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Nitroxide free radical functionalized porous organic polymer nanotubes as well as preparation method and application thereof

A nitroxide free radical and functionalization technology, applied in the direction of organic compound/hydride/coordination complex catalysts, chemical instruments and methods, catalytic reactions, etc., can solve the problems of limiting the diffusion rate of substrates and products, and achieve large The effect of contact area, fast catalytic efficiency and simple reaction system

Active Publication Date: 2021-08-31
GUIZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, conventional porous organic polymers are usually micron or even millimeter-sized spherical or massive solid powders, which limit the diffusion rate of substrates and products in catalytic reactions

Method used

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  • Nitroxide free radical functionalized porous organic polymer nanotubes as well as preparation method and application thereof
  • Nitroxide free radical functionalized porous organic polymer nanotubes as well as preparation method and application thereof
  • Nitroxide free radical functionalized porous organic polymer nanotubes as well as preparation method and application thereof

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preparation example Construction

[0038]A kind of preparation method of nitroxide radical functionalized porous organic polymer nanotube catalyst of the present invention, it comprises the following steps:

[0039] (a) Add the palladium catalyst and cuprous iodide into the reaction flask under nitrogen gas, then add the aromatic alkyne monomer and nitrogen oxide radical functionalized monomer into the reaction flask, perform gas extraction for 4 times, and Vacuum 2 h;

[0040] (b) Add the organic solvent into the reaction system of step (a) under nitrogen, freeze the pumped gas for 4 times with liquid nitrogen, and stir at room temperature for 2 h under the protection of nitrogen to thaw to obtain a mixed solution;

[0041] (c) The temperature of the reaction system in step (b) was raised to 80°C, and transferred to an oven for 72 h. After the reaction is completed, the product is washed with chloroform, methanol, acetone, and ethyl acetate in sequence, and dried to obtain a hollow tubular organic porous poly...

Embodiment 1

[0045] The present embodiment provides a kind of preparation method of hollow nanotube 1 catalyst, and it comprises the following steps:

[0046] (a) Catalyst Pd(PPh 3 ) 2 Cl 2 (0.07 mmol 50 mg) and CuI (0.13 mmol, 25 mg) were added to a round bottom flask, and then 1,3,5-triethynylbenzene (1 mmol, 150 mg) and 2,5-dibromo-TEMPO (0.67 mmol, 288.7 mg), pumped and vented 4 times, and vacuumed for 2 h;

[0047] (b) Add triethylamine (3.75 mL) and toluene (3.75 mL) to the reaction system of step (a) under nitrogen, freeze the pumped gas 4 times in liquid nitrogen, and stir at room temperature for 2 h under nitrogen protection to thaw The mixed solution was obtained, the temperature of the reaction system was raised to 80°C, and transferred to an oven for 72 h.

[0048] (c) The product obtained in step (b) was washed sequentially with chloroform, methanol, acetone, and ethyl acetate, filtered to obtain the product, dried in vacuum, and collected to obtain the nitrogen oxide radi...

Embodiment 2

[0055] The present embodiment provides a kind of preparation method of hollow nanotube 2 catalyst, it comprises the following steps:

[0056] (a) Catalyst Pd(PPh 3 ) 2 Cl 2 (50 mg) and CuI (25 mg) were added to a round bottom flask, and then 1,4-diethynylbenzene (1 mmol, 126.15 mg) and 2,5-dibromo-TEMPO (0.5 mmol, 215.5 mg) were added to carry out Pump and exhaust 3-5 times, and vacuum for 2 hours;

[0057] (b) Add triethylamine (3.75 mL) and toluene (3.75 mL) to the reaction system in step (a) under nitrogen, freeze the exhaust gas with liquid nitrogen for 3-5 times, and stir at room temperature for 2 After thawing to obtain the mixed solution, the temperature of the reaction system was raised to 80°C, and transferred to an oven for 72 h.

[0058] (c) The product obtained in step (b) is washed sequentially with chloroform, methanol, acetone and ethyl acetate, filtered to obtain the product, dried and collected to obtain the hollow nanotube 2 catalyst.

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Abstract

The invention discloses nitroxide free radical functionalized porous organic polymer nanotubes as well as a preparation method and application thereof. The method comprises the following steps of: sequentially adding a palladium catalyst and cuprous iodide into a reaction flask under a nitrogen condition, then adding an aromatic alkyne monomer and a nitroxide free radical functional monomer into the reaction flask, and exhausting for 3-5 times; adding an organic solvent into the reaction system under a nitrogen condition, freezing liquid nitrogen, exhausting gas for 3-5 times, stirring for 1-3 hours at room temperature under the protection of nitrogen, slowly unfreezing to obtain a mixed solution, transferring the reaction system to a drying oven, heating to 70-90 DEG C, and reacting for 68-76 hours; and washing the obtained product with an organic solvent, filtering, drying in vacuum, and collecting to obtain the nitroxide free radical functionalized porous organic polymer nanotubes. The nitroxide free radical functionalized porous organic polymer nanotube material provided by the invention can efficiently and highly selectively oxidize various alcohols into corresponding aldehydes and ketones.

Description

technical field [0001] The invention relates to a preparation method of a nitrogen-oxygen free radical functionalized porous organic polymer nanotube catalyst and its application in catalytic alcohol oxidation, belonging to the technical field of nano-catalysis. Background technique [0002] Alcohol oxidation reaction is one of the important functional group conversion reactions. Traditional alcohol oxidation catalysts mostly contain heavy metals such as manganese and chromium, causing serious environmental pollution and difficult control of the reaction, often accompanied by the generation of a large amount of hazardous waste. Based on the concept of maximizing the effective utilization of resources and sustainable development, how to develop green, efficient, and highly selective catalysts in chemical experiments and production has important research significance. [0003] Porous organic polymers are a new class of porous polymer materials with microporous or mesoporous st...

Claims

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Application Information

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IPC IPC(8): C08G61/10B01J31/06C07D307/46
CPCC08G61/10B01J31/06C07D307/46C08G2261/143C08G2261/1432C08G2261/413C08G2261/312C08G2261/314B01J2231/763
Inventor 庄金亮邵兰兴
Owner GUIZHOU NORMAL UNIVERSITY
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