Fluorescence molecular probe compound as well as preparation method and application thereof

A technology for fluorescent molecular probes and compounds, applied in the field of chemical analysis and detection, can solve problems such as destroying fluorescence characteristics, and achieve the effects of excellent optical performance, increased fluorescence intensity, and mild reaction conditions

Inactive Publication Date: 2014-09-24
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

As we all know, hypochlorite ion has a strong oxidizing property, which makes it easy to oxidize the probe molecules in the solution and destroy its fluorescence properties.

Method used

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  • Fluorescence molecular probe compound as well as preparation method and application thereof
  • Fluorescence molecular probe compound as well as preparation method and application thereof
  • Fluorescence molecular probe compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Preparation of 1,2-bis(4-bromo-phenyl)-1,2-diphenylethylene:

[0048] Add 4-bromo-benzophenone (8.0g, 30.8mmol), Zn powder (7.8g, 120mmol) into 250mL anhydrous tetrahydrofuran, add titanium tetrachloride (6mL, 53mmol) dropwise under ice-cooling, and then heat to reflux 8h. The reaction process was monitored by thin-layer chromatography. After the reaction of the raw materials was completed, the reaction mixture was cooled to room temperature, and the solvent was distilled off. Then it was extracted with dichloromethane, and the organic phase was washed with saturated brine and water, respectively. Separate the organic phase, add anhydrous sodium sulfate to dry, distill off the solvent, and separate and purify by column chromatography (developing agent is petroleum ether, R f =0.6) to obtain 1,2-bis(4-bromo-phenyl)-1,2-diphenylethylene as a pure white solid, with a yield of 5.21 g and a yield of 69.4%.

[0049] h 1 NMR (400MHz, CDCl 3 ):δ ppm =7.30(1H,s),7.28(1H,s)...

Embodiment 2

[0060] Application of fluorescence-enhanced detection of hypochlorite fluorescent probe:

[0061] Dissolve the fluorescent probe in acetonitrile to obtain a probe solution (0.02 mol / L), then add it into a PBS buffer solution (100 mM, pH=7.0), and shake well to obtain a probe test solution. Add corresponding test ions to prepare a probe colloid solution containing 5 μM probe molecules and different concentrations of test ions, and test its fluorescence spectrum changes. Figure 1-Figure 8It shows that the probe has high selectivity to hypochlorite ions, and its fluorescence spectrum changes significantly with the increase of hypochlorite ion concentration. After adding hypochlorite ions, the fluorescence intensity is enhanced by 88 times, and the probe is not affected by Effect of other common anions such as: ClO 3 - ,ClO 4 - , F - , Cl - ,Br - , SO 4 2- ,NO 3 - ,PO 4 3- ,HPO 4 2- ,CO 3 2- , HCO 3 - . In the presence of the above-mentioned interfering ions, ...

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Abstract

The invention discloses a fluorescence molecular probe compound as well as a preparation method and an application thereof. The preparation method of the fluorescence molecular probe compound comprises the following steps: allowing a benzophenone derivative containing a halogen substituent group to react under the catalysis of Zn/TiCl4; allowing the reaction products to react with magnesium to generate a Grignard reagent, subsequently allowing the Grignard reagent to react with CO2 and acidifying; acylating the acidification products by use of oxalyl chloride and then amidating the acylated acidification products with secondary amine; and further reacting with an Lawesson's reagent to obtain the fluorescence molecular probe compound which is high in stability and good in oxidation resistance. The preparation method is simple to operate, the raw materials are easy to get and the reaction condition is moderate; the prepared fluorescence molecular probe compound can be used for detecting hypochlorite ions in a water solution, has the characteristics of being high in sensitivity, high in capability of identifying pypocholoride, rapid in response, wide in range and low in limit of detection, and can be widely applied to the fields including water detection, environmental monitoring and the like.

Description

technical field [0001] The invention relates to a fluorescent molecular probe compound and its preparation method and application, belonging to the technical field of chemical analysis and detection. Background technique [0002] Hypochlorite has strong oxidizing properties and is a common oxidant in industry and life. Its representative substances are sodium hypochlorite and bleaching powder, which are widely used in wood and paper bleaching, equipment and water disinfection, and oxidants in organic synthesis. However, hypochlorite has certain toxicity to the environment and the human body. Improper use or a large amount of residual hypochlorite may cause environmental pollution. The residual chlorine content should not exceed 0.6mg / L [1] ([1] "Hygienic Standards for Drinking Water" (GB5749-2006)). Therefore, it is of great practical significance to develop an accurate and convenient monitoring method for hypochlorite ion content. [0003] The traditional quantitative de...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C327/48C09K11/06G01N21/64
Inventor 刘又年臧启光阮刻鸿王立强李娟邓留
Owner CENT SOUTH UNIV
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