A kind of nitroxide free radical covalent organic framework material, its synthesis method and application

A technology of covalent organic framework and nitroxide radicals, applied in the field of nitroxide radical covalent organic framework materials

Active Publication Date: 2021-02-02
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there has been no reported attempt to directly construct covalent organic frameworks via radical monomers via a bottom-up synthetic strategy.

Method used

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  • A kind of nitroxide free radical covalent organic framework material, its synthesis method and application
  • A kind of nitroxide free radical covalent organic framework material, its synthesis method and application
  • A kind of nitroxide free radical covalent organic framework material, its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 15.3 mg of trimesaldehyde and 4.5 mg of radical precursor 1 and 38.6 mg of non-radical precursor 2 were added to the pressure-resistant tube. Then add 1mL dioxane, 1mL mesitylene and 1mL ethanol, shake well and add 0.3mL 9mol / L acetic acid solution. After sealing the pressure tube with a rubber stopper, replace it with argon three times, then quickly remove the rubber stopper, and seal the pressure tube with a polytetrafluoroethylene stopper. It was placed in an oven and reacted at 80° C. for five days. After the reaction, a solid was produced at the bottom of the pressure-resistant tube, and the solid was transferred to a centrifuge tube, washed with acetone and tetrahydrofuran for 3 times, respectively. The solid was dried at 80°C to obtain 35.2 mg of brown yellow solid powder PR(10)-COF, with a yield of 68%.

Embodiment 2

[0032] Using 0 mg of free radical precursor 1 and 42.9 mg of non-radical precursor 2, the others were the same as in Example 1 to obtain 35.7 mg of PR(0)-COF with a yield of 69%.

Embodiment 3

[0034] Using 0.9 mg of free radical precursor 1 and 42 mg of non-radical precursor 2, the others were the same as in Example 1 to obtain 33.5 mg of PR(2)-COF with a yield of 65%.

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Abstract

The invention discloses a nitrogen-oxygen radical covalent organic framework material, its synthesis method and application. The synthesis method comprises: mixing trimesaldehyde, radical precursor 1 and non-radical precursor 2 in an organic solvent After mixing evenly, react under the catalysis of acetic acid to obtain nitrogen oxide free radical covalent organic framework material; The molar ratio of trimesaldehyde and free radical precursor 1, non-radical precursor 2 is 1:(0-1): (0-1); The nitroxide free radical concentration=1.8mmol / g×the molar weight of radical precursor 1 / (the molar weight of free radical precursor 1+the molar weight of non-radical precursor 2); Radical precursor 1 is shown in chemical formula (I), and non-radical precursor 2 is shown in chemical formula (II); the nitrogen-oxygen radical covalent organic framework material of the present invention has a long-range ordered two-dimensional hexagonal structure and regular Pores, in which free radicals are uniformly distributed in the material framework and the concentration can be adjusted freely, can thus be used as polarizing reagents.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a nitrogen-oxygen radical covalent organic framework material, a synthesis method and application thereof. Background technique [0002] The delocalization of nitrogen and oxygen free gene electrons on nitrogen and oxygen atoms and the steric hindrance of surrounding methyl groups can exist stably. Immobilized nitroxide radical materials have important applications in many fields, such as heterogeneous catalysts, organic radical batteries, molecular magnets, dynamic nuclear polarization, etc. Initially, such free radical materials were mainly obtained by modifying nitroxide radicals to organic / inorganic polymers through post-modification methods, and successfully used them for the catalytic oxidation of alcohols. However, because the materials obtained by such post-modification methods are generally amorphous or poor in crystal form, their applications are limited to a certain e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00
CPCC08G83/008
Inventor 王为曹伟
Owner LANZHOU UNIVERSITY
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