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Amphiphilic segmented copolymer as well as shell crosslinking micelle, preparation method and application thereof

An amphiphilic block and copolymer technology, which can be used in pharmaceutical formulations, medical preparations with inactive ingredients, and emulsion delivery, etc., and can solve problems such as block copolymer assembly damage.

Active Publication Date: 2019-07-23
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, although the assembly formed by block copolymers has a lower critical micelle concentration (CMC) than small molecule surfactants and exhibits better thermodynamic stability, there are still some uncontrollable factors that may It will lead to the destruction and dissociation of block copolymer assemblies, such as temperature, concentration and solvent conditions, etc. (Elsabahy M, Heo G S, LimSM, Chemical revlews, 2015, 115(19): 10967-11011)

Method used

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  • Amphiphilic segmented copolymer as well as shell crosslinking micelle, preparation method and application thereof
  • Amphiphilic segmented copolymer as well as shell crosslinking micelle, preparation method and application thereof
  • Amphiphilic segmented copolymer as well as shell crosslinking micelle, preparation method and application thereof

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preparation example 1

[0107] The first step is to prepare ABEMA with aldehyde functional groups:

[0108]

[0109] Its characteristics are: the monomer can be well copolymerized with the hydrophilic monomer oligoethylene glycol methacrylate to obtain a hydrophilic segment, and the side group of the monomer contains an aldehyde functional group, which can be combined with The shell cross-linking agent 9,10-aminoethoxyanthracene undergoes a cross-linking reaction, and finally a shell-cross-linked nanomicelle assembly is obtained.

[0110] Preparation:

[0111] Dissolve 2.44g of 4-hydroxybenzaldehyde (Chinese medicine) in 50mL of acetone, then add potassium carbonate (4.146g, 30mmol, Chinese medicine) and bromoethanol (3.75g, 30mmol, Chinese medicine) to the system, and reflux overnight. Then filter to remove inorganic salts and remove acetone by rotary evaporation, then extract after dissolving with dichloromethane, keep the organic phase, remove dichloromethane by rotary evaporation, and finally...

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Abstract

The invention provides amphiphilic segmented copolymer, polymer nano shell crosslinking micelle composed of the amphiphilic segmented copolymer as well as a preparation method and application of the amphiphilic segmented copolymer and the polymer nano shell crosslinking micelle. The amphiphilic segmented copolymer is prepared through reversible addition-fragmentation chain transfer (RAFT) polymerization between a hydrophilic chain segment and a hydrophobic chain segment, wherein the hydrophobic chain segment shows a hydrophobic characteristic in neutral and alkaline environments, the hydrophilic chain segment is obtained through copolymerization of oligo-polyethylene glycol methacrylate and a methacrylate compound with an aldehyde functional group for shell crosslinking, and the molecularweight of the hydrophilic chain segment is 5000 to 10000 Da. By means of the amphiphilic segmented copolymer disclosed by the invention, controllable release of hydrophobic drugs loaded by polymer nano shell crosslinking micelle carriers is achieved; meanwhile, covalent bonds in the amphiphilic segmented copolymer are combined with a photosensitizer with red light emission, and the aldehyde functional group for the shell crosslinking is matched with the hydrophobic chain segment which shows the hydrophobic characteristic in the neutral and alkaline environmenst; thus, controllable release of the drugs can be accurately achieved in the weak-acid microenvironment and under red light irradiation excitation.

Description

technical field [0001] The invention belongs to the field of polymer material and its preparation and application. Specifically, it relates to a stimuli-responsive amphiphilic block copolymer, a polymer nanomicelle composed of the amphiphilic block copolymer, and a preparation method and application thereof. Background technique [0002] The use of supramolecular assemblies to simulate cell structures to achieve highly biomimetic structures and functions has always attracted people's attention, especially the use of nano-assemblies of amphiphilic block copolymers to achieve drug delivery in human lesions. However, although the assembly formed by block copolymers has a lower critical micelle concentration (CMC) than small molecule surfactants and exhibits better thermodynamic stability, there are still some uncontrollable factors that may It will lead to the destruction and dissociation of block copolymer assemblies, such as temperature, concentration and solvent conditions ...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F2/38C08F2/50A61K9/107A61K47/32
CPCA61K9/1075A61K47/32C08F2/38C08F2/50C08F293/005C08F2438/03
Inventor 张国颖吴学刘固寰
Owner UNIV OF SCI & TECH OF CHINA
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