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Method for synthesizing cyclic carbonate from carbon dioxide and epoxy compound through reaction of cycloaddition

A technology of epoxy compounds and cyclic carbonates, applied in chemical recovery, organic chemistry, etc., can solve the problems of difficult separation of products and catalysts, high cost of catalysts, harsh conditions, etc., and achieve low cost, simple catalyst system and excellent reaction conditions mild effect

Active Publication Date: 2006-07-05
江苏华昌新材料技术研究有限公司
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  • Summary
  • 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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  • Method for synthesizing cyclic carbonate from carbon dioxide and epoxy compound through reaction of cycloaddition
  • Method for synthesizing cyclic carbonate from carbon dioxide and epoxy compound through reaction of cycloaddition
  • Method for synthesizing cyclic carbonate from carbon dioxide and epoxy compound through reaction of cycloaddition

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Experimental program
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Effect test

Embodiment 1

[0019]

[0020] In a 70 ml autoclave, 0.05 mmol of chitosan (CS)-loaded zinc chloride (based on metal content), 0.3 mmol of cocatalyst BMImBr, and finally 10 ml of propylene oxide (1a) were added in sequence. The reaction kettle was sealed, and the temperature was controlled by a temperature controller to slowly rise to 110° C. to react for 1 hour. During the reaction, the reaction pressure was kept constant. After the reaction, the reactor is cooled to room temperature, and carbon dioxide is slowly released, and the liquid obtained from the reaction is filtered to separate the catalyst for recycling. The filtrate was distilled under reduced pressure to obtain the corresponding propylene carbonate (2a). The selectivity is 99%, and the conversion frequency (TOF) is 2717h -1 .

Embodiment 2

[0022] With embodiment 1, catalyst used is CS-FeCl 3 , to obtain propylene carbonate (2a). The selectivity is 99%, and the conversion frequency (TOF) is 2000h -1 .

Embodiment 3

[0024] With embodiment 1, catalyst used is CS-AlCl 3 , to obtain propylene carbonate (2a). The selectivity is 99%, and the conversion frequency (TOF) is 1500h -1 .

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Abstract

This invention relates to a cycloaddition synthesis method for cyclic carbonates from carbon dioxide and epoxides. In this method, both supported catalysts and cocatalysts are adopted and the cycloaddition reaction is kept at a temperature of 50~200 deg.C and a carbon dioxide pressure of 0.1~10MPa for 0.5~10 hours. Qualitative and quantitative analysis with 6890 / 5973 chromatography-MS and NMR shows that the product purity is over 99% and the highest separation yield can be up to 95%. Compared to current methods, no organic solvents are adopted in this invention and therefore it is free from the toxicity of bezene, dichloromethane, and so on.

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 is widely used in the synthesis of pharmaceuticals and fine chemical intermediates. Especially recently, people use ethylene carbonate as raw material to prepare dimethyl carbonate by transesterification with methanol, so that the demand for cyclic carbonate is increasing day by day. In recent decades, research in this area has received more and more attention. The reported catalyst systems include organic bases, quaternary ammonium salts, transition metal complexes, and MgO-Al 2 o 3 etc. (X.Yin, J.R.Moss, Coord.Chem.Rev.1999, 181, 27; R.L.Paddock, S.T.Nguyen, J.Am.Chem.Soc.2001, 121, 11498; Y.M.Shen, W.L.Duan, M.Shi , J. Org. Chem. 2003, 68, 1559). However, these catalyst systems have more or less problems such as low activity, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/34
CPCY02P20/582
Inventor 夏春谷肖林飞李福伟
Owner 江苏华昌新材料技术研究有限公司
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