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A fluoride ion detection probe based on aggregation-induced luminescence and its preparation method and application

A technology for aggregation-induced luminescence and detection of probes, which is applied in the field of chemical analysis and detection, can solve problems such as the application of difficult aqueous solutions, errors, fluorescence quenching, etc., and achieve the effects of strong specificity, low detection limit, and sensitive recognition

Active Publication Date: 2018-12-14
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the traditional fluorescent sensors rely on changes in fluorescence intensity to identify and detect fluorine ions, and most fluorescent probes will produce fluorescence quenching due to aggregation, which is often affected by probe concentration and equipment factors during use. Causes errors and is difficult to apply in aqueous systems

Method used

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  • A fluoride ion detection probe based on aggregation-induced luminescence and its preparation method and application
  • A fluoride ion detection probe based on aggregation-induced luminescence and its preparation method and application
  • A fluoride ion detection probe based on aggregation-induced luminescence and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Synthesis of fluorescent probes of the present invention

[0046] The preparation route of fluorescent probe of the present invention is as follows:

[0047]

[0048] (1) Synthesis of intermediate compound 2:

[0049]

[0050] Dissolve salicylaldehyde 1 and hydrazine hydrate with a mass fraction of 80% in absolute ethanol, the ratio of compound 1 to hydrazine hydrate is 2:1, stir at room temperature for 1 hour, the solid is completely precipitated, filtered, and the crude product Recrystallized with absolute ethanol to obtain compound 2 in the form of yellow needles;

[0051] (2) Preparation of fluorescent probe I

[0052]

[0053] Compound 2 and tert-butyldimethylchlorosilane were dissolved in anhydrous triethylamine, the ratio of compound 2 and tert-butyldimethylchlorosilane was 8:1, and stirred at room temperature for 24 hours After the reaction was completed, saturated brine was added, then extracted with ethyl acetate, dried over anhydrous sodium sulfate ...

Embodiment 2

[0056] Ratiometric Fluorescent Probe Molecular Working Curve

[0057] Take 2mL of the prepared water-dispersed solution of ratiometric fluorescent probe molecules, add 20μL of sodium fluoride aqueous solution with different concentrations (0, 1, 2, 5, 10, 20, 50, 100, 200μM), let it stand for 30min, and record the 543nm changes in fluorescence intensity. Taking the fluorescence intensity as the vertical axis and the fluorine ion concentration as the horizontal axis, the working curve of the ratio fluorescent probe molecule is obtained by fitting. In this embodiment, the ratiometric fluorescent probe is used for the determination of the concentration of fluoride ions. Under the excitation of 345nm excitation light, the relationship between the fluorescence intensity and the concentration of fluoride ions is as follows figure 1 shown.

Embodiment 3

[0059] Fluorescent Probe Molecular Anion Selective Determination

[0060] Take 2mL of the aqueous dispersion solution of the ratio fluorescent probe molecule prepared in Example 2, add 20 μL of Cl with a concentration of 0.01M - ,Br - ,IO 3 - ,IO 4 - ,NO 3 - ,NO 2 - , Ac - ,CO 3 2- , SO 4 2- , SO 3 2- , aqueous solution, after standing for 30min, the fluorescence spectrometer recorded the change of fluorescence intensity at 543nm respectively. Experimental results show that, except for fluoride ions, other particles do not cause obvious changes in fluorescence, indicating that the probe molecules of the present invention have good selectivity. In this embodiment, the molecular selectivity of the fluorescent probe is determined. Under the excitation of 345nm excitation light, the relationship between the fluorescence intensity and the concentration of fluorine ions is as follows figure 2 shown.

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Abstract

The invention discloses a fluorine ion detection probe based on aggregation-induced emission as well as a preparation method and application of the fluorine ion detection probe. The structure of a fluorescent probe is shown as a formula (I); the fluorescent probe is formed by taking salicylic aldehyde as a raw material, forming salicylic aldehyde azine through the raw material and hydrazine hydrate and carrying out silicon protection. The probe disclosed by the invention has stable optical performances, high fluorine ion detection sensitivity and low detection lower limit; the detection limit is 1mu.M and a response range is 1mu.M to 50mu.M. The fluorine ion detection probe has good selectivity and no response on negative and positive ions including chlorine ions, bromine ions, iodate ions, periodate ions, nitrate ions, nitrite ions, acetate ions, carbonate ions, sulfate ions, sulfite ions, silver ions, barium ions, calcium ions, lithium ions, magnesium ions, ammonium ions, nickel ions, zinc ions and the like. The fluorine ion detection probe has the advantages of simple synthesis, moderate conditions and high yield. The fluorescent molecular probe has an actual application value in the fields of biochemistry and environmental chemistry, especially detection of fluorine ions in water and the like. (The formula (I) is shown as the description.).

Description

technical field [0001] The invention relates to the technical field of chemical analysis and detection, in particular to a fluoride ion detection probe based on aggregation-induced luminescence and its preparation method and application. Background technique [0002] Anions are important elements to maintain biological life activities, and the design and synthesis of new anion fluorescent detection probes is an important research field in the discipline of chemical analysis. Fluoride ion is considered as a trace element necessary for the growth of teeth and human body, it can protect teeth and prevent osteoporosis. Excessive intake of fluorine-containing compounds can cause serious diseases, such as fluorosis, urinary stones, tumors, organ lesions, and skeletal fluorosis. The United States Environmental Protection Agency requires that the maximum fluoride ion concentration in healthy drinking water is 4ppm (211μM). Therefore, it is of great significance to develop highly se...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C09K11/06G01N21/64
CPCC07F7/1804C07F7/188C09K11/06C09K2211/1014G01N21/6428
Inventor 赵云辉李余波周智华唐子龙龙云飞
Owner HUNAN UNIV OF SCI & TECH
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