A phenanthroimidazole-coumarin dual fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method

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, strong anti-interference ability, fluorescence The effect of stable performance

Inactive Publication Date: 2017-04-05
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 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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  • A phenanthroimidazole-coumarin dual fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method
  • A phenanthroimidazole-coumarin dual fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method
  • A phenanthroimidazole-coumarin dual fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method

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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

A phenanthroimidazole-coumarin dual fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and application method, which relates to the fluorescent molecular probe and its synthesis and application. It solves the problem that the existing fluorescent probe of Fe3+ is easily interfered by pH, concentration and other metal ions. The fluorescent molecular probe is 4-methyl-7-hydroxyl-8-[2-(1-phenyl-1H-phenanthrene[9,10-d]imidazole-2-)anilinomethylene]-2H ‑pyran‑2‑one. It is produced by condensation of 1-N-phenyl-2-(2-aminophenyl)-1H-phenanthro[9,10-d]imidazole and 4-methyl-7-hydroxy-8-formyl coumarin into, yield 75~85%. Dissolve the fluorescent molecular probe in the mixture of N,N-dimethylformamide and HEPES buffer solution, and test the absorbance value or fluorescence intensity changes before and after the addition of the sample to determine the existence of iron ions, which can be used for Fe3+ pollution in water detection.

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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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/12C09K11/06G01N21/64
Inventor 赵冰
Owner QIQIHAR UNIVERSITY
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