Cadmium ion fluorescence probe, preparation method and application

A technology of fluorescent probes and cadmium ions, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve problems such as poor water solubility, ultraviolet excitation, and low complexing ability

Inactive Publication Date: 2013-01-16
XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, only a few fluorescent probes have been realized for Cd 2+ However, these probes still have many disadvantages, such a

Method used

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  • Cadmium ion fluorescence probe, preparation method and application
  • Cadmium ion fluorescence probe, preparation method and application
  • Cadmium ion fluorescence probe, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] a. Dissolve intermediate I as 8-oxoethyl quinoline-2-carbaldehyde (25.9 mg, 0.1 mmol) and heterocrown ether (25.1 mg, 0.1 mmol) in 1,2-dichloroethyl ether at room temperature alkane (10 mL), stirred for 10 minutes, and then added NaBH(OAc) in batches 3 (0.22 g, 0.11 mmol), react overnight at room temperature;

[0025] b. After the reaction, acidify with 1N hydrochloric acid to pH = 4-5, then neutralize with 1N sodium hydroxide solution to pH = 7-8, then extract 3 times with ethyl acetate, collect the organic phase, and use anhydrous Dry over sodium sulfate, distill off the solvent under reduced pressure, and purify with silica gel chromatography (dichloromethane / 25% ethyl acetate) to obtain intermediate II as 2-methylene-(1,4-dioxo-7,13 disulfide -Aza15crown5)-(quinoline-8-oxyl)ethyl acetate, yield 46%;

[0026] c. Dissolve the intermediate II (0.45 g, 1.0 mmol) obtained in step b in ethanol (5 mL), add 10 mg NaOH, and stir overnight at room temperature;

[0027] d. ...

Embodiment 2

[0030]In the buffer solution (25 mM HEPES, 0.1 M NaClO4, pH = 7.4), the concentration of the fluorescent probe was 5 μM, and the concentration of cadmium ion was 0, 1.25, 2.5, 3.75, 5, 6, 8, 10, 20 μM, and the excitation The wavelength is 310nm, and the slit width is 5nm\5nm;

[0031] In buffer solution (25 mM HEPES, 0.1 M NaClO 4 , pH = 7.4), the maximum absorption peak of the fluorescent probe itself is at 241 nm, and there is a broad absorption band at 270-330 nm in the long wavelength direction, when Cd is added to the solution 2+ (0~1.5 equiv), the 241 nm absorption peak gradually weakened and slightly red-shifted, while due to the Cd 2+ Coordination with quinoline, the absorption band at long wavelengths is slightly red-shifted to 300-350 nm; at the same time, after adding Cd 2+ After that, they produced three isosbestic points at 245 nm, 257 nm, and 310 nm, which indicated that only one cadmium ion complex was formed in the solution, and when 1.0 equivalent of Cd was ...

Embodiment 3

[0035] Prepare a 5 μM fluorescent probe solution, and then add equivalent amounts of different metal ions Ag to the solution + 、K + , Ca 2+ , Mg 2+ , Mn 2+ , Fe 2+ 、Co 2+ 、Ni 2+ 、Cu 2+ , Zn 2+ 、Cd 2+ , Hg 2+ , Pb 2+ , to measure the fluorescence emission spectrum of the fluorescent probe molecule in the presence of each metal ion;

[0036] With reference to the fluorescence spectrometry titration experiment of cadmium ions on probe molecules, the present invention judges the selectivity of probes to cadmium ions by competitive metal ion titration experiments, and adds equivalent amounts of Ag respectively in the solution. + , Mn 2+ , Fe 2+ 、Co 2+ 、Ni 2+ 、Cu 2+ , Zn 2+ , Hg 2+ , Pb 2+ and 100 equivalents of K + , Ca 2+ , Mg 2+ After that, the fluorescence spectrum did not change significantly, only the addition of Cd 2+ Afterwards, the fluorescence spectrum has just produced very big enhancement, shows by the ratio F / F0 monitoring of fluorescence emission...

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Abstract

The invention relates to a cadmium ion fluorescence probe and a preparation method thereof. The cadmium ion fluorescence probe consists of a derivative of quinoline with a position 2 which is modified by aza-crown ether. An aza-crown ether group is bonded onto a quinoline chromophoric group with an auxiliary coordination function to synthesize the cadmium ion fluorescence probe with a specific response function. As homologous transition metal ions, the interaction of cadmium and zinc with S, O and N donors is very close. Comparatively, the connection of the cadmium with the S and N donors is closer than the connection of the zinc with the S and N donors. The novel fluorescence probe is designed by using the characteristics. The influence of zinc ions on the unique response of the cadmium ion fluorescence probe is overcome. The fluorescence probe can be used for the selective rapid fluorescence detection of the cadmium ions in water bodies, the selectivity is very good, the resistance to interference of other metal ions is strong and the cadmium ion fluorescence probe consists of ideal sensing molecules for the field detection of the cadmium ions.

Description

technical field [0001] The invention relates to the fields of environmental analysis and biological analysis and detection, and mainly relates to a cadmium ion fluorescent probe and a preparation method thereof. The probe molecule can detect cadmium ions in water bodies with high selectivity, qualitatively and even semiquantitatively. Background technique [0002] Cadmium is widely used in industrial production. Because of its good corrosion resistance to alkaline substances, it is used in plastic manufacturing and metal plating, and is also used to make batteries, produce pigments and phosphors, etc. But the ensuing cadmium pollution problem is also becoming more and more serious. Cadmium is not an essential element for the human body. Cadmium in the human body enters and accumulates in the body through food, water and air. As a toxic substance that is most likely to accumulate in the human body, cadmium is excreted very slowly, and the biological half-life of cadmium in ...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D419/06G01N21/64
Inventor 王欢欢王传义袁群惠
Owner XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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