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Phenanthrene imidazole reversible fluorescence probe for Cu<2+> detection, and preparation method and application thereof

A fluorescent probe, phenanthroimidazole technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of being easily interfered by other metal ions, poor reversibility, etc., and achieve high selectivity and high sensitivity Effect

Inactive Publication Date: 2017-06-23
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The present invention is to solve the existing fluorescent molecular probes to Cu 2+ The technical problems of poor detection reversibility and susceptibility to interference from other metal ions, and the provided host compound is effective for Cu 2+ A kind of Cu 2+ Detected phenanthroimidazole reversible fluorescent probe and its preparation method and application

Method used

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  • Phenanthrene imidazole reversible fluorescence probe for Cu&lt;2+&gt; detection, and preparation method and application thereof
  • Phenanthrene imidazole reversible fluorescence probe for Cu&lt;2+&gt; detection, and preparation method and application thereof
  • Phenanthrene imidazole reversible fluorescence probe for Cu&lt;2+&gt; detection, and preparation method and application thereof

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specific Embodiment approach 1

[0036] Specific embodiment one: the reversible phenanthroimidazole Cu of this embodiment 2+ The structural formula of the fluorescent probe is:

[0037]

specific Embodiment approach 2

[0038] Specific embodiment two: prepare the described method for Cu of specific embodiment one 2+ The method for the phenanthroimidazole reversible fluorescent probe of detection is carried out in the following steps:

[0039] One, the synthesis of intermediate compound I:

[0040] Put phenanthrenequinone, o-nitrobenzaldehyde and ammonium acetate into the reactor at a molar ratio of 1:1.5:2, then add glacial acetic acid as a solvent, heat up to 90-110°C and stir for 6-10 hours, then the reaction stops. Cool to room temperature, add water to the reactor, adjust the pH value to 8-10 with 10% sodium hydroxide solution, and filter with suction to obtain a yellow solid; after drying, recrystallize with ethyl acetate, and then filter with suction. Dry to obtain intermediate compound I;

[0041] Two, the synthesis of intermediate compound II:

[0042] Take intermediate compound I, Raney nickel, ethanol, mass percent concentration and be 80% hydrazine hydrate solution; Wherein the ...

specific Embodiment approach 3

[0045] Specific embodiment three: the difference between this embodiment and specific embodiment two is that the acidic medium described in step three is concentrated sulfuric acid with a mass percentage concentration of 98%, concentrated nitric acid with a mass percentage concentration of 65 to 68%, ice Acetic or formic acid. Others are the same as in the second embodiment.

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Abstract

The invention relates to a phenanthrene imidazole reversible fluorescence probe for Cu<2+> detection, and a preparation method and application thereof, relates to the fluorescence probe for the Cu<2+> detection, and the preparation method and the application thereof, and aims to solve the technical problems of an existing fluorescence molecular probe is poor in Cu<2+> detection reversibility and easy to be interfered by other metal ions. The reversible fluorescence probe provided by the invention has a structural formula as shown in the figure. The preparation method comprises the steps of (1) using phenanthrenequinone, o-nitrobenzaldehyde and ammonium acetate for synthesizing an intermediate compound I; (2) using the intermediate compound I, raney nickel, ethanol and hydrazine hydrate for synthesizing an intermediate compound II; (3) reacting the the intermediate compound II and salicylaldehyde, and obtaining the phenanthrene imidazole reversible fluorescence probe for the Cu<2+> detection. During detection, after the reversible fluorescence probe is acted with Cu<2+>, the fluorescence intensity is quenched; after Cr<3+> is added, the fluorescence intensity is recovered and can be used for detecting pollution of the Cu<2+> and the Cr<3+> in water.

Description

technical field [0001] The present invention relates to a kind of for Cu 2+ The detected phenanthroimidazole reversible fluorescent probe and its preparation method. Background technique [0002] Copper is a very important transition metal element. In living organisms, it plays an important role in regulating physiological mechanisms and maintaining physiological balance; in nature, copper is one of the earliest metals used by humans, and Cu can often be detected in the environment. 2+ the presence of ions. However, Cu present in excess 2+ It has adverse effects on organisms and the environment, for example, neurodegenerative diseases are related to excessive Cu in the human body 2+ related; and if Cu in drinking water 2+ Excessive, it will cause people's gastrointestinal dysfunction, so Cu 2+ Testing is very important. In recent years, more and more researchers have begun to 2+ Research work on fluorescent probes. Mi Xiaolong and others reported two rhodamine deriv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/02C09K11/06G01N21/64
CPCC07D235/02C09K11/06C09K2211/1044G01N21/6428
Inventor 阚伟刘婷孔凤巧赵冰荆涛郑永杰
Owner QIQIHAR UNIVERSITY
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