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A method for the controlled ring-opening polymerization of cyclic ester monomers catalyzed by a binary system of phosphazene and urea

A technology of binary system and ester monomer, which is applied in the preparation of phosphazene and urea binary system, and the application field of ring-opening polymerization of lactone and lactide, which can solve the difficulty of achieving the unity of high activity and controllability and other problems, to achieve the effects of stable properties, low cost, and convenient preparation

Active Publication Date: 2020-06-19
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Among them, organophosphazene catalysts, as a class of organic superbases, have very high catalytic activity for the ring-opening polymerization of cyclic ester monomers (Polym.Chem., 2017, 8, 7369), and have been widely recognized in recent years. attention, but it is difficult to achieve the unity of high activity and controllability (Polimery, 2014, 59, 49; Chem.Rev., 2016, 116, 2170)

Method used

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  • A method for the controlled ring-opening polymerization of cyclic ester monomers catalyzed by a binary system of phosphazene and urea
  • A method for the controlled ring-opening polymerization of cyclic ester monomers catalyzed by a binary system of phosphazene and urea
  • A method for the controlled ring-opening polymerization of cyclic ester monomers catalyzed by a binary system of phosphazene and urea

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Experimental program
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Effect test

Embodiment 1

[0035] Embodiment 1, phosphazene and urea III-1 and benzyl alcohol catalyzed ε-caprolactone ring-opening polymerization

[0036] Under anhydrous and oxygen-free conditions, add 2.6 μL benzyl alcohol (25 μmol) to the tetrahydrofuran solution of the binary catalytic system containing 25 μmol (30 mg) of phosphazene and 25 μmol (6.2 mg) of urea III-1, react at 20 ° C for 10 minutes, add 277μL of caprolactone (2.5mmol), reacted at 20°C for 2 minutes, added 5mL of 5% acetic acid methanol solution, poured into methanol to precipitate the polymer, filtered and dried in vacuum for 24 hours to obtain polycaprolactone. Conversion rate: 94%. The number average molecular weight M of the polycaprolactone n :1.26×10 4 g / mol, molecular weight distribution PDI=1.42.

Embodiment 2

[0037] Embodiment 2, phosphazene and urea III-1 and benzyl alcohol catalyzed ε-caprolactone ring-opening polymerization

[0038] Under anhydrous and oxygen-free conditions, add 2.6 μL benzyl alcohol (25 μmol) to the tetrahydrofuran solution of the binary catalytic system containing 25 μmol (30 mg) of phosphazene and 50 μmol (12.3 mg) of urea III-1, react at 20 ° C for 10 minutes, add 277μL of caprolactone (2.5mmol), reacted at 20°C for 3 minutes, added 5mL of 5% acetic acid methanol solution, poured into methanol to precipitate the polymer, filtered and dried in vacuum for 24 hours to obtain polycaprolactone. Conversion rate: 87%. The number average molecular weight M of the polycaprolactone n :1.3.7×10 4 g / mol, molecular weight distribution PDI=1.13.

Embodiment 3

[0039] Embodiment 3, phosphazene and urea III-1 and benzyl alcohol catalyzed ε-caprolactone ring-opening polymerization

[0040] Under anhydrous and oxygen-free conditions, add 2.6 μL benzyl alcohol (25 μmol) to the tetrahydrofuran solution of the binary catalytic system containing 25 μmol (30 mg) of phosphazene and 75 μmol (18.5 mg) of urea III-1, react at 20 ° C for 10 minutes, add 277μL of caprolactone (2.5mmol), reacted at 20°C for 5 minutes, added 5mL of 5% acetic acid methanol solution, poured into methanol to precipitate the polymer, filtered and dried in vacuum for 24 hours to obtain polycaprolactone. Conversion rate: 99%. The number average molecular weight M of the polycaprolactone n :1.52×10 4 g / mol, molecular weight distribution PDI=1.10.

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Abstract

The invention discloses a preparation method of a binary system of phosphazene and urea and application of the binary system in ring-opening polymerization of cyclic ester monomers. The a binary system is obtained by mixing phosphazene with urea. The binary system of phosphazene and urea is a high-efficiency catalyst for ring-opening polymerization of the cyclic ester monomers, and can be appliedto homo-polymerization and copolymerization reactions of different cyclic ester monomers. The binary system of phosphazene and urea has the obvious advantages of a simple synthesis route, low price, stable properties, abundant varied urea structures and easily controlled catalytic performance, and requirements of ring-opening polymerization of different cyclic ester monomers can be satisfied; in addition, the prepared polyester polymer material has a controllable structure and controllable performance, and requirements of the industrial sector can be met.

Description

technical field [0001] The invention belongs to the field of preparation methods of aliphatic polyesters, and in particular relates to a preparation method of a binary system of phosphazene and urea and its application in ring-opening polymerization of lactone and lactide. Background technique [0002] Polymer materials have been widely used in many fields due to their excellent physical and chemical stability, but a large number of polymer materials do not degrade or degrade slowly under environmental factors, which has become a serious social problem. Therefore, biodegradable polymers have strong application potential in various medical and non-medical fields (such as agriculture, medicine, pharmaceuticals, biomedicine, and as environmentally friendly materials). The design, synthesis and property correlation of biodegradable polymers research has become extremely important. [0003] Most of the currently commercialized biodegradable polymer materials are polymer material...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6593C08G63/87C08G63/08
CPCC07F9/65815C08G63/823
Inventor 刘绍峰李志波赵娜李云鑫
Owner QINGDAO UNIV OF SCI & TECH