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Acetylated citric acid fatty acid ester plasticizer, preparation method thereof and application

A technology for acetylating citric acid and fatty acid ester, which is applied in the preparation of carboxylate, chemical instruments and methods, preparation of organic compounds, etc., can solve problems such as poor compatibility and precipitation, achieve mild conditions, reduce dependence, and process simple effect

Inactive Publication Date: 2017-09-19
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to poor compatibility with PVC resin, this kind of plasticizer is easy to precipitate from PVC products, so it can only be added in a small amount and used as an auxiliary plasticizer.

Method used

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  • Acetylated citric acid fatty acid ester plasticizer, preparation method thereof and application
  • Acetylated citric acid fatty acid ester plasticizer, preparation method thereof and application
  • Acetylated citric acid fatty acid ester plasticizer, preparation method thereof and application

Examples

Experimental program
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Effect test

Embodiment 1

[0028] The first step, the preparation of epoxidized methyl oleate: get the hydrogen peroxide 45mL of 30wt.% concentration and add dropwise in the there-necked flask that has added 30g methyl oleate, 30mL acetic acid and 1.5g ion exchange resin catalyst, control hydrogen peroxide in After 1.5 hours of dropwise addition, the temperature should not be higher than 65°C, and then keep the temperature at 65°C for 3 hours. After the reaction, neutralize with 4wt.% sodium carbonate solution, wash with water until neutral, and then dry to obtain an epoxy value of 3.6%. Pale yellow epoxidized methyl oleate.

[0029] In the second step, citric acid and epoxidized fatty acid methyl ester ring-opening reaction prepare citric acid fatty acid ester, the epoxidized methyl oleate 100g obtained in the first step, citric acid 13g, antioxidant 1010 0.1g and catalyst Dimethylimidazole 0.4g, reacted at 140°C for 3 hours to obtain a crude product with an acid value of 0.82mg / g, then distilled out t...

Embodiment 2

[0032] The first step, the preparation of epoxidized fatty acid methyl ester: the hydrogen peroxide 50mL that gets 30wt.% concentration is added dropwise to the ethyl acetate that has added 30g methyl oleate, 20mL and 1.2g phosphotungstic heteropolyacid quaternary ammonium salt catalyst In the three-necked flask, control the dropwise addition of hydrogen peroxide in 2.0 hours, the temperature is not higher than 65°C, and then keep the temperature at 65°C for 3 hours. After the reaction is completed, neutralize with 4wt.% sodium carbonate solution, wash with water until neutral, and then dry to obtain epoxy Value 4.1% yellowish epoxidized methyl oleate.

[0033] Second step, citric acid and epoxidized fatty acid methyl ester ring-opening reaction prepare citric acid fatty acid ester, the epoxidized methyl oleate 100g that the first step obtains, citric acid 14g, antioxidant 168 0.1g and catalyst 0.3g of diethylenetriamine was reacted at 140°C for 4 hours to obtain a crude produ...

Embodiment 3

[0036] The first step, the preparation of epoxidized methyl ricinoleate: get the hydrogen peroxide 55mL of 30wt.% concentration and add dropwise to the ethyl acetate that has added 30g methyl ricinoleate, 20mL and 1.2g phosphotungstic heteropolyacid quaternary ammonium In the three-necked flask of the salt catalyst, control the dropwise addition of hydrogen peroxide in 2 hours, the reaction temperature is not higher than 65 ° C, and then maintain the temperature of 65 ° C for 3 hours, after the reaction is completed, neutralize with 4% sodium carbonate solution, wash with water until neutral, and then dry. The epoxidized ricinoleic acid methyl ester with an epoxy value of 3.8% was obtained as light yellow.

[0037] In the second step, citric acid and epoxidized ricinoleic acid methyl ester ring-opening reaction prepare citric acid fatty acid ester, and the epoxidized ricinoleic acid methyl ester 100g that the first step obtains, citric acid 14g, 50% of the second Phosphoric ac...

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Abstract

The invention discloses an acetylated citric acid fatty acid ester plasticizer, a preparation method thereof and an application. The preparation method includes the steps: preparing epoxidation fatty acid ester; performing ring-opening reaction on citric acid and fatty acid ester to prepare citric acid fatty acid ester; performing acetylation reaction to obtain the acetylated citric acid fatty acid ester plasticizer. According to the plasticizer, the citric acid and the fatty acid ester serve as main materials to prepare a biological base plasticizer, the raw materials are low in cost, easy to acquire, green and environmentally friendly, dependence on petrochemical resources can be relieved, molecular weight is high, the content of polar bonds is high, a long fatly chain exists, so that the plasticizer is high in flashing point, resistant in precipitation and cold and good in plasticizing efficiency as compared with acetyl tributyl citrate and epoxidized fatty acid methyl ester, thermal stability of PVC (polyvinyl chloride) products can be improved, and the plasticizer can completely replace DOP (dioctyl-phthalate) to prepare the PVC products with special performance. The preparation method is simple in process, mild in condition and quite suitable for industrial production, and the plasticizer can be directly produced without changing production devices.

Description

technical field [0001] The invention belongs to the field of bio-based materials, and relates to a preparation method of an environment-friendly, bio-based PVC plasticizer, acetylated citric acid fatty acid ester. Background technique [0002] Bio-based materials refer to a new class of materials manufactured by biological, chemical and physical means using renewable biomass, including crops, trees and other plants and their residues and contents as raw materials. It mainly includes bioplastics, bio-based platform compounds, biomass functional polymer materials, functional sugar products, wood-based engineering materials and other products, which are green, environmentally friendly, renewable and biodegradable. The main materials oil and citric acid used in the present invention belong to renewable biomass. Plasticizers are plastic additives that can be added to polymer materials to change the plasticity of the material, making it easier to process and making the product so...

Claims

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Application Information

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IPC IPC(8): C07C69/67C07C67/31C07C67/26C07C69/704C07D301/12C07D303/42C08K5/11C08L27/06
Inventor 冯国东周永红马艳许彬张猛刘承果
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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