Method for preparing polyester from (thio)urea/organic alkali catalyzed epoxides and cyclic anhydrides by ring-opening copolymerization

A technology for catalyzing rings and cyclic acid anhydrides with organic bases, applied in the field of polymer materials, can solve problems such as increasing production costs, and achieve the effects of low price, industrialization and application, simple preparation and economy.

Active Publication Date: 2019-04-26
宁波梅山保税港区丰邦企业管理合伙企业(有限合伙)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, polyesters prepared by metal catalysts often have color, and the application in biomedicine also requires further removal of metal ions, which will increase production costs

Method used

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  • Method for preparing polyester from (thio)urea/organic alkali catalyzed epoxides and cyclic anhydrides by ring-opening copolymerization
  • Method for preparing polyester from (thio)urea/organic alkali catalyzed epoxides and cyclic anhydrides by ring-opening copolymerization
  • Method for preparing polyester from (thio)urea/organic alkali catalyzed epoxides and cyclic anhydrides by ring-opening copolymerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1, urea and DBU are used for the ring-opening copolymerization of CHO and PA

[0030] In an anhydrous and oxygen-free environment, add 0.05mmol urea, 0.05mmol DBU, 5mmol PA and 25mmol CHO to the flask in turn, stir evenly at room temperature, place it in a set 110°C constant temperature reaction bath for 20min, and take samples for NMR analysis . The product was dissolved in dichloromethane, and the polymer was obtained by precipitation with methanol, which was vacuum-dried by suction and then tested for molecular weight. PA conversion rate: 48%, polyester selectivity: 95%, monomer amount converted per unit catalyst per unit time (TOF): 144, molecular weight (Mn): 4.7KDa, molecular weight distribution: PDI=1.27.

Embodiment 2

[0031] Embodiment 2, urea and DBU and benzyl alcohol are used for the ring-opening copolymerization of CHO and PA

[0032] In an anhydrous and oxygen-free environment, add 0.05mmol urea, 0.05mmol DBU, 0.05mmol benzyl alcohol, 5mmol PA and 25mmol CHO to the flask in turn, stir evenly at room temperature, and place it in a set 110°C constant temperature reaction bath for 20min. , sampled for NMR analysis. The product was dissolved in dichloromethane, and the polymer was obtained by precipitation with methanol, which was vacuum-dried by suction and then tested for molecular weight. PA conversion rate: 52%, polyester selectivity: 96%, monomer amount converted per unit catalyst unit time (TOF): 156, molecular weight (Mn): 2.9KDa, molecular weight distribution: PDI=1.25.

Embodiment 3

[0033] Embodiment 3, urea and DMAP are used for the ring-opening copolymerization of CHO and PA

[0034] In an anhydrous and oxygen-free environment, add 0.05mmol urea, 0.05mmol DMAP, 5mmol PA and 25mmol CHO to the flask in turn, stir evenly at room temperature, place it in a set 110°C constant temperature reaction bath for 40min, and take samples for NMR analysis . The product was dissolved in dichloromethane, and the polymer was obtained by precipitation with methanol, which was vacuum-dried by suction and then tested for molecular weight. PA conversion rate: 29%, polyester selectivity: 95%, monomer amount converted per unit catalyst per unit time (TOF): 44, molecular weight (Mn): 3.1KDa, molecular weight distribution: PDI=1.18.

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Abstract

The invention discloses a method for preparing polyester from (thio)urea / organic alkali catalyzed epoxides and cyclic anhydrides by ring-opening copolymerization. Bulk or solution polymerization is adopted in the method, and the method can be used for preparing polyester with different structures and properties from different types of epoxides and cyclic anhydrides. The polymerization reaction isperformed at 45-110 DEG C for 0.3-12 h, the highest conversion rate can reach 100%, and the molecular weight is 1000-40000. The used catalytic system is commercialized and cheap and has high activityand selectivity, ester content of obtained polyester can reach 99%, the types of polyester are increased greatly, the production cost of polyester is reduced, and the application prospects of polyester in degradable materials are broadened.

Description

technical field [0001] The invention relates to the field of polymer materials, in particular to a method for preparing polyester by using (thio)urea / organic base to catalyze the ring-opening copolymerization of epoxide and cyclic acid anhydride. Background technique [0002] Petroleum-based polymer materials bring great convenience to our lives, but because most petroleum-based polymer materials are not degradable or degrade slowly, resulting in serious white pollution, so biodegradable environmentally friendly polymer materials are synthesized to It is imminent to replace the use of general-purpose plastics. In addition, due to the biocompatibility and biodegradability of biodegradable polymer materials, they have also attracted great attention in biomedical applications. [0003] Aliphatic polyesters are currently the most widely studied and commercialized biodegradable polymer materials. Most commercial products are prepared by polycondensation or transesterification o...

Claims

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Application Information

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IPC IPC(8): C08G63/199C08G63/87
CPCC08G63/199C08G63/87
Inventor 孟跃中林丽苗梁嘉欣肖敏王拴紧韩冬梅
Owner 宁波梅山保税港区丰邦企业管理合伙企业(有限合伙)
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