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Method for producing poly-D-lactic acid by ring-opening polymerization of D-lactide

A technology of ring-opening polymerization and lactide, applied in the field of producing poly-D-lactic acid, can solve the problems of unsuitability for industrial application, high cost, toxic solvent, etc., and achieves high reaction pressure, energy saving, high yield and high purity. Effect

Active Publication Date: 2020-09-11
河南金丹乳酸科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The disadvantages of this method are: (1) lactide must be used as raw material, but in industrial production, lactic acid monomer is the cheapest raw material, and the cost of directly preparing lactide from lactic acid monomer is relatively high, so only melting The by-product lactide in the polycondensation is used as a raw material; (2) solvents such as tetrahydrofuran used are poisonous and are not suitable for industrial applications

Method used

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  • Method for producing poly-D-lactic acid by ring-opening polymerization of D-lactide
  • Method for producing poly-D-lactic acid by ring-opening polymerization of D-lactide
  • Method for producing poly-D-lactic acid by ring-opening polymerization of D-lactide

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] A method utilizing D-lactic acid to produce D-lactide, comprising the steps of:

[0065] (1) Raw material preparation: 40wt% D-lactic acid solution produced by the applicant, the optical purity of D-lactic acid is greater than or equal to 99.5%;

[0066] (2) Dehydration oligomerization to obtain D-lactic acid oligomers;

[0067] Add ethyl pyruvate to the D-lactic acid solution and stir to obtain a mixed solution, the volume ratio of ethyl pyruvate and D-lactic acid solution is 1:1;

[0068] Simultaneously add cobalt oxide and two-cysteine ​​methyl ester vanadyl as catalyst in mixed solution according to the following steps:

[0069] During the initial reaction (0h): the mass ratio of cobalt oxide and di-cysteine ​​methyl ester vanadyl is 1:1.5, and the amount of cobalt oxide added during the initial reaction is 1 / 2 of the total amount of cobalt oxide added; The reaction temperature is kept at 5°C from the initial reaction to half of the reaction time; stirring;

[00...

Embodiment 2

[0084] A kind of method utilizing D-lactide ring-opening polymerization to produce poly-D-lactic acid, comprises the steps:

[0085] (1) Raw material preparation: 60wt% D-lactic acid solution produced by the applicant, the optical purity of D-lactic acid is greater than or equal to 99.5%;

[0086] (2) Dehydration oligomerization to obtain D-lactic acid oligomers;

[0087] Add ethyl pyruvate to the D-lactic acid solution and stir to obtain a mixed solution, the volume ratio of ethyl pyruvate to D-lactic acid solution is 1:1; add cobalt oxide and di-cysteine ​​methyl ester to the mixed solution Vanadyl is used as a catalyst; the amount of cobalt oxide used is 0.04% of the mass of D-lactic acid, the amount of di-cysteine ​​methyl ester vanadyl is 0.08% of the mass of D-lactic acid, and the reaction is stirred for 3 hours at room temperature; The preparation method of vanadyl methyl ester is as follows: methyl cysteine ​​and vanadyl sulfate are mixed and stirred at room temperatu...

Embodiment 3

[0098] A kind of method utilizing D-lactide ring-opening polymerization to produce poly-D-lactic acid, comprises the steps:

[0099] (1) Raw material preparation: 50wt% D-lactic acid solution produced by the applicant, the optical purity of D-lactic acid is greater than or equal to 99.5%;

[0100] (2) Dehydration oligomerization to obtain D-lactic acid oligomers;

[0101] Add ethyl pyruvate to the D-lactic acid solution and stir to obtain a mixed solution, the volume ratio of ethyl pyruvate and D-lactic acid solution is 1:1;

[0102] Simultaneously add cobalt oxide and two-cysteine ​​methyl ester vanadyl as catalyst in mixed solution according to the following steps:

[0103] During the initial reaction (0h): the mass ratio of cobalt oxide and di-cysteine ​​methyl ester vanadyl is 1:1.5, and the amount of cobalt oxide added during the initial reaction is 1 / 2 of the total amount of cobalt oxide added; The reaction temperature is kept at 10°C from the initial reaction to half ...

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Abstract

The invention discloses a method for producing poly D-lactic acid by ring-opening polymerization of D-lactide. The method is as below: adding D-lactide to a poly D-lactic acid reaction kettle, whereinthe addition amount of a catalyst is 0.04-0.5% of the mass of D-lactide, the reaction temperature is 140-170 DEG C, the reaction time is 10-50 h, and the reaction pressure is equal or less than 10pa.The present invention provides the method for producing the poly D-lactic acid by using D-lactide, and also provides a method for preparing D-lactide from D-lactic acid oligomers produced from D-lactic acid monomers. Thus, a complete process for preparing poly D-lactic acid from D-lactic acid monomers is industrially realized.

Description

technical field [0001] The invention relates to the technical field of deep processing of lactic acid. More specifically, it relates to a method for producing poly-D-lactic acid by ring-opening polymerization of D-lactide. Background technique [0002] Poly D-lactic acid is a polymer with excellent performance, biocompatibility and biodegradability, mainly used in degradable packaging materials and drug microsphere carriers, anti-mucosal film, biological catheter, orthopedic Surgical devices, artificial bones and other medical materials. [0003] In the process of preparing poly-D-lactic acid from monomeric lactic acid, lactic acid oligomers are first generated from monomeric lactic acid, and then poly-D-lactic acid is prepared by direct polycondensation of lactic acid oligomers, or D-acrylic acid is prepared from lactic acid oligomers. Lactide and then D-lactide are ring-opening polymerized to produce poly-D-lactic acid. [0004] Oligomeric D-lactic acid can not only be ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/08C08G63/85C08G63/82C08G63/87
CPCC08G63/08C08G63/823
Inventor 伍东方崔洋张文昊王浩张国宣邢晓霞李建涛魏坤党娟史冉冉李冰
Owner 河南金丹乳酸科技股份有限公司
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