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Phenanthrene and imidazole-coumarin double-fluorescent group ratio fluorescent molecular probe for iron ion detection and synthesis and use methods thereof

A fluorescent molecular probe, phenanthroimidazole technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve problems such as inaccurate detection data, achieve simple separation and purification process, simple steps, and strong anti-interference effect of ability

Inactive Publication Date: 2016-01-20
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention is to solve the existing identification Fe 3+ The fluorescent probes of the present invention are susceptible to the technical problems of inaccurate detection data caused by the interference of pH, concentration and other metal ions, and a phenanthrene-imidazole-coumarin dual-fluorophore ratio fluorescent molecular probe for iron ion detection is provided. Needle and its synthesis method

Method used

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  • Phenanthrene and imidazole-coumarin double-fluorescent group ratio fluorescent molecular probe for iron ion detection and synthesis and use methods thereof
  • Phenanthrene and imidazole-coumarin double-fluorescent group ratio fluorescent molecular probe for iron ion detection and synthesis and use methods thereof
  • Phenanthrene and imidazole-coumarin double-fluorescent group ratio fluorescent molecular probe for iron ion detection and synthesis and use methods thereof

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specific Embodiment approach 1

[0031]Specific embodiment one: the phenanthrene imidazole-coumarin dual fluorescent group ratio fluorescent molecular probe for iron ion detection in this embodiment is 4-methyl-7-hydroxyl-8-[2-(1-benzene Base-1H-phenanthrene[9,10-d]imidazole-2-)anilinomethylene]-2H-pyran-2-one, its structural formula is:

[0032]

specific Embodiment approach 2

[0033] Specific embodiment two: the preparation method of the phenanthroimidazole-coumarin dual fluorescent group ratio fluorescent molecular probe for iron ion detection described in specific embodiment one is as follows:

[0034] 1. According to the combination of 1-N-phenyl-2-(2-aminophenyl)-1H-phenanthrene[9,10-d]imidazole and 4-methyl-7-hydroxyl-8-formyl coumarin The molar ratio is 1:(1~5), 1-N-phenyl-2-(2-aminophenyl)-1H-phenanthrene[9,10-d]imidazole and 4-methyl-7-hydroxy -8-formyl coumarin was added into the acidic solvent, stirred and reacted at room temperature for 10-60 minutes to obtain a reaction mixture;

[0035] 2. Pour the reaction mixture into distilled water, adjust the pH value to 8-10, and precipitate a large amount of solid; filter and collect the filter cake;

[0036] 3. Recrystallize the filter cake with ethyl acetate and petroleum ether to obtain 4-methyl-7-hydroxy-8-[2-(1-phenyl-1H-phenanthrene[9,10-d]imidazole-2 -) Anilaminomethylene]-2H-pyran-2-one...

specific Embodiment approach 3

[0037] Specific embodiment three: the difference between this embodiment and specific embodiment two is that the acidic solvent in step one is glacial acetic acid, concentrated sulfuric acid or formic acid; others are the same as specific embodiment two.

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Abstract

The invention provides a phenanthrene and imidazole-coumarin double-fluorescent group ratio fluorescent molecular probe for iron ion detection and synthesis and use methods thereof, relates to fluorescent molecular probes and synthesis and application thereof and aims to solve the problem that an existing Fe<3+> fluorescent probe is prone to being interfered by pH, concentration and other metal ions. The fluorescent molecular probe is 4-methyl-7-hydroxide radical-8-[2-(1- phenyl group-1H-phenanthrene and [9, 10-d] imidazole-2-)benzene ammonia methylene]-2H-pyran-2-ketone. The phenanthrene and imidazole-coumarin double-fluorescent group ratio fluorescent molecular probe is formed by conducting condensation on 1-N-phenyl group-2-(2-aminophenyl)-1H-phenanthrene and [9, 10-d] imidazole and 4-methyl-7-hydroxide radical-8- formyl group coumarin, and the yield is 75-85%. The fluorescent molecular probe is dissolved in mixed liquid of N, N- dimethylformamide and an HEPES buffering solution, existence of iron ions is judged through the absorbance value or fluorescence intensity change before and after adding of test samples, and the fluorescent molecular probe can be used for detection of Fe<3+> pollution in water.

Description

technical field [0001] The invention relates to the synthesis and application of fluorescent molecular probes for iron ion detection. Background technique [0002] As the second most abundant metal element in the earth's crust, iron is also the most abundant trace element in the human body. Iron plays a very important role in the metabolism of organisms at all levels. In the life activities of the human body, such as hormone secretion, cytochrome, myeloperoxidase, cytochrome oxidase and catalase and other enzymes, the transport of oxygen in the blood, the synthesis of genetic factors, the transfer of protons, and intracellular penetration In terms of pressure regulation and acid-base balance maintenance, not only macroscopic metal iron elements participate, but also some trace or even trace amounts of iron ions. Therefore, the detection of iron ions is of great significance to biological science and medicine. Existing fluorescent probes for detecting iron ions include fluo...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D405/12G01N21/64
Inventor 赵冰
Owner QIQIHAR UNIVERSITY
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