Preparation method of cyclic carbonate

A cyclic carbonate and carbon atom technology, applied in the field of preparation of cyclic carbonate, can solve the problems of poor selectivity, easy hydrolysis, oxidation, etc., and achieve the effects of no metal residue, improved reaction efficiency, and improved activity

Inactive Publication Date: 2020-06-09
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The currently used catalyst types mainly include quaternary ammonium salts, alkali metal halides, organophosphorus salts, ionic liquids, transition metal complexes, metal oxides, molecular sieves, supported metal halides, supported metal complexes, etc., many of which Catalysts have poor selectivity, are easily hydrolyzed or oxidized and are toxic, and most organic catalysts often require high temperature (>100°C) and pressure (>10atm)

Method used

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  • Preparation method of cyclic carbonate
  • Preparation method of cyclic carbonate
  • Preparation method of cyclic carbonate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Catalyst Synthesis:

[0069] Dissolve triethylamine (3.0mL, 21.97mmol, 1.2equiv) in dichloromethane (40mL), cool to 0°C, add N,N-dimethylethylenediamine (2.0mL, 18.31mmol, 1.0equiv) . Propionyl chloride (1.6 mL, 18.31 mmol, 1.0 equiv) was added dropwise using a syringe, and the addition was completed in about 20 min. The reaction solution was warmed to room temperature, stirred overnight, and saturated NaHCO 3 The reaction was quenched with aqueous solution with CH 2 Cl 2 Extract 3 times. An appropriate amount of anhydrous magnesium sulfate dried the organic layer, concentrated in vacuo, and separated by chromatography (silica gel, 10% MeOH / CH 2 Cl 2 ) to obtain the product as a brownish-yellow viscous liquid, add 20ml of acetone to dissolve, add excess methyl iodide dropwise, under room temperature, after continuous stirring for 2h, there is precipitation, suction filtration, recrystallization, vacuum drying (50 ° C, 24h) , the product Catalyst 1 was obtained as...

Embodiment 2

[0074] Catalyst Synthesis:

[0075] Dissolve triethylamine (3.0mL, 21.97mmol, 1.2equiv) in dichloromethane (40mL), cool to 0°C, add N,N-diethylethylenediamine (2.6mL, 18.31mmol, 1.0equiv) . tert-Butylsulfinyl chloride (2.3 mL, 18.31 mmol, 1.0 equiv)) was added dropwise using a syringe, and the addition was completed in about 20 min. The reaction solution was warmed to room temperature, stirred overnight, and saturated NaHCO 3 The reaction was quenched with aqueous solution with CH 2 Cl 2 Extract 3 times. An appropriate amount of anhydrous magnesium sulfate dried the organic layer, concentrated in vacuo, and separated by chromatography (silica gel, 10% MeOH / CH 2 Cl 2 ) to obtain the product as a brownish-yellow viscous liquid, add 20ml acetone to dissolve, add excess ethyl chloride dropwise, under room temperature, after continuous stirring for 6h, there is precipitation, suction filtration, recrystallization, vacuum drying (50 ℃, 24h ), the product Catalyst 2 was obtain...

Embodiment 3

[0079] Catalyst Synthesis:

[0080] Dissolve triethylamine (3.0mL, 21.97mmol, 1.2equiv) in dichloromethane (40mL), cool to 0°C, add N,N-dimethylethylenediamine (2.0mL, 18.31mmol, 1.0equiv) . Trifluoromethanesulfonyl chloride (1.9 mL, 18.31 mmol, 1.0 equiv) was added dropwise using a syringe, and the addition was completed in about 20 min. The reaction solution was warmed to room temperature, stirred overnight, and saturated NaHCO 3 The reaction was quenched with aqueous solution with CH 2 Cl 2 Extract 3 times. An appropriate amount of anhydrous magnesium sulfate dried the organic layer, concentrated in vacuo, and separated by chromatography (silica gel, 10% MeOH / CH 2 Cl 2) to obtain the product as a brownish-yellow viscous liquid, add 20ml of acetone to dissolve, add excess methyl bromide dropwise, under room temperature, after continuous stirring for 2h, there is precipitation, suction filtration, recrystallization, vacuum drying (50 ° C, 24h), The product catalyst 3 w...

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Abstract

The invention belongs to the technical field of green catalytic synthesis, and particularly relates to a preparation method of cyclic carbonate. Epoxide and carbon dioxide are catalyzed by using a catalyst provided by the invention to obtain the cyclic carbonate. According to the invention, the synthesis method is simple, cost is low, the catalyst has high activity and high selectivity, a reactioncondition is mild, and good reusability is realized.

Description

technical field [0001] The invention belongs to the technical field of green catalytic synthesis, and in particular relates to a preparation method of cyclic carbonate. Background technique [0002] Cyclic carbonates, or organic cyclic carbonates, are a value-added product synthesized from atmospheric carbon dioxide and can be used as intermediates in fine chemical synthesis, electrolytes and polar aprotic solvents in lithium-ion batteries, and can also be used For the synthesis of important polymers such as polycarbonate and polyurethane. However, under the premise of no catalyst addition, the conversion rate of the raw material epoxide is only low even under the condition of high temperature and high pressure, and its reaction activity has been significantly improved after adding a small amount of catalyst. In view of its wide range of applications and strong economic potential, there is an urgent need to improve its synthesis conditions and reduce its production cost. C...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/46C07D317/44C07D317/36B01J31/02
CPCC07D317/36C07D317/44C07D317/46B01J31/0239B01J31/0245B01J31/0271
Inventor 郭凯胡永铸李振江刘博周方园张智浩李洁高罗玉颜蕊张奔吕湛
Owner NANJING UNIV OF TECH
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