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Method for catalyzing caprolactone polymerization by binuclear chiral amino imine magnesium complex

A technology of amine imine magnesium and complexes, which is applied in the field of catalytic caprolactone polymerization, can solve problems such as metal residues, and achieve the effects of low cost, controllable molecular weight, and high catalytic activity

Active Publication Date: 2019-04-26
TAISHAN MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, one problem that still needs to be solved is that there will inevitably be metal residues in the products made by metal complex catalysts, and it is almost impossible to completely remove these residues from the polymer, so low-toxicity magnesium complexes become More promising catalysts, especially when polymers are used in the field of biomedicine, such catalysts are even more important

Method used

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  • Method for catalyzing caprolactone polymerization by binuclear chiral amino imine magnesium complex
  • Method for catalyzing caprolactone polymerization by binuclear chiral amino imine magnesium complex
  • Method for catalyzing caprolactone polymerization by binuclear chiral amino imine magnesium complex

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Experimental program
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Effect test

Embodiment 1

[0035] The structural formula of the ligand used is as the above formula (A), where R is hydrogen, and the reaction process is: under nitrogen atmosphere, slowly add 5 mL of benzyl alcohol tetrahydrofuran solution (2.0 mol / L) to an equimolar amount at -10°C. Mg( n Bu) 2 React in hexane solution (2.0 mol / L, 5mL) for 1 hour, dissolve 2.14 g of ligand in 25 mL of dry toluene, and add to Mg( n Bu) 2 After adding it to the reaction mixture with benzyl alcohol, the reaction solution was allowed to rise to room temperature naturally, and then heated to 60°C for 3 hours. After the reaction was completed, the solvent was vacuumed out, and the remainder was washed with dry n-hexane, filtered, and then the product was collected and dried After weighing, 3.05 g of solid was obtained, and the yield was 83.4%.

Embodiment 2

[0037] The structural formula of the ligand used is the above formula (A), where R is a methyl group, and the reaction process is: under a nitrogen atmosphere, slowly add 5 mL of benzyl alcohol tetrahydrofuran solution (2.0 mol / L) to an equimolar amount at -10°C. Mg( n Bu) 2 React in hexane solution (2.0 mol / L, 5mL) for 1 hour, dissolve 2.64 g of ligand in 25 mL of dry toluene, and add to Mg( n Bu) 2 After adding it to the reaction mixture with benzyl alcohol, the reaction solution is allowed to rise to room temperature naturally, and then heated to 40°C for 10 hours. After the reaction is completed, the solvent is vacuumed out, and the remainder is added to dry n-hexane to wash and filter, then the product is collected and dried After weighing, 3.33 g of solid was obtained, and the yield was 84.5%.

Embodiment 3

[0039] The structural formula of the ligand used is the above formula (A), where R is ethyl, and the reaction process is: under nitrogen atmosphere, slowly add 5 mL of benzyl alcohol tetrahydrofuran solution (2.0 mol / L) to an equimolar amount at -10°C. Mg( n Bu) 2 React in hexane solution (2.0 mol / L, 5mL) for 1 hour, dissolve 2.92 g of ligand in 30 mL of dry toluene, and add to Mg( n Bu) 2 After adding it to the reaction mixture with benzyl alcohol, the reaction solution was allowed to rise to room temperature naturally, and then heated to 50°C to react for 6 hours. After the reaction was completed, the solvent was vacuumed out, and the remainder was added to dry n-hexane and filtered and washed with dry n-hexane. The product was collected and dried and weighed to obtain 3.66 g of solid, with a yield of 86.6%.

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Abstract

The invention discloses a method for catalyzing caprolactone polymerization by a binuclear chiral amino imine magnesium complex. The binuclear chiral amino imine magnesium complex is taken as a catalyst, epsilon-caprolactone is taken as a raw material, epsilon-caprolactone polymerization is catalyzed under the anhydrous and anaerobic conditions and under gas protection, and polycaprolactone is obtained. Caprolactone ring-opening polymerization is performed by adopting own developed binuclear chiral amino imine magnesium complex as the catalyst, a preparation method of the binuclear chiral amino imine magnesium complex catalyst is simple, the cost is low, the product yield is high, the catalyst structure is diversified, metal-center magnesium coordinates with N,N atoms of ligands, catalyticactivity is high, a promoter is not needed, the reaction rate is high, and an obtained polymer has narrow molecular weight distribution, controllable molecular weight and high yield.

Description

Technical field [0001] The invention relates to a method for catalyzing the polymerization of caprolactone, in particular to a method for catalyzing the polymerization of caprolactone by using a dinuclear chiral amine imine magnesium complex. Background technique [0002] With the increase of people's environmental awareness, the development of biodegradable biomaterials that can reduce environmental pollution has become one of the important research areas of polymer materials. Polylactone is a biodegradable, green and environmentally friendly polymer material, which has attracted more and more attention as a substitute for petroleum products. In the natural living environment, waste polylactone materials can be completely decomposed into small molecules by microorganisms in the soil. Because polyester is non-toxic, non-irritating, and has good biocompatibility, it is widely used in medical and environmental protection fields, such as surgical sutures, packaging, controlled drug...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/83C08G63/08
CPCC08G63/08C08G63/823
Inventor 顿爱社张春菊刘帅王洪宾姚伟张海东于广福孙丰刚
Owner TAISHAN MEDICAL UNIV
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