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Method for preparing temperature-sensitive amphipathic graft copolymer with chitosan as main chain

A technology of graft copolymer and chitosan, which is applied in the fields of polymer materials and biomedical engineering, can solve problems such as single function and unsatisfactory requirements, and achieve the effect of wide sources and simple and easy synthesis method

Inactive Publication Date: 2009-11-18
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the structure of chitosan is relatively simple, and its function is relatively single, which cannot meet the increasingly high requirements of various fields. Therefore, it is necessary to graft and modify chitosan to expand its function.

Method used

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  • Method for preparing temperature-sensitive amphipathic graft copolymer with chitosan as main chain

Examples

Experimental program
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Effect test

Embodiment 1

[0024] Weigh 1 gram of chitosan, disperse and dissolve it with N, N-dimethylformamide, add 10 grams of ε-caprolactone monomer and 88 μmol of stannous octoate as a catalyst, and vacuum-fill with nitrogen for 3 times, and Ring-opening polymerization was carried out in an oil bath at 120° C. for 24 hours under the protection of nitrogen. The product was precipitated with petroleum ether and dried in vacuum to obtain a white solid chitosan-grafted polycaprolactone product. Weigh 5 grams of the chitosan-grafted polycaprolactone product and dissolve it in dichloromethane, add 2 grams of triethylamine, drop 4 grams of 2-bromoisobutyryl bromide at 0°C, and react at 10°C for 72 Hour. After desalting by suction filtration, methanol precipitation and vacuum drying are carried out to obtain bromo-terminated chitosan-grafted polycaprolactone macromolecular initiator. Weigh 2 grams of bromo-terminated chitosan grafted polycaprolactone macromolecular initiator and dissolve in anisole, add ...

Embodiment 2

[0027]Weigh 1 gram of chitosan, disperse and dissolve it with N, N-diethylformamide, add 10.8 grams of L-lactide monomer and 100 μmol of stannous octoate as a catalyst, and vacuum-fill the process 3 times with argon. And ring-opening polymerization was carried out in an oil bath at 150° C. for 10 hours under the protection of argon. The product was precipitated with petroleum ether and dried in vacuum to obtain a white solid chitosan-grafted poly(L-lactide) product. Weigh 5 g of the product and dissolve it in chloroform, add 3 g of diethylamine, add 4.8 g of 2-bromopropionyl bromide dropwise at 5°C, and react at 15°C for 60 hours. After desalting by suction filtration, methanol precipitation and vacuum drying were carried out to obtain bromo-terminated chitosan grafted poly(L-lactide) macromolecular initiator. Weigh 2 grams of bromo-terminated chitosan grafted poly(L-lactide) macroinitiators and dissolve them in anisole, add 5.2 grams of N-isopropylacrylamide monomer and N,N-...

Embodiment 3

[0029] Weigh 1 gram of chitosan, disperse and dissolve it with N, N-diethylformamide, add 11 grams of δ-valerolactone monomer and 20 mg of catalyst aluminum isopropoxide, and go through the process of vacuuming and nitrogen filling for 3 times , and ring-opening polymerization in an oil bath at 110° C. for 30 hours under nitrogen protection. The product was precipitated with petroleum ether and dried in vacuum to obtain a white solid chitosan-grafted poly(δ-valerolactone) product. Weigh 5 g of the product and dissolve it in N,N-dimethylformamide, add 3 g of triethylamine, add 4.8 g of 2-bromoisobutyryl bromide dropwise at 8°C, and react at 20°C for 48 hours. After desalting by suction filtration, methanol precipitation and vacuum drying were carried out to obtain bromo-terminated chitosan grafted poly(δ-valerolactone) macromolecular initiator. Weigh 2 grams of bromo-terminated chitosan grafted poly(δ-valerolactone) macroinitiators and dissolve them in anisole, add 5.6 grams o...

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Abstract

The invention belongs to the field of polymer material and biomedical engineering and in particular relates to a method for preparing temperature-sensitive amphipathic graft copolymer with chitosan as the main chain. The method comprises the following steps: with the protection of inert gases such as nitrogen and argon, hydroxide group or aminogroup in chitosan main chain are adopted to trigger ring opening polymerization of cyclic ester monomer; then the obtained terminal hydroxide group or aminogroup of aliphatic polyester are converted to bromine group; the bromine group is taken as macroinitiator to polymerize atomic transfer radical of N-isopropyl acrylamide, hydrophilic allyl monomer, thus obtaining the needed product. The temperature-sensitive amphipathic graft copolymer with chitosan as the main chain is provided with biological degradability, biocompatibility, biological activity and temperature sensibility, can be automatically assembled into stable nano micelle in water, thus enjoying wide application in fields such as drug controlled release carrier, soft tissue engineering support material, immunoassay, memory element switch, biosensor and the like. The synthetic method of the invention is simple and feasible, the raw materials can all be applied to industrialized production, thus enjoying very good value in popularization and application.

Description

technical field [0001] The invention belongs to the fields of polymer materials and biomedical engineering, and in particular relates to a preparation method of a temperature-sensitive amphiphilic graft copolymer with chitosan as the main chain. Background technique [0002] Chitosan is the only alkaline polysaccharide containing amino groups in nature. It is the second most abundant natural biopolymer material after cellulose on the earth. It has excellent biocompatibility, biodegradability and biological activity. However, the structure of chitosan is relatively simple, and its function is relatively simple, which cannot meet the increasingly high requirements of various fields. Therefore, it is necessary to graft and modify chitosan to expand its function. The graft modification methods of chitosan mainly include free radical polymerization, ring-opening polymerization and atom transfer radical polymerization. prepared by ring-opening polymerization Chitosan graft copol...

Claims

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Application Information

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IPC IPC(8): C08B37/08C08G63/91C08G63/08C08F283/02
Inventor 袁伟忠赵正达李肖飞顾书英任杰
Owner TONGJI UNIV
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