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Purification technique of biodegradable polyesters

A technology for degrading polyester and process, which is applied in the field of polymers and pharmacy, can solve problems such as yield reduction, and achieve the effects of improving stability, ensuring degradation, and ensuring stability

Active Publication Date: 2013-12-04
SHANGHAI MODERN PHARMA ENG INVESTIGATION CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved by the present invention is to overcome the need to use acidic substances or water in the purification process of the existing homopolymers of lactide and glycolide or their copolymers, so that the homopolymers or copolymers are purified Degradation in the process leads to the defect of yield reduction, and a purification process of biodegradable polyester is provided, which can prevent the degradation in the purification process, and effectively remove the residual catalyst, oligomerization and substances, unreacted monomers, and organic solvents

Method used

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  • Purification technique of biodegradable polyesters
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  • Purification technique of biodegradable polyesters

Examples

Experimental program
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Effect test

Embodiment 1

[0034]Example 1: Take poly(D,L)-lactide glycolide (75:25) (Mw=82500, Mn=45800, Mw / Mn=1.8) 50g, dissolved in acetonitrile to make a solution with a concentration of 1.5g / 100ml (W / V), adding petroleum ether in different proportions (see Table 1 for the volume ratio) for extraction: use an axial stirrer to Stir at 1300rpm for 30min to form droplets with a particle size of less than 500μm, then let stand to separate the layers, separate the petroleum ether layer, repeat the extraction 3 times, take the acetonitrile phase and filter it through a 0.22μm microporous membrane, and vacuum concentrate the filtrate to 12g / 100ml. Take amyl alcohol equivalent to 15 times the volume of the concentrated solution, slowly pour the concentrated solution into the amyl alcohol, and stir continuously until the solid precipitates; remove the amyl alcohol solution, add the same volume of absolute ethanol, stir and ultrasonically treat for 20 minutes, replace The same volume of absolute ethanol, st...

Embodiment 2

[0037] Example 2: Take 50 g of polyglycolide (Mw=12100, Mn=6370, Mw / Mn=1.9) prepared by reaction (with lauryl alcohol as the molecular weight regulator and stannous octoate as the catalyst), add acetonitrile to dissolve Make a solution (W / V) with a concentration of 8g / 100ml, add petroleum ether according to the volume ratio of acetonitrile:petroleum ether = 1:9 for extraction: stir with an axial stirrer for 30min to form droplets with a particle size of less than 800μm, statically After standing, the layers were separated, the petroleum ether layer was separated, and the extraction was repeated 5 times. The acetonitrile phase was filtered through a 0.22 μm microporous membrane under pressure, and the filtrate was concentrated in vacuo to 20 g / 100 ml. After taking 10 times, 20 times, and 30 times the volume of ethanol equivalent to the volume of the polyglycolide concentrated solution, slowly pour the polyglycolide concentrated solution into the ethanol, stirring continuously un...

Embodiment 3

[0040] Example 3: Take 50 g of poly(D)-lactide (Mw=297000, Mn=174700, Mw / Mn=1.7) prepared by reaction (using glycolic acid as molecular weight regulator and stannous octoate as catalyst), add After dissolving acetonitrile, make a solution (W / V) with a concentration of 0.05g / 100ml, and add petroleum ether according to the ratio of acetonitrile: petroleum ether = volume ratio 1:4 for extraction: Stir with an axial stirrer for 30 minutes and then let it stand to separate The petroleum ether layer was separated, and the extraction was repeated 10 times. The acetonitrile phase was filtered through a 0.22 μm microporous membrane under pressure, and the filtrate was concentrated in vacuo to 8 g / 100 ml. After taking 1,2-propanediol equivalent to 25 times the volume of the polylactide concentrate, slowly pour the polylactide concentrate into the 1,2-propanediol, stirring continuously until solids are precipitated; remove 1,2-propanediol solution, add the same volume of absolute ethanol...

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Abstract

The invention discloses a purification technique of biodegradable polyesters. The purification technique comprises: (1) mixing an organic solvent with the polyesters to prepare a solution containing the polyesters and having a concentration of the polyesters between 0.05 to 8 g / 100 ml; (2) mixing an extractant with the solution and performing extraction, separating an organic phase which contains the polyesters, and concentrating the organic phase to obtain a concentrate; and (3) mixing the concentrate with a precipitant and stirring, and drying after liquid-solid separation. The organic solvent used in step (1) is acetonitrile, N,N-dimethylformamide or N,N-dimethylacetamide; the extractant used in step (2) is an alkane, the number of carbon atoms in which is between 5 and 8; and the volume ratio of the organic solvent to the extractant in step (1) is between 1:2 and 1:10. The technique can effectively remove catalysts, oligomers, monomers and the organic solvent in the biodegradable polyesters, so that high quality biodegradable polymer particles can be obtained.

Description

technical field [0001] The invention relates to the fields of polymers and pharmacy, in particular to a purification process of biodegradable polyester. Background technique [0002] Homopolymers and copolymers of lactide and glycolide are usually prepared by ring-opening polymerization. Catalysts, molecular weight regulators, unreacted monomers, oligomers, etc. will remain in the final product. [0003] For biodegradable polymers used as pharmaceutical excipients, they are usually made into injection microspheres, implants, and injection gels, which are injected into human tissues when used. As the polymer degrades, the drug encapsulated in it is released, and eventually the polymer is completely degraded and absorbed by the body. However, the catalyst in the polymer cannot be absorbed and metabolized by the human body. When the polymer is completely degraded, the catalyst still remains in the body. Since the commonly used catalyst is a tin compound, it is toxic, can cau...

Claims

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Application Information

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IPC IPC(8): C08G63/90
Inventor 栾瀚森杨莉王浩徐凤兰赵锋
Owner SHANGHAI MODERN PHARMA ENG INVESTIGATION CENT
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