Aie fluorescent probe for detecting copper ions and its preparation method and application

A fluorescent probe and probe technology, applied in the field of fluorescence analysis, to achieve the effect of fast response, good stability and strong anti-interference

Active Publication Date: 2022-05-10
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the preparation of metal ion probes by combining the three advantages of oxaspiro, Schiff base and AIE has not been reported yet.

Method used

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  • Aie fluorescent probe for detecting copper ions and its preparation method and application
  • Aie fluorescent probe for detecting copper ions and its preparation method and application
  • Aie fluorescent probe for detecting copper ions and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Preparation of Probe Compound C:

[0043] Add compound A (1.0g, 2.7mmol) and compound B (434.5mg, 1.3mmol) into EtOH (15mL) in a 50mL three-necked flask, and react at room temperature for 20-24h. The mixed system is orange-yellow paste, and the reaction is over. Afterwards, filter and collect the filter residue, recrystallize with DCM / EtOH=1 / 5, filter, and dry to obtain an orange-yellow powdery solid (0.82 g, 0.8 mmol), with a yield of 62%.

Embodiment 2

[0045] AIE effect test of probe compound C:

[0046] as attached figure 1 As shown, the concentration of the tetrahydrofuran solution of the configuration probe compound C is 4×10 -5 mol / L, the concentration of the fixed probe compound C is constant, and the proportion of water is gradually increased, the abscissa is the wavelength, and the ordinate is the fluorescence intensity. In the figure, the fluorescence intensity gradually increases with the increase of water content. When the water content increases to 95%, the probe solution appears solid precipitation. Under the premise of ensuring solubility, choose THF / H 2 O=1 / 9 was used as the solvent of the probe solution.

Embodiment 3

[0048] Selectivity test of probe compound C to copper ions:

[0049] as attached figure 2 As shown, the THF / water (1:9) solution concentration of configuration probe compound C is 4×10 -5 mol / L, the abscissa is the wavelength, and the ordinate is the fluorescence intensity at 583nm after adding different metal ions. In the figure, the change of fluorescence intensity to copper ions is the most obvious, which is strongly quenched. The addition of other metal ions does not change the fluorescence intensity of the probe significantly, indicating that the probe has a strong selective fluorescence recognition of copper ions.

[0050] as attached image 3 As shown, the concentration of 5 mL of tetrahydrofuran / water (1:9) solution of configuration probe compound C is 4×10 -5 mol / L, the aqueous solution concentration of copper ions is 2×10 -4 mol / L. A drop (0.05mL) of copper ion solution was added dropwise to the probe solution to measure the fluorescence intensity, and the copp...

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Abstract

The invention belongs to the technical field of fluorescence analysis, and in particular relates to an AIE compound used for detecting copper ions, a preparation method thereof and an application as a fluorescent probe for detecting copper ions. Preparation steps of the probe compound: mix compound A and compound B into EtOH, react at room temperature for 20-24 hours, and obtain orange solid fluorescent probe compound C. In the present invention, compound C is dissolved in a solvent system with a volume ratio of tetrahydrofuran and water of 1:9, and the concentration is 4×10 ‑ 5 mol / L fluorescent probe solution, the fluorescent probe has the advantages of good stability, strong anti-interference, fast response and simple preparation method, and the detection limit of copper ion can reach 3.53×10 ‑7 mol / L, can be used for highly selective and sensitive detection of copper ions.

Description

technical field [0001] The invention belongs to the technical field of fluorescence analysis, and in particular relates to an AIE fluorescent probe for detecting copper ions, a preparation method and application thereof. Background technique [0002] Copper is closely related to human health and is the third most abundant transition metal found in the human body. The copper content in 1 kg body weight of an adult is about 1.4mg-2.1mg, and the copper content in blood is about 1.0mg-1.5mg. Copper is an important part of proteins and enzymes in the body, and many important enzymes require the participation and activation of trace copper. For example, copper can catalyze the synthesis of hemoglobin. A deficiency of copper in the body can lead to heart disease. Conversely, in excess, it can cause Alzheimer's, Menkes', Parkinson's, and Wilson's diseases. These adverse effects of copper make its detection in vivo and in the environment crucial. [0003] Fluorescent probes have...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/10C09K11/06G01N21/64
CPCC07D493/10C09K11/06G01N21/643C09K2211/1007C09K2211/1088G01N2021/6432G01N2021/6443
Inventor 鲍成肖唐鑫吴可慧李正义孙小强
Owner CHANGZHOU UNIV
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