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Biodegradable triblock miktoarm star-shaped amphiphilic high molecular material and preparation method thereof

A polymer material and biodegradable technology, applied in the field of biodegradable multi-arm star-shaped amphiphilic polymer materials and their preparation, can solve the problems of small hydrodynamic radius, low viscosity, and difficult preparation, and achieve low Effects of critical material concentration, high stability, and high drug loading

Active Publication Date: 2018-09-14
四川迈可隆生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Triblock heteroarm star-shaped amphiphilic polymer materials are characterized by their unique material morphology, low viscosity, high-density functional group distribution, small hydrodynamic radius, high stability and high drug loading. However, due to its unique chemical structure, its preparation is more difficult than traditional linear block amphiphilic polymer materials.
[0004] However, in a few patents for preparing star-shaped polymer materials with different arms, most of them contain non-biodegradable polymer chains. For example, the patent application document CN200410017531.8 discloses a (ABC) S-type heteroarm star polymer and its preparation method are obtained by coupling three different polymer arms with lysine or its derivatives with three functional groups one by one by adopting the synthesis method of "arm first and then core"; on the one hand The poor biocompatibility of the polymer arm used makes it non-biodegradable, which will limit its application in the field of nano drug delivery system. strategy, the polymer arm needs to be modified first, and then coupled to lysine or its derivatives, the preparation process is relatively cumbersome

Method used

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  • Biodegradable triblock miktoarm star-shaped amphiphilic high molecular material and preparation method thereof
  • Biodegradable triblock miktoarm star-shaped amphiphilic high molecular material and preparation method thereof
  • Biodegradable triblock miktoarm star-shaped amphiphilic high molecular material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] This example prepares PCL-PEG-PLLA biodegradable triblock heteroarm star-shaped amphiphilic polymer material, and the preparation steps are as follows:

[0042] (1) End group modification of mPEG

[0043] First feed nitrogen into the branch bottle for 5 minutes, then under the protection of nitrogen, add 6 g of vacuum-dried polyethylene glycol monomethyl ether (Mn=2000) in the branch bottle, and add 30 ml of dichloromethane, and stir until Dissolve to obtain a dichloromethane solution of polyethylene glycol monomethyl ether; then add 2.29 mL of benzyloxymethyl oxirane to the dichloromethane solution of polyethylene glycol monomethyl ether and mix to obtain the first mixed solution, and then Under the conditions of ice bath and magnetic stirring, add a dichloromethane solution of triethylamine dropwise into the obtained first mixed solution (obtained by mixing 4.17mL triethylamine and 10mL dichloromethane uniformly), after the dropwise addition, the The bottle was moved...

Embodiment 2

[0055] In this example, PCL-PEG-PGA biodegradable triblock heteroarm star-shaped amphiphilic polymer material is prepared, and the preparation steps are as follows:

[0056] (1) End group modification of mPEG

[0057] First pass nitrogen into the branch bottle for 10 minutes, then under the protection of nitrogen, add 8 g of vacuum-dried polyethylene glycol monomethyl ether (Mn=2000) into the branch bottle, and add 30 ml of chloroform, stir until dissolved, Obtain a chloroform solution of polyethylene glycol monomethyl ether; then add 0.61 mL of benzyloxymethyl oxirane to the chloroform solution of polyethylene glycol monomethyl ether and mix to obtain the first mixed solution, then in an ice bath, magnetically stirred Under the conditions, drop the chloroform solution of triethylamine (obtained by mixing 0.56mL triethylamine and 15mL chloroform) into the obtained first mixed solution dropwise. React for 1 day; after the reaction, the reaction solution obtained by rotary stea...

Embodiment 3

[0067] This example prepares PVL-PEG-PLLA biodegradable triblock heteroarm star-shaped amphiphilic polymer material, and the preparation steps are as follows:

[0068] (1) End group modification of mPEG

[0069] First pass nitrogen into the branch bottle for 3 minutes, then under the protection of nitrogen, add 5 g of vacuum-dried polyethylene glycol monomethyl ether (Mn=5000) into the branch bottle, and add 100 ml of tetrahydrofuran, stir until dissolved, To obtain a tetrahydrofuran solution of polyethylene glycol monomethyl ether; then add 1.52 mL of benzyloxymethyl oxirane to the tetrahydrofuran solution of polyethylene glycol monomethyl ether and mix to obtain the first mixed solution, then in an ice bath and magnetically stirred Under the conditions, drop triethylamine tetrahydrofuran solution (obtained by uniformly mixing 1.39mL triethylamine and 10mL tetrahydrofuran) into the obtained first mixed solution. Reacted for 2 days; after the reaction, the reaction solution o...

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Abstract

The invention discloses a biodegradable triblock miktoarm star-shaped amphiphilic high molecular material and a preparation method thereof. The biodegradable triblock miktoarm star-shaped amphiphilichigh molecular material takes cyclic esters including methoxypolyethylene glycol, L-lactide, glycolide, epsilon-caprolactone, trimethylene carbonate and delta-valerolactone and the like as raw materials and a first-core and second-arm synthetic strategy is adopted; firstly, a terminal hydroxyl group of methoxypolyethylene glycol is modified by utilizing benzyl glycidyl ether and benzyl glycidyl ether is used as an initiator to initiate different monomers to be subjected to ring-opening polymerization in sequence to finally obtain the triblock miktoarm star-shaped high molecular material composed of three different high molecular chains; a biodegradable triblock miktoarm star-shaped amphiphilic high molecular drug-loading material with relatively high research value and application value isprovided for a nano drug transmission system.

Description

technical field [0001] The invention belongs to the technical fields of biomedical materials and biomedical engineering, and relates to a biodegradable multi-arm star-shaped amphiphilic polymer material and its preparation. Background technique [0002] In the past ten years, the development of nano-drug delivery system has made it possible to solve the severe side effects of chemotherapy. Biodegradable polymer materials have become an important nano-drug carrier due to their good degradability and biocompatibility. Generally, polymer drug-loaded materials are nanoparticles with a shell-core structure formed by self-assembly of amphiphilic (hydrophilic and lipophilic) polymers, and chemotherapy drugs can be loaded in the hydrophobic core of the polymer material. Polymer drug-loaded materials can not only escape the phagocytosis of the human endothelial reticulum system (Reticulo-endothelial System, RES), but also take advantage of the high permeability and retention effect (...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00
CPCC08G83/00
Inventor 何斌张译心
Owner 四川迈可隆生物科技有限公司
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