1 was added dropwise to reaction solution 2, and th...

Embodiment 3

[0057] A kind of preparation method of the water-soluble fluorescein polymer probe that is used for mercury ion detection: dissolve 0.33g fluorescein in 20mL methanol, under stirring at room temperature, drip into 2mL hydrazine hydrate (mass concentration 85%), 10min After the internal dropwise addition, the system temperature was raised to 65°C by heating, the reaction was refluxed for 10 hours, cooled, and rotary evaporated, the crude product was washed with ethanol / water, filtered, and dried in vacuum to obtain fluorescein hydrazide.

[0058] Dissolve 0.5g (0.025mmol) eight-armed polyethylene glycol benzaldehyde (Mw=20,000 of the polyethylene glycol segment in eight-armed polyethylene glycol benzaldehyde) in 30mL acetone to obtain reaction solution 1; 0.104g ( 0.30 mmol) of fluorescein hydrazide was dissolved in 20 mL of acetone to obtain reaction solution 2; under stirring and reflux, reaction solution 1 was added dropwise to reaction solution 2, and then 2 drops (0.04 g) o...

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Abstract

The invention provides a water-soluble fluorescein polymer probe for mercury ion detection as well as preparation and application thereof. The fluorescein polymer probe is prepared by the following steps: reacting fluorescein with hydrazine hydrate to obtain a fluorescein hydrazide intermediate, and then reacting with eight-arm polyethylene glycol benzaldehyde through Schiff base. The preparation process of the probe is simple, and the obtained probe is good in water solubility, can be directly used for fluorescence detection of mercury ions in pure water, and has the characteristics of convenience in use, high detection selectivity, sensitivity and accuracy.

Description

technical field [0001] The invention relates to a water-soluble fluorescein polymer probe for mercury ion detection and its preparation and application, belonging to the technical fields of organic synthesis and spectral detection. Background technique [0002] Because mercury shows a strong binding effect on S-containing ligands, it will destroy the S-S or S-H bonds in proteins and enzymes, so mercury is considered to be one of the most toxic heavy metals, which is harmful to the brain, kidney, nervous system, etc. of organisms. serious damaging effects. Mercury widely exists in the air, soil and water, and is enriched in the human body through the food chain. Even trace amounts of mercury can cause irreversible damage to the human body, such as organ damage, language and visual dysfunction, immune function decline, etc. . Mercury ion pollution has caused a serious threat to both human health and the ecological environment. Therefore, it is of great significance to devel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/333C09K11/06G01N21/64
CPCC08G65/33396C09K11/06G01N21/643C09K2211/1475G01N2021/6417C08G2650/04
Inventor 邱晓勇郝京诚甄曰菊黄俊崔基炜
Owner SHANDONG UNIV
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