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Catalyzing synthesis of polylactide and polyserine morphodilone from carboxylic acid creatinine guanidine

A technology of serine morpholine dione and polylactide, which is applied in the field of catalytic synthesis of medical biodegradable polyesters, can solve problems such as cytotoxicity and unsafe hidden dangers, and achieve no environmental pollutants, high yield, and process simple effect

Inactive Publication Date: 2008-06-18
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is a serious problem in the synthesis of such materials at home and abroad: stannous octoate, a catalyst widely used in polymerization reactions, has cytotoxicity.
Since the tin-containing catalyst cannot be completely removed from the synthesized polymer after the polymerization reaction, this kind of material is used as a human medicinal and medical material, especially a long-term application material (carrier for long-term drug use, long-term implantability) Medical materials, etc.) bring unsafe hidden dangers

Method used

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  • Catalyzing synthesis of polylactide and polyserine morphodilone from carboxylic acid creatinine guanidine
  • Catalyzing synthesis of polylactide and polyserine morphodilone from carboxylic acid creatinine guanidine
  • Catalyzing synthesis of polylactide and polyserine morphodilone from carboxylic acid creatinine guanidine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1 Creatinine acetate catalyzed synthesis of poly-L-lactide

[0033] Weigh 1.728g (0.012mol) of L-lactide and 0.0069g (0.00004mol) of guanidine acetate creatinine respectively and put them in the reactor. Reacted in the bath for 96 hours. After the reaction, the polymer was dissolved with a small amount of acetone, slowly dropped into distilled water to precipitate the polymer, filtered to remove the distilled water, and the obtained solid was vacuum-dried for 24 hours. Yield: 94.0%, Mn=4.0×10 4 , PDI = 1.08.

Embodiment 2

[0034]Example 2 Creatinine acetate catalyzed synthesis of poly-L-lactide

[0035] Weigh 1.728g (0.012mol) of L-lactide and 0.0069g (0.00004mol) of guanidine acetate creatinine respectively and put them in the reactor. Reacted in the bath for 96 hours. After the reaction, the polymer was dissolved with a small amount of acetone, slowly dropped into distilled water to precipitate the polymer, filtered to remove the distilled water, and the obtained solid was vacuum-dried for 24 hours. Yield: 96.1%, Mn=4.2×10 4 , PDI = 1.10.

Embodiment 3

[0036] Example 3 Creatinine acetate catalyzed synthesis of poly-L-lactide

[0037] Weigh 1.728g (0.012mol) of L-lactide and 0.0069g (0.00004mol) of guanidine acetate creatinine respectively and put them in the reactor. Reacted in the bath for 96 hours. After the reaction, the polymer was dissolved with a small amount of acetone, slowly dropped into distilled water to precipitate the polymer, filtered to remove the distilled water, and the obtained solid was vacuum-dried for 24 hours. Yield: 92.8%, Mn=4.0×10 4 , PDI = 1.19.

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Abstract

The present invention relates to a catalytic synthesis method of medical biodegradable polyester. Said invention adopts carboxylic creatinie quanidine compound whose structure formula is provided by said invention to calalyze bulk activity ring-opening polymerization reaction of L-lactide (LLA) or D,L-lactide (DLLA) or (3S)-3-benzyloxymethyl-(6S)-6-methyl-morpholine diketone (serine morpholine diketone)(BMD) so as to synthesize poly-L-lactide (PLLA), poly-D,L-lactide (PDLLA) and polyserine morpholine diketone (PBMD). Said polymer has high biological safety, the PBMD can be used for synthesizing L-serine-L-lactic acid alternate copolymer (PCLSE-LLA).

Description

technical field [0001] The invention relates to a catalytic synthesis method of medical biodegradable polyester. Background technique [0002] In recent years, with the rapid development of medicine and biological tissue engineering science, the demand for medical biodegradable materials with excellent biocompatibility and biosafety is increasing rapidly at home and abroad. In the artificial synthesis of medical biodegradable materials, aliphatic polyesters (mainly polylactides, also known as polylactic acids), polyamino acids and their copolymers are the most valued. These materials have excellent biodegradability, biophase Capacitance (no body rejection effect) and biological safety (degradation products can participate in human metabolism without residue), so it has wide and important applications in the fields of biomedicine and pharmacy, such as: (1) Controlled release drug carrier (such as: anti-cancer and anti-AIDS targeted drug carriers); (2) implantable absorbable ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/08C08G63/78C08G63/82A61K31/785A61K31/74
Inventor 李弘何培茹李金玲赵晓娜白峰
Owner NANKAI UNIV
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