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Ring-opening polymerization catalyst for lactide and process for preparing same

A ring-opening polymerization and catalyst technology, applied in the field of lactide ring-opening polymerization catalyst and its preparation, can solve the problems of high temperature, low activity, long time, etc., and achieve the effect of rapid stereoselective synthesis

Active Publication Date: 2008-07-30
ZHEJIANG HISUN BIOMATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These single-site Schiff base alkyl / alkoxyaluminum catalysts have good stereoselectivity for racemic lactide, but generally have low activity, and polymerization requires higher temperature and longer time The problem

Method used

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  • Ring-opening polymerization catalyst for lactide and process for preparing same
  • Ring-opening polymerization catalyst for lactide and process for preparing same
  • Ring-opening polymerization catalyst for lactide and process for preparing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Synthesis and purification of 3,5-dichlorosalicylaldehyde ethylenediamineethylaluminum (Cat1a)

[0045] Dissolve 2.0 g of ethylenediamine in 5 ml of absolute ethanol, and 12.7 g of 3,5-dichlorosalicylaldehyde in 190 ml of absolute ethanol, wherein the molar ratio of ethylenediamine 3,5-dichlorosalicylaldehyde is 1:2. Slowly drop this ethylenediamine absolute ethanol solution into the stirred 3,5-dichlorosalicylaldehyde absolute ethanol solution at 80°C through a constant pressure funnel, and react for 0.5 hours to obtain 11.2 g of 3,5 -Dichlorosalicylaldehyde ethylenediamine ligand. 3g of 3,5-dichlorosalicylaldehyde ethylenediamine ligand was redissolved in 300ml of cyclohexane, heated to 100°C to dissolve completely, and then slowly lowered to room temperature to obtain 3,5-dichlorosalicylaldehyde ethyl Diamine ligand crystals.

[0046] Using anhydrous and oxygen-free technology, under the protection of argon, 1.0 g of purified 3,5-dichlorosalicylaldehyde ethylenedia...

Embodiment 2

[0048] Synthesis and Purification of 3,5-Dichlorosalicylaldehyde Ethylenediamine Isopropoxy Aluminum Catalyst (Cat1b)

[0049] Using anhydrous and oxygen-free technology, under argon protection, 1.0 g of purified 3,5-dichlorosalicylaldehyde ethylenediamine ethylaluminum catalyst was dissolved in 5 ml of anhydrous toluene solvent, and 0.13 g of isopropanol was extracted. Add 2.6 ml of anhydrous toluene solvent to the stirred anhydrous toluene solution of 3,5-dichlorosalicylaldehyde ethylenediamine ethyl aluminum catalyst, heat up and reflux for reaction, and react at 80°C for 72 hours, then slowly lower the temperature to At room temperature, Cat1b was obtained.

Embodiment 3

[0051] Synthesis and Purification of 3,5-Dichlorosalicylaldehyde Propylenediamine Methylaluminum Catalyst

[0052] Dissolve 2.5g of propylenediamine in 50ml of absolute ethanol, and dissolve 14.1g of 3,5-dichlorosalicylaldehyde in 1400ml of absolute ethanol, wherein the molar ratio of propylenediamine to 3,5-dichlorosalicylaldehyde is 1:2.2 . The absolute ethanol solution of propylenediamine was slowly added dropwise to the stirred 3,5-dichlorosalicylaldehyde absolute ethanol solution at 100°C through a constant pressure funnel, and reacted for 14 hours to obtain 14.9 g of 3,5- Dichlorosalicylaldehyde propylenediamine ligand. Redissolve 3g of 3,5-dichlorosalicylaldehyde propylenediamine ligand in 450ml of cyclohexane, raise the temperature to 85°C to dissolve it completely, and then slowly lower it to room temperature to obtain the purified 3,5 -Dichlorosalicylaldehyde propylenediamine ligand crystal.

[0053] Using anhydrous and oxygen-free technology, under argon protecti...

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Abstract

The invention relates to a lactide ring-opening polymerization catalyst which includes schiff base alkyl aluminium and alkoxy aluminium catalysts and the process for preparing, which belongs to a crossed field of organic metal synthesis and high polymer material of biodegradation. The invention provides a method beginning with 3, 5-dichlorosalicylaland and diamine to synthesize schiff base ligand, then synthesizing schiff base alkyl aluminium catalyst. The catalyst obtained by this method can initiate high activity of lactide ring-opening polymerization and can produce schiff base alkoxy aluminium by performing in-situ reaction with alcohols in organic solvent such as toluene solution to initiate lactide polymerization with the opened ring. Likewise, it can initiate lactide polymerization with the opened ring in carrene solution at a lower temperature. The schiff base alkoxy aluminium catalyst can also initiate lactide bulk polymerization to obtain high molecular weight polylactic acid.

Description

technical field [0001] The invention relates to a lactide ring-opening polymerization catalyst and a preparation method thereof. More specifically, the present invention relates to a Schiff base alkylaluminum / alkoxyaluminum catalyst containing chlorine atoms in the ortho- and para-positions of the benzene ring and a preparation method thereof. technical background [0002] With the continuous development of modern industry, the application of high molecular polymer is more and more extensive. Biodegradable polymer materials have aroused great interest of scientific researchers because of their unique biodegradability and biocompatibility, which are different from plastic polymer materials based on petroleum resources. Polylactic acid is one of the typical materials, which is usually prepared by ring-opening polymerization of lactide monomer with metal alkoxide. Stannous octoate is the most widely used catalyst at present. It is non-toxic and can synthesize polylactic acid ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/08C08G63/82
Inventor 陈学思杜鸿志庞烜庄秀丽李悦生景遐斌
Owner ZHEJIANG HISUN BIOMATERIALS
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