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Preparation method and application of tree-like polyester-polyglycidol block polymer

A technology of polyglycidol and block copolymer, which is applied in the direction of medical preparations with non-active ingredients, medical preparations containing active ingredients, drug combinations, etc. It can solve the problems of loss of activity, reduction of post-modification functions, etc., and achieve Increased inhibition rate and inhibition of tumor angiogenesis

Inactive Publication Date: 2012-10-31
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the star-shaped block copolymer synthesized by this method, most of the terminal hydroxyl groups of the HPG block are used as the initiation sites for the ring-opening polymerization of polyester monomers and lose their activity, which leads to the valuable post-resilience of HPG. Modification function has been reduced

Method used

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  • Preparation method and application of tree-like polyester-polyglycidol block polymer
  • Preparation method and application of tree-like polyester-polyglycidol block polymer
  • Preparation method and application of tree-like polyester-polyglycidol block polymer

Examples

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Embodiment 1

[0032] A kind of preparation method of tree type polyester-polyglycidyl block copolymer, the steps are as follows:

[0033] 1) Add lactide in the polymerization sealed tube, then add 6-bromohexanol with a molar ratio of 1:30 to lactide to form the reactant, add stannous octoate as the catalyst, and the mass of the catalyst added is the reaction 0.1% of the amount of the substance, evacuated nitrogen replacement twice, sealed the tube at a vacuum of 5Pa, and reacted at a temperature of 110°C for 24 hours to obtain a polyester polymer with a halogenated end group;

[0034] 2) Under the protection of nitrogen, dissolve the above polymer and sodium azide with a molar ratio of 1:3 in DMF solvent to obtain a solution. The concentration of the polymer is 100g / L solution, react at room temperature for 24 hours, and then use acetic acid Ethyl extraction can obtain the azide-terminated polyester polymer;

[0035] 3) In the glycidyl ether monomer, add propynyl alcohol with a molar ratio...

Embodiment 2

[0042] A kind of preparation method of tree type polyester-polyglycidyl block copolymer, the steps are as follows:

[0043] 1) Add glycolide in the polymerization sealed tube, then add 6-bromohexanol with a molar ratio of 1:70 to glycolide to form the reactant, add stannous octoate as catalyst, and the amount of catalyst added is the reaction 0.1% of the substance mass, evacuated nitrogen replacement 3 times, sealed the tube at a vacuum degree of 40Pa, and reacted at a temperature of 135°C for 48 hours to obtain a polyester polymer with a halogenated end group;

[0044] 2) Under the protection of nitrogen, dissolve the above polymer and sodium azide with a molar ratio of 1:3 in DMF solvent to obtain a solution. The concentration of the polymer is 150g / L solution, react at room temperature for 24 hours, and then use acetic acid Ethyl extraction can obtain the azide-terminated polyester polymer;

[0045] 3) In the glycidyl ether monomer, add propynyl alcohol with a molar ratio ...

Embodiment 3

[0050] A kind of preparation method of tree type polyester-polyglycidyl block copolymer, the steps are as follows:

[0051] 1) Add caprolactone in the polymerization sealed tube, then add 6-bromohexanol with a molar ratio of 1:100 to caprolactone to form a reactant, add stannous octoate as a catalyst, and the amount of catalyst added is the reaction 0.1% of the substance mass, evacuated nitrogen replacement 4 times, sealed the tube at a vacuum degree of 80Pa, and reacted at a temperature of 150°C for 60 hours to obtain a polyester polymer with a halogenated end group;

[0052] 2) Under the protection of nitrogen, dissolve the above polymer and sodium azide with a molar ratio of 1:3 in DMF solvent to obtain a solution. The concentration of the polymer is 200g / L solution, react at room temperature for 24 hours, and then use acetic acid Ethyl extraction can obtain the azide-terminated polyester polymer;

[0053] 3) In the glycidyl ether monomer, add propynyl alcohol with a molar...

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Abstract

The invention relates to a preparation method of a tree-like polyester-polyglycidol block polymer, which comprises the following steps: mixing a polyester monomer and a double-function initiator, adding stannous caprylate to prepare a polyester polymer with halogenated terminal group, dissolving the polyester polymer with halogenated terminal group and sodium azide in a DMF (N,N-dimethylformamide) solvent, and extracting with ethyl acetate to obtain a polyester polymer with azide terminal group; adding propiolic alcohol into a glycidol ether monomer, and adding potassium diphenylmethane to obtain polyglycidol with alkynyl terminal group; and dissolving the polyester polymer and the polyglycidol in the DMF solvent, adding CuBr and triethylamine, carrying out column chromatography to separate copper salt, and adding aether to precipitate, thereby obtaining the target product. In the copolymer, the HPG is used as a hydrophilic part, and the polyester is used as a hydrophobic part; by using molecular design, the properties of the polymer is regulated and controlled by the molecular configuration structure without changing the chemical composition; and the polymer is endowed with inherent biosafety and property controllability of the block polymer, and can be widely used for preparing medicine-carried nano microspheres.

Description

technical field [0001] The invention relates to the preparation of a drug carrier in biomedical materials, in particular to a preparation method and application of a dendritic polyester-polyglycidol block copolymer. Background technique [0002] In recent years, self-assembled systems formed by amphiphilic polymers have attracted widespread attention and research interest due to their potential application prospects in the fields of catalysts, drug controlled release systems, microreactors, and self-assembled materials. Among them, the research on using amphiphilic block copolymer microspheres as drug carriers is still one of the current hot spots. By adjusting the length of the hydrophilic / hydrophobic segment in the copolymer and the self-assembly conditions, microspheres with a diameter of about 10-100 nm can be obtained. When used as a drug carrier for systemic administration, such small-sized polymer microspheres with a hydrophilic shell can effectively reduce or avoid ...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G63/91C08G63/682C08G63/08C08G65/28A61K47/34A61K9/14A61K38/08A61P35/00
Inventor 王亮姚丽
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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