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Covalent organic framework material and preparation method thereof, and applications of covalent organic framework material in identification of chiral polysaccharides

A covalent organic framework, chiral technology, applied in the direction of material analysis, material excitation analysis, material analysis through optical means, etc., to achieve the effect of high yield, easy operation and easy amplification

Inactive Publication Date: 2020-02-14
孝感市思远新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

COF has the advantages of highly ordered pore structure, adjustable pore size, large specific surface area, diverse synthesis methods, and easy functional modification. It is a new type of polymer material, and it has not been reported in the field of chiral recognition.

Method used

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  • Covalent organic framework material and preparation method thereof, and applications of covalent organic framework material in identification of chiral polysaccharides
  • Covalent organic framework material and preparation method thereof, and applications of covalent organic framework material in identification of chiral polysaccharides
  • Covalent organic framework material and preparation method thereof, and applications of covalent organic framework material in identification of chiral polysaccharides

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1a

[0045] Example 1a: One 114mg of (R,R)cyclohexanediamine and 222mg of tetraphenylvinylaldehyde were placed in a 25mL sealed tube, and 2mL of glacial acetic acid and 6mL of 1,4-dioxane were added. Freeze and thaw three times with liquid nitrogen, seal the tube, and let stand at 120°C for 72h. The solid was taken out, extracted with tetrahydrofuran, ethyl acetate, and ethanol by Soxhlet for 24 h each, and dried in vacuum at 100° C. for 10 h to obtain 280 mg of R-CCOF-1 with a yield of 95%.

[0046] The infrared spectrum of R-CCOF-1 is as follows figure 1 shown.

[0047] The PXRD pattern of R-CCOF-1 is as follows figure 2 shown.

Embodiment 1b

[0048] Example 1b: One 114mg of (R,R)cyclohexanediamine and 244mg of tetraphenylvinylaldehyde were placed in a 25mL sealed tube, and 2.3mL of glacial acetic acid and 6mL of tetrahydrofuran were added. Freeze and thaw three times with liquid nitrogen, seal the tube, and let stand at 120°C for 68h. The solid was taken out, extracted by Soxhlet with tetrahydrofuran, ethyl acetate, and acetone for 24 hours each, and dried in vacuum at 120° C. for 8 hours to obtain R-CCOF-1.

Embodiment 1c

[0049] Example 1c: A 114 mg of (R, R) cyclohexanediamine and 200 mg of tetraphenyl aldehyde were placed in a 25 mL sealed tube, and 1.7 mL of glacial acetic acid and 6 mL of toluene were added. Freeze and thaw three times with liquid nitrogen, seal the tube, and let stand at 110°C for 80h. The solid was taken out, extracted by Soxhlet with tetrahydrofuran, acetone, and ethanol for 24 hours each, and dried in vacuum at 80° C. for 18 hours to obtain R-CCOF-1.

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Abstract

The invention discloses a covalent organic framework material and a preparation method thereof, and applications of the covalent organic framework material in identification of chiral polysaccharides,wherein the covalent organic framework material is synthesized by taking a compound A and a compound B as monomers, wherein the compound A is selected from a compound shown in a formula I or a compound shown in a formula II, the compound B is selected from a compound shown in a formula III or a compound shown in a formula IV or a compound shown in a formula V, a molar ratio of the compound A to the compound B is 1:0.5 in the covalent organic framework material using the compound shown in the formula III or formula IV as a compound B, and in the covalent organic framework material adopting thecompound shown in the formula V as the compound B, a molar ratio of the compound A to the compound B is 1:0.6. According to the invention, the prepared covalent organic framework material can quicklyidentify chiral polysaccharide compounds.

Description

technical field [0001] The invention relates to the field of chiral polysaccharide recognition, in particular to a covalent organic framework material, its preparation and its application in the recognition of chiral polysaccharides. Background technique [0002] Chirality is one of the essential properties of nature. Biomacromolecules, such as proteins, polysaccharides, nucleic acids and enzymes, which are the important basis of life activities, are almost all chiral. These small molecules often have important physiological functions in the body. Most of the drugs currently used are small organic molecules composed of less than 50 atoms, and a large part of them are also chiral. Their pharmacological effects are realized through strict chiral matching and molecular recognition with macromolecules in the body. There are significant differences in the pharmacological activity, metabolic process and toxicity of the enantiomers of chemical drugs containing chiral factors in th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G12/06G01N21/64
CPCC08G12/06G01N21/6428G01N2021/6432
Inventor 刘思
Owner 孝感市思远新材料科技有限公司