Mercury ion fluorescence probe based on aggregation-induced emission and its preparation method and application

A technology of aggregation-induced luminescence and fluorescent probes, applied in the field of aggregation-induced luminescence-based mercury ion fluorescent probes and its preparation and application, can solve the problems of strong luminescence and low sensitivity, and achieve high sensitivity, easy purification, and fast response Effect

Inactive Publication Date: 2018-02-23
HUANGGANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the aggregation-induced quenching effect of traditional fluorescent molecules, the luminescence is strong in the solution, but the luminescence is quenched in the solid state.
Therefore, mercury ions can only be detected in solution, but in the solid state, there is no response or the sensitivity is too low

Method used

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  • Mercury ion fluorescence probe based on aggregation-induced emission and its preparation method and application
  • Mercury ion fluorescence probe based on aggregation-induced emission and its preparation method and application
  • Mercury ion fluorescence probe based on aggregation-induced emission and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The synthesis of compound mDTPES, synthetic route is as follows:

[0036]

[0037] (1) First, compound mDTPEO was synthesized by Friedel-Crafts acylation reaction. The specific synthesis steps are as follows: at room temperature, add tetraphenylethylene (TPE) (1.66g, 5mmol) and AlCl 3(0.53g, 4mmol), add dry dichloromethane 20mL, add isophthaloyl dichloride (0.41g, 2mmol) under stirring. React at room temperature for 12 hours; after the reaction, extract the reaction solution with dichloromethane, combine the organic phases, and evaporate nitrobenzene under reduced pressure to obtain a crude product; then use petroleum ether with a volume ratio of petroleum ether and chloroform of 1:2 -Chloroform solution was used as the eluent, and the crude product was subjected to silica gel column chromatography to obtain a light yellow solid product with a yield of 66%.

[0038] 1 H NMR (300MHz, CDCl 3 )δ (ppm): 8.09 (s, 1H, ArH), 7.91 (d, J = 6.0, 2H, ArH), 7.57 (d, J = 6.0,...

Embodiment 2

[0041] Embodiment 2: Compound mDTPES is to the fluorescence detection of mercury ion in solution

[0042] Prepare the concentration of 1 × 10 -1 mol / L of Hg(ClO 4 ) 2 ·3H 2 O, AgNO 3 , Al(NO 3 ) 3 9H 2 O, Cr(NO 3 ) 3 9H 2 O, Fe(NO 3 ) 3 9H 2 O, CoCl 2 ·6H 2 O, Ba(NO 3 ) 2 , Ca(NO 3 ) 2 4H 2 O, Pb(NO 3 ) 2 , Ni(NO 3 ) 2 ·6H 2 O, Zn(NO 3 ) 2 ·6H 2 O, MnSO 4 ·H 2 O, Cu(NO 3 ) 2 ·3H 2 O, Cd(NO 3 ) 2 4H 2 O, Mg(ClO 4 ) 2 , Fe(SO 4 ) 2 ·7H 2 O, NaNO 3 、KNO 3 and LiNO 3 Aqueous solution, diluted to the required concentration when performing the test.

[0043] The THF solution of the compound mDTPES prepared in preparation example 1, concentration is 1 * 10 -3 mol / L, the solution has no fluorescence at this time. Various metal cation solutions (1×10 -1 mol / L, 18μL) was added to the THF solution of mDTPES (60μL), and then diluted with deionized water to a total volume of 3mL (wherein, the volume fraction of water was 98%). It is insoluble ...

Embodiment 3

[0045] Embodiment 3: The solution of compound mDTPES is to the fluorescence response of mercury ion in the presence of other metal ions

[0046] Various metal cation solutions (18 μL) prepared in Example 2 were added to the THF solution of mDTPES, then mercury ion solution (18 μL), and then added deionized water to dilute to a total volume of 3 mL (wherein, the volume fraction of water was 98%), helping to form the aggregated state of the product. Record the change of the fluorescence intensity of each reaction solution with a fluorometer, and study the fluorescence response to mercury ions in the presence of other metal ions. Figure 4 In the process, after adding other metal ions and then adding mercury ions, the fluorescence spectrum of the solution can move from blue light to yellow-green light, indicating that mercury ions can still successfully convert mDTPES into mDTPEO in the presence of other ions. From Figure 4 It can be seen that in the presence of other metal io...

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Abstract

The invention discloses a mercury ion fluorescence probe based on aggregation-induced emission and its preparation method and an application. An aggregation-induced emission molecule containing a ketone thioacetal structure unit is compounded by taking tetraphenyl ethylene as a raw material; the ketone thioacetal deprotection reaction promoted by mercury ion is organically combined with AIE performance, thus the prepared probe has the advantages which are excellent selectivity and sensitivity and strong solid emission performance. The probe synthetic method is simple, and the synthetic probe can be used as a ratio fluorescence sensor of the mercury ion solution; the detection reaction with the mercury ion can be completed within several seconds; thus the probe has high selectivity and sensitivity. Particularly, a test strip prepared by the compound has high sensitivity to the mercury ion; under the irradiation of the ultraviolet light, the detection limit of the mercury ion solution bythe test strip prepared by the compound is 1x10-5 mol / L through the visual observation. The preparation method of the test strip is simple in method, low in cost, convenient to use, and can be storedfor a long time.

Description

technical field [0001] The present invention relates to a mercury ion fluorescent probe based on aggregation-induced luminescence and its preparation method and application, in particular to the practical application performance of the probe, which can be used as a test strip to detect mercury ions with high selectivity and high sensitivity. Background technique [0002] Mercury and its various forms are extremely toxic to living organisms and the environment. Due to human activities and natural emissions, mercury has seriously polluted water, air and land, posing a serious threat to human development. In particular, some microorganisms can convert inorganic mercury in the environment into methylmercury, which is more toxic to organisms. Therefore, it is urgent to develop rapid, accurate and convenient mercury ion detection methods. With the unremitting efforts of researchers, a series of mercury ion sensors based on biomacromolecules, nanoparticles, polymers and small mole...

Claims

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Application Information

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IPC IPC(8): C07D339/06C09K11/06G01N21/64G01N21/78
Inventor阮志军单元戎杨水彬
OwnerHUANGGANG NORMAL UNIV