A kind of fluoroboron dipyrrole fluorescent probe, its preparation method and application in gold ion detection

A fluoroboron dipyrrole and fluorescent probe technology is applied in the field of fluorescence sensing and detection, which can solve the problems of expensive instrument cost, complex pretreatment and the like, and achieve the effects of accurate quantification, high sensitivity and high selectivity.

Active Publication Date: 2022-07-19
JIAXING UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these methods have disadvantages such as relatively complicated pretreatment, skilled operation and expensive instrument cost. In contrast, the fluorescent probe method has the advantages of high sensitivity, good selectivity, fast response speed, and easy operation. It is suitable for High-throughput screening applications, and can quickly obtain the real information of target detection substances in qualitative and quantitative terms

Method used

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  • A kind of fluoroboron dipyrrole fluorescent probe, its preparation method and application in gold ion detection
  • A kind of fluoroboron dipyrrole fluorescent probe, its preparation method and application in gold ion detection
  • A kind of fluoroboron dipyrrole fluorescent probe, its preparation method and application in gold ion detection

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Experimental program
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Embodiment 1

[0025] The compound 1,5,7-trimethyl-3-chloro-2-carboxylate methyl fluoroborodipyrrole (0.4g, 1.4mmol) was weighed and dissolved in dry tetrahydrofuran (20ml), and propargylamine (0.1g, 1.8mmol), heated to 50 degrees under nitrogen atmosphere and reacted for 2 hours; after the reaction, the solvent was distilled off under reduced pressure to an oily substance, purified by silica gel column chromatography, and ethyl acetate and petroleum ether=1:5 (v / v) Separation as an eluent to obtain a red solid fluorescent probe (yield 51%, purity 98%), the H NMR spectrum is as follows Figure 5 . The NMR data are as follows: 1 H NMR (400MHz, CDCl 3 ): δ8.47(s, 1H), 6.98(s, 1H), 6.05(s, 1H), 4.69(s, 2H), 3.88(s, 3H), 2.49(s, 3H), 2.44(s, 3H), 2.38(s, 1H), 2.24(s, 3H). 13 C NMR (100MHz, CDCl 3 ):δ166.4,157.9,150.2,146.3,135.7,131.2,130.9,117.6,115.8,107.7,79.3,72.7,51.6,34.6,14.4,12.2,11.1.

Embodiment 2

[0027] Fluorescence emission spectra of fluorescent probes in response to different gold ions: The probes were dissolved in ethanol / PBS buffer solution (v / v, 1 / 1, pH 7.0) to prepare a solution with a concentration of 2.5 μmol / L, and then dripped Add 0-50μmol / L aqueous solution of gold ions, and after equilibration, measure the fluorescence emission spectrum. The results are shown in figure 1 .

Embodiment 3

[0029] Fluorescence ratio change of fluorescent probe at 540nm (F / F 0 ) with different concentrations of gold ions: the probe was dissolved in ethanol / PBS buffer solution (v / v, 1 / 1, pH 7.0) to prepare a solution with a concentration of 2.5 μmol / L (μM), and then Add dropwise an aqueous solution of 0-25μmol / L gold ions, and after equilibration, measure the fluorescence emission spectrum, and plot the fluorescence intensity at 540 nm with the corresponding gold ion concentration data. The results are shown in figure 2 .

[0030] Depend on figure 2 It can be seen that the fluorescence value of the probe at 540nm will change linearly with the concentration of gold ions, and the limit of detection (LOD) of the probe to gold ions is calculated to be 180nM (36ppb). Quantification of gold ions in environmental water samples.

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Abstract

The invention discloses a preparation method and application of a fluoroboron dipyrrole fluorescent probe for detecting gold ions, and the structure of the fluorescent probe is shown in formula (I). The probe can selectively recognize gold ions. In ethanol / PBS buffer solution (v / v, 1 / 1, pH 7.0), after the probe interacts with gold ions, the strong fluorescence at 540nm is emitted to almost There is no drastic change in fluorescence, the detection limit is 180nM (36ppb), and it has strong detection selectivity and sensitivity, which can be used for qualitative identification and fluorescence quantitative detection of gold ions with naked eyes.

Description

technical field [0001] The invention belongs to the technical field of fluorescence sensing and detection, and in particular relates to a fluorescent probe based on a fluoroboron dipyrrole optical compound, which has highly selective fluorescence weakening detection for gold ions. Background technique [0002] As a precious metal, gold is widely used in electronic materials, medicine and catalysts due to its unique physical and chemical properties. This is not only because gold ions and their complexes can catalyze many chemical reactions, but also because gold species have unique biological properties and uses. For example, gold ions have anti-inflammatory properties and are used as drugs to treat diseases such as arthritis, tuberculosis and cancer; in addition, gold nanoparticles can also be used as carriers for drug and gene delivery systems. However, the gold ion itself is highly reactive and has potential toxicity to the human body. Studies have shown that gold ions c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/022C09K11/06G01N21/643G01N21/6447C09K2211/1055
Inventor 李彦播汪剑波叶天晴周宏伟姚金忠
Owner JIAXING UNIV
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