Method for esterifying olefin and organic acid

A technology of organic acid esters and organic acids, applied in the reaction preparation of carboxylic acid/symmetric anhydride and saturated hydrocarbon, etc., can solve the problems of uneven acidity, easy deactivation of catalysts, low efficiency, etc., and achieves simple separation and esterification effect. Good, selective effect

Inactive Publication Date: 2005-03-30
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
  • Description
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  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the uneven acidity of solid acid as a catalyst, which affects product selectivity, and the catalyst is easily deactivated and low in efficiency, this catalytic system is still in the research stage.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Embodiment 1: Synthesis of isopropyl acetate in trifluoromethanesulfonic acid 1-hexyl-3-(4-sulfonic acid group) butylimidazole ionic liquid

[0026] Take trifluoromethanesulfonic acid 1-hexyl-3-(4-sulfonic acid group) butylimidazole ionic liquid 21.5g (50mmol), add 4.5g (75mmol) acetic acid and 9.45g (225mmol, 9.5atm) propylene at room temperature, After stirring and reacting at 120°C for 4 hours, cool to room temperature, separate the insoluble organic matter in the upper layer, extract the ionic liquid (20ml×3) in the lower layer with toluene, combine all the organic matter obtained, and use HP 6890 / 5973 GC / MS for qualitative analysis, HP1790 Quantitative analysis by gas chromatography. The conversion rate of acetic acid is 89%, and the selectivity of isopropyl acetate is 100%.

Embodiment 2

[0027] Embodiment 2: Synthesis of sec-butyl acrylate in p-toluenesulfonic acid 1-butyl-3-(3-sulfonic acid) propylimidazole ionic liquid

[0028] Substitute 1-hexyl-3-(4-sulfonate) butylimidazolium ion with p-toluenesulfonate 1-butyl-3-(3-sulfonate)propylimidazolium 20.9g (50mmol) Liquid, acrylic acid 5.4g (75mmol) replaces acetic acid, all the other are with embodiment 1. The conversion rate of acetic acid is 82%, and the selectivity of isopropyl acetate is 100%.

Embodiment 3

[0029] Example 3: Comparison of the reaction performance of different ionic liquids to catalyze the esterification of propylene and acetic acid to prepare isopropyl acetate

[0030] Using 1-ethyl-3-(4-sulfonate) butylimidazole trifluoromethanesulfonate, 1-butyl-3-(4-sulfonate) butylimidazole trifluoromethanesulfonate, trifluoromethanesulfonate 1-Hexyl-3-(4-sulfonate)butylimidazole methanesulfonate, 1-butyl-3-(3-sulfonate)propylimidazole p-toluenesulfonate, 1-hexyl-p-toluenesulfonate 3-(4-sulfonic acid group) butylimidazole is used as ionic liquid, and all the other are the same as embodiment 1. The reaction results are listed in Table 1.

[0031]

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PUM

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Abstract

A process for synthesizing ester by alkenes, organic acid, alkyl pyridine end link sulfuric group or ion liquid composed of 1,3-Dialkyl imidazole positive ion and negative ion as reaction mediator and catalyst includes taking reaction alkenes with organic acid by catalyst to get carboxylic ester 1-8 hours in 0.1-2.0 MPA at 50-150 deg.C.

Description

technical field [0001] The invention relates to a method for synthesizing esters through the action of clean olefins and organic acids. technical background [0002] The preparation of organic acid esters mostly adopts the method of acid alcohol esterification. This method not only has high raw material costs, but also uses acid catalysts such as concentrated sulfuric acid that are harmful to the environment and corrode equipment, which does not meet the requirements of the current development of green chemistry and chemical industry. The direct synthesis of esters from organic carboxylic acids and olefins can be said to be one of the most economical and environmentally friendly methods for preparing esters. Previously, mineral acids have been extensively studied as catalysts for such reactions, such as H 2 SO 4 , HF and BF 3 Wait. Although these catalysts have achieved good catalytic effects, this catalytic system has not been widely used due to the difficulty in separa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/035
Inventor 邓友全顾彦龙石峰周瀚成
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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