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Application and method of sulfonic acid type binuclear ionic liquid in catalytic synthesis of n-butyl carboxylate

A technology for the synthesis of ionic liquids and carboxylic acids, which is applied in chemical instruments and methods, preparation of carboxylic acid esters, preparation of organic compounds, etc., to achieve the effects of convenient recovery of ionic liquids, environmental friendliness, and high selectivity

Inactive Publication Date: 2019-05-17
HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the ionic liquids have high selectivity for the catalyzed esterification reaction, and there are no dicationic ionic liquids that can efficiently catalyze the synthesis of n-butyl carboxylate

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Weigh respectively 1mol (46g) of formic acid, 3mol of n-butanol, sulfonic acid type dinuclear ionic liquid propanesulfonic acid type dinuclear butyl (m=3, n=4) with reflux In the condensed three-necked flask, heat at reflux temperature for 6h, place the solution in a separatory funnel, and the solution will naturally layer into layers, separate the upper layer of the reaction solution, and use the mixed solution of sodium hydroxide and saturated sodium chloride (hydrogen in the mixed solution) Sodium oxide concentration is 8%) washing, obtains the product n-butyl formate, and yield is 93.21%. The sulfonic acid-type dinuclear ionic liquid in the lower layer can be reused after being dried.

Embodiment 2

[0019] Weigh respectively 1mol (60g) of acetic acid, 3mol of n-butanol, sulfonic acid type dinuclear ionic liquid propanesulfonic acid type dinuclear butyl (m=3, n=4) with reflux In the condensed three-necked flask, heat 4h under the reflux temperature, put the solution in the separatory funnel, the solution is naturally layered, and the reaction solution on the upper floor is separated, and the mixed solution of sodium hydroxide and saturated sodium chloride (hydrogen in the mixed solution) Sodium oxide concentration is 8%) washing, obtains the product n-butyl acetate, and yield is 94.37%. The sulfonic acid-type dinuclear ionic liquid in the lower layer can be reused after being dried.

Embodiment 3

[0021] Weigh respectively 1mol of formic acid, 4mol of n-butanol, sulfonic acid type dinuclear ionic liquid butanesulfonic acid type dinuclear butyl (m=4, n=4) of acid mass fraction 10% (4.6g) into the three ports with reflux condensation In the flask, heat at reflux temperature for 1h, put the solution in the separatory funnel, the solution will be separated naturally, and the reaction solution on the upper floor will be separated, and the mixed solution of sodium hydroxide and saturated sodium chloride (the concentration of sodium hydroxide in the mixed solution 9%) washing to obtain the product n-butyl formate with a yield of 89.26%. The sulfonic acid type binuclear ionic liquid can be reused after recovery and drying.

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Abstract

The invention relates to the technical field of organic synthesis, and specifically discloses application and method of sulfonic acid type binuclear ionic liquid in catalytic synthesis of n-butyl carboxylate. The sulfonic acid type binuclear ionic liquid has the structural formula as shown in the description, wherein m is equal to 3 to 4, n is equal to 3 to 4, and X<-> is HSO4<-> . The synthesis method for the n-butyl carboxylate is characterized in that the sulfonic acid type binuclear ionic liquid, carboxylic acid and n-butyl alcohol are added into a reactor, heating is carried out to refluxfor reaction, after the reaction is ended, standing is carried out for layering, a sulfonic acid type binuclear ionic liquid catalyst on the lower layer is recycled, and the product n-butyl carboxylate is obtained on the upper layer. According to the application and the method provided by the invention, the selected ionic liquid is environmentally friendly and easy to recycle and has high catalytic efficiency on the esterification reaction of the carboxylic acid and the n-butyl alcohol.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to the application and method of a sulfonic acid type dinuclear ionic liquid in catalytically synthesizing n-butyl carboxylate. Background technique [0002] N-butyl carboxylate is an important class of chemical products, widely used in the fields of pharmacy, tanning, solvent, spices and so on. The synthesis of n-butyl carboxylate is obtained by using carboxylic acid and n-butanol as raw materials, and undergoing esterification reaction under the action of a catalyst. The research of catalyst is a very important aspect in the esterification reaction. Traditional synthesis processes use inorganic acids, solid superacids, heteropolyacids, and macroporous molecular sieves as catalysts, but each has its own drawbacks. For example, concentrated sulfuric acid has the disadvantages of corroding equipment, polluting the environment, low yield, and side reactions; solid superaci...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/06C07C69/14C07C69/24C07C67/08B01J31/02
Inventor 刘冉张珂刘晨丁越赵地顺
Owner HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY