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Reversible di-hydroxyl phenanthroimidazole Hg<2+> fluorescence probe, and synthesis and use methods

A fluorescent probe, bishydroxyphenanthrene technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of lack of reversible recognition performance, recognition interference, etc., and achieve the effect of high selectivity and high sensitivity

Active Publication Date: 2017-05-10
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 existing other metal ions to Hg 2+ There are technical problems such as interference and lack of reversible recognition performance in the recognition of Hg 2+ Reversible bishydroxyphenanthroimidazole Hg with specific recognition performance and realization of reversible (off-on-off) fluorescent signal response detection 2+ Fluorescent probes and methods for their synthesis and use

Method used

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  • Reversible di-hydroxyl phenanthroimidazole Hg&lt;2+&gt; fluorescence probe, and synthesis and use methods
  • Reversible di-hydroxyl phenanthroimidazole Hg&lt;2+&gt; fluorescence probe, and synthesis and use methods
  • Reversible di-hydroxyl phenanthroimidazole Hg&lt;2+&gt; fluorescence probe, and synthesis and use methods

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specific Embodiment approach 1

[0026] Specific embodiment one: the reversible bishydroxyphenanthroimidazole Hg of this embodiment 2+ The structural formula of the fluorescent probe is:

[0027]

specific Embodiment approach 2

[0028] Specific embodiment two: the reversible bishydroxyphenanthroimidazole Hg of specific embodiment one 2+ The preparation method of fluorescent probe is carried out according to the following steps:

[0029] 1. Intermediate compound Synthesis:

[0030] Add phenanthrenequinone, 5-nitrosalicylaldehyde 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 80~110°C and stir for 6~12 h, then cool After reaching room temperature, add water into the reactor, then 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, then filter and dry to obtain the intermediate compound ;

[0031] 2. Intermediate compounds Synthesis:

[0032] Weigh 2.0 mmol intermediate compound and 0.35 g of Raney nickel were added to the reactor, then ethanol was added as a solvent, and nitrogen protection was introduced. Under ...

specific Embodiment approach 3

[0035] Specific embodiment three: what this embodiment is different from specific embodiment two is that the acidic medium described in the step 3 is the concentrated sulfuric acid that mass percentage concentration is 98%, the concentrated nitric acid that mass percentage concentration is 65~68%, ice Acetic acid or benzoic acid.

[0036] Others are the same as in the second embodiment.

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Abstract

The invention relates to a reversible di-hydroxyl phenanthroimidazole Hg<2+> fluorescence probe and synthesis and use methods thereof, and relates to a fluorescence molecular probe and synthesis and application thereof. The reversible di-hydroxyl phenanthroimidazole Hg<2+> fluorescence probe provided by the invention has the advantages that the structure is novel; the technical problems of interference of the existing other metal irons on Hg<2+> recognition and the lack of reversible (off-on-off) fluorescence signal response detection are solved. The fluorescence molecular probe is formed by 1-N-1H-2-(2-hydroxyl-3-aminophenyl)-1H-phenanthro[9,10-d] imidazole and salicylaldehyde through condensation. The yield is 68 percent. When the fluorescence molecular probe is dissolved into a mixed solution of N,N-Dimethylformamide (DMF) and N-(2-Hydroxyethyl)piperazine-N'-2 ethyl sulfonic acid (HEPES) buffer solution, the fluorescence intensity is about 4 a.u.; after the Hg<2+> is added into a test sample, the fluorescence intensity is enhanced by 10 times; after the addition of S<2->, the fluorescence intensity recovers to the sample fluorescence value; the reversible di-hydroxyl phenanthroimidazole Hg<2+> fluorescence probe can be used for Hg<2+> and S<2-> pollution detection in water.

Description

technical field [0001] The present invention relates to a Hg 2+ Reversible fluorescent probes and methods for their synthesis and use. Background technique [0002] Hg 2+ It is a very toxic heavy metal ion with persistence, easy migration and high bioaccumulation. It is currently one of the most concerned environmental pollutants in the world. Because it has a great impact on animals, plants and human health, such as causing huge damage to the human brain, kidneys and endocrine system. Therefore, the detection of mercury ions is of great significance. In recent years, more and more scientific researchers have started the research work of ion fluorescent probes. Xu Jian reported a novel derivative of Nile blue against Hg 2+ The recognition performance of [Chemical Reagent (2015, 37 ( 2), 158 ~ 160; 164) ]. The study found that Hg 2+ Can selectively quench the fluorescence of this nel blue derivative; in 2016, "Chemical Journal of Chinese Universities" reported Hg 2+ R...

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 赵冰刘婷孔凤巧李少鑫阚伟王丽艳
Owner QIQIHAR UNIVERSITY
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