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Preparation method and application of vegetable oil-based environment-friendly plasticizer with high thermal stability

An environmentally friendly plasticizer and high thermal stability technology, applied in the preparation of organic compounds, carboxylic acid ester preparation, chemical instruments and methods, etc., to achieve the effects of moderate viscosity, good compatibility, and good flexibility

Active Publication Date: 2020-10-16
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Epoxy fatty acid methyl esters and chlorinated fatty acid methyl esters that have been commercialized are also modified by oleic acid, but at the same time there are many defects in performance

Method used

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  • Preparation method and application of vegetable oil-based environment-friendly plasticizer with high thermal stability
  • Preparation method and application of vegetable oil-based environment-friendly plasticizer with high thermal stability
  • Preparation method and application of vegetable oil-based environment-friendly plasticizer with high thermal stability

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] (1) Esterification reaction: Add oleic acid and 1,8-octanediol to the reactor, wherein the molar ratio of 1,8-octanediol:oleic acid is 1:1, and nitrogen gas is introduced for 5 minutes, and the reaction is heated to 110°C; then add the catalyst tetra-n-butyl titanate, and then raise the temperature to 180°C for 2 hours; after the reaction, add 15% sodium hydroxide solution, heat to 80°C, and react for 0.1h; after the reaction Carry out centrifugation, take the supernatant and wash it with deionized water to neutrality, and then vacuum distill at -0.1MPa at 60°C for 0.5h to remove the residual water to obtain the product 1,8-octanediol dioleate;

[0027] (2) Epoxidation reaction: Add the 1,8-octanediol dioleate prepared in step (1) and the catalyst strong-acid cation exchange resin into the reactor, mix formic acid and hydrogen peroxide, and then Add the mixture dropwise into the reactor, heat and react at 30°C for 8 hours; the mass fraction of hydrogen peroxide solution...

Embodiment 2

[0030] (1) Esterification reaction: Add oleic acid and 1,8-octanediol to the reactor, wherein the molar ratio of 1,8-octanediol:oleic acid is 1:2, blow nitrogen for 25 minutes, and heat the reaction to 140°C; then add the catalyst tetra-n-butyl titanate, and then increase the temperature to 150°C for 7 hours; after the reaction, add a 20% sodium hydroxide solution, heat to 60°C, and react for 1 hour; Centrifuge, take the supernatant and wash it with deionized water to neutrality, then vacuum distill at -0.1MPa at 70°C for 1 hour to remove residual water to obtain the product 1,8-octanediol dioleate;

[0031](2) Epoxidation reaction: Add the 1,8-octanediol dioleate prepared in step (1) and catalyst 2 strong acid type cation exchange resin into the reactor, mix formic acid and hydrogen peroxide, and then Add the mixture dropwise to the reactor, heat and react at 80°C for 3 hours; the mass fraction of hydrogen peroxide solution is 40%, and the molar ratio of 1,8-octanediol diolea...

Embodiment 3

[0034] (1) Esterification reaction: Add oleic acid and 1,8-octanediol into the reactor, wherein the molar ratio of 1,8-octanediol:oleic acid is 1: 3, blow nitrogen for 40 minutes, and heat the reaction to 160°C; then add the catalyst tetra-n-butyl titanate, and then raise the temperature to 120°C for 9 hours; after the reaction, add a 25% sodium hydroxide solution, heat to 20°C, and react for 2 hours; Centrifuge, take the supernatant and wash it with deionized water to neutrality, then vacuum distill at -0.1MPa at 80°C for 2 hours to remove the residual water to obtain the product 1,8-octanediol dioleate;

[0035] (2) Epoxidation reaction: Add the 1,8-octanediol dioleate prepared in step (1) and catalyst 2 strong acid type cation exchange resin into the reactor, mix formic acid and hydrogen peroxide, and then Add the mixture dropwise into the reactor, and heat the reaction at 50°C for 6 hours; the mass fraction of hydrogen peroxide solution is 50%, and the molar ratio of 1,8-o...

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Abstract

The invention discloses a preparation method and application of a vegetable oil-based environment-friendly plasticizer with high thermal stability, and belongs to the field of fine chemical synthesisand plastic additive application. According to the invention, oleic acid, 1, 8-octanediol, hydrogen peroxide and acetic anhydride are used as main raw materials and the method comprises the followingsteps: carrying out an esterification reaction to prepare 1, 8-octanediol dioleate, carrying out an epoxidation reaction process to obtain a plasticizer epoxy 1, 8-octanediol dioleate, and finally, carrying out an acetylation reaction process to obtain another vegetable oil-based environment-friendly plasticizer acetyl 1, 8-octanediol dioleate. According to the invention, epoxy 1, 3-butanediol isprepared; the catalyst is prepared from 1, 8-octanediol dioleate and acetyl 1, 8-octanediol dioleate. The two plasticizers are 1, 8-octanediol dioleate and 1, 8-octanediol dioleate. The prepared two vegetable oil-based plasticizers are low in viscosity and light in color, good compatibility is shown when the two plasticizers are mixed with PVC, compared with DOTP and DOA, the vegetable oil-based plasticizers have excellent mechanical properties when applied to PVC, and the vegetable oil-based plasticizers are more outstanding in thermal stability and migration resistance. The two plasticizershave excellent comprehensive properties, are suitable for industrial production, and are expected to replace the traditional phthalate plasticizers.

Description

technical field [0001] The invention relates to the preparation method and application of two vegetable oil-based environment-friendly plasticizers with high thermal stability, and belongs to the fields of fine chemical synthesis and plastic additive application. Background technique [0002] PVC is a very important engineering plastic. It is widely used in food packaging, flooring, children's toys, medical equipment, wires and cables, etc. It is an indispensable material in our daily life. However, due to its inherent defects such as brittleness and rigidity, pure PVC materials cannot be directly used in industrial processing, so a certain amount of plasticizer needs to be added to PVC. Plasticizer is the most important kind of additives in PVC. It can improve the flexibility of PVC, reduce the rigidity of PVC, and is beneficial to industrial processing. Phthalate plasticizers are the most commonly used plasticizers in the industry, and their consumption accounts for more ...

Claims

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Application Information

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IPC IPC(8): C07C67/08C07C69/58C07C67/26C07C69/67C07D301/16C07D303/42C08K5/11C08K5/1515C08L27/06
CPCC07C67/08C07C67/26C07D301/16C07D303/42C08K5/11C08K5/1515C07C69/58C07C69/67C08L27/06
Inventor 蒋平平刘德开聂志欣代注顶王涵颖
Owner JIANGNAN UNIV
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