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Preparation method of a conjugated three-dimensional porphyrin-based covalent organic framework material

A covalent organic framework and three-dimensional porphyrin-based technology, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve porosity reduction and three-dimensional structure interpenetration , less research work and other issues, to achieve the effect of improving the performance of biomimetic catalysis

Active Publication Date: 2021-08-10
JIANGNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Three-dimensional COF is an important part of COF materials. Although it has experienced ten years of development, compared with two-dimensional COF, the research work on three-dimensional COF materials, especially three-dimensional porphyrin COF materials is still relatively small.
However, the current tetrahedral building block T 4 all start with sp 3 carbon-centered non-conjugated structure, which inhibits the transport of electrons between conjugated units in the entire framework, and at the same time due to the sp 3 The reason for the small carbon steric hindrance is to a certain extent caused by the interpenetration of the three-dimensional structure, thereby reducing the porosity.

Method used

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  • Preparation method of a conjugated three-dimensional porphyrin-based covalent organic framework material
  • Preparation method of a conjugated three-dimensional porphyrin-based covalent organic framework material
  • Preparation method of a conjugated three-dimensional porphyrin-based covalent organic framework material

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The preparation method of the conjugated three-dimensional porphyrin-based covalent organic framework material in this example is as follows:

[0028] (1) Mix 0.3mmol of 3,3',5,5'-tetrakis(4-formylphenyl)hexamethylbiphenyl TFBM (from Shanghai Kaishu Chemical Technology Co., Ltd.) with 0.3mmol of porphyrin e (synthetic diagram see figure 1 ) was added to a mixed solvent of 1mL o-dichlorobenzene and 1mL n-butanol, and dispersed evenly by ultrasonication.

[0029] (2) Add 0.2 mL of 6 mol / L acetic acid as a catalyst into the uniformly dispersed solution, put it into the reaction kettle, and put it into the reaction kettle after ultrasonically dispersing evenly.

[0030] (3) The reaction kettle was kept at a constant temperature of 110° C. for 5 days, cooled to room temperature after the reaction, and the solid was collected by filtration.

[0031] (4) The collected solid was centrifuged and washed 10 mL×5 times with DMF and THF successively, and the solid was collected ag...

Embodiment 2

[0039] The preparation method of the conjugated three-dimensional porphyrin-based covalent organic framework material in this example is as follows:

[0040] (1) Mix 0.3mmol of 3,3’,5,5’-tetrakis(4-formylphenyl)hexamethylbiphenyl TFBM with 0.2mmol of porphyrin e (see figure 1 ) was added to a mixed solvent of 2mL o-dichlorobenzene and 1mL n-butanol, and dispersed evenly by ultrasonic.

[0041] (2) Add 0.4 mL of 5 mol / L acetic acid as a catalyst into the uniformly dispersed solution, put it into the reaction kettle, and put it into the reaction kettle after ultrasonically dispersing evenly.

[0042] (3) The reaction kettle was kept at a constant temperature of 120° C. for 6 days, cooled to room temperature after the reaction, and the solid was collected by filtration.

[0043] (4) The collected solid was centrifuged and washed 15 mL×6 times with DMF and THF successively, and the solid was collected again.

[0044](5) After Soxhlet extraction of solid THF for 24 hours, vacuum ...

Embodiment 3

[0047] The preparation method of the conjugated three-dimensional porphyrin-based covalent organic framework material in this example is as follows:

[0048] (1) Mix 0.3mmol of 3,3’,5,5’-tetrakis(4-formylphenyl)hexamethylbiphenyl TFBM with 0.1mmol of porphyrin e (see figure 1 ) was added to a mixed solvent of 3mL o-dichlorobenzene and 1mL n-butanol, and dispersed evenly by ultrasonication.

[0049] (2) Add 0.5 mL of 4 mol / L acetic acid as a catalyst into the uniformly dispersed solution, put it into the reaction kettle, and put it into the reaction kettle after ultrasonically dispersing evenly.

[0050] (3) The reaction kettle was kept at a constant temperature of 115° C. for 6 days, cooled to room temperature after the reaction, and the solid was collected by filtration.

[0051] (4) The collected solid was centrifuged and washed 20 mL×7 times with DMF and THF successively, and the solid was collected again.

[0052] (5) After Soxhlet extraction of the solid THF for 24 hour...

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Abstract

The invention discloses a preparation method of a conjugated three-dimensional porphyrin-based covalent organic framework material, which is based on 3,3',5,5'-tetra(4-formylphenyl)hexamethylbiphenyl (TFBM) With a series of porphyrin derivatives as raw materials, o-dichlorobenzene and n-butanol as solvent, acetic acid as catalyst, solvothermal reaction for several days. After the reaction was completed, it was washed with DMF and THF in succession, extracted by Soxhlet for 24 hours, and dried in vacuum to obtain a purple-black powder, which was the target product. It is the first case to use tetrahedral tetraaldehyde based on steric effect as a building block, so that the material has a fully conjugated three-dimensional framework structure and good thermal and chemical stability; it has a three-dimensional channel-oriented porphyrin unit as a single-activity catalyst site, so that the material shows a good application prospect in the field of biomimetic catalysis.

Description

technical field [0001] The invention belongs to the field of covalent organic framework materials, and in particular relates to a preparation method of a conjugated three-dimensional porphyrin-based covalent organic framework material. [0002] technical background [0003] Covalent organic frameworks (COFs) are a new type of crystalline organic porous materials formed by dynamic covalent bonds. Compared with traditional pure inorganic molecular sieves and porous carbon materials, this material has the advantages of precise design, adjustable structure, ordered channels and diverse functions. However, COF materials are mostly pure organic porous polymers, and most COF materials themselves do not have active catalytic sites. The research on heterogeneous catalysis mainly focuses on using COF only as a catalytic carrier material, that is, using COF to disperse and immobilize it with catalytic activity. of nanoparticles. This not only fails to reflect the advantages of COF as ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/02B01J31/06
CPCB01J31/06C08G73/0273
Inventor 顾志国刘勇晏晓东李涛张文达符秋婷路惠舒
Owner JIANGNAN UNIV
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