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Boron-dipyrromethene fluorescent probe and preparation method and application thereof

A technology of fluoroboron dipyrrole and fluorescent probe, which is applied in the field of fluorescent chemical sensing, and can solve the problems of less research and application of probes

Inactive Publication Date: 2017-04-26
JIAXING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in practice, according to the change of ultraviolet colorimetric color and fluorescence ratio, the research and application of probes for naked eye detection and quantitative detection are less

Method used

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  • Boron-dipyrromethene fluorescent probe and preparation method and application thereof
  • Boron-dipyrromethene fluorescent probe and preparation method and application thereof
  • Boron-dipyrromethene fluorescent probe and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Weigh 1,5,7-trimethyl-3-chloro-2-formic acid methyl fluorobodipyrrole (100mg, 0.3mmol) and N,N-bis(2-pyridylmethyl)amine (120mg, 0.6mmol ) was dissolved in 10ml of acetonitrile solvent, then added triethylamine (60mg, 0.6mmol), and heated to reflux for 4 hours; Dry to oil, purify by silica gel column chromatography, and separate with ethyl acetate and petroleum ether=1:1 (v / v) as eluent to obtain fluorescent probe 3 (yield 37%, purity 98%) .

Embodiment 2

[0031] The ultraviolet-visible absorption spectrum of the probe to zinc ions: dissolve the probe in acetonitrile to make a solution with a concentration of 5 μmol / L, then add 0-2.0eq zinc ion aqueous solution dropwise, and measure the ultraviolet absorption spectrum after equilibrium , see the result figure 1 .

Embodiment 3

[0033] Fluorescence emission spectrum of the probe to zinc ions: dissolve the probe in acetonitrile solution to form a solution with a concentration of 5 μmol / L, then add 0-2.0eq zinc ion aqueous solution dropwise, and measure the fluorescence emission spectrum after equilibrium. see results figure 2 .

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Abstract

The invention discloses a boron dipyrromethene fluorescent probe and a preparation method and application thereof. The fluorescent probe has the structure shown as the formula (I) (the formula is shown in the description). The probe selectively recognizes zinc ions, after the probe acts with the zinc ions in acetonitrile, an ultraviolet absorption spectrum has a 62-nm blue shift, a fluorescence emission spectrum has a 46-nm blue shift, the detection limit on the zinc ions is 0.25 micromole per liter, and the probe can achieve naked-eye qualitative identification on the zinc ions and quantitative fluorescence ratio detection.

Description

technical field [0001] The invention belongs to the technical field of fluorescent chemical sensing, and specifically relates to a fluorescent boron dipyrrole-based fluorescent compound, which uses N,N-bis(2-pyridylmethyl)amine as a recognition group and is selective for zinc ions with naked eyes. and fluorescent probes for detection. Background technique [0002] As the second largest trace metal ion in the human body, zinc ions play an important role in physiological and pathological researches such as neural signal transmission, gene transcription expression and immune response related to the human body. At the same time, the disorder of zinc ion metabolism in the human body can lead to many diseases, such as cerebral ischemia, Alzheimer's disease, Parkinson's disease, epilepsy and so on. Therefore, the development of high-efficiency qualitative and quantitative detection of zinc ions has practical significance and application prospects. [0003] Fluoroboron dipyrrole c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64G01N21/78
CPCC07F5/022C09K11/06C09K2211/1029C09K2211/1055G01N21/643G01N21/78
Inventor 汪剑波叶天晴沈锦锦吴晨俊王远祥
Owner JIAXING UNIV
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