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Selenium or tellurium functionalized covalent organic framework material and its preparation method and application

A technology of covalent organic framework and functionalization, applied in chemical instruments and methods, organic active ingredients, medical preparations of non-active ingredients, etc., can solve the problem of not being able to fully utilize the advantages of COF porous structure and high specific surface area. Research issues such as reporting to achieve the effect of highly selective enrichment and removal, unique porous structure, and efficient loading

Active Publication Date: 2022-02-11
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although selenium or tellurium functionalized materials have shown important application value in drug loading and delivery and heavy metal coordination, there are no research reports on selenium or tellurium functionalized COF materials, and the porous structure and high Advantages of specific surface area

Method used

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  • Selenium or tellurium functionalized covalent organic framework material and its preparation method and application
  • Selenium or tellurium functionalized covalent organic framework material and its preparation method and application
  • Selenium or tellurium functionalized covalent organic framework material and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1: Preparation of covalent organic framework materials bridged by selenium bonds

[0042] The reaction equation for preparing selenium bond-functionalized COF is shown in the following formula. Add 4,4'-diaminodiphenylselenide (792mg, 3mmol) and trimesaldehyde (324mg, 2mmol) to the reaction tube, and then add Add 10mL of a mixed solution of dioxane and mesitylene (the volume ratio of dioxane and mesitylene is 1:3), and after fully dissolving, add the catalyst aqueous solution of acetic acid (6mL, 5mmol / mL) dropwise to the above in solution. Finally, the samples in the reaction tube were subjected to liquid nitrogen cold cutting-vacuumizing-thawing treatment to achieve anaerobic high vacuum conditions, and finally placed in an oil bath at 80°C to avoid light for 72 hours. After the reaction was completed, when the temperature of the system dropped to room temperature, precipitation appeared, and the solid product was separated by centrifugation, and washed repea...

Embodiment 2

[0044] Example 2: Preparation of covalent organic framework materials bridged by diselenide bonds

[0045] The reaction equation for preparing diselenide functionalized COF is shown in the following formula. Add 4,4'-diaminodiphenyl diselenide (516mg, 1.5mmol) and trimesaldehyde (162mg, 1.0mmol) into the reaction tube, Subsequently, a mixed solution of 10 mL of dioxane and mesitylene (the volume ratio of dioxane and mesitylene is 1:1) was added to the reaction tube. After fully dissolving, the catalyst acetic acid aqueous solution (3 mL, 1 mmol / mL) Add dropwise to the above solution. Finally, the samples in the reaction tube were subjected to liquid nitrogen cold cutting-vacuumizing-thawing treatment to achieve anaerobic high vacuum conditions, and finally placed in an oil bath at 150°C for 24 hours to avoid light. After the reaction was completed, when the temperature of the system dropped to room temperature, precipitation appeared, and the solid product was separated by ce...

Embodiment 3

[0052] Example 3: Preparation of covalent organic framework materials bridged by selenium bonds

[0053]The reaction equation for preparing selenium-bonded functionalized COF is shown in the following formula. Add 4,4'-dialdehyde diphenylselenide (868 mg, 3 mmol) and 1,3,5-triaminobenzene (246 mg, 2 mmol) into the reaction tube ), then add a mixed solution of 10mL dioxane and mesitylene (dioxane and mesitylene volume ratio is 3:5) to the reaction tube, after fully dissolving, the catalyst aqueous acetic acid solution (1mL, 10mmol / mL) was added dropwise to the above solution. Finally, the samples in the reaction tube were subjected to liquid nitrogen cold cutting-vacuumizing-thawing treatment to achieve anaerobic high vacuum conditions, and finally placed in a 120°C oil bath for 48 hours to avoid light. After the reaction was completed, when the temperature of the system dropped to room temperature, precipitation appeared, and the solid product was separated by centrifugation...

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Abstract

The present invention relates to selenium or tellurium functionalized covalent organic framework material and its preparation method and application; using aldehyde amine condensation Schiff base reaction: using selenium or tellurium bond bridged diphenyl compound as building block, and another After dissolving and dispersing a kind of building block triglyceraldehyde or 1,3,5-triaminobenzene in the mixed solution of dioxane and mesitylene, under the protection of nitrogen and catalyzed by acetic acid, react at 80-150°C After 6-72 hours, a solid powder is formed, which is washed with tetrahydrofuran or acetone and dried in vacuum to obtain a selenium or tellurium functionalized covalent organic framework material. The reaction equation is shown below. The material has a porous structure of a covalent organic framework and a high specific surface area, which not only has a high drug loading capacity for anti-tumor hydrophobic drugs such as doxorubicin or paclitaxel, but also can decompose and release the loaded drugs in a redox environment; It can be used for the enrichment and removal of platinum ions in platinum-containing wastewater through the coordination of selenium or tellurium with platinum.

Description

technical field [0001] The invention belongs to the field of covalent organic framework (COF) polymer porous materials. It relates to a covalent organic framework material functionalized by selenium or tellurium with redox response function, its preparation method and application. Background technique [0002] Covalent Organic Frameworks (COF) is a class of rigid organic building blocks mainly composed of light elements such as C, H, O, N, B, etc., connected by dynamic covalent bonds, in two-dimensional or three-dimensional space A crystalline organic porous polymer formed by regular and orderly expansion. Since the Yaghi research group first reported this kind of material on Science in 2005[ A.P.; Benin, A.I.; Ockwig, N.W.; O'Keeffe, M.; Matzger, A.J.; It has attracted extensive attention and in-depth research by researchers at home and abroad, and has made significant progress in topology design, building blocks, reaction types, preparation methods, and functionalizati...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00A61K47/34A61K31/337A61K31/704A61P35/00B01J20/22B01J20/30C02F1/28
CPCC08G83/008A61K47/34A61K31/337A61K31/704A61P35/00B01J20/226C02F1/285
Inventor 张建华时小光刘帅邓联东董岸杰
Owner TIANJIN UNIV
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