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Aggregation-induced emission probe and method for dual detection of heavy metal ion pollutants

A technology of aggregation-induced luminescence and heavy metal ions, applied in the field of fluorescence detection, can solve the problems of poor selectivity, aggregation quenching, unfavorable observation and analysis, etc., and achieve the effect of high signal-to-noise ratio

Active Publication Date: 2019-08-16
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the water environment is often complex pollution in which multi-component pollutants mix to produce antagonistic, additive or synergistic effects.
Although this method can detect the total toxicity of biological contact, it has poor selectivity and poor repeatability, and compared with the "lighting" detection mode, the "quenching" detection mode is not conducive to observation and analysis
[0003] Compared with the luminescent bacteria method, the chemical analysis method based on fluorescent probes has high sensitivity and strong selectivity, but most traditional fluorescent probes are only suitable for detection in dilute solutions, which is due to their aggregation after local enrichment in biological systems Quenched luminescence effect (ACQ)

Method used

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  • Aggregation-induced emission probe and method for dual detection of heavy metal ion pollutants
  • Aggregation-induced emission probe and method for dual detection of heavy metal ion pollutants
  • Aggregation-induced emission probe and method for dual detection of heavy metal ion pollutants

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Experimental program
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Effect test

Embodiment 1

[0046] Synthesis of compound II-1, aggregation-induced luminescent probe I-1 (AIE probe I-1) and compound I-1-Hg:

[0047]

[0048] (1) 3-((2-(dimethylamino)ethyl)(methyl)amino)-1-(4-(diphenylamino)phenyl)-9-oxo-9H-indeno[2 , 1-c] the synthesis of pyridine-4-carbonitrile (II-1):

[0049] 4-(diphenylamino)benzaldehyde (273mg, 1.0mmol), 1,3-(dicyanomethylene)inden-1-one (194mg, 1.0mmol) and N,N,N'-tri Methylethylenediamine (402μL, 4.0mmol) was dissolved in 10mL of acetonitrile, and the reaction was refluxed at 60°C for 12h under a condenser equipped with a drying tube to produce an orange-red solid. Stop the reaction. After the reaction returns to room temperature, filter , wash the filter residue with acetonitrile, and dry the filter residue to obtain the orange-red solid product 3-((2-(dimethylamino)ethyl)(methyl)amino)-1-(4-(diphenylamino)phenyl )-9-oxo-9H-indeno[2,1-c]pyridine-4-carbonitrile (ie compound II-1) (247 mg, yield 45%). 1 H NMR (CDCl 3 ,500MHz):δ8.45(d,J=7....

Embodiment 2

[0056] Embodiment 2: Compound II-1, I-1, photophysical property characterization of I-1-Hg

[0057] Characterization of photophysical properties of compound II-1:

[0058] tetrahydrofuran and water according to different volume ratios (tetrahydrofuran: water = 100:0, 90:10, 80:20, 70:30, 60:40, 50:50, 40:60, 30:70, 20:80, 10:90, 1:99) to form mixed solutions with different water contents, and compound II-1 was dissolved in these mixed solutions so that the concentration of the compound was 10 μM. The normalized UV-visible absorption spectrum of compound II-1 in tetrahydrofuran and the fluorescence emission spectrum of compound II-1 in a mixed solution of tetrahydrofuran and water with increasing water content are shown in figure 1 Shown in (A); Compound II-1 is in the mixed solution of tetrahydrofuran and water, and the ratio change figure of the maximum fluorescence emission intensity that changes with water content is as follows figure 1 (B) shown. The HOMO and LUMO molec...

Embodiment 3

[0072] Embodiment 3: Compound I-1-Hg is detected in the emission spectrum of solution and solid state

[0073] Figure 6 It is the fluorescence emission spectrum of compound I-1-Hg in solid state and solution state. Such as Figure 6 As shown, the detection results of the fluorescence emission spectra of compound I-1-Hg in aqueous solution and solid state show that the luminescence is very weak in aqueous solution, but the luminescence is significantly enhanced in solid state, indicating that compound I-1-Hg can be well dispersed in aqueous solution In , due to the intramolecular motion and twisted intramolecular charge transfer mechanism, the fluorescence is quenched, but in the solid state due to the restricted intramolecular motion, the twisted intramolecular charge transfer process is inhibited, and iodide ions can form iodide with mercury ions The mercury complex relieves the quenching effect of iodide ions on fluorescence, and synergistically enhances the fluorescence ...

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Abstract

The invention belongs to the technical field of fluorescence detection and discloses an aggregation-induced emission probe and a method for dual detection of heavy metal ion pollutants. The structuralformula of the aggregation-induced emission probe is I. The method for dual detection of heavy metal ion pollutants comprises the following steps: light-emitting bacteria are cultured in a solution containing the aggregation-induced emission probe and heavy metal ions, the light-emitting bacteria are used for enriching the heavy metal ions in the solution, and the probe is used for detecting theheavy metal ions enriched by the light-emitting bacteria in a fluorescent mode, so that dual detection of the heavy metal ions is realized. The probe in the invention hardly emits fluorescence in an aqueous solution. When being combined with the light-emitting bacteria, the probe is selectively '' lightened '' to detect the heavy metal ions enriched in the light-emitting bacteria, and the probe has the advantage of being high in signal-to-noise ratio; the fluorescence intensity is in linear relation with the concentration of the heavy metal ions; and the concentration of the heavy metal ions can be quantitatively analyzed.

Description

technical field [0001] The invention belongs to the technical field of fluorescence detection, and relates to a fluorescent probe with aggregation-induced luminescent properties and its cooperation with a luminescent bacteria method for dual detection of heavy metal ion pollutants. Background technique [0002] Heavy metal ions can be enriched through the food chain, posing a great threat to human health. In recent years, with the rapid development of industry and agriculture in our country, a large amount of wastewater containing mercury ions has been discharged into rivers and lakes, causing great harm. The current water quality toxicity detection technology can be roughly divided into two categories, namely biological toxicity detection method and chemical analysis method. As a biological detection technology for water toxicity, the luminescent bacteria method has the advantages of rapidity, high sensitivity, simplicity, convenience, and low cost. It has been widely used...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64
CPCG01N21/643G01N2021/6432
Inventor 唐本忠高蒙黄乐滔
Owner SOUTH CHINA UNIV OF TECH