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Three-dimensional covalent organic framework compound and preparation method and application thereof

A technology for covalent organic frameworks and compounds, applied in the field of three-dimensional covalent organic framework compounds and their preparation, can solve problems such as synthesis and preparation limitations

Active Publication Date: 2020-05-29
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] There are many reports on the existing two-dimensional COF, but the three-dimensional COF is subject to more restrictions in terms of design strategy, topology type, synthesis and preparation, etc.

Method used

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  • Three-dimensional covalent organic framework compound and preparation method and application thereof
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  • Three-dimensional covalent organic framework compound and preparation method and application thereof

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preparation example Construction

[0060] The embodiment of the present invention also provides a preparation method of a three-dimensional covalent organic framework compound, comprising the following steps:

[0061] S1, put the triptycene compound shown in formula (5), the pyrene compound shown in formula (6) and the organic solvent together into a container, vacuumize and seal the container;

[0062] S2, heating the sealed container at 50°C to 200°C to make the triptycene compound react with the pyrene compound to form a solid precipitate;

[0063] S3, the precipitate is filtered out, soaked in an organic solvent, washed and dried, and the obtained solid product is the three-dimensional covalent organic framework compound.

[0064]

[0065] R in formula (5) 1 and R in formula (6) 2 The reaction generates the linking group. For example, when the linking group is -C=N-, R 1 and R 2 One of them is an aldehyde group (-CHO), and the other is an amino group (-NH 2 ). When the linking group is -C=N-NH-, R...

Embodiment

[0078] (1) 2,3,6,7,14,15-hexa(4-formylphenyl)triptycene (2,3,6,7,14,15-hexa(4-formylphenyl)triptycene, HFPT) Synthesis

[0079]

[0080] According to the above formula, iron powder (0.22g, 3.94mmol) was added into a solution of triptycene (10.00g, 39.32mmol) in chloroform (150ml). Bromine (12 mL, 234.20 mmol) was added to the mixture at 0° C., and the mixture was stirred for 30 minutes, then heated to room temperature, and heated to reflux for 8 hours after a period of mild reaction. After the reaction, the mixture was cooled to room temperature, the solid iron powder catalyst was removed by filtration, and washed 3 times with water and saturated brine, the organic phase was evaporated, and the crude product was purified by silica gel column chromatography, and the eluent was dichloromethane to obtain 28 g of 2 ,3,6,7,14,15-hexabromotriptycene, yield 97.9%.

[0081]

[0082]Cesium carbonate (60.4g, 185.38mmol) and bis(triphenylphosphine)palladium(II) dichloride (1.4g, ...

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Abstract

The invention provides a three-dimensional covalent organic framework compound. The triptycene derivative is formed by connecting a triptycene hexavalent group and a pyrene tetravalent group through aconnecting group, and at least a portion of the three-dimensional covalent organic framework compound, wherein each triptycene hexavalent group is connected with six adjacent pyrene tetravalent groups, each pyrene tetravalent group is connected with four adjacent triptycene hexavalent groups so as to form a regular hexagonal prism-shaped three-dimensional topological network structure, and the connecting groups contain dynamic covalent bonds. The invention provides a preparation method and application of the three-dimensional covalent organic framework compound.

Description

technical field [0001] The invention belongs to the field of covalent organic framework compounds, and in particular relates to a novel three-dimensional covalent organic framework compound, a preparation method thereof, and an application thereof. Background technique [0002] Covalent Organic Frameworks (COF) is a porous framework structure with a very regular periodic order formed by linking organic structural units with dynamic covalent bonds. As an emerging crystalline porous polymer, COFs have shown great application potential in various fields due to their light weight, low density, permanent high porosity, high specific surface area, and relatively high thermal stability. . [0003] COF can be divided into two-dimensional (2D) COF and three-dimensional (3D) COF according to the structure. In 2D COFs, the basic building blocks are covalently bonded to form 2D frameworks, and these 2D frameworks are further stacked to form a periodically aligned stack structure. In ...

Claims

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Application Information

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IPC IPC(8): C08G83/00B01J20/22B01D53/02B01J20/30C01B3/00
CPCB01D53/02B01J20/226C01B3/0015C08G83/008Y02E60/32
Inventor 何向明徐宏
Owner TSINGHUA UNIV
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