Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for preparing methyl succinate from ionic liquid catalyst

A technology for dimethyl succinate and monomethyl succinate is applied in the field of preparing dimethyl succinate by using an ionic liquid catalyst, and can solve the problems of low yield of esterification products, harsh reaction conditions, equipment corrosion and the like , to achieve the effect of wide operating temperature range, easy availability of raw materials and low cost

Inactive Publication Date: 2012-10-31
旭阳化学技术研究院有限公司
View PDF5 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The invention provides a method for preparing dimethyl succinate catalyzed by an ionic liquid, which overcomes the problems of environmental pollution and equipment corrosion in the prior art when dilute sulfuric acid is used as a catalyst, and a solid acid catalyst catalyzed method The problem of harsh reaction conditions and low yield of esterification products

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing methyl succinate from ionic liquid catalyst
  • Method for preparing methyl succinate from ionic liquid catalyst
  • Method for preparing methyl succinate from ionic liquid catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: Preparation of dimethyl succinate by catalyzing monomethyl succinate with p-toluenesulfonic acid 1-ethyl-3-methylimidazolium salt ionic liquid

[0030] Add 5.21g (0.1mol) N-methylimidazole and 10.9g (0.1mol) ethane bromide into a round bottom flask, heat to 80°C, react for 24h, after the reaction is completely stopped, cool to room temperature to precipitate white crystals , placed in a drying oven and dried at 45° C. for 10 h to obtain 13.85 g of white crystals. The white crystal is 1-ethyl-3 methylimidazolium bromide.

[0031] Add 13.85g (0.098mol) of the prepared 1-ethyl-3-methylimidazolium bromide, 16.88g (0.098mol) of p-toluenesulfonic acid and 40ml of acetone into the flask, the reaction temperature is 75°C, and condense to reflux. After the reaction time was 20 hours, the reaction was completed, and the water was distilled off under reduced pressure at 70° C. to obtain 1-ethyl-3-methylimidazolium p-toluenesulfonic acid ionic liquid. The ionic liquid ...

Embodiment 2

[0034] Example 2: Preparation of dimethyl succinate by catalyzing monomethyl succinate with 1-carboxymethyl-3-ethylimidazolium tetrafluoroborate ionic liquid

[0035] Add 5.21g (0.1mol) N-methylimidazole and 10.9g (0.1mol) ethane bromide into a round bottom flask, heat to 80°C, react for 24h, after the reaction is completely stopped, cool to room temperature to precipitate white crystals , placed in a drying oven and dried at 45° C. for 10 h to obtain 13.85 g of white crystals. The white crystal is 1-ethyl-3 methylimidazolium bromide.

[0036] Add 13.85 g of the prepared 1-ethyl-3-methylimidazolium bromide, 10.75 g (0.098 mol) of sodium tetrafluoroborate and 40 ml of acetone into the flask, the reaction temperature is 80°C, and condense to reflux. After the reaction time was 20 hours, the reaction was completed, and the water was distilled off under reduced pressure at 70° C. to obtain 1-carboxymethyl-3-ethylimidazolium tetrafluoroborate ionic liquid. The ionic liquid was wa...

Embodiment 3

[0039] Example 3: Preparation of dimethyl succinate by catalyzing monomethyl succinate with 1-carboxymethyl-3-ethylimidazolium sulfate ionic liquid

[0040] Add 5.21g (0.1mol) N-methylimidazole and 10.9g (0.1mol) ethane bromide into a round bottom flask, heat to 80°C, react for 24h, after the reaction is completely stopped, cool to room temperature to precipitate white crystals , placed in a drying oven and dried at 45° C. for 10 h to obtain 13.85 g of white crystals. The white crystal is 1-ethyl-3 methylimidazolium bromide.

[0041] Add 13.85g (0.098mol) of the prepared 1-ethyl-3-methylimidazolium bromide, 13.92g (0.098mol) sodium sulfate and 40ml acetone into the flask, the reaction temperature is 75°C, and condense to reflux. After the reaction time was 20 h, the reaction was completed, and the water was distilled off under reduced pressure at 60° C. to obtain 1-carboxymethyl-3-ethylimidazolium sulfate ionic liquid. The ionic liquid was washed 4 times with diethyl ether, ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a meethod for preparing methyl succinate from an ionic liquid catalyst. Particularly, the invention relates to a method for preparing methyl succinate through mono-methyl succinate and methanol esterification. In the method, mono-methyl succinate and methanol are taken as reactants, imidazole ionic liquid and pyridine ionic liquid are taken as catalysts, and under the nitrogen atmosphere, the reaction pressure is 0.1 to 3Mpa, the reaction temperature is 90 to 150 DEG C, the reaction time is 6 to 12 hours, and the mole ratio of ionic liquid to mono-methyl succinate to methanol: (0.1 to 2):1:(1 to 10). The catalyst used in the invention is simple in preparation process, the raw material is easily available, no by-product is generated during the preparation process, the reaction conversion rate is high, the selectivity is good, the required equipment is less, the cost is low, and methyl succinat is suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to a method for preparing dimethyl succinate with an ionic liquid catalyst, belonging to the technical field of organic chemical reaction methods. Background technique [0002] Dimethyl succinate is an important chemical product, mainly used in food, chemical and pharmaceutical industries. Traditional dimethyl succinate is mainly produced by esterification of succinic acid, maleic anhydride and methanol. Most of the traditional esterification methods use inorganic acids such as sulfuric acid and phosphoric acid as catalysts, but the residual waste acid after the reaction will cause environmental pollution. [0003] Ionic liquids are a class of environment-friendly reagents that have attracted increasing attention in recent years. They have the advantages of good stability, non-volatility, and adjustable solubility with organic compounds. Ionic liquid is a kind of salt that exists in liquid form at room temperature. It has many s...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/40C07C67/08
CPCY02P20/582
Inventor 张英伟刘康张新志孙长江
Owner 旭阳化学技术研究院有限公司