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Process for synthesizing cyclic carbonic ester

A technology of cyclic carbonate and synthesis method, which is applied in the direction of organic chemistry, can solve the problems of difficult separation of products and catalysts, high cost of catalysts, harsh conditions, etc., and achieve good industrial application prospects, simple catalyst system, and mild reaction conditions Effect

Inactive Publication Date: 2005-06-29
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these catalyst systems have more or less problems such as low activity, harsh conditions, use of highly toxic organic solvents, high catalyst cost, and difficulty in separating the product from the catalyst.

Method used

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  • Process for synthesizing cyclic carbonic ester
  • Process for synthesizing cyclic carbonic ester
  • Process for synthesizing cyclic carbonic ester

Examples

Experimental program
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Effect test

Embodiment 1

[0023]

[0024] In a 100ml autoclave, add 0.05mmol of zinc chloride, 0.9mmol of 1-methyl-3-butylimidazolium bromide successively, and finally add 20ml of propylene oxide (1a), close the reaction vessel, and fill a small amount of Measure the pressure of carbon dioxide, slowly raise the temperature to 100°C by the temperature controller, and then rise to the desired pressure, react for 1 hour, cool to room temperature, unload the kettle, and decompress the liquid obtained from the reaction. The raw material, then obtain the corresponding cyclic carbonate, weigh, calculate the yield and conversion frequency. After qualitative and quantitative analysis by 6890 / 5973 chromatography-mass spectrometry and NMR, the purity of the product is greater than 99%, and the separation yield is preferably 99%. The liquid obtained by the reaction is distilled under reduced pressure to obtain propylene carbonate (2a). The selectivity is 99%, and the conversion frequency (TOF) is 5410h -1 .

Embodiment 2

[0026] Same as Example 1, the binary catalyst system used is zinc bromide and 1-methyl-3-butyl imidazolium bromide to obtain propylene carbonate (2a). The selectivity is 99%, and the conversion frequency (TOF) is 5467h -1 .

Embodiment 3

[0028] Same as in Example 1, the binary catalyst system used is zinc iodide and 1-methyl-3-butylimidazolium bromide to obtain propylene carbonate (2a). The selectivity is 99%, and the conversion frequency (TOF) is 5467h -1 .

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Abstract

Disclosed is a method for synthesizing cyclic carbonate. It uses zinc salt and glyoxaline halogeno salt, pyridine halogeno salt ion liquid and one kind of quaternary ammonium salt as binary catalyst, with the temperature of 50-200deg.C and CO2 pressure of 0.5~5.0 MPa, catalyse CO2 and eepoxide to generate cyclic carbonate . No need for adding any organic solvent in the course, through simple vacuum distillation, the separation of catalyser and products can be realized, the catalyser can be reused and keep its activity, with selectivity higher than 98% and conversion frequency higher than 5000h-1. It is an highly effective, economical catalyzer system with environmental protection and convenient wise, has bright future in industry.

Description

technical field [0001] The invention relates to a method for synthesizing cyclic carbonate from carbon dioxide and epoxy compound through cycloaddition reaction. Background technique [0002] Cyclic carbonate is a very good polar solvent, which has more and more applications in the synthesis of pharmaceuticals and fine chemical intermediates. Especially recently, people use ethylene carbonate as a raw material to prepare carbonic acid diesters by transesterification with methanol, so that the demand for cyclic carbonates is increasing day by day. In recent decades, research in this area has received more and more attention. The reported catalyst system has organic base, quaternary ammonium salt, transition metal complex and ionic liquid supercritical etc. (Kisch, H.; Millini, R.Chem.Ber.1986,119,1090-1094.; Kihara, N. ; Hara, N.; Endo, T.J.Org.Chem.1993, 58, 6198-6202.; Kruper, W.J.; Dellar, D.V.J.Org.Chem.1995, 60, 725-727.; Paddock, R.L.; .Chem.Soc.2001, 25, 639-641.; P...

Claims

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Application Information

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IPC IPC(8): C07D317/34C07D317/38
Inventor 夏春谷李福伟肖林飞胡斌慕新元
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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