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Fluorescent probes for the detection of aniline and hydrogen ions

A fluorescent probe and hydrogen ion technology, applied in the field of chemical analysis and detection, can solve the problems of inapplicability and the sensitivity can not meet the requirements, and achieve the effects of strong sensitivity, good promotion prospects and good selectivity

Active Publication Date: 2021-09-03
CHANGSHU INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Fluorescent probes for measuring pH have emerged as the times require. Compared with electrochemical methods, although they can better eliminate background interference and greatly improve sensitivity, they are usually only applicable to pH 6-8 in the field of life. Physiological pH detection, for many strong acidic environments, the sensitivity cannot meet the requirements, and it cannot be applied

Method used

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  • Fluorescent probes for the detection of aniline and hydrogen ions
  • Fluorescent probes for the detection of aniline and hydrogen ions
  • Fluorescent probes for the detection of aniline and hydrogen ions

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preparation example Construction

[0033] The preparation method of the fluorescent probe for detecting aniline and hydrogen ion of the present invention, it comprises the steps:

[0034] (1) The end group of the intermediate is a dendrimer (PAE (=) of 8 acrylates 8 ) synthesis: mix trimethylolpropane triacrylate, ethylenediamine, and anhydrous methanol, heat to 30°C, react for 4-8 hours, wash with anhydrous methanol after the reaction, and obtain a colorless and transparent viscous liquid , the reaction formula is as follows:

[0035]

[0036] (2) Dendrimers with 8 primary amino groups at the end of the intermediate (PAE(NH 2 ) 8 ) synthesis: PAE (=) 8 Mix with ethylenediamine, heat to 30°C, react for 24 hours, distill under reduced pressure, wash with ethyl acetate to obtain light yellow transparent viscous liquid, the reaction formula is as follows:

[0037]

[0038] (3) Synthesis of intermediate diphenyliodonium chloride: mix benzene, acetic anhydride, and potassium iodate, react in a brine ice ba...

Embodiment 1

[0045] Embodiment 1: the preparation of fluorescent probe

[0046] (1) The end group of the intermediate is a dendrimer (PAE (=) of 8 acrylates 8 )Synthesis:

[0047] Mix 60g of trimethylolpropane triacrylate, 2.4g of ethylenediamine, and 30mL of anhydrous methanol, heat to 30°C, react for 6 hours, wash with anhydrous methanol, and obtain a colorless and transparent viscous liquid.

[0048] (2) Dendrimers with 8 primary amino groups at the end of the intermediate (PAE(NH 2 ) 8 )Synthesis:

[0049] 4.665g PAE(=) 8 Mix with 108g of ethylenediamine, heat to 30-50°C, react for 24 hours, distill under reduced pressure, wash with ethyl acetate to obtain light yellow transparent viscous liquid.

[0050] (3) Synthesis of intermediate diphenyliodonium chloride salt:

[0051] Mix 9mL of benzene, 10mL of acetic anhydride, and 10.7g of potassium iodate, and slowly drop into the mixed solution of 7mL of concentrated sulfuric acid and 10mL of acetic anhydride in a brine ice bath (abou...

Embodiment 2

[0059] PAE-EB (IPh 2 ) 2 Selectivity of Fluorescence Spectroscopy to Organic Compounds

[0060] In aqueous solution, PAE-EB (IPh 2 ) 2 Fluorescence spectra before and after adding organic compounds aniline, methylamine, n-butylamine, ethylenediamine, triethanolamine, dimethylformamide, toluene, ethylbenzene, xylene, found PAE-EB (IPh 2 ) 2 It has a good response to aniline, the results are as follows figure 1 shown.

[0061] figure 1 is PAE-EB (IPh 2 ) 2 Fluorescence emission spectra of solutions. Solvent is water, concentration: PAE-EB (IPh 2 ) 2 (15 μM), organic compound (100 μL), excitation wavelength λex: 534 nm, slit width: 5 / 5 nm, voltage: 450 V. In the figure, aniline greatly reduces the fluorescence intensity, indicating that PAE-EB(IPh 2 ) 2 It has good selectivity and sensitivity to aniline in water.

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Abstract

The invention discloses a fluorescent probe for detecting aniline and hydrogen ions, combining eosin B and iodonium salt, and introducing it into a dendritic compound to obtain a water-soluble dendritic eosin B-iodonium salt Compound, application as a fluorescent probe for detecting organic compounds and hydrogen ions, for detecting aniline and hydrogen ions. The invention realizes the detection of multiple substances with one probe, and uses specific dendritic eosin B-iodonium salt compounds for the detection of multiple substances, expanding the application range of dendritic eosin B-iodonium salt, and obtaining probes The needle has good selectivity, sensitivity and strong anti-interference ability.

Description

technical field [0001] The invention relates to chemical analysis and detection technology, in particular to a fluorescent probe for detecting aniline and hydrogen ions. Background technique [0002] In recent years, with the rapid development of chemical sensors, fluorescent probes have the advantages of high sensitivity, good selectivity, and real-time response, especially through the use of fluorescent confocal microscopy imaging technology to detect the concentration of molecules or ions in living cells in real time As well as the changing process of the structure of biological macromolecules, it has received more and more attention in many fields such as chemistry, biology, medicine, and environment, and has become a major research hotspot. [0003] Aniline is widely present in cigarettes, food and industrial waste gas, and is a class of refractory organic pollutants widely present in the environment. It has the characteristics of long-term residue, bioaccumulation, an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N21/64C07D311/82C09K11/06
CPCC07D311/82C09K11/06C09K2211/1007C09K2211/1088G01N21/64G01N21/6428G01N21/643G01N2021/6417G01N2021/6432G01N2021/6495G01N2021/6497
Inventor 宁春花周弟张涵鲁雨洁刘芷倩
Owner CHANGSHU INSTITUTE OF TECHNOLOGY