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Rapid and green preparation method of epoxidation soybean oil

A technology of epoxidized soybean oil and soybean oil, which is applied in the chemical modification of fatty acids and the production of fatty acids, can solve the problems of unfriendly environment, increase of enterprise cost, and unfriendly environment, and achieve simple production process and improve product quality , the effect of facilitating industrial production

Active Publication Date: 2014-07-16
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Production energy consumption is high, cost is high, mineral acid is used as an epoxidation catalyst, equipment is severely corroded, product separation and post-processing are complicated, the production process requires a large amount of alkaline water for neutralization and washing, serious environmental pollution, and serious safety hazards, and The product has many shortcomings such as low epoxy value, poor compatibility with PVC, unstable product quality, and discoloration at high temperature.
Han Lijuan et al.'s "Sulfuric Acid Catalysis Preparation of Epoxidized Soybean Oil Research under Ultrasonic Conditions" (Journal of Henan University of Technology, Volume 34, No. 2, 2010) although the obtained product epoxy value is higher and shortens the reaction time, but The use of inorganic acid is still not friendly to the environment, and ultrasonic treatment is added, which increases the cost of production
[0004] has the following reports about the green synthesis method of epoxidized soybean oil: Chinese patent application number is 200810018592.4 "Preparation of epoxy soybean oil or epoxy fatty acid methyl by liquid phase catalysis ( B) Ester Method" discloses a method for preparing epoxidized soybean oil with a catalyst. The method does not use carboxylic acid, protonic acid or solvent, and uses quaternary ammonium salts as catalysts, but the reaction time is long and the cost of industrial production is low. Gao; in the article "Research on Preparation of Epoxidized Soybean Oil by Improved Solvent-Free Process" (China Oils and Oils, Vol. The resin can be recycled, but the cost of the catalyst is high, the reaction time is long, and the reaction temperature is high, especially the post-treatment requires alkali refining and decolorization to meet the standard, which is not friendly to the environment; the article "Research on the Process Improvement of Preparation of Epoxidized Soybean Oil" (Chemical Technology and Development, Volume 36, Issue 10, 2007) Li Deji improved the aluminum sulfate catalysis method with a phase transfer catalyst, but the preparation process requires nitrogen protection, and the post-treatment also requires alkali refining to deacidify and multiple washings. It is not environmentally friendly, and the production cost is also greatly increased; the article "Research on the Novel Epoxidation Process and Mechanism of Bio-oil" (Acta Chimica Sinica, No. 13, 2009) uses the metal organic compound methyl rhenium trioxide (MTO) as a catalyst for epoxidation. Exploration of the oxidation process. However, rhenium is a very rare and dispersed element, which is expensive. This preparation process will greatly increase the cost of the enterprise

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] In a 150 mL three-necked reaction flask, add 10 g of soybean oil, 0.3 g of phosphotungstic heteropoly acid catalyst, 30 g of solvent 1,2-dichloroethane, 6.5 g of surfactant PEG 100, and then use a constant temperature water bath to raise the temperature to 60 °C , stirred and reacted for 3.0 h, and 9 g of 30% H 2 o 2 . The filtrate was separated to remove the water layer, and the organic layer was evaporated to remove the solvent with a rotary evaporator to obtain a light yellow transparent liquid. The epoxy value of the product is greater than 6.30%, and the conversion rate is above 90%.

Embodiment 2

[0027] In a 150 mL three-necked reaction flask, add 10 g of soybean oil, 0.3 g of phosphotungstic heteropoly acid catalyst, 30 g of solvent 1,2-dichloroethane, add 10.4 g of surfactant PEG 600, and then use a constant temperature water bath to raise the temperature to 60 ℃, stirred for 4.0 h, and added dropwise 7.5 g of 45% H 2 o 2 . The filtrate was separated to remove the water layer, and the organic layer was evaporated to remove the solvent with a rotary evaporator to obtain a light yellow transparent liquid. The epoxy value of the product is greater than 6.50%, and the conversion rate is above 94%.

Embodiment 3

[0029] In a 150 mL three-necked reaction flask, add 10 g of soybean oil, 0.5 g of phosphotungstic heteropoly acid catalyst, 30 g of solvent 1,2-dichloroethane, add 15.0 g of surfactant PEG 200, and then use a constant temperature water bath to raise the temperature to 60 ℃, stirred and reacted for 3.0h, and added dropwise 9g of H with a mass concentration of 30% in the process 2 o 2 . Filter the reacted solution to recover the phosphotungstic heteropolyacid catalyst. The filtrate was separated to remove the water layer, and the organic layer was evaporated to remove the solvent with a rotary evaporator to obtain a light yellow transparent liquid. The epoxy value of the product is greater than 6.30%, and the conversion rate is above 92%.

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PUM

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Abstract

The invention relates to a fast and green method for preparing epoxidized soybean oil. After mixing soybean oil with a non-aqueous organic solvent, adding a heteropolyacid phase transfer catalyst and a surfactant polyethylene glycol, heating in a water bath, and reacting Hydrogen peroxide was added dropwise during the process. Separate the organic phase and distill under reduced pressure to obtain epoxidized soybean oil. The reaction time is 3.0-4.0h, the epoxidation value is greater than 6.30%, and the conversion rate is higher than 90%. In the present invention, by adding the surfactant polyethylene glycol, the production time is shortened, the process is simple, safe and non-toxic, the equipment is not damaged, the environment is friendly, and the product has high epoxidation value and conversion rate.

Description

technical field [0001] The invention relates to the technical field of preparation of epoxidized soybean oil, in particular to a method for preparing epoxidized soybean oil, a safe and non-toxic plasticizer for food packaging materials. Background technique [0002] Plasticizers are indispensable additives in plastic products. The widely used plasticizers phthalates (PAEs) are highly volatile and will produce imitation estrogen after entering the human body, which has potential carcinogenicity. Sex, has been banned by the EU in toys, children's products, food packaging and medical equipment and other fields. Epoxidized soybean oil (ESO) is an environmentally friendly polyvinyl chloride (PVC) plasticizer and stabilizer obtained by treating soybean oil with peroxide. It has good heat resistance, light resistance, Interpenetration, low temperature flexibility, low volatility, non-toxic, can be used as a plasticizer for food and pharmaceutical plastic packaging materials. [0...

Claims

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Application Information

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IPC IPC(8): C11C3/00C08K5/1515
Inventor 刘国琴荆璐李琳刘新旗
Owner SOUTH CHINA UNIV OF TECH
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