AIE fluorescent probe for detecting copper ions as well as preparation method and application of AIE fluorescent probe

A fluorescent probe and probe technology, applied in the field of fluorescence analysis, to achieve the effects of strong anti-interference, fast response and simple preparation method

Active Publication Date: 2021-06-29
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 as well as preparation method and application of AIE fluorescent probe
  • AIE fluorescent probe for detecting copper ions as well as preparation method and application of AIE fluorescent probe
  • AIE fluorescent probe for detecting copper ions as well as preparation method and application of AIE fluorescent probe

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 particularly relates to an AIE compound for detecting copper ions, a preparation method of the AIE compound and an application of the AIE compound as a fluorescent probe for detecting the copper ions. The preparation method of the probe compound comprises the following steps: mixing a compound A and a compound B, adding the mixture into EtOH, and reacting at normal temperature for 20-24 hours to obtain an orange solid fluorescent probe compound C. The compound C is dissolved in a solvent system in which the volume ratio of tetrahydrofuran to water is 1: 9, a fluorescent probe solution with the concentration of 4*10 <-5 > mol/L is prepared, the fluorescent probe has the advantages of being good in stability, high in interference resistance, fast in response and simple in preparation method, the copper ion detection limit can reach 3.53*10 <-7> mol/L, and the fluorescent probe can be used for high-selectivity 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 Applications(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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