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Conjugated organic framework material COF-TA based on anthracene unit and preparation method thereof

A COF-TA, organic framework technology, applied in the field of conjugated organic framework material COF-TA and its preparation, can solve problems such as increasing the degree of reaction, achieve high spatial symmetry and conjugation, good electrical properties and light absorption performance effect

Active Publication Date: 2021-04-20
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Moreover, due to the two-dimensionality and ordering characteristics of conjugated organic framework materials, the molecular layers are packed more closely, and the degree of reaction will be greatly increased when exposed to ultraviolet light.

Method used

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  • Conjugated organic framework material COF-TA based on anthracene unit and preparation method thereof
  • Conjugated organic framework material COF-TA based on anthracene unit and preparation method thereof
  • Conjugated organic framework material COF-TA based on anthracene unit and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] refer to figure 1 , first place 2,6-anthracenediamine, tris(4-formylphenyl)amine, solvent, and catalyst in a sealed tube, and in every 3ml of solvent, 2,6-anthracenediamine, tris(4-formylphenyl) The addition amount of phenyl)amine and catalyst are respectively: 0.08mmol, 0.2mmol, 0.4mmol, and then the deoxygenation operation is performed on the sealed tube, and then the polycondensation reaction is carried out at 120°C for 3 days under the protection of nitrogen, and finally the product is placed in Wash and purify with eluent in a Soxhlet extractor, and dry to obtain the product. Among them, the catalyst is acetic acid; the deoxygenation operation is specifically: first place the sealed tube in liquid nitrogen to freeze, then vacuumize, and finally thaw, the deoxygenation operation is repeated three times and all are carried out in a nitrogen atmosphere; the eluent is petroleum ether, The mixture of acetone and methanol with a volume ratio of 1:1:1, and the solvent is...

Embodiment 2

[0029] First place 2,6-anthracenediamine, tris(4-formylphenyl)amine, solvent, and catalyst in a sealed tube, and in every 2ml of solvent, 2,6-anthracenediamine, tris(4-formylphenyl) The addition amount of amine and catalyst are respectively: 0.1mmol, 0.15mmol, 0.5mmol respectively, then deoxygenation operation is performed on the sealed tube, and then the polycondensation reaction is carried out at 135°C for 7 days under the protection of argon, and finally the product is placed in Wash and purify with eluent in a Soxhlet extractor, and dry to obtain the product. Among them, the catalyst is p-toluenesulfonic acid; the deoxygenation operation is as follows: first place the sealed tube in liquid nitrogen to freeze, then vacuumize, and finally thaw, the deoxygenation operation is repeated three times and all are carried out in a nitrogen atmosphere; The agent is a mixture of dichloromethane and chloroform at a volume ratio of 1:2, and the solvent is tetrahydrofuran.

Embodiment 3

[0031] Put 2,6-anthracenediamine, tris(4-formylphenyl)amine, solvent, and catalyst in the sealed tube firstly, and in every 4ml of solvent, 2,6-anthracenediamine, tris(4-formylphenyl) The addition amount of amine and catalyst are respectively: 0.05mmol, 0.25mmol, 0.3mmol respectively, then deoxygenation operation is performed on the sealed tube, and then the polycondensation reaction is carried out at 150°C for 1 day under the protection of argon, and finally the product is placed in Wash and purify with eluent in a Soxhlet extractor, and dry to obtain the product. Among them, the catalyst is formic acid; the deoxygenation operation is as follows: first place the sealed tube in liquid nitrogen to freeze, then vacuumize, and finally thaw, the deoxygenation operation is repeated three times and all are carried out in a nitrogen atmosphere; the eluent is ethyl acetate , the solvent is petroleum ether.

[0032] Examples 1-3 can all obtain the conjugated organic framework material...

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Abstract

The invention provides a conjugated organic framework material COF-TA based on an anthracene unit and a preparation method thereof, and the preparation method comprises the following specific steps: placing 2, 6-anthracene diamine, tris (4-formylphenyl) amine, a solvent and a catalyst in a sealed tube, then carrying out deoxygenization operation on the sealed tube, then carrying out condensation polymerization for 1-7 days at 120-150 DEG C under the protection of inert gas or nitrogen, and finally, eluting and purifying the product by using an eluent, and performing drying to obtain the product. The conjugated organic framework material COF-TA synthesized by the invention has higher spatial symmetry and conjugacy, so the conjugated organic framework material COF-TA has good electrical properties and light absorption performance; moreover, dimerization can be performed under ultraviolet irradiation to form a dianthracene structure, and depolymerization can be performed under visible light irradiation, so that the material is an excellent photosensitive material.

Description

technical field [0001] The invention relates to the technical field of organic chemistry, in particular to a conjugated organic framework material COF-TA based on anthracene units and a preparation method thereof. Background technique [0002] Photoisomerization materials refer to a class of functional materials that induce structural changes in molecules after light is used as a stimulus. Under the irradiation of ultraviolet light, the energy obtained by molecules can break through the structural barriers, thereby producing stable structures at high energy. Photoisomerization materials are widely used and have played an important role in optoelectronics, photovoltaics and other fields. Conjugated organic framework materials, also known as "organic molecular sieves", have the advantages of open and orderly pore structure, easy chemical modification, good chemical stability and thermal stability, and are a new type of organic polymer porous material. Conjugated organic frame...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G12/08
Inventor 刘钢刘书智
Owner SHANGHAI JIAO TONG UNIV
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