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A kind of synthetic method of cyclic polylactone polymer

A technology for cyclic lactones and polymers, which is applied in the field of catalytic synthesis of cyclic polylactone polymers, which can solve the problems of air humidity sensitivity and harsh synthesis conditions, and achieve the effect of wide application range, stable and reliable reaction process operation

Active Publication Date: 2021-12-03
安徽红太阳新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, nitrogen heterocyclic carbene, as a super base, itself is more sensitive to air humidity, so the synthesis conditions using nitrogen heterocyclic carbene as a catalyst are relatively harsh.

Method used

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  • A kind of synthetic method of cyclic polylactone polymer

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] β-butyrolactone (2.5mmol, 100equiv.), Cu(C 6 f 5 ) 2 (30 μmol, 1.2 equiv.) was added to a polymerization tube with 5 mL of dichloromethane, and stirred evenly. t-BuP 2 (25 μmol, 1 equiv.) was added to the reaction system to start the polymerization reaction, the polymerization reaction was carried out at room temperature, and the whole system was under the protection of argon. used during the reaction 1 H NMR detects the monomer content, when the monomer in the body system is completely consumed, add HCl / Et 2 O solution (2 mol / L, 0.05 mmol, 2 equiv.) was used to terminate the reaction. The dichloromethane was spun off with a rotary evaporator to obtain the crude product. Use toluene to separate out the complexes and metal salts in the crude product, filter off the solid impurities, and then spin off the toluene. Finally, the product was redissolved in a small amount of CH 2 Cl 2 Then, the mixed liquid was added into the cold methanol solution, and the polymer w...

Embodiment 2

[0030] δ-valerolactone (0.75mmol, 30equiv.), Cu(C 6 f 5 ) 2 (30 μmol, 1.2 equiv.) was added into a polymerization tube with 2 mL of dichloromethane, and stirred evenly. t-BuP 2 (25 μmol, 1 equiv.) was added to the reaction system to start the polymerization reaction, the polymerization reaction was carried out at room temperature, and the whole system was under the protection of argon. used during the reaction 1 H NMR detects the monomer content, when the monomer in the body system is completely consumed, add HCl / Et 2 O solution (2 mol / L, 0.05 mmol, 2 equiv.) was used to terminate the reaction. The dichloromethane was spun off with a rotary evaporator to obtain the crude product. Use toluene to separate out the complexes and metal salts in the crude product, filter off the solid impurities, and then spin off the toluene. Finally, the product was dissolved in a small amount of CH 2 Cl 2 Then, the mixed liquid was added into the cold methanol solution, and the polymer w...

Embodiment 3

[0032] ε-caprolactone (1.75mmol, 70equiv.), Cu(C 6 f 5 ) 2 (37.5 μmol, 1.5 equiv.) was added to a polymerization tube with 4 mL of dichloromethane, and stirred evenly. t-BuP 2 (25 μmol, 1 equiv.) was added to the reaction system to start the polymerization reaction, the polymerization reaction was carried out at room temperature, and the whole system was under the protection of argon. used during the reaction 1 H NMR detects the monomer content, when the monomer in the body system is completely consumed, add HCl / Et 2O solution (2 mol / L, 0.05 mmol, 2 equiv.) was used to terminate the reaction. The dichloromethane was spun off with a rotary evaporator to obtain the crude product. Use toluene to separate out the complexes and metal salts in the crude product, filter off the solid impurities, and then spin off the toluene. Finally, the product was dissolved in a small amount of CH 2 Cl 2 Then, the mixed liquid was added into the cold methanol solution, and the polymer was...

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Abstract

The invention discloses a synthesis method of a cyclic polylactone polymer, which belongs to the technical field of polymer materials. In the present invention, Lewis base is used as initiator, Lewis base attacks the carbonyl carbon of cyclic lactone monomer, Lewis acid activates carbonyl oxygen and stabilizes terminal oxyanions, and realizes ring-opening polymerization. After the polymerization is complete, HCl / Et 2 O to terminate the reaction and make the two ends bite off the Lewis acid and Lewis base, and finally synthesize the cyclic polylactone. The Lewis acid-base of the invention is easy to obtain; the reaction is carried out at room temperature without heating and energy consumption, and is gentle and efficient; the reaction process is simple and easy to operate: the molecular weight of the polylactone product is high and controllable; and the monomer has a wide range of application.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, in particular to a method for catalytically synthesizing cyclic polylactone polymers. Background technique [0002] Polyester polymers contain easily hydrolyzed ester bonds, which are easy to gradually decompose into oligomers or monomers, and then further converted into carbon dioxide and water under the action of microorganisms, which can express a certain degree of biocompatibility. This has great application potential in the fields of biomedicine and tissue engineering. Degradable polyesters are widely used in medical fields such as surgical sutures, tissue engineering, drug sustained release systems, orthopedic fixation materials, etc. [0003] Polylactones are generally prepared by ring-opening polymerization of cyclic lactone monomers. In the ring-opening polymerization reaction, the catalyst plays a very critical role. Nowadays, researchers have developed a variety of high-ef...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/08C08G63/78C08G63/83C08G63/87
CPCC08G63/08C08G63/78C08G63/823C08G63/87
Inventor 郭畅陶峻唐定良谢珊陈永福张开炳诸江徽
Owner 安徽红太阳新材料有限公司
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