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A kind of fluorescent probe containing selenium atom and its preparation method and application

A technology of fluorescent probes and ions, applied in the direction of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of sensitivity and high selectivity, ease of use and low detection limit, poor practicability of detection means, sensor Complex structure and other issues, to achieve the effect of low detection limit, mild conditions and simple preparation process

Active Publication Date: 2019-08-20
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Technical problem to be solved: Aiming at problems such as poor sensitivity, poor practicability of detection means, and high difficulty of synthesis due to complex sensor structure in traditional fluorescence detection methods such as chemiluminescence and electron spin resonance, the present invention provides a fluorescence detection method containing selenium atoms. The probe and its preparation method and application can achieve the beneficial effects of sensitivity and high selectivity, ease of use and low detection limit

Method used

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  • A kind of fluorescent probe containing selenium atom and its preparation method and application
  • A kind of fluorescent probe containing selenium atom and its preparation method and application
  • A kind of fluorescent probe containing selenium atom and its preparation method and application

Examples

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Embodiment 1

[0031] A fluorescent probe containing a selenium atom, the structure is as shown in formula (I):

[0032]

[0033] Wherein, Ph is a phenyl group, and Ar is a carbazole or diphenylamine group, as shown in (II):

[0034]

[0035] x=1 or 2, y=3-x.

[0036] The synthetic route of the fluorescent probe containing selenium atom is shown in figure 1 .

[0037] Concrete synthetic steps are as follows:

[0038] Step 1. Under the protection of nitrogen, using tetrahydrofuran as a solvent, react n-butyllithium with carbazole or diphenylamine at -78°C for 1 hour to form an organolithium compound system, wherein carbazole or diphenylamine and n-butyllithium The molar ratio is 1:1;

[0039] Step 2. Under the protection of nitrogen, add phenylphosphine dichloride or diphenylphosphine chloride to the organolithium compound system described in step 1 and react at room temperature for 4h to obtain a derivative containing N-P structure, wherein phenylphosphine dichloride The molar rat...

Embodiment 2

[0043] A fluorescent probe containing a selenium atom, the structure is as shown in formula (I):

[0044]

[0045] Wherein, Ph is a phenyl group, and Ar is a carbazole or diphenylamine group, as shown in (II):

[0046]

[0047] x=1 or 2, y=3-x.

[0048] The synthetic route of the fluorescent probe containing selenium atom is shown in figure 1 .

[0049] Concrete synthetic steps are as follows:

[0050] Step 1. Under the protection of nitrogen, using tetrahydrofuran as a solvent, react n-butyllithium with carbazole or diphenylamine at -78°C for 2 hours to form an organolithium compound system, wherein carbazole or diphenylamine and n-butyllithium The molar ratio is 2:1;

[0051] Step 2. Under the protection of nitrogen, add phenylphosphine dichloride or diphenylphosphine chloride to the organolithium compound system described in step 1 and react at room temperature for 12 hours to obtain a derivative containing N-P structure, wherein phenylphosphine dichloride The mo...

Embodiment 3

[0055] A fluorescent probe containing a selenium atom, the structure is as shown in formula (I):

[0056]

[0057] Wherein, Ph is a phenyl group, and Ar is a carbazole or diphenylamine group, as shown in (II):

[0058]

[0059] x=1 or 2, y=3-x.

[0060] The synthetic route of the fluorescent probe containing selenium atom is shown infigure 1 .

[0061] Concrete synthetic steps are as follows:

[0062] Step 1. Under the protection of nitrogen, using tetrahydrofuran as a solvent, react n-butyllithium with carbazole or diphenylamine at -78°C for 1 hour to form an organolithium compound system, wherein carbazole or diphenylamine and n-butyllithium The molar ratio is 1.5:1;

[0063] Step 2. Under the protection of nitrogen, add phenylphosphine dichloride or diphenylphosphine chloride to the organolithium compound system described in step 1 and react at room temperature for 8h to obtain a derivative containing N-P structure, wherein phenylphosphine dichloride The molar rat...

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Abstract

The invention discloses a selenium atom-containing fluorescence probe, and a preparation method and an application thereof, and belongs to the field of functional materials. The structural general formula of above material is represented by formula (I) shown in the description; and in the formula (I), Ar is a carbazolyl or diphenylamino group, and Ph is a phenyl group. The preparation method of the material concretely comprises the following steps: reacting carbazole / diphenylamine with dichlorophenylphosphine / diphenylchlorophosphine to form a derivative containing an N-P structure, and carrying out chemical modification to introduce selenium atoms in order to form the selenium atom-containing fluorescence probe. The method has the advantages of simple synthesis steps, mild conditions, low production cost and high thermal stability. Se=O double bonds are formed through the reaction of the selenium atoms and hypochlorite radicals in order to generate fluorescence change. The selenium atom-containing fluorescence probe has the advantages of high sensitivity and high selectivity.

Description

technical field [0001] The invention belongs to the technical field of functional materials, and in particular relates to a fluorescent probe containing selenium atoms, a preparation method and application thereof. Background technique [0002] Fluorescent probes mainly achieve qualitative or quantitative analysis of specific targets through their color or fluorescence changes. They have a series of advantages such as high sensitivity, high selectivity, short reaction time, and quick operation. They are used in the detection of environmental pollution sources, life sciences, etc. There are increasingly important applications in other fields. [0003] Fluorescent molecular probes are a class of molecules that can effectively express the recognition events of analytes through fluorescent signals to achieve qualitative or quantitative analysis of analytes. Fluorescent molecular probes usually consist of three parts: (1) Fluorophore, the signaling part that transmits the fluore...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/572C07F9/53C09K11/06G01N21/64
Inventor 陈润锋姜贺刘思睿殷盼袁月黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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