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Method for catalyzing copolymerization of glycolide and lactide by using acid-base pair catalyst

A technology of lactide and glycolide, applied to acid-base pair catalyst and its application field in preparing glycolide-lactide copolymer, can solve problems such as biological toxicity, easy to cause health risks and the like, and achieves Good biocompatibility, high reactivity, and efficient ring-opening polymerization

Active Publication Date: 2021-10-22
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although tin-based catalysts have very high catalytic activity, they are biologically toxic, and residues in the human body are likely to cause health risks

Method used

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  • Method for catalyzing copolymerization of glycolide and lactide by using acid-base pair catalyst
  • Method for catalyzing copolymerization of glycolide and lactide by using acid-base pair catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] in N 2 Under atmosphere, in a 100mL single-necked bottle, add benzyl alcohol BnOH (5.2μL, 0.05mmol), ferric chloride (8.1mg, 0.05mmol), DBU (6.2μL, 0.05mmol), stir for 5min, add lactide ( L-LA) (504 mg, 3.5 mmol) and glycolide (GA) (174 mg, 1.5 mmol). Then put the reaction bottle into a preheated 180°C oil bath and react for 1.5h. Then the reaction vial was cooled rapidly to stop the reaction. Add 2 mL of chloroform to dissolve the sample. Take a small amount of solution 1 H NMR test, the remaining solution was settled in 20 mL of cold methanol. The resulting polymer was dried overnight in a vacuum oven at 30°C. 1 H NMR test showed that the conversion rate of L-LA was 94.3%, the conversion rate of GA was 98%, and the GA content in the copolymer was 30.3%. GPC test results show: number average molecular weight M n =16972g / mol, the molecular weight distribution is

Embodiment 2

[0019] in N 2 Under atmosphere, in a 100mL single-necked bottle, add benzyl alcohol BnOH (5.2μL, 0.05mmol), magnesium chloride (4.8mg, 0.05mmol), DMAP (6.1mg, 0.05mmol), stir for 5min, add L-LA (504mg, 3.5mmol) and GA (174mg, 1.5mmol). Then put the reaction bottle into a preheated 180°C oil bath, and react for 1.5h. Then the reaction vial was cooled rapidly to stop the reaction. Add 2 mL of chloroform to dissolve the sample. Take a small amount of solution 1 H NMR test, the remaining solution was settled in 20 mL of cold methanol. The resulting polymer was dried overnight in a vacuum oven at 30°C. 1 H NMR test showed that the conversion rate of L-LA was 96.2%, the conversion rate of GA was 99%, and the GA content in the copolymer was 30.6%. GPC test results show: number average molecular weight M n =8145g / mol, the molecular weight distribution is

Embodiment 3

[0021] in N 2 Under atmosphere, in a 100mL single-necked bottle, add benzyl alcohol BnOH (5.2μL, 0.05mmol), zinc chloride (6.8mg, 0.05mmol), DMAP (6.1mg, 0.05mmol), stir for 5min, add L-LA ( 504mg, 3.5mmol) and GA (174mg, 1.5mmol). Then put the reaction bottle into a preheated 180°C oil bath, and react for 1.5h. Then the reaction vial was cooled rapidly to stop the reaction. Add 2 mL of chloroform to dissolve the sample. Take a small amount of solution 1 H NMR test, the remaining solution was settled in 20 mL of cold methanol. The resulting polymer was dried overnight in a vacuum oven at 30°C. 1 H NMR test showed that the conversion rate of L-LA was 95.2%, the conversion rate of GA was 99%, and the GA content in the copolymer was 30.6%. GPC test results show: number average molecular weight M n =11865g / mol, the molecular weight distribution is

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Abstract

The invention belongs to the field of chemical engineering, and relates to an acid-base pair catalyst and application thereof in synthesis of a glycolide-lactide copolymer, and the acid-base pair catalyst comprises acid and Lewis base. According to the invention, the acid-base pair catalyst is successfully applied to the ring-opening polymerization reaction, and can catalyze the controllable ring-opening polymerization of lactide and glycolide. The acid-base pair catalyst disclosed by the invention has the advantages of low price, easiness in obtaining, convenience in operation, environment friendliness, low toxicity and the like, and a new synthesis strategy and way are provided for synthesizing the green low-toxicity glycolide-lactide copolymer.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to an acid-base pair catalyst and its application in preparing glycolide-lactide copolymers. Background technique [0002] Biodegradable and sustainable polymers are key to solving environmental problems caused by plastic waste and the depletion of fossil resources. Therefore, the use of renewable resources needs to be combined with the synthesis of biodegradable and biocompatible polymers. Glycolide-lactide copolymer (PLGA) is a commonly used biodegradable biomedical material. The catalysts used in the industrial production of such polymers are mainly tin-based catalysts. Although tin-based catalysts have very high catalytic activity, they are biologically toxic, and residues in the human body are likely to cause health risks. Therefore, we need to find a low-toxic or non-toxic catalyst to replace the tin-based catalyst. [0003] Acid-base pair catalyst is a new type of catalyst that h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/82C08G63/83C08G63/84C08G63/87C08G63/08
CPCC08G63/823C08G63/83C08G63/84C08G63/826C08G63/87C08G63/08Y02W90/10
Inventor 李志波沈勇马钰琨
Owner QINGDAO UNIV OF SCI & TECH