Highly selective ultra-sensitive colorimetric fluorescent probes for detecting copper ions

A hydrogen atom and compound technology, applied in the field of rhodamine compounds as copper ion fluorescent probes, can solve problems such as difficulty in copper ion detection, and achieve the effects of being conducive to popularization and application, simple synthesis and good stability

Inactive Publication Date: 2017-08-29
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The appropriate concentration of copper ions in drinking water is 0.5-1.0mg / L, which brings great difficulties to the detection of copper ions. Therefore, it is necessary to develop an analytical method that can detect copper ions in the environment with high sensitivity.

Method used

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  • Highly selective ultra-sensitive colorimetric fluorescent probes for detecting copper ions
  • Highly selective ultra-sensitive colorimetric fluorescent probes for detecting copper ions
  • Highly selective ultra-sensitive colorimetric fluorescent probes for detecting copper ions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034]

[0035] (Scheme 1) Dissolve 300mg (0.685mmol) rhodamine compounds in 15mL of dichloromethane, then add 253mg (2.055mmol) 2-pyridinecarboxylic acid to reflux for 1.5h, then utilize a high-pressure pump to carry out suction filtration to obtain the filtrate, and the filtrate Pass directly through the chromatographic column to obtain pure product. 163 mg of pink pure product was obtained with a yield of 44%.

[0036] (Scheme 2) Dissolve 300mg (0.685mmol) rhodamine compounds in 15mL of dichloromethane, then add 295mg (2.40mmol) 2-pyridinecarboxylic acid to reflux for 1.5h, then utilize a high-pressure pump to carry out suction filtration to obtain the filtrate, and the filtrate Pass directly through the chromatographic column to obtain pure product. 194mg of pink pure product was obtained with a yield of 52%.

[0037] (Scheme 3) 300mg (0.685mmol) rhodamine compounds were dissolved in 15mL of dichloromethane, then 337mg (2.74mmol) 2-pyridinecarboxylic acid was added an...

Embodiment 2

[0041] First prepare 1mM probe stock solution and 10mM copper ion stock solution. Add 5mL of distilled water to the washed colorimetric tube first, then use a pipette gun to draw 50μL of the probe stock solution into the tube, add 0.5mL of phosphate buffer solution (pH7.0), dilute to 10mL and mix well. It was then divided into two, and 5 μM copper ions were added to one of the tubes. After 15 minutes of response, the fluorescence intensity values ​​were measured with a fluorescence spectrometer. Among them, the excitation wavelength is 515nm, the emission wavelength is 630nm, and the test temperature is 25°C. The results are as follows: figure 1 shown.

[0042] figure 1 Yes probe (5 μM) with Cu added 2+ (5μM) before and after the fluorescence spectrum, we can see that the fluorescence change is very obvious through the illustration, indicating that the probe has a good response to copper ions.

Embodiment 3

[0044] On the basis of the stock solution, prepare 150mL of 5μM probe solution in a beaker, transfer it to 12 clean colorimetric tubes, and calibrate accurately. Add the copper ion stock solution into the colorimetric tube so that its final concentrations are: 0, 0.1, 0.2, 0.4, 0.6, 0.8, 1.0, 1.2, 1.4, 1.6, 1.8, 2.0 μM and shake it evenly. The test system is pure water, containing 5mM phosphate buffer solution (pH 7.0). After leaving the reaction for 15 minutes, measure its emission spectrum with a fluorescence spectrometer, record and save it. Among them, the excitation wavelength is 515nm, the emission wavelength is 630nm, and the test temperature is 25°C. The results are as follows: figure 2 shown.

[0045] figure 2 are different concentrations of Cu 2+ (0-2μM) on the probe (5μM) fluorescence spectrum;

[0046] It can be seen that with the Cu in the probe solution 2+ As the concentration increased, the fluorescence intensity gradually increased. The appropriate con...

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Abstract

The invention relates to highly selective ultra-sensitive colorimetric fluorescent probes for detecting copper ions. In particular, the probes are a class of rhodamine-type compounds which can be used as copper ion colorimetric fluorescent probes for detection of copper ions. The probes can achieve at least one of the following technical effects: high selectivity to identify copper ions, rapid response to copper ions, high sensitivity analysis of copper ions, performance stability, long-term storage and use and strong anti-interference ability.

Description

technical field [0001] The invention relates to a rhodamine compound used as a copper ion fluorescent probe, which can rapidly and sensitively identify copper ions with high selectivity, and can measure the concentration of copper ions in a sample. Background technique [0002] Copper is a trace heavy metal element and an essential nutrient necessary for living organisms. Its content in cells is second only to zinc and iron, and it plays an important role in the basic physiological processes of various organisms. As the third most abundant transition metal, it plays a pivotal role in cellular energy production, oxygen transport and activation, and signal transduction in the human body. Copper ion is a specific metal cation, which can be used as a catalytic cofactor of various metalloenzymes, such as tyrosinase, superoxide dismutase, cytochrome oxidase, lysyl oxidase, etc. plays a very crucial role. Although the content of copper in the human body is very low, the lack of c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/12C09K11/06G01N21/64
CPCC07D405/12C09K11/06C09K2211/1029C09K2211/1088G01N21/643
Inventor 段庆霞张萌吴柳柳彩云朱宝存
Owner UNIV OF JINAN
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