Photoreactive cell membrane structure-imitated copolymer and preparation method and application thereof

A technology of structural polymer, imitating cell outer layer membrane, applied in the direction of coating, etc., can solve the problems of difficult to achieve control results, the interaction of coating polymer segments and group migration orientation and condensation and cross-linking process, etc. The effect of good hydrophilic performance and biocompatibility, stable coating structure and simple treatment process

Inactive Publication Date: 2013-06-05
NORTHWEST UNIV(CN)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the process of coating structure control and cross-linking fixation, the migration orientation of coating polymer segments and groups and the condensation and cross-linking process affect each other, and it is difficult to achieve good control results.

Method used

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  • Photoreactive cell membrane structure-imitated copolymer and preparation method and application thereof
  • Photoreactive cell membrane structure-imitated copolymer and preparation method and application thereof
  • Photoreactive cell membrane structure-imitated copolymer and preparation method and application thereof

Examples

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preparation example Construction

[0033] 1. Preparation of amino-containing copolymer PMBA

[0034] Using the "starvation method" (Lewis AL, et al . Biomaterials 2000, 21: 1847-1859) Synthesis of (meth)acryloyloxyethyl phosphorylcholine, (meth)acrylic acid ester and (meth)acrylic acid-2-aminoethyl ester terpolymer random copolymer (referred to as PMBA) . Monomer (meth)acryloyloxyethylphosphorylcholine, (meth)acrylate and 2-aminoethyl (meth)acrylate are mixed and dissolved in isopropanol or ethanol. Weigh 0.5~1.5% initiator AIBN of the total mass of the monomer and dissolve it in THF. Add a THF solution of initiator AIBN with a mass fraction of 15-40% into the reactor, and then add the monomer and the remaining initiator mixture at a speed of 30-80% per hour. The molar percentages of the hydrophilic monomer containing phosphorylcholine group, the hydrophobic monomer containing alkyl chain and the monomer containing amino group are 25-80%, 0-50% and 5-50%, respectively. The content of each unit in the PM...

Embodiment 1

[0040] Take methacryloyloxyethylphosphorylcholine (1.20 g), n-butyl methacrylate (0.65 g) and 2-aminoethyl methacrylate (0.45 g), dissolve them in isopropanol to synthesize ternary Random copolymer Poly(MPC- co -MB- co -MAE) abbreviated as PMBA442. Weigh the initiator AIBN of 1.0% of the total mass of the monomer, add 1 / 4 volume to the reactor after dissolving with THF, mix 3 / 4 with the monomer solution, and 2 Under protection, the mixture of monomer and initiator was added dropwise in a constant temperature and stirred reactor at 80°C to carry out starvation copolymerization of monomer, and the drop was completed within 2 hours. The reaction was stopped after 24 h of reaction after the dropwise addition. Precipitate and separate with ether to prepare 5% ethanol solution, purify by dialysis with a molecular weight cut-off of 8000 dialysis bag, and obtain 1.13 g of PMBA442 copolymer after freeze-drying. NMR results: 1H NMR (δ / ppm): 3.7 (CH 2 N + ), 1.2-1.5((CH 2 ) 2 )...

Embodiment 2

[0043] Take methacryloyloxyethylphosphorylcholine (2.08 g), n-butyl methacrylate (0.48 g) and 2-aminoethyl methacrylate (1.13 g), dissolve them in isopropanol to synthesize a ternary Random copolymer Poly(MPC- co -MB- co -MAE) abbreviated as PMBA424. Weigh the initiator AIBN of 1.2% of the total mass of the monomer, add 1 / 4 volume to the reactor after dissolving with THF, mix 3 / 4 with the monomer solution, and put it under N 2 Under protection, the mixture of monomer and initiator was added dropwise in a constant temperature and stirred reactor at 80°C to carry out monomer starvation copolymerization reaction, and the drop was completed within 3 h. After 24 h of reaction, the reaction was stopped. Precipitation and separation with ether was used to prepare a 5% ethanol solution, which was purified by dialysis with a molecular weight cut-off of 8000 and lyophilized to obtain 1.50 g of PMBA424 copolymer. NMR results: 1H NMR (δ / ppm): 3.7 (CH 2 N + ), 1.2-1.5((CH 2 ) 2 )...

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Abstract

The invention provides a photoreactive cell membrane structure-imitated copolymer, a preparation method and an application thereof, and discloses a copolymer as shown in structure general formula (I), wherein m is a positive integer between 20 and 800; n is a positive integer between 0 and 500; x is a positive integer between 2 and 500; in three units represented by m, n, and x, the mole percent of m is 25-80%, the mole percent of n is 0-50%, and the mole percent of x is 3-50%; R1, R2, and R3 are H or CH3; R4 is an alkane group with a carbon atom number of 4-18. According to the invention, the cell membrane structure-imitated polymer with an azido side group is coated on a polymer material surface; after solvent volatilization, the polymer material surface is irradiated by ultraviolet to realize covalent binding of the azido group in the polymer coating with the polymer material surface so as to form a dense crosslinked network structure. The copolymer of the invention is widely applicable to surface modification of polymer biomaterials to obtain upgraded and updated biomedical products with excellent biocompatibility. The general formula (I) is shown in the specification.

Description

technical field [0001] The invention relates to a copolymer with imitation cell membrane structure and its preparation method and application, in particular to a photoresponse type imitation cell membrane structure copolymer and its preparation method and application. Background technique [0002] Phosphorylcholine is a hydrophilic group of the outer membrane of biological cells, and the surface of the material can be modified with an amphiphilic polymer coating containing phosphorylcholine groups to obtain a surface that mimics the structure of the outer membrane of the cell, making it biocompatible Sex is greatly improved. In order to improve the stability of this type of coating, Gong Yongkuan et al. prepared a methacrylate terpolymer containing trimethoxysilane crosslinkable groups and phosphorylcholine hydrophilic groups (Chinese patent ZL200610105049 .9). However, in the process of coating structure control and cross-linking fixation, the migration orientation of coa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F230/02C08F220/34C08F220/18C08F8/30C09D143/02
Inventor 宫永宽王彦兵党媛宫平宗明明史素青
Owner NORTHWEST UNIV(CN)
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