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Covalent organic framework material as well as preparation method and application thereof

A covalent organic framework and reaction technology, applied in organic chemistry, chemical instruments and methods, organic compound/hydride/coordination complex catalysts, etc., can solve poor stability, difficult preparation of COF materials, low reaction catalyst efficiency, etc. problem, to achieve the effect of mild reaction conditions, less catalyst dosage, and short reaction time

Active Publication Date: 2020-11-10
SHANDONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the problems of difficult preparation and poor stability of COF materials in the prior art; low catalyst efficiency of Biginelli reaction

Method used

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  • Covalent organic framework material as well as preparation method and application thereof
  • Covalent organic framework material as well as preparation method and application thereof
  • Covalent organic framework material as well as preparation method and application thereof

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preparation example Construction

[0055] Further, the preparation method includes the following steps: using o-dichlorobenzene and n-butanol as solvents in acid, BF 3 ·OEt 2 and 2,3-dichloro-5,6-dichloro-5,6-dicyano-1,4-benzoquinone (DQO), three components of L1, L2 and L3 occur under solvothermal conditions Povarov reacted, cooled to room temperature, centrifuged, washed with tetrahydrofuran, and dried in vacuum to obtain the product.

[0056] Preferably, the solvothermal condition is 90-120°C,

[0057] Further preferably, the solvothermal temperature is 120°C,

[0058] Preferably, the reaction time of the Povarov reaction is 3 to 7 days,

[0059] Preferably, the reaction time of the Povarov reaction is 3 days;

[0060] Preferably, the acid is an organic acid,

[0061] Further preferably, the acid is glacial acetic acid, benzoic acid, trifluoroacetic acid,

[0062] Further preferably, the acid is glacial acetic acid,

[0063] Preferably, the molar ratio of L1, L2 and L3 is 1-3:2-5:5-10,

[0064] Furth...

Embodiment 1

[0108] Embodiment 1: the preparation of organic ligand L1

[0109] (1) 4-nitroacetophenone (25g), toluene (100mL) and CF 3 SO 3H (1 mL) was added to a flask equipped with a water separator and a cooling condenser. The mixture was refluxed for 48 hours, during which time the water formed was eliminated as a toluene azeotrope. After cooling to room temperature, the mixture was filtered to obtain a black solid product. Wash with N,N-dimethylformamide (DMF) at reflux and filter. This was carried out two more times, and after drying, a light yellow solid was obtained, which was the intermediate (1,3,5-tri(4-nitrobenzene)benzene).

[0110] (2) A suspension of 1,3,5-tris(4-nitrophenyl)benzene (10 g, 22.7 mmol) and Pd / C (10 wt%, 2.0 g) in ethanol (200 mL) was heated to reflux. Hydrazine hydrate (30 mL) was added dropwise, and the mixture was refluxed overnight. The hot solution was filtered through celite and left undisturbed to completely crystallize the product. The solid was...

Embodiment 2

[0111] Embodiment 2: the preparation of organic ligand L2

[0112] (1) Add formaldehyde solution (37wt%, 10mL) and paraformaldehyde (6.0 g, 200 mmol). The resulting mixture was heated to 90°C, then concentrated hydrochloric acid (20 mL) was added dropwise. After heating for an additional 1 h, HCl (37 wt%, 60 mL) was introduced and the mixture was cooled to room temperature to give a white precipitate which was collected by filtration, rinsed with water, and dried under vacuum. The crude product was recrystallized from acetone to obtain a white powdery product, which was the intermediate 1,4-bis(chloromethyl)-2,5-dimethoxybenzene.

[0113] (2) Intermediate 1,4-bis(chloromethyl)-2,5-dimethoxybenzene (10.0g, 42.5mmol) and hexamethylenetetramine (12.0g, 85mmol) were stored in chloroform ( 100 mL) was stirred at 90 °C for 24 h. After cooling to room temperature, the pale yellow precipitate was collected by filtration and washed with CHCl 3 Wash, dry and dissolve in water. The...

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Abstract

The invention relates to the field of covalent organic framework materials, and particularly provides a covalent organic framework material and a preparation method and application thereof. Accordingto the method, firstly, a COF material containing an imidazole structural unit is simply synthesized by adopting a three-component one-pot Povarov reaction, and then a structure of strong protonic acid polyion liquid is introduced into a porous framework by cooperating with a one-step post-synthesis modification strategy, so that the COF catalyst with high stability, high-density sulfonic acid group content and quinoline ring points is obtained and is used for efficiently catalyzing a Biginelli reaction. The invention provides a new way for the construction of the high-stability crystalline porous catalytic material.

Description

technical field [0001] The present disclosure relates to the field of covalent organic framework materials, and specifically provides a covalent organic framework material and its preparation method and application. Background technique [0002] The statements herein merely provide background information related to the present disclosure and may not necessarily constitute prior art. [0003] Covalent organic framework materials, English Covalent Organic Frameworks (referred to as COFs) refers to the organic building blocks connected together by covalent bonds to form a porous framework with a periodic structure. Since Professor O.M.Yaghi of the University of California, Berkeley developed the first Since the introduction of covalent organic framework (COF) materials, this new type of organic porous materials has been widely used in many fields such as catalysis, energy, and sensing. COF materials are formed by two or more molecules reacting with each other and connected by ...

Claims

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Application Information

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IPC IPC(8): C08G83/00B01J31/06C07D239/22
CPCC08G83/008B01J31/06C07D239/22
Inventor 姚丙建吴文秀丁罗刚王潇宇刘菲戴利君焦守善
Owner SHANDONG NORMAL UNIV
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