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A water-soluble fluorescein polymer probe for mercury ion detection and its preparation and application

A fluorescein and water-soluble technology, which is applied in the field of organic synthesis and spectral detection, can solve the problems that the detection selectivity is easily interfered by iron ions, cannot effectively realize the detection of low-concentration mercury ions, and is difficult to achieve the best detection effect. Good water solubility, improved biocompatibility, and improved water solubility

Active Publication Date: 2022-06-24
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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  • A water-soluble fluorescein polymer probe for mercury ion detection and its preparation and application
  • A water-soluble fluorescein polymer probe for mercury ion detection and its preparation and application
  • A water-soluble fluorescein polymer probe for mercury ion detection and its preparation and application

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Embodiment 1

[0049] A preparation method of a water-soluble fluorescein polymer probe for mercury ion detection: dissolve 0.665g of fluorescein in 30mL of ethanol, under stirring at room temperature, dropwise into 9mL of hydrazine hydrate (mass concentration 50%) for 20min After the inner dropwise addition was completed, the temperature of the system was raised to 78°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 under vacuum to obtain fluorescein hydrazide.

[0050] Dissolve 0.5g (0.025mmol) of eight-arm polyethylene glycol benzaldehyde (the Mw of polyethylene glycol segment in eight-arm polyethylene glycol benzaldehyde = 20,000, commercially available) in 30 mL of acetone to obtain 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 refluxing state, add reaction solution 1 dropwise to reaction...

Embodiment 2

[0054] A preparation method of a water-soluble fluorescein polymer probe for mercury ion detection: dissolve 0.665g of fluorescein in 30mL of methanol, under stirring at room temperature, dropwise into 7mL of hydrazine hydrate (mass concentration 50%), 20min After the inner 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 under vacuum to obtain fluorescein hydrazide.

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

Embodiment 3

[0057] A preparation method of a water-soluble fluorescein polymer probe for mercury ion detection: dissolve 0.33 g of fluorescein in 20 mL of methanol, and under stirring at room temperature, dropwise into 2 mL of hydrazine hydrate (mass concentration 85%) for 10 min After the dropwise addition was completed, the temperature of the system 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 vacuo to obtain fluorescein hydrazide.

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

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Abstract

The invention provides a water-soluble fluorescein polymer probe for mercury ion detection and its preparation and application. The fluorescein polymer probe is prepared by reacting fluorescein with hydrazine hydrate to obtain a fluorescein hydrazide intermediate, and then reacting with eight-arm polyethylene glycol benzaldehyde through a Schiff base reaction. The preparation process of the probe of the present invention is simple, the obtained probe has good water solubility, can be directly used for fluorescence detection of mercury ions in pure water, and has the characteristics of convenient 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 field of organic synthesis and spectral detection. Background technique [0002] Mercury is considered to be one of the most toxic heavy metals because mercury has a strong binding effect on S-containing ligands, which will destroy the S-S or S-H bonds in proteins and enzymes. serious damage. Mercury is widely present in the air, soil and water sources, 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, decreased immune function, etc. . Mercury ion pollution poses a serious threat to both human health and the ecological environment. Therefore, it is of great significance to develop efficient and accurate methods for mercury ion detection in food, environmen...

Claims

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Application Information

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Patent Type & Authority Patents(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