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A novel pyrazine schiff base fluorescent probe, its synthesis method and application

A technology for fluorescent probes and synthesis methods, applied in the field of fluorescent probes, can solve problems such as limited application, and achieve the effects of low detection limit, easy control of reaction conditions and high yield

Active Publication Date: 2021-05-04
HEZE UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these methods have many drawbacks, which limit their practical application.

Method used

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  • A novel pyrazine schiff base fluorescent probe, its synthesis method and application
  • A novel pyrazine schiff base fluorescent probe, its synthesis method and application
  • A novel pyrazine schiff base fluorescent probe, its synthesis method and application

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Effect test

Embodiment 1

[0034] Embodiment 1 Preparation and characterization of the pyrazine Schiff base fluorescent probe of the present invention:

[0035] Dissolve 1.53g (10mmol) o-vanillin in 30mL ethyl acetate, add 1.24g (5mmol) 3,5-diamino-6-bromopyrazine-2-carboxylic acid methyl ester and 20mL acetic acid in a 250mL three-neck flask Ethyl ester, heat up to reflux, add o-vanillin solution dropwise, heat and reflux at 70-80°C for 6 hours, remove the solvent after distillation under reduced pressure, filter with suction after cooling, dry, and recrystallize with chloroform to obtain orange crystals, the yield 85%.

[0036] The property test result of gained product is as follows:

[0037] m.p.: 233-234°C.

[0038] FT-IR (KBr): 3463cm -1 , 1685cm -1 , 1605cm -1 , 1512cm -1 , 1462cm -1 , 1263 cm -1 , 1017cm -1 ,Such as figure 1 shown.

[0039] detected by mass spectrometry, such as figure 2 As shown, it can be known that the molecular formula of the pyrazine Schiff base fluorescent pro...

Embodiment 2

[0042] Embodiment 2 Preparation of pyrazine Schiff base fluorescent probe of the present invention 2

[0043] Add 0.61g (4mmol) o-vanillin and 0.40g (1.6mmol) 3,5-diamino-6-bromopyrazine-2-methyl carboxylate in a 100mL round bottom flask, dissolve them completely in 20mL methanol Heat to reflux, react at 65-70°C for 8 hours, remove the solvent after vacuum distillation, filter with suction after cooling, dry, and recrystallize to obtain orange crystals with a yield of 78%.

Embodiment 3

[0044] Embodiment 3 The method for the detection of metal ions by the pyrazine Schiff base fluorescent probe of the present invention

[0045] The pyrazine Schiff base fluorescent probe prepared in Example 1 was dissolved in dimethylformamide to prepare 3 × 10- 3 mol / L Schiff base fluorescent probe standard solution.

[0046] Various metal nitrates (Cu 2+ 、Al 3+ , Fe 3+ , Mg 2+ , Hg 2+ 、Co 2+ , Pb 2+ , Zn 2+ , Mn 2+ 、Cr 3+ 、Cd 2 + 、Ni 2+ ) into 3×10 -3 mol / L aqueous solution.

[0047] Fluorescence intensity determination method of metal ion to pyrazine Schiff base fluorescent probe:

[0048] Add 0.1 mL of pyrazine Schiff base fluorescent probe standard solution, and then add 0.5 mL of various metal ion solutions respectively, and use dimethylformamide and water (the volume ratio of dimethylformamide and water is 9:1~1 :9) Dilute the volume into a 10mL colorimetric tube, and measure its fluorescence spectrum. The fluorescence excitation wavelength is 390nm, and ...

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Abstract

The invention discloses a novel pyrazine Schiff base fluorescent probe, its synthesis method and application, and belongs to the technical field of fluorescent probes. Novel pyrazine class Schiff base fluorescent probe of the present invention, its chemical formula is C 22 h 19 N 4 o 6 Br, whose structural formula is: pyrazine Schiff base fluorescent probe of the present invention, to Zn 2+ It has good selectivity, high sensitivity, naked-eye recognition, low detection limit, and can be widely used in Zn 2+ detection. Its synthesis method has the advantages of simple operation, high yield, and easy control of reaction conditions; in addition, the pyrazine-based Schiff base fluorescent probe of the present invention contains a plurality of nitrogen atoms, and is easy to coordinate with metal ions to form a complex with various coordination modes. substances with good pharmacological and biological activities.

Description

technical field [0001] The invention relates to the technical field of fluorescent probes, in particular to a novel pyrazine Schiff base fluorescent probe, its synthesis method and its application. Background technique [0002] With the development of modern industry and the growth of population, the problem of environmental pollution has become more and more serious. Among them, transition metals have become one of the serious pollution sources. They mainly come from the discharge of three wastes such as metallurgical industry, combustion of fossil fuels, and chemical industry. In order to detect and monitor transition metal ions in the environment, scientists have done a lot of experiments and work, and established various methods for detecting transition metal ions, such as electrochemical analysis, fluorescence spectroscopy, atomic spectroscopy, high performance liquid chromatography law etc. However, these methods have many drawbacks, which limit their practical appli...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D241/26
CPCC07D241/26C09K11/06C09K2211/1007C09K2211/1044G01N21/643G01N21/6447
Inventor 孟德素庞艳玲武利顺汪涛卢金凤
Owner HEZE UNIV
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