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Synthesis method of copolyester

A synthesis method and copolyester technology, applied in the field of copolyester synthesis, can solve the problems of limited types of monomers, difficulty in obtaining high molecular weight polymers, rare copolymerization reactions, etc. The effect of a wide temperature range

Inactive Publication Date: 2018-02-16
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The polycondensation reaction will produce water molecule by-products during the polymerization process, and it is difficult to obtain high molecular weight polymers
Although high-molecular-weight polymers can be obtained by ring-opening polymerization, the types of available monomers are limited, and there are few reports on copolymerization reactions

Method used

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  • Synthesis method of copolyester
  • Synthesis method of copolyester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Take 0.2g (1.7mmol) of allyl hydroxyethyl ester and 0.8g (7.0mmol) of caprolactone into a 10mL round bottom flask with a rotor, then add 1g of tetrahydrofuran as a solvent, freeze with liquid nitrogen, and replace the argon three times After that, add 43.8 μl (0.09 mmol) phosphazene base P 2 . The reaction was placed in a 60°C oil bath for 0.5h. After the reaction, the reaction product was dissolved with tetrahydrofuran, terminated with methanol, and then precipitated in 50mL of n-hexane to obtain a white product, which was vacuum-dried at 30°C for 12 hours, wherein the conversion rate of hydroxyethyl acrylate reached 97.5%, and the conversion rate of caprolactone Up to 99.8%. Its number average molecular weight is 8300g / mol, molecular weight distribution is 1.73, see figure 2 The proton nuclear magnetic spectrum and gel permeation chromatogram of the obtained product, it can be seen that the polymer is not subjected to traditional vinyl polymerization, but is carri...

Embodiment 2

[0024] Take 0.2g (1.7mmol) of allyl hydroxyethyl ester and 0.8g (7.0mmol) of caprolactone into a 10mL round bottom flask with a rotor, then add 1g of tetrahydrofuran as a solvent, freeze with liquid nitrogen, and replace the argon three times After that, add 43.8 μl (0.09 mmol) phosphazene base P 2 . The reaction was placed in a 60°C oil bath for 12 hours. After the reaction, the reaction product was dissolved in tetrahydrofuran, terminated with methanol, and then precipitated in 50 mL of n-hexane to obtain a white product, which was vacuum-dried at 30°C for 12 hours, wherein the conversion rate of hydroxyethyl acrylate reached 98.5%, and the conversion rate of caprolactone Up to 99.9%. Its number-average molecular weight is 8500g / mol, and its molecular weight distribution is 1.79. According to the hydrogen nuclear magnetic spectrum and gel permeation chromatogram of the obtained product, it can be seen that the polymer has not undergone traditional vinyl polymerization, but...

Embodiment 3

[0026] Take 0.2g (1.7mmol) of allyl hydroxyethyl ester and 0.8g (7.0mmol) of caprolactone into a 10mL round bottom flask with a rotor, then add 1g of tetrahydrofuran as a solvent, freeze with liquid nitrogen, and replace the argon three times After that, add 43.8 μl (0.09 mmol) phosphazene base P 2 . The reaction was placed in a low-temperature constant temperature bath at -20°C, and reacted for 1 h. After the reaction, the reaction product was dissolved in tetrahydrofuran, terminated with methanol, and then precipitated in 50 mL of n-hexane to obtain a white product, which was vacuum-dried at 30°C for 12 hours, wherein the conversion rate of hydroxyethyl acrylate reached 82.3%, and the conversion rate of caprolactone up to 88.2%. Its number-average molecular weight is 7100g / mol, and its molecular weight distribution is 1.67. According to the hydrogen nuclear magnetic spectrum and gel permeation chromatogram of the obtained product, it can be seen that the polymer has not un...

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Abstract

The invention belongs to the field of synthesis of copolyester, and particularly relates to a synthesis method of the copolyester. The synthesis method comprises the step of catalyzing copolymerization reaction of two monomers such as a hydroxyl acrylate-containing monomer and a cyclic monomer through small organic molecules to obtain the degradable copolyester with a brand-new structure. The hydroxyl acrylate-containing monomer comprises hydroxyethyl acrylate and hydroxyethyl methylacrylate as well as a derivative thereof; the cyclic monomer comprises an epoxy monomer and a lactone monomer. The epoxy monomer comprises ethylene oxide, epoxypropane, allyl glycidyl ether and the like; the lactone monomer comprises butyrolactone, caprolactone, lactide and the like. A polymerization mode for hydroxyl acrylate in the method is carried out in a proton transfer manner instead of conventional vinyl addition, thereby obtaining polyester with a special structure. Raw materials used in the methodare readily available and are economical and environmentally friendly; reaction conditions are mild, and the reaction rate is high; different functional groups can be introduced into the polyester, so that the application range is expanded; the method has an extremely good application prospect.

Description

technical field [0001] The invention belongs to the field of copolyester synthesis, and in particular relates to a synthesis method of copolyester. Background technique [0002] In recent years, the wide application of plastics, rubber and fibers has brought great convenience to people's lives, but it has also caused great pressure on the environment. The development of degradable polymer materials is an important way to solve these white pollution. [0003] Aliphatic polyesters are an important class of biocompatible and environmentally friendly materials and one of the most widely used degradable materials. At present, the synthesis methods of aliphatic polyester are mainly polycondensation reaction and ring-opening polymerization reaction. The polycondensation reaction will produce water molecule by-products during the polymerization process, and it is difficult to obtain high molecular weight polymers. Although high-molecular-weight polymers can be obtained by ring-op...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/00C08G63/78
CPCC08G63/00C08G63/78
Inventor 杨宏军柴晨琼蒋其民黄文艳薛小强蒋必彪孙爱斌
Owner CHANGZHOU UNIV
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