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Preparation of lanthanide metal-organic frameworks and a method for visual detection of chiral enantiomers

A technology based on organic frameworks and lanthanide metals, which is applied in the fields of metal organic compounds, material synthesis, and analytical chemistry. It can solve the problems of high price, complicated analysis procedures, and low detection sensitivity, and achieve low equipment requirements, simple processes, and high fluorescence intensity. Effect

Active Publication Date: 2019-04-02
ZHEJIANG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide a detection method for chiral enantiomers, which solves the problems of current enantiomer detection requiring complicated analysis procedures, expensive instruments and equipment, and low detection sensitivity. A method for visualizing fluorescence detection of chiral enantiomers using bulk framework materials

Method used

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  • Preparation of lanthanide metal-organic frameworks and a method for visual detection of chiral enantiomers
  • Preparation of lanthanide metal-organic frameworks and a method for visual detection of chiral enantiomers
  • Preparation of lanthanide metal-organic frameworks and a method for visual detection of chiral enantiomers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] (1) Weigh a certain amount of lanthanide nitrate hexahydrate (Ln(NO 3 ) 3 ·6H 2 O, Ln=Tb and Eu) and organic ligands (trimesic acid BTC and L-aspartic acid L-Asp), then add a certain amount of N,N-dimethylformamide (DMF), ethanol and water, shake well to dissolve and form a mixed solution. Ln(NO 3 ) 3 ·6H 2 The ratio of O to organic ligand is 1mmol:1mmol; the ratio of Eu to Tb is 1mmol:9.0mmol; the ratio of BTC to L-Asp is 1mmol:1mmol.

[0028] (2) Place the above mixed solution in a quartz microwave reaction tube, heat the reaction by microwave at 100°C for 5min, and cool to room temperature;

[0029] (3) The turbid solution obtained in step (2) was centrifuged, washed with DMF and methanol respectively, centrifuged (4500 rpm×10 min), and vacuum-dried at 150° C. to obtain the LOFs material.

[0030] (4) Add a certain amount of LOFs material prepared in step (3) into an aqueous solution containing a certain concentration of imazethapyr enantiomer of the chiral pe...

Embodiment 2

[0035] (1) Weigh a certain amount of lanthanide nitrate hexahydrate (Ln(NO 3 ) 3 ·6H 2 O, Ln=Tb and Eu) and organic ligands (trimesic acid BTC and L-aspartic acid L-Asp), then add a certain amount of N,N-dimethylformamide (DMF), ethanol and water, shake well to dissolve and form a mixed solution. Ln(NO 3 ) 3 ·6H 2 The ratio of O to organic ligand is 1mmol:1.5mmol; the ratio of Eu to Tb is 1mmol:9.0mmol; the ratio of BTC to L-Asp is 1mmol:1mmol.

[0036] (2) Place the above mixed solution in a quartz microwave reaction tube, heat the reaction by microwave at 100°C for 5min, and cool to room temperature;

[0037] (3) The turbid solution obtained in step (2) was centrifuged, washed with DMF and methanol respectively, centrifuged (4500 rpm×10 min), and vacuum-dried at 150° C. to obtain the LOFs material.

[0038] (4) Add a certain amount of LOFs material prepared in step (3) into an aqueous solution containing a certain concentration of imazethapyr enantiomer of the chiral ...

Embodiment 3

[0043] (1) Weigh a certain amount of lanthanide nitrate hexahydrate (Ln(NO 3 ) 3 ·6H 2 O, Ln=Tb and Eu) and organic ligands (trimesic acid BTC and L-aspartic acid L-Asp), then add a certain amount of N,N-dimethylformamide (DMF), ethanol and water, shake well to dissolve and form a mixed solution. Ln(NO 3 ) 3 ·6H 2 The ratio of O to organic ligand is 1mmol:2.0mmol; the ratio of Eu to Tb is 1mmol:9.5mmol; the ratio of BTC to L-Asp is 1mmol:1mmol.

[0044] (2) Place the above mixed solution in a quartz microwave reaction tube, microwave heating reaction at 150°C for 5min, and cool to room temperature;

[0045] (3) The turbid solution obtained in step (2) was centrifuged, washed with DMF and methanol respectively, centrifuged (4500 rpm×10 min), and vacuum-dried at 150° C. to obtain the LOFs material.

[0046] (4) Add a certain amount of LOFs material prepared in step (3) into an aqueous solution containing a certain concentration of imazethapyr enantiomer of the chiral pest...

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Abstract

The invention discloses preparation of a lanthanide metal-organic framework material and a method for visually assaying chiral enantiomers. The steps are as follows: (1) Ln(NO3)3.6H2O and organic ligands are taken and mixed, N,N-dimethylformamide, ethanol and water are then added, a mixed solution is formed after uniform mixing and dissolution; Ln(NO3)3.6H2O is prepared from Tb(NO3)3.6H2O and Eu(NO3)3.6H2O, and the organic ligands include 1,3,5-benzenetricarboxylic acid and L-aspartic acid; (2) the mixed solution is heated by microwaves to react, and is then cooled to room temperature, so that a turbid solution is obtained; (3) the turbid solution obtained in step (2) is centrifuged, a centrifuged product is sequentially washed with N,N-dimethylformamide and methanol and then is centrifuged again, and after the centrifuged product is dried under vacuum, the lanthanide metal-organic framework material is obtained. The prepared LOFs material can realize the visualized assay of the enantiomers; moreover, with the fluorescence properties of two types of lanthanide elements, i.e. Tb and Eu, the lanthanide metal-organic framework material can provide a broad visualized fluorescence color gamut, consequently, the application range is broadened, and the accuracy of assay is increased.

Description

technical field [0001] The invention relates to the preparation of inorganic-organic functional materials and its application in the detection of chiral enantiomers, and belongs to the technical fields of metal organic compounds, material synthesis, analytical chemistry and the like. Background technique [0002] Chirality is a phenomenon that exists widely in nature. The enantiomers of chiral molecules often have significant differences in biochemical activity, pharmacology, toxicology, transformation mechanism and metabolic pathway, such as chiral pesticide enantiomers, one of which has a certain high target activity, while the other one has no or low-efficiency active effect, and even has adverse effects of toxicity on crops. According to statistics, there are more than 650 kinds of commercial pesticides in the world, of which more than 25% are chiral compounds, and with the increase of pesticide types, the proportion of chiral pesticides is still increasing steadily. I...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/00G01N21/25
CPCC07F5/003G01N21/255
Inventor 高立娣刘剀汪海英刘维屏
Owner ZHEJIANG UNIV