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Preparation method for derivative of succinylated chitosan and application thereof

A technology of succinylated chitosan and succinylated carboxymethyl chitosan, which is applied in the field of biomedical materials and cosmetics, can solve the problems of application and physiological activity limitations, and achieve increased biocompatibility and good hydrophilicity sexual effect

Inactive Publication Date: 2012-04-18
OCEAN UNIV OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chitosan has a dense crystalline structure due to intramolecular and intermolecular hydrogen bonds, is insoluble in water, and is only soluble in some acidic aqueous solutions, which limits the application and physiological activity of chitosan.

Method used

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  • Preparation method for derivative of succinylated chitosan and application thereof
  • Preparation method for derivative of succinylated chitosan and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0011] Succinylated chitosan derivatives——Preparation of succinylated carboxymethyl chitosan: Weigh 24.1 g (0.1 mol) of water-soluble chitosan O-carboxymethyl chitosan sodium salt, add to 500 mL to Stir to dissolve in deionized water, and adjust the pH value to 6.0 with 2mol / L succinic acid aqueous solution to obtain carboxymethyl chitosan solution. Weigh 40 g (0.4 mol) of succinic anhydride and dissolve it in 200 ml of 50% dimethyl sulfoxide aqueous solution (percentage by weight, the same below), to obtain a succinic anhydride solution. The carboxymethyl chitosan solution was adjusted to a constant temperature of 40°C, the succinic anhydride solution was added dropwise to the carboxymethyl chitosan solution under stirring, and the reaction was stirred for 48 hours. After the reaction is finished, the reaction solution is desalted by dialysis with distilled water in a dialysis bag with a molecular weight cut-off of 8000-14000 Da to obtain a desalted dialysis solution. The de...

Embodiment 2

[0014] Preparation of succinylated chitosan derivatives - succinylated hydroxyethyl chitosan: Weigh 20.5g (0.1 mole) of water-soluble chitosan O-hydroxyethyl chitosan and add it to 500mL deionized water , stir to dissolve, and adjust the pH value to 3.5 with 2mol / L succinic acid aqueous solution to obtain a hydroxyethyl chitosan solution. Weigh 60 g (0.6 mol) of succinic anhydride and dissolve it in 150 ml of 50% aqueous ethanol to obtain a succinic anhydride solution. The hydroxyethyl chitosan solution was adjusted to a constant temperature of 30°C, and the succinic anhydride solution was added dropwise to the hydroxyethyl chitosan solution under stirring, and the reaction was stirred for 60 hours. After the reaction is finished, the reaction solution is desalted by dialysis with distilled water in a dialysis bag with a molecular weight cut-off of 8000-14000 Da to obtain a desalted dialysis solution. The desalted dialysate was freeze-dried to obtain N-succinylated hydroxyeth...

Embodiment 3

[0016] Preparation of succinylated chitosan derivatives - succinylated hydroxypropyl chitosan: Weigh 21.9g (0.1 mole) of water-soluble chitosan O-hydroxypropyl chitosan and add it to 700mL deionized water , stir to dissolve, and adjust the pH value to 4.0 with 2mol / L succinic acid aqueous solution to obtain a hydroxypropyl chitosan solution. Weigh 20 g (0.2 mol) of succinic anhydride and dissolve in 500 ml of 50% dimethyl sulfoxide aqueous solution to obtain a succinic anhydride solution. The hydroxypropyl chitosan solution was adjusted to a constant temperature of 50° C., and the succinic anhydride solution was added dropwise to the hydroxypropyl chitosan solution under stirring, and the reaction was stirred for 24 hours. After the reaction is finished, the reaction solution is desalted by dialysis with distilled water in a dialysis bag with a molecular weight cut-off of 8000-14000 Da to obtain a desalted dialysis solution. The desalted dialysate was freeze-dried to obtain N...

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Abstract

The invention relates to a preparation method for a derivative of succinylated chitosan. The preparation method comprises the following steps: dissolving water-soluble chitosan in water; adding a succinic anhydride solution in a water-soluble chitosan solution on the basis of the mole ratio of the water-soluble chitosan to the succinic anhydride of 1:(2-10) under a stirring condition; stirring and reacting for 24-60 hours under a condition of room temperature to 50 DEG C; and dialyzing, de-salting, freezing and drying the reaction liquid, thereby obtaining the derivative of the succinylated chitosan. Carboxyl groups, amino groups and a plenty of hydroxy groups are contained in a molecular structure of the derivative of the succinylated chitosan provided by the invention; the derivative has excellent water solubility and biological degradability; the biocompatibility, the physiological activity and the reaction activity of the derivative are enhanced; and the derivative has important application value in the fields, such as cosmetics, drugs, degradable biological materials, and the like.

Description

technical field [0001] The invention relates to a preparation method and application of a succinylated chitosan derivative, in particular to the field of cosmetics and biomedical materials. Background technique [0002] Chitosan is a positively charged polymer polysaccharide, which has certain physiological activity, is biodegradable, has no immunogenicity, and has good biological safety. Chitosan has a dense crystalline structure due to intramolecular and intermolecular hydrogen bonds, is insoluble in water, and is only soluble in some acidic aqueous solutions, which limits the application and physiological activity of chitosan. . At present, there are many studies on the water-solubility modification of chitosan, introducing hydrophilic groups into the molecular structure of chitosan or weakening the hydrogen bonds between chitosan molecules, thereby improving the water-solubility of chitosan. The water-soluble modification of chitosan mainly includes carboxylation, acyl...

Claims

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Application Information

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IPC IPC(8): C08B37/08A61K8/73A61K47/36A61L15/28A61L27/20A61L31/04A61Q19/00
Inventor 韩宝芹刘万顺李敏昱
Owner OCEAN UNIV OF CHINA
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