Preparation method of amido bond-linked covalent organic framework

A technology of covalent organic framework and amide bond, which is applied in the field of preparation of covalent organic framework, can solve the problems of complex and cumbersome operation steps, time-consuming, unfavorable scale-up production, etc., and achieve the effect of simple operation steps, avoiding procedures, and easy preparation

Active Publication Date: 2021-12-21
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is to overcome one or more of the existing methods for preparing amide bond-linked covalent organic frameworks, such as time-consuming, energy-consuming, complex and cumbersome operation steps, and unfavorable scale-up production.

Method used

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  • Preparation method of amido bond-linked covalent organic framework
  • Preparation method of amido bond-linked covalent organic framework
  • Preparation method of amido bond-linked covalent organic framework

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071]

[0072]

[0073] Covalent organic framework Ⅰ (30mg) and KHSO 5 (86 mg, 3 equiv.) was added to anhydrous N,N-dimethylformamide (2 ml), then 0.1 ml of glacial acetic acid was added, the nitrogen gas was quickly replaced several times, sealed, and stirred at 25°C for 5 hours. Filtration, filter cake with 10% Na 2 S 2 o 3 Washed with aqueous solution, water and tetrahydrofuran. Then the obtained solid was Soxhlet extracted with anhydrous methanol and THF for 5 hours, respectively, and dried under vacuum at 100°C for 2 hours to obtain a brown solid (30 mg, 90%).

[0074] From figure 1 It can be seen that the powder X-ray diffraction peaks remain basically unchanged before and after oxidation, indicating that the amide bond-linked covalent organic framework obtained after oxidation has a crystal similar to its precursor (-C=N-linked covalent organic framework) structure. Among them, the diffraction peaks of covalent organic framework II at 2Theta=2.76°, 5.46°, a...

Embodiment 2

[0081]

[0082]

[0083] Covalent organic framework III (30mg) and KHSO 5 (48 mg, 2 equiv.) was added to anhydrous N,N-dimethylformamide (2 ml), then 0.1 ml of glacial acetic acid was added, the nitrogen gas was quickly replaced several times, sealed, and stirred at 25°C for 5 hours. Filtration, filter cake with 10% Na 2 S 2 o 3 Washed with aqueous solution, water and tetrahydrofuran. Then the obtained solid was Soxhlet extracted with anhydrous methanol and THF for 5 hours, respectively, and dried under vacuum at 100°C for 2 hours to obtain a brown solid (30 mg, 92%).

[0084] From Figure 5 It can be seen that the powder X-ray diffraction peaks remain basically unchanged before and after oxidation, indicating that the amide bond-linked covalent organic framework obtained after oxidation has a crystal structure similar to that of the precursor covalent organic framework. Among them, the diffraction peaks of covalent organic framework IV at 2Theta=3.76°, 5.38°, 7.49°...

Embodiment 3

[0089]

[0090] Covalent organic framework Ⅴ (40mg) and KHSO 5 (73 mg, 2 equiv.) was added to anhydrous N,N-dimethylformamide (2 ml), then 0.1 ml of glacial acetic acid was added, the nitrogen gas was quickly replaced several times, sealed, and stirred at 25°C for 5 hours. Filtration, filter cake with 10% Na 2 S 2 o 3 Washed with aqueous solution, water and tetrahydrofuran. The obtained solid was then Soxhlet extracted with anhydrous methanol and THF for 5 hours, and dried under vacuum at 100°C for 2 hours to obtain a brown solid (26 mg, 59%).

[0091] From Figure 9 It can be seen that the powder X-ray diffraction peaks remain basically unchanged before and after oxidation, indicating that the amide bond-linked covalent organic framework obtained after oxidation has a crystal structure similar to that of the precursor. Among them, the diffraction peaks of the covalent organic framework VI at 2Theta=5.12° and 10.29° correspond to the diffraction of (100) and (020) crys...

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Abstract

The invention discloses a preparation method of an amido bond-linked covalent organic framework, which comprises the following step: in a solvent, carrying out oxidation reaction on an imine bond-linked covalent organic framework under the action of-HSO5 to obtain the amido bond-linked covalent organic framework. The preparation method disclosed by the invention has one or more advantages of high efficiency, universality and capability of realizing amplified preparation.

Description

technical field [0001] The invention relates to a preparation method of a covalent organic framework linked by an amide bond. Background technique [0002] Covalent Organic Frameworks (COFs) are a class of crystalline organic porous polymers formed by expanding the building blocks through covalent bonds according to the principles of framework chemistry. In 2005, the Yaghi research group reported this type of structure for the first time ( A.P.; Benin, A.I.; Ockwig, N.W.; O’Keeffe, M.; Matzger, A.J.; Yaghi, O.M. Science 2005, 310, 1166.). After years of development, covalent organic frameworks have made remarkable progress in both structural design and functional applications (Geng, K.; He, T.; Liu, R.; Dalapati, S.; Tan, K.T.; Li, Z. ; Tao, S.; Gong, Y.; Jiang, Q.; Jiang, G. Chem. Rev. 2020, 120, 8814.). Thanks to their crystallinity, porosity, large specific surface area, low density, high stability, and structural designability, covalent organic frameworks are widely ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/00
CPCC08G73/00
Inventor 赵新周志贝
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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