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Synthesis method and use of nitrogen-containing functional mesoporous polymer

A technology for nitrogen heterocyclic compounds and polymers is applied in the synthesis and application of nitrogen-containing functionalized mesoporous polymers, which can solve the problems of poor catalytic effect, poor circulation ability, long synthesis period and the like, and achieves a simple and feasible preparation method. control, easy separation, and short synthesis period

Active Publication Date: 2017-07-25
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The nitrogen-containing materials prepared by the prior art have relatively complicated process, long synthesis cycle, poor catalytic effect, poor circulation ability after being used as a catalyst, and serious environmental pollution during the preparation process

Method used

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  • Synthesis method and use of nitrogen-containing functional mesoporous polymer
  • Synthesis method and use of nitrogen-containing functional mesoporous polymer
  • Synthesis method and use of nitrogen-containing functional mesoporous polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] a, the preparation of intermediates

[0026] After mixing 4.3g sodium hydride and 5mL tetrahydrofuran, add dropwise to the mixture of 0.1mol imidazole and 40mL tetrahydrofuran, stir and mix for 40min, then add 0.1mol 3-chloromethyl anisole, reflux at 70°C for 24h, and react The product was washed with 100 mL of deionized water and extracted with 100 mL of dichloromethane, then the organic phase was washed twice with deionized water, once with saturated brine and dried over anhydrous sodium sulfate, spin-dried with dichloromethane and obtained 15.3 g by column chromatography The intermediate is 3-imidazole methyl anisole.

[0027] b, the preparation of nitrogen source monomer

[0028] Take 10 g of the above-prepared 3-imidazole methyl anisole and add it to 50 mL of hydrobromic acid, reflux at 120 ° C for 24 h for demethylation, and use Na 2 CO 3 Neutralize hydrobromic acid, add saturated NaHCO when the pH is almost 7 3 Adjust the pH of the reaction solution to 7.5, t...

Embodiment 2

[0037]0.15g of the functionalized mesoporous polymer prepared in the above example 1, 0.1g of potassium iodide, 1.74g of propylene oxide and 0.1g of internal standard biphenyl were placed in a 25mL stainless steel autoclave, and the pressure was 1MPa of carbon dioxide gas, carry out the cycloaddition reaction at 70°C for 3 hours, then place the reactor in an ice bath to cool, and slowly release excess CO 2 , the reaction solution was diluted with DMF solution and detected by gas chromatography, the product obtained was propylene carbonate, the conversion rate was 70.0%, and the selectivity was 99.5%.

Embodiment 3

[0039] 0.3g of the functionalized mesoporous polymer prepared in the above example 1, 0.1g of potassium iodide, 1.74g of propylene oxide and 0.1g of internal standard biphenyl were placed in a 25mL stainless steel autoclave, and a pressure of 1MPa was introduced into the carbon dioxide gas, carry out the cycloaddition reaction at 70°C for 3 hours, then place the reactor in an ice bath to cool, and slowly release excess CO 2 , the reaction solution was diluted with DMF solution and detected by gas chromatography, the product obtained was propylene carbonate, the conversion rate was 87.0%, and the selectivity was 99.5%.

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Abstract

The invention discloses a synthesis method of a nitrogen-containing functional mesoporous polymer. The synthesis method is characterized by comprising carrying out demethylation on an intermediate prepared from 3-chloromethylanisole and a nitrogen heterocyclic compound, synthesizing a nitrogen-containing functional precursor from the demethylated intermediate, phenol and formaldehyde under alkaline conditions through a one-pot method, inducing self-assembling of the precursor through F127 as a template and ethanol solvent volatilization, and preparing a functional mesoporous polymer. The functional mesoporous polymer can be used as a catalyst in use of potassium iodide and is used for preparation of propylene carbonate through a cycloaddition reaction of carbon dioxide and epoxy propane. Compared with prior art, the synthesis method is simple and controllable, has a short synthesis period and has good repeatability. The nitrogen-containing functional mesoporous polymer has a high active site, an ordered mesoporous structure, a high specific surface area and a high pore volume and has good activity in a catalytic reaction of carbon dioxide and epoxy propane. The catalyst is easy to separate and can be recovered and recycled and is a novel environmentally friendly heterogeneous catalyst.

Description

technical field [0001] The invention relates to the technical field of ordered mesoporous polymers, in particular to the synthesis and application of a nitrogen-containing functionalized mesoporous polymer that can be recycled to catalyze the cycloaddition reaction of carbon dioxide and propylene oxide. Background technique [0002] The upper nitrogen atoms of nitrogen-containing heterocyclic compounds usually have unshared electron pairs to increase the density on the ring, which can undergo nucleophilic reactions. In the application of catalytic reactions, nitrogen-containing heterocyclic rings can catalyze the cycloaddition of carbon dioxide and propylene oxide reaction (Catalysis Communications 2015, 59, 201-205.), this reaction has 100% atom economy, and can effectively realize carbon dioxide emission reduction and resource utilization. However, homogeneous nitrogen-containing heterocyclic catalysts have problems such as separation and recovery difficulties during catal...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G8/24C08J9/26B01J31/06C07D317/36
CPCY02P20/584C08G8/24B01J31/06C07D317/36C08J9/26C08J2361/08
Inventor 吴海虹卢小伟吴鹏
Owner EAST CHINA NORMAL UNIV
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