Aluminum ion fluorescence probe, preparation method and application thereof in food detection

An aluminum ion, condensation reaction technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of complex synthesis process, poor selectivity, poor sensitivity, etc., and achieve high sensitivity and high selectivity.

Inactive Publication Date: 2018-12-07
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these reported aluminum ion fluorescent probes have complicated synthesis process, poor selectivity, and are susceptible to Zn 2+ 、Cu 2+ 、Cr 3+ , Hg 2+ , F - Plasma interference, poor sensitivity, etc., lack of applicability in water environment and food industry

Method used

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  • Aluminum ion fluorescence probe, preparation method and application thereof in food detection
  • Aluminum ion fluorescence probe, preparation method and application thereof in food detection
  • Aluminum ion fluorescence probe, preparation method and application thereof in food detection

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] The preparation process of nopinyl indazole compound is:

[0030]

[0031] Specific steps are as follows:

[0032] 1, the preparation of 3-(2'-pyridineformyl) nopinone:

[0033] Add 0.06 mol of sodium hydride into a three-neck flask equipped with a stirrer, thermometer and reflux condenser, add 8 mL of ethylene glycol dimethyl ether under nitrogen protection, and dissolve 0.02 mol of nopinone in 9 mL of ethylene glycol dimethyl ether Slowly add to the flask, heat to reflux for 0.5h, then slowly add 0.024mol methyl 2-pyridinecarboxylate dissolved in 9mL of ethylene glycol dimethyl ether into the flask for reflux reaction for 7-8h, track the reaction progress with thin-layer chromatography. The reaction solution was extracted 3 times with 100 mL of ethyl acetate, the organic phases were combined, washed with distilled water until neutral, and then washed once with saturated brine; the organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated to...

Embodiment 2

[0037] The solid 6,6-dimethyl-3-(2′-pyridyl)-4,5,6,7-tetrahydro-2H-5,7-methanoindazole and various metal ions were dissolved in In 4-hydroxyethylpiperazineethanesulfonic acid (HEPES) buffer solution (20mM, pH=7.2, 7 / 3 (v / v) ethanol / water), the concentration of the probe compound was prepared to be 5.0×10 -6 and Al 3+ The concentration is 5.0×10 -5 19 solutions of M. Under the condition of excitation wavelength of 340nm, the fluorescence intensity changes in the presence of different metal ions were measured, such as figure 1 shown. The results showed that the compound on Al 3+ It has a strong fluorescence enhancement effect, and the fluorescence color changes from colorless to green under ultraviolet light, indicating that the compound has a strong effect on Al 3+ Has better selectivity.

Embodiment 3

[0039] The configured 6,6-dimethyl-3-(2'-pyridyl)-4,5,6,7-tetrahydro-2H-5,7-methanoindazole (5.0×10 -6 M)+ different metal ions (5×10 -6 M) solution (HEPES buffer, 10mM, pH=7.2, 50% (v / v) C 2 h 5 OH) were added to 5×10 -6 Al of M 3+ solution, the fluorescence spectrum was measured under the condition that the excitation wavelength was 340nm, and the results were as follows figure 2 shown. Other metal ions not detected for compound Al 3+ make an impact.

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Abstract

The invention discloses a pino alkyl indazole aluminum ion fluorescence probe, a preparation method and an application thereof. The preparation method comprises the following steps: taking a natural regenerated resource beta-pinene derivative nopinone as a raw material; carrying out claisen condensation reaction between nopinone and 2-pyridine methyl formate, thereby acquiring 3-(2'-pyridine formyl) nopinone; cyclizing 3-(2'-pyridine formyl) nopinone and hydrazine hydrate, thereby acquiring a pino alkyl indazole compound 6,6-dimethyl-3-(2'-pyridyl)-4,5,6,7-tetralin-2H-5,7-bridge methylene indazole. The compound as a fluorescence probe with high selectivity and sensitivity has an excellent application in detecting aluminum ions in food.

Description

technical field [0001] The invention belongs to the technical field of fine organic synthesis, and relates to a nopinyl indazole fluorescent probe molecule, a preparation method thereof and an application in detecting aluminum ions in food. Background technique [0002] As the third most abundant element in nature and also the most abundant metal element, aluminum ions are widely used in various fields of modern life, but aluminum ions have adverse effects on the environment and organisms. Aluminum ions in the environment seriously affect the growth of plants, and even become the main cause of soil acidification and groundwater pollution. In addition, aluminum is widely used in food additives, packaging materials, pharmaceutical production, and cooking utensils, which greatly increase the chance of aluminum ions entering the human body. Excessive accumulation of aluminum ions in the human body will affect the absorption of calcium, cause osteoporosis, and even cause a varie...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04C09K11/06G01N21/64
CPCC07D401/04C09K11/06C09K2211/1029C09K2211/1044G01N21/643
Inventor 杨益琴姜倩王石发徐海军王忠龙谷文徐徐李明新王芸芸
Owner NANJING FORESTRY UNIV
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