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Aqueous-phase synthesis covalent organic framework material and preparation method thereof

A technology of covalent organic framework and water phase, which is applied in the field of covalent organic framework materials, can solve the problems of high cost, hindered application, complex operation and other problems of ionic liquids, and achieve the effect of easy industrial production, convenient operation and good universality

Active Publication Date: 2019-09-17
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, almost all by-products of these chemical reactions are water; so far, the classic synthesis of COFs is limited to solvothermal synthesis, and its synthesis must be realized in a sealed tube, which requires high temperature and high temperature. pressure, and lead to complicated operation, high energy consumption and volatilization of volatile organic compounds (VOC)
In recent years, we have developed a rapid, room-temperature, high-pressure ionothermal synthesis of COFs; however, the application of this method in the large-scale preparation of COFs will be greatly hindered due to the high cost of ionic liquids

Method used

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  • Aqueous-phase synthesis covalent organic framework material and preparation method thereof
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  • Aqueous-phase synthesis covalent organic framework material and preparation method thereof

Examples

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Embodiment 1

[0028] Synthesis of Covalent Organic Framework Material JUC-520

[0029] 1,3,5-tris(3-dimethylamino-1-acetyl-2-enyl)benzene (18.5 mg, 0.05 mmol) and 2,4,6-tris(4-aminophenyl)-1 , 3,5-triazine (17.7mg, 0.05mmol) was ground in a mortar for 1 minute, the mixture was put into a 10mL PE centrifuge tube, and glacial acetic acid (0.4mL) and water (4mL) were added. The system was placed in the air at room temperature for 3 hours, and a yellow fluffy solid was observed to form. Suction filter and wash with 100mL of N,N-dimethylformamide and acetone respectively. Finally, the filtered solid was dried overnight in a vacuum oven at 80°C to obtain a yellow solid product (87% yield).

[0030] The synthesis steps of the intermediate 1,3,5-tris(3-dimethylamino-1-acetyl-2-enyl)benzene are as follows: 1,3,5-triacetylbenzene (0.82g, 4.0 mmol) and N,N-dimethylformamide diethyl acetal (2.4 g, 12.0 mmol) were dissolved in 10.0 ml N,N-dimethylformamide and stirred at 90° C. under dry nitrogen for...

Embodiment 2

[0032]Synthesis of Covalent Organic Framework Material JUC-521

[0033] 1,3,5-tris(3-dimethylamino-1-acetyl-2-enyl)benzene (18.5mg, 0.05mmol) and 1,3-5-tricarboxylic acid tris(4-aminobenzene Amide)benzene (24.0 mg, 0.05 mmol) was ground in a mortar for 1 minute, the mixture was put into a 10 mL PE centrifuge tube, and 6 mol / mL acetic acid solution (4.0 mL) was added.

[0034] The system was placed in the air at room temperature for 0.5 hours to react, and a yellow fluffy solid was observed to form. Suction filter and wash with 100mL of N,N-dimethylformamide and acetone respectively. Finally, the filtered solid was dried overnight in a vacuum oven at 80°C to obtain a yellow solid product (95% yield). If you need a large-scale experiment, you only need to double the current equivalent.

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Abstract

The invention discloses an aqueous-phase synthesis covalent organic framework material and a preparation method thereof and belongs to the technical field of covalent organic frameworks. The preparation method disclosed by the invention is a simple and general method for preparing a series of high-crystallinity organic porous frameworks (COFs) with the pore size of 1.59-2.92nm in a water environment system by virtue of a Michael addition-elimination reaction. The prepared covalent organic framework material is high in crystallinity, ensures a surface ordered pore passage structure and has excellent universality, and the structure can derive many covalent organic frameworks with new functional groups; industrial production can be easily facilitated, the environment is not severely polluted, and volatile organic compounds (VOCs) are not produced; and moreover, a novel synthetic route is developed for synthesizing the COFs by virtue of Michael addition. Thermogravimetic analysis shows that the prepared porous material has excellent stability; and nitrogen adsorption analysis shows that the prepared COFs have high specific surface areas.

Description

technical field [0001] The invention belongs to the technical field of covalent organic framework materials, and in particular relates to an aqueous phase synthesis covalent organic framework material and a preparation method thereof. Background technique [0002] Covalent organic frameworks (COFs) are crystalline porous materials composed of light elements such as C, H, N, B, and O, connected by covalent bonds. Due to their good pore structure, high surface area, and tunable framework composition, various potential applications of COFs are promising. Including gas adsorption and separation, heterogeneous catalysis, photovoltaic energy storage and other applications. In the past decade, COFs have been obtained through several reversible chemical reactions, usually the formation of boronate, imine, triazine, and imide linkages. However, almost all by-products of these chemical reactions are water; so far, the classic synthesis of COFs is limited to solvothermal synthesis, a...

Claims

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Application Information

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IPC IPC(8): C08G83/00
CPCC08G83/008
Inventor 方千荣王钰杰刘耀祖
Owner JILIN UNIV
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