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A kind of synthetic method of high molecular weight cyclic polylactic acid

A high-molecular-weight polylactic acid technology, which is applied in the catalytic field of precision synthesis of high-molecular-weight cyclic polylactic acid, can solve the problems of air humidity sensitivity and harsh synthesis conditions, and achieve high molecular weight, simple and easy operation, stable and reliable reaction process operation Effect

Active Publication Date: 2018-05-22
安徽红太阳新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 high molecular weight cyclic polylactic acid
  • A kind of synthetic method of high molecular weight cyclic polylactic acid

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Experimental program
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Effect test

Embodiment 1

[0035] Lactide (2.5mmol, 100equiv.), AlCl 3 (30 μmol, 1.2 equiv.) was added to a polymerization tube with 5 mL THF, and stirred evenly. Then DMAP (25 μmol, 1 equiv.) was added into 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 lactide content, when the lactide 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 THF 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 CH 2 Cl 2 Then, the mixed liquid was added into the cold methanol solution, and the polymer was precipitated. Centrifuge to obtain a white solid, which is ...

Embodiment 2

[0037] Lactide (0.75mmol, 30equiv.), ZnCl 2 (30 μmol, 1.2 equiv.) was added to a polymerization tube with 2 mL THF, and stirred evenly. Then DMAP (25 μmol, 1 equiv.) was added into 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 lactide content, when the lactide 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 THF 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 CH 2 Cl 2 Then, the mixed liquid was added into the cold methanol solution, and the polymer was precipitated. Centrifuge to obtain a white solid, which is ...

Embodiment 3

[0039] Lactide (1.75mmol, 70equiv.), FeCl 3 (37.5 μmol, 1.5 equiv.) was added to a polymerization tube with 4 mL THF and stirred evenly. Then DMAP (25 μmol, 1 equiv.) was added into 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 lactide content, when the lactide 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 THF 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 CH 2 Cl 2Then, the mixed liquid was added into the cold methanol solution, and the polymer was precipitated. Centrifuge to obtain a white solid, which is ...

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Abstract

The invention discloses a synthetic method of high molecular annular polylactic acid, and belongs to the technical field of high molecular materials. According to the synthetic method disclosed by the invention, Lewis base is used as an initiating agent, and attacks lactide carbonyl carbon; Lewis acid is used for activating carbonyl oxygen and stabilizing terminal negative oxygen Ions, so that ring-opening polymerization is realized; and after the polymerization is completed, HCl / Et2O is used for terminating a reaction, and two terminals make a false countercharge so as to remove the Lewis acid and the Lewis base, and finally synthesize annular polylactic acid. The synthetic method disclosed by the invention has the following advantages that the Lewis acid and the Lewis base are cheap and easy to obtain; the reaction is performed at room temperature, energy consumption for heating is not needed, and the synthetic method is mild and high-efficient; the reaction process is simple and easy to operate; and the molecular weight of polylactic acid products is high and controllable. The invention provides a new method for high molecular annular polymers.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a catalytic method for precisely synthesizing high-molecular-weight cyclic polylactic acid. Background technique [0002] Polylactic acid is environmentally friendly because of its biodegradability, and has far-reaching research significance and broad industrial application prospects. At the same time, it has good biocompatibility, has no obvious toxicity and rejection to organisms, and can be well applied in the field of biomedicine. [0003] Since DuPont synthesized high-molecular-weight polylactic acid through a two-step method of ring-opening polymerization of lactide in 1954, people have been devoting themselves to the research and development of ring-opening polymerization of lactide. So far, the ring-opening polymerization method has been widely used in the precise preparation of various high molecular weight polyesters. [0004] In the ring-opening...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/08C08G63/83C08G63/84C08G63/87C08G63/82
CPCC08G63/08C08G63/823C08G63/87
Inventor 陈永福陶峻郭畅唐定良谢珊张开炳诸江徽
Owner 安徽红太阳新材料有限公司
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