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A fluorescent covalent organic framework material and its preparation method and application

A technology of covalent organic framework and framework materials, applied in the field of chemistry and biology, materials, to achieve good dispersion and stability, simple synthesis steps and high yield

Active Publication Date: 2022-03-29
临沂鑫皓中药饮片有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, due to limited organic reaction types and monomer types, the simple and efficient synthesis of COFs faces many challenges, and through previous literature research, we found that there is no public report on the synthesis of fluorescent COFs by simple methods under normal pressure.

Method used

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  • A fluorescent covalent organic framework material and its preparation method and application
  • A fluorescent covalent organic framework material and its preparation method and application
  • A fluorescent covalent organic framework material and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Intermediate Synthesis: N, N, N ', N'-tetraphenyl - [1,1-biphenyl] -4,4-diamine (TPB 5.0 g, 10.2 mmol) and imidazole (5.1 g, 61.5) Mmol) Added to 250 ml of two round bottom flasks, then 90 ml of acetonitrile. In a nitrogen atmosphere (N 2 The trifluoroacetic anhydride (17.3 mL, 0.123 mol) was added dropwise. Reflow mixture until TPB is completely consumed (monitoring by thin layer chromatography). The reaction solution was poured into 1L water to dissolve the yellow powder precipitate. The filter cake was washed with water until the filtrate became colorless to obtain a product TPB-IOS: yellow solid (15.4 g, 98.3%).

[0044]Synthesis: The aggolithine product (TPB-IOS, 10G, 6.5 mmol) was dissolved in 200 ml of THF. Then pumped the HCl solution (100 mL, by adding 21.0 ml of concentrated HCl to 79.0 mL H) 2 O-prepared 2.5 mol·L -1 . The reaction solution was refluxed for 12 hours. The reaction solution was cooled to room temperature and formed an orange solid. The reaction mix...

Embodiment 2

[0054] Other synthetic conditions are in Example 1. Change the conditions during the COF synthesis:

[0055] TPB and TMB were mixed in the chloroform solution in molar ratio 2: 4, and catalyst formic acid with a TPB molar ratio of 0.5 was added, and three days were refluxed at 65 ° C. Filtration was washed with chloroform to give a pure brown powder COF product with a yield of 93%.

Embodiment 3

[0057] Other synthetic conditions are in Example 1. Change the conditions during the COF synthesis:

[0058] TPB and TMB were mixed in a ratio of molar ratio of 2: 4 in a toluene solution, and a catalyst acetic acid having a TPB molar ratio of 0.2 was added, and 40 hours were refluxed at 115 ° C. The filtration was filtered and washed with toluene to give the pure brown powder COF product with a yield of 91%.

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Abstract

The invention relates to a preparation method and application of a covalent organic framework material, which is characterized in that a porous covalent organic framework material is synthesized by a low-temperature reflux method by synthesizing and using highly conjugated monomers. The synthesized material has good dispersibility in solvent and exhibits special fluorescence properties. The covalent organic framework material has a large specific surface area, can realize the loading of various enzymes and drugs, and has remarkable responsive release performance. In particular, the material has low cytotoxicity, and the slow-release mode and route of the drug can significantly improve the utilization of the enzyme and the drug after being ingested by the cells, and improve the therapeutic effect of the drug.

Description

Technical field [0001] The present invention belongs to the field of materials, chemistry, and biotechnology, and specific relates to a covalent organic frame material and a preparation method thereof. Background technique [0002] A covalent organic frame (COF) is a class of porous organic polymer crystals connected by light elements such as carbon, hydrogen, oxygen, nitrogen, boron, or the like. Due to its special structural and nature, it exhibits huge application potential in the fields of gas adsorption, catalysis, energy storage, drug delivery and photovoltaic equipment. In recent years, COF's synthesis, nature and application research have been concerned with more and more research workers (see T. MA, E. A. Kapustin, S. X. Yin, Liang, Z. Zhou, J. Niu, L.-H. LI, Y. WANG, J. SU and J. LI, Science, 2018, 361, 48-52; H.wang, Z. Zeng, P. Xu, LI, G. Zeng, R. XIAO, Z. TANG, D. Huang, L. Tang andc. LAI, Chem. SOC. Rev., 2019, 48, 488-516.) The synthesis of new COF materials has an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/02C09K11/06C07C221/00C07C223/06A61K47/34A61K47/69A61K31/704A61P35/00
CPCC08G73/026C09K11/06C07C221/00A61K47/34A61K47/6949A61K31/704A61P35/00C09K2211/1425C07C223/06
Inventor 公培伟刘哲王斌刘西成孔斐李烁涵聂玲玉
Owner 临沂鑫皓中药饮片有限公司
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