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Preparation method of cyclic carbonic ester

A cyclic carbonate and carbon dioxide technology, which is applied in clean catalysis and green fields, can solve problems such as harsh conditions, air or moisture sensitivity, and low activity, and achieve the effects of mild reaction conditions, high selectivity, and low cost

Inactive Publication Date: 2013-08-07
NORTHWEST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although great progress has been made in the research of catalysts, there are more or less shortcomings such as low activity, sensitivity to air or moisture, harsh conditions, use of highly toxic organic solvents, high cost of catalysts, and difficulties in separating products and catalysts.

Method used

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  • Preparation method of cyclic carbonic ester
  • Preparation method of cyclic carbonic ester
  • Preparation method of cyclic carbonic ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In a 250ml stainless steel autoclave, sequentially add 0.6 mmol of 1-methyl-3-butylbenzimidazolium bromide, 20 ml of epichlorohydrin (1a), and seal the reaction vessel with CO 2 Evacuate 3 times, fill with appropriate pressure of carbon dioxide, slowly raise the temperature to 100°C by the temperature controller, then control the pressure of carbon dioxide to 0.8 MPa, react for 5 hours, cool to room temperature, and slowly vent the residual CO 2 , The resulting liquid was distilled under reduced pressure to obtain the product 4-chloromethyl-[1,3]dioxolan-2-one (2a), which was weighed to calculate the yield. Product structure through IR, 1 H NMR identification, the yield was 82.1%.

Embodiment 2

[0025] In a 250ml stainless steel autoclave, sequentially add 0.6 mmol of 1-methyl-3-butylbenzimidazolium bromide, 20 ml of epichlorohydrin (1a), and seal the reaction vessel with CO 2 Evacuate 3 times, fill with carbon dioxide with appropriate pressure, and slowly raise the temperature to 110°C under the control of the temperature controller, then control the pressure of carbon dioxide to 0.8 MPa, react for 4 hours, cool to room temperature, and slowly vent the residual CO 2 , The resulting liquid was distilled under reduced pressure to obtain the product 4-chloromethyl-[1,3]dioxolan-2-one (2a), which was weighed and the yield was 75.0%.

Embodiment 3

[0027] In a 250ml stainless steel autoclave, sequentially add 0.3 mmol of 1,2-dimethyl-3-butylbenzimidazolium bromide, 20 ml of epichlorohydrin (1a), and seal the reaction vessel with CO 2 Evacuate 3 times, fill with appropriate pressure of carbon dioxide, slowly raise the temperature to 100°C by the temperature controller, then control the pressure of carbon dioxide to 0.8 MPa, react for 3 hours, cool to room temperature, and slowly vent the residual CO 2 , The resulting liquid was distilled under reduced pressure to obtain the product 4-chloromethyl-[1,3]dioxolan-2-one (2a), which was weighed and the yield was 17.2%.

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Abstract

The invention discloses a method for synthesizing a cyclic carbonic ester by using benzimidazole ionic liquid through cycloaddition reaction, an epoxy compound and carbon dioxide are used as reactants, and the benzimidazole ionic liquid shown in the structural formula (I) is a catalyst. The benzimidazole ionic liquid catalyst used in the preparation method disclosed in the invention has the advantages of low cost, mild reaction condition, high selectivity, good water and heat stability, and the like.

Description

technical field [0001] The invention relates to a method for synthesizing a cyclic carbonate through a cycloaddition reaction using a benzimidazole-type ionic liquid, and belongs to the technical field of green and clean catalysis. Background technique [0002] Carbon dioxide is the main greenhouse gas, but also an abundant, non-toxic and cheap carbon resource. As the problem of global warming becomes increasingly prominent, the resource utilization of carbon dioxide has become an important scientific topic. The preparation of cyclic carbonates by cycloaddition reaction between carbon dioxide and epoxy compounds is one of the most effective ways for resource utilization of carbon dioxide. Cyclic carbonate is a very good polar solvent, and it has been widely used in the synthesis of pharmaceutical and fine chemical intermediates. In recent years, the economic value and industrial demand of using ethylene carbonate as raw material to prepare dimethyl carbonate by transesteri...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D317/36C07D317/38
Inventor 白银娟徐立谦史真
Owner NORTHWEST UNIV