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Method for catalyzing ring-opening polymerization of cyclic ester by zinc catalyst

A technology of ring-opening polymerization and zinc catalyst, which is applied in the field of polymer synthetic materials, and achieves the effect of wide application prospects, different structures and properties, and good monomer universality

Active Publication Date: 2020-12-15
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention aims at the problems that existing zinc catalysts that catalyze ring-opening of cyclic esters require the participation of supporting ligands, and improve the reaction activity and controllability by changing the steric hindrance and electrical properties of the central metal, and provide a zinc catalyst that catalyzes the ring-opening of cyclic esters. Ring Polymerization Method

Method used

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  • Method for catalyzing ring-opening polymerization of cyclic ester by zinc catalyst
  • Method for catalyzing ring-opening polymerization of cyclic ester by zinc catalyst
  • Method for catalyzing ring-opening polymerization of cyclic ester by zinc catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: Catalytic ring-opening polymerization of racemic lactide under different addition amounts of alcohol initiators.

[0030] 1. Take a 5mL Schlenk bottle, roast it and replace the argon, then add 3.86mg (10μmol, 1eq.) of Zn[N(SiMe 3 ) 2 ] 2 The catalyst was dissolved in 1 mL of solvent, and then 1 mol / L toluene solution of different equivalents of benzyl alcohol was added, and stirred for five minutes. Then 144 mg (1 mmol, 100 eq.) of racemic lactide monomer was added, and the reaction was stirred at room temperature.

[0031] 2. After the reaction finishes, benzoic acid quenches the reaction. The conversion rate of the reaction was determined by NMR. The solvent was removed in vacuo, the polymer was isolated by washing with ice methanol, and dried in vacuo to constant weight. The obtained polymer measures the molecular weight (Mn) and the molecular weight distribution (PDI) of the polymer by gel permeation chromatography (GPC), and calculates the isotactic...

Embodiment 2

[0035] Example 2: Ethyl lactate initiated ring-opening polymerization of racemic lactide.

[0036] 1. Take a 5mL Schlenk bottle, roast it and replace the argon, then add 3.86mg (10μmol, 1eq.) of Zn[N(SiMe 3 ) 2 ] 2 The catalyst was dissolved in 1 mL of toluene solvent, and then 40 μL of 1 mol / L toluene solution of ethyl lactate was added, and stirred for five minutes. Then 144 mg (1 mmol, 100 eq.) of racemic lactide monomer was added, and the reaction was stirred at room temperature.

[0037] 2. After reacting for 8 minutes, benzoic acid quenched the reaction. The conversion rate of the reaction determined by NMR was 97%. The solvent was removed in vacuo, the polymer was isolated by washing with ice methanol, and dried in vacuo to constant weight. The molecular weight (Mn) of the obtained polymer measured by gel permeation chromatography (GPC) is 9400 g / mol and the molecular weight distribution (PDI) is 1.26, and the isotacticity calculated by homonuclear decoupling NMR s...

Embodiment 3

[0038] Example 3: Catalytic ring-opening polymerization of racemic lactide under different monomer equivalents.

[0039] 1. Take a 10mL Schlenk bottle, pump and bake it and replace the argon, then add 3.86mg (10μmol, 1eq.) of Zn[N(SiMe3 ) 2 ] 2 The catalyst was dissolved in 1 mL of dichloromethane solvent, then 20 μL of benzyl alcohol in 1 mol / L toluene solution was added, and stirred for five minutes. Then add racemic lactide monomers with different equivalent ratios, control the monomer concentration to 1 mol / L, add a solvent to dissolve the monomers, and stir at room temperature for reaction.

[0040] 2. After the reaction finishes, benzoic acid quenches the reaction. The conversion rate of the reaction was determined by NMR. The solvent was removed in vacuo, the polymer was isolated by washing with ice methanol, and dried in vacuo to constant weight. The obtained polymer measures the molecular weight (Mn) and the molecular weight distribution (PDI) of the polymer by ge...

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Abstract

The invention discloses a method for catalyzing ring-opening polymerization of cyclic ester by a zinc catalyst, and belongs to the technical field of polymer synthetic materials. The problems that anexisting zinc catalyst for catalyzing ring opening of cyclic ester needs the participation of support ligands, and reaction activity and controllability are improved by changing steric hindrance and electrical property of central metal are solved. According to the invention, under the catalysis of a bis(hexaalkyldisilazane)zinc catalyst, lactone is initiated by an alcohol compound to carry out a ring-opening polymerization reaction, and a polyester material with rich structure is obtained. The catalyst adopted by the invention is a green and environment-friendly bis(hexaalkyldisilazane)zinc catalyst which does not need ligand participation, efficient and high-controllable active polymerization of different lactones can be realized under mild conditions, and the monomer universality is verygood, so that various polyester materials with different structures are obtained. The system has good universality for ring-opening polymerization of cyclic ester monomers, catalyzes the synthesis ofvarious degradable polyester materials, and promotes the development of sustainable polymers.

Description

technical field [0001] The invention relates to a method for ring-opening polymerization of cyclic esters catalyzed by a zinc catalyst, which belongs to the technical field of polymer synthetic materials. Background technique [0002] In recent years, with the shortage of petroleum resources, the intensification of white pollution caused by waste plastics, and the increasing awareness of environmental protection, sustainable polymers with green sources and degradable properties have been extensively studied. Aliphatic polyester is a typical sustainable polymer, which is widely used in food packaging, medical devices, Medical polymers and other fields have therefore received more and more attention. [0003] For the exploration of synthesizing aliphatic polyesters, in the early stage, dicarboxylic acids and their derivatives were mainly prepared by condensation polymerization with diols. Product, it is difficult to obtain polyester material with higher molecular weight, and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/83C08G63/08
CPCC08G63/08C08G63/823C08G63/83
Inventor 王庆刚徐广强杨茹琳周丽
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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