Porous pyrenyl organic framework material rich in hydroxyl and preparation method thereof

An organic framework, hydroxyl-rich technology, applied in luminescent materials, chemical instruments and methods, etc., can solve the problems of difficult synthesis, unstable structure, and environmental sensitivity of MOFs materials.

Active Publication Date: 2017-06-06
TAIZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, some shortcomings of MOFs materials lead to limitations in its application: (1) After the MOFs lose solvent molecules, their structure becomes unstable, and the structure containing the porous skeleton is easy to collapse, resulting in shrinkage of pore size or formation of amorphous amorphous Pore ​​structure; (2) Sensitive to the environment: Most of MOFs materials are extremely sensitive to water molecules in the gas, and contacting for a long time may lead to structural changes or

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  • Porous pyrenyl organic framework material rich in hydroxyl and preparation method thereof
  • Porous pyrenyl organic framework material rich in hydroxyl and preparation method thereof
  • Porous pyrenyl organic framework material rich in hydroxyl and preparation method thereof

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preparation example Construction

[0038] The invention provides a method for preparing a hydroxyl-rich porous pyrene-based organic framework material, comprising the following steps:

[0039] Under an inert atmosphere, the phenolic compound and the tetraaldehyde group aromatic aldehyde are subjected to polycondensation reaction in an organic solvent to obtain a hydroxyl-rich porous pyrene-based organic framework material;

[0040] Described phenolic compound is polyhydric phenol or polyhydric naphthol;

[0041] The tetraaldehyde-based aromatic aldehyde contains 4 to 8 benzene rings, and the four aldehyde groups are respectively connected to four different benzene rings;

[0042] The organic solvent is an alcohol organic solvent or an ether organic solvent.

[0043] In the present invention, the phenolic compound is polyhydric phenol or polyhydric naphthol, preferably trihydric phenol or dihydric naphthol. In the present invention, the phenolic compound preferably has the structure shown in formula I or formu...

Embodiment 1

[0057] Put pyrene (1.0g, 4.9mmol) in a clean beaker, pour nitrobenzene (20mL) into the beaker and stir to dissolve, after it is completely dissolved, slowly add liquid bromine (1.12mL, 21.8mmol) dropwise , The dripping speed is controlled within 1h. The temperature of the reaction system was raised to 120°C, and the reaction time was set for 14 hours. The color of the reaction solution turned to khaki. The crude product obtained by filtration was ultrasonically cleaned with ethanol three times to obtain a light green solid, 1,3,6,8-tetrabromopyrene.

[0058] In the round bottom flask of 250mL, add palladium chloride (0.898g, 0.005mol), triphenylphosphine (0.6602g, 2.5mmol) and toluene (6ml) solution, under the protection of nitrogen, reaction solution is heated to solid matter All dissolved, the whole reaction solution is yellow and transparent, the reaction temperature is controlled at 130°C, the oil bath is turned off when the time is up, and after adding 1mL hydrazine hydra...

Embodiment 2

[0069] Put pyrene (1.0g, 4.9mmol) in a clean beaker, pour nitrobenzene (20mL) into the beaker and stir to dissolve, after it is completely dissolved, slowly add liquid bromine (1.12mL, 21.8mmol) dropwise , The dripping speed is controlled within 1h. The temperature of the reaction system was raised to 120°C, and the reaction time was set for 14 hours. The color of the reaction solution turned to khaki. The crude product obtained by filtration was ultrasonically cleaned with ethanol three times to obtain a light green solid, 1,3,6,8-tetrabromopyrene.

[0070] In the round bottom flask of 250mL, add palladium chloride (0.898g, 0.005mol), triphenylphosphine (0.6602g, 2.5mmol) and dimethyl sulfoxide (6ml) solution, under the protection of nitrogen, the reaction solution is heated When the solid matter is completely dissolved, the entire reaction solution is yellow and transparent. The reaction temperature is controlled at 140°C. When the time is up, the oil bath is turned off. Aft...

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Abstract

The invention provides a porous pyrenyl organic framework material rich in hydroxyl and a preparation method thereof. The method comprises the following steps of under inert atmosphere, performing condensation polymerization on a phenol compound and tetra-formyl group aromatic aldehyde in an organic solvent to obtain the porous pyrenyl organic framework material rich in the hydroxyl, wherein the phenol compound is polybasic phenol or polybasic naphthol; the tetra-formyl group aromatic aldehyde contains 4 to 8 benzene rings, and four formyl groups are respectively connected with four different benzene rings; and the organic solvent is an alcohol organic solvent or an ether organic solvent. The porous pyrenyl organic framework material rich in the hydroxyl, provided by the invention, is a formless macromolecule net working polymer obtained by leading the phenolic group ortho-position or para-position of the phenol compound and the formyl groups in the tetra-formyl group aromatic aldehyde to generate condensation polymerization, and has fluorescence.

Description

technical field [0001] The invention relates to the technical field of organic materials, in particular to a hydroxyl-rich porous pyrenyl organic framework material and a preparation method thereof. Background technique [0002] Porous framework materials have an interconnected network porous structure, so they have the advantages of larger specific surface area and lower density than other materials, and are widely used in heterogeneous catalysis, hydrogen storage, adsorption, ion exchange, gas separation and other fields. As porous framework materials have attracted more and more attention, their high-quality material properties have attracted more people to explore. [0003] Porous framework materials include metal-organic frameworks (MOFs) and covalent organic frameworks (COFs). Metal-organic frameworks (MOFs), also known as hybrid compounds or coordination polymers, are self-assembled with a supramolecular microporous network structure formed by the metal-coordination ...

Claims

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Application Information

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IPC IPC(8): C08G8/04C09K11/06
CPCC08G8/04C09K11/06C09K2211/1416C09K2211/1425
Inventor 任世斌周利勇李培贤韩得满
Owner TAIZHOU UNIV
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