Metal coordination triazine polyionic liquid catalyst as well as preparation method and application thereof

A polyionic liquid and metal coordination technology, which is applied in the direction of organic compound/hydride/coordination complex catalysts, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of difficult recovery of catalysts and low product yields , to achieve the effect of increasing industrial production capacity, simplifying process flow, reducing equipment investment and energy consumption

Pending Publication Date: 2021-06-18
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the patent application No. 201210321260.X (a method for synthesizing dimethyl carbonate) and the patent application No. 201510045056.3 (one-pot method using carbonate as a catalyst for the preparation of dimethyl carbonate) in the patent product collection The rate is low, and catalyst recovery is difficult

Method used

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  • Metal coordination triazine polyionic liquid catalyst as well as preparation method and application thereof
  • Metal coordination triazine polyionic liquid catalyst as well as preparation method and application thereof
  • Metal coordination triazine polyionic liquid catalyst as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Preparation of Manganese Acetate Coordinated Triazine Polyionic Liquid

[0025]

[0026] Step 1. Add 10mmol cyanuric chloride to 50mL dimethyl sulfoxide and stir until completely dissolved, then add 30mmol 1-vinylimidazole, and stir the resulting solution at 60°C for 24h. The reaction product was filtered, washed with a solvent, and dried in vacuum to obtain 4.27 g of a brown-yellow triazine ionic liquid monomer (compound represented by formula II).

[0027] Compound shown in formula II: 1 H NMR(300MHz,DMSO):δ=8.92(s,3H),7.92(d,3H),7.75(d,3H), 5.45(d,3H),5.3(s,3H),5.20(d,3H ) ppm. 13 C NMR (300MHz, DMSO): δ=167.0, 137.0, 123.4, 123.0, 128.4, 101.8ppm.

[0028] Step 2. Add 5mmol of triazine ionic liquid monomer and 5mmol of sodium maleate into a mixed solvent of 10mL of water / 20mL of ethanol, add 0.25mmol of initiator benzoyl peroxide under stirring, and place at 80°C under nitrogen protection Reaction 24h. The product was collected by filtration and dried to obt...

Embodiment 2

[0031] Preparation of Cobalt Acetate Coordinated Triazine Polyionic Liquid

[0032]

[0033] Step 1. Add 10mmol cyanuric chloride to 50mL acetonitrile and stir until completely dissolved, then add 30mmol 1-vinylimidazole, and stir the resulting solution at 80°C for 12h. The reaction product was filtered, washed with a solvent, and dried in vacuum to obtain 4.02 g of a brown-yellow triazine ionic liquid monomer (compound represented by formula II).

[0034] Step 2. 5mmol triazine ionic liquid monomer and 5mmol potassium maleate are added in the mixed solvent of 10mL water / 30mL ethanol, add initiator azobisisobutylamidine hydrochloride 0.5mmol under stirring, under nitrogen gas Under protection, react at 70°C for 24h. The product was collected by filtration and dried to obtain 2.08 g of triazine polyionic liquid (compound represented by formula III).

[0035] Step 3. Mix 1 g of triazine polyionic liquid monomer and 1.5 g of cobalt acetate into 100 mL of toluene, and stir at...

Embodiment 3

[0037] Preparation of Copper Propionate Coordinated Triazine Polyionic Liquid

[0038]

[0039] Step 1. Add 10mmol cyanuric chloride to 50mL tetrahydrofuran and stir until completely dissolved, then add 40mmol 1-vinylimidazole, and stir the resulting solution at 70°C for 12h. The reaction product was filtered, washed with a solvent, and dried in vacuum to obtain 3.85 g of a brown-yellow triazine ionic liquid monomer (compound represented by formula II).

[0040]Step 2. 5mmol triazine ionic liquid monomer and 5mmol lithium maleate are added in the mixed solvent of 10mL water / 40mL ethanol, add initiator azobisisobutyronitrile 0.75mmol under stirring, under nitrogen protection, at 60 ℃ reaction 36h. The product was collected by filtration and dried to obtain 2.18 g of triazine polyionic liquid (compound represented by formula III).

[0041] Step 3. Mix 1 g of triazine polyionic liquid monomer and 2 g of copper propionate into 100 ml of N,N-dimethylformamide, and stir at 120°...

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Abstract

The invention relates to a metal coordination triazine polyionic liquid catalyst as well as a preparation method and application thereof. The structure of the metal coordination triazine polyion liquid catalyst is shown as a formula I in the specification. The method for preparing the compound as shown in the formula I mainly comprises the following steps: firstly, carrying out N-alkylation reaction on 1-vinyl imidazole and cyanuric chloride to obtain a triazine ionic liquid monomer, and then carrying out free radical copolymerization reaction on the triazine ionic liquid monomer and maleate to obtain the triazine polyionic liquid; and finally, carrying out coordination self-assembly on the triazine polyionic liquid and carboxylic acid metal salt to obtain the metal coordination triazine polyionic liquid catalyst. The metal coordination triazine polyion liquid catalyst provided by the invention can catalyze CO2, an epoxy compound and methanol to synthesize dimethyl carbonate in one step, shows high catalytic activity under mild reaction conditions, and has the advantages of easy recovery, good reusability and the like. R is selected from any one of hydrocarbon substituent groups, and M is selected from any one of transition metals.

Description

technical field [0001] The invention relates to a metal coordination triazine polyionic liquid catalyst, a preparation method and an application. Background technique [0002] Dimethyl carbonate is an important intermediate in organic synthesis, and its molecular structure contains methyl (-CH 3 ), methoxy (CH 3 Functional groups such as O-) and carbonyl (-CO-), can be widely used in organic synthesis reactions such as methylation, methoxylation, and carbonylation, replacing toxic dimethyl sulfate, methyl chloroformate, etc., and can also be used with Alcohols, esters and amino alcohols are reacted to synthesize resins, insecticides, pesticides, food additives and other fine chemical products. Dimethyl carbonate can also replace trichlorethylene, benzene or xylene as paint coatings, cleaning solvents, etc. Dimethyl carbonate can also be used as a gasoline additive to replace methyl tert-butyl ether, increase octane number and oxygen content, enhance combustion efficiency,...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07C68/065C07C69/96
CPCB01J31/0284B01J31/0285B01J31/2239C07C68/065B01J2531/16B01J2531/26B01J2531/72B01J2531/845B01J2540/40C07C69/96
Inventor 管国锋何宇挺丁靖袁大水万辉
Owner NANJING UNIV OF TECH
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