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Method for preparing dicarboxylanilin pentamer cross-linking chitosan polymer

A technology of aniline pentamer and cross-linked chitosan, which is applied in the field of biomedical polymer materials, can solve the problems of poor compatibility, non-degradable solubility, difficult processing, etc., and achieve good biocompatibility

Inactive Publication Date: 2008-05-28
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] At present, there is no material that can completely solve the above-mentioned shortcomings such as poor compatibility, non-degradability, poor solubility, and difficult processing.

Method used

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  • Method for preparing dicarboxylanilin pentamer cross-linking chitosan polymer
  • Method for preparing dicarboxylanilin pentamer cross-linking chitosan polymer
  • Method for preparing dicarboxylanilin pentamer cross-linking chitosan polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1: the terminal carboxyl group of activation aniline pentamer

[0035] Under anhydrous and oxygen-free conditions, dissolve 1.5g (0.00223mol) of dicarboxyl-terminated aniline pentamer, 0.642g (0.00446mol) NHS and 0.92g (0.00446mol) DCC in 20ml DMF, stir at room temperature for 24h, and filter , the reaction product was precipitated with 400ml of cold ethanol, filtered with suction, and vacuum-dried at 45°C for 48h to obtain 1.597g of aniline pentamer activated by carboxyl groups at both ends. Yield 93%.

Embodiment 2

[0036] Embodiment 2: the synthesis of aniline pentamer cross-linked chitosan, wherein the content of aniline pentamer is 2.4%

[0037] Get commercial chitosan (molecular weight 40,000, degree of deacetylation is 75%) 0.45g, be dissolved in 30ml acetic acid concentration under the condition of stirring and be in the 10v% acetic acid aqueous solution, at room temperature and under the condition of stirring, by dropping funnel Add 20ml of DMSO dropwise into the aqueous acetic acid solution at a rate of 1 drop every 3-5 seconds. 0.05 g of the aniline pentamer with activated carboxyl groups at both ends obtained in Example 1 was dissolved in 10 ml of DMF and placed in a constant pressure dropping funnel. Under the protection of nitrogen, the temperature of the reaction system is raised to 50°C by means of air extraction technology, and the DMF solution is added dropwise to the mixed solution of acetic acid aqueous solution and DMSO at a rate of 1 drop every 3-5 seconds. Then react...

Embodiment 3

[0038] Embodiment 3: the synthesis of aniline pentamer cross-linked chitosan, wherein the content of aniline pentamer is 4.9%

[0039] Get commercial chitosan (molecular weight 40,000, degree of deacetylation is 75%) 0.8g, be dissolved in 30ml acetic acid concentration under the condition of stirring and be in the 10v% acetic acid aqueous solution, at room temperature and under the condition of stirring, by dropping funnel Add 20ml of DMSO dropwise into the aqueous acetic acid solution at a rate of 1 drop every 3-5 seconds. 0.2 g of the aniline pentamer obtained in Example 1 with carboxyl groups at both ends activated was dissolved in 10 ml of DMF and placed in a constant pressure dropping funnel. Under the protection of nitrogen, the temperature of the reaction system is raised to 50°C by means of air extraction technology, and the DMF solution is added dropwise to the mixed solution of acetic acid aqueous solution and DMSO at a rate of 1 drop every 3-5 seconds. Then react a...

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Abstract

The invention provides a soluble electroactive polymer prepared from aniline pentamer crosslinked chitosan with two terminated carboxyl groups, and a preparation method. The invention provides a series of crosslinked polymer containing electroactive aniline pentamer, which are synthesized from aniline pentamer with two terminated carboxyl groups via two synthesis methods, wherein the first synthesis method condensates activated carboxyl group of aniline pentamer with amido of chitosan in the mixture solvent of acetate water solution and organic solvent to obtain product, and the second method condensates protected chitosan and aniline pentamer in organic solvent to obtain product. The crosslinked chitosan has the advantages of aniline pentamer and natural macromolecule, has electric activity and biological activity, which can be dissolved in acid water solution, be degraded biologically, while the degraded product can be discharged externally. The inventive product is mainly used as biological medical material, particularly as tissue engineering scaffold material of nerve and heart.

Description

technical field [0001] The invention belongs to the field of biomedical macromolecule materials, and relates to aniline pentapolymer and its cross-linked polymer with natural macromolecule-chitosan and a method. Background technique [0002] In recent decades, with the rapid development of polymer science and the increasing integration of polymer science with modern pharmacy, biology and engineering, research on biomedical polymer materials has received more and more attention. Among them, biodegradable polymer materials have been widely used in the fields of bone fixation, artificial tissue and drug release due to their good biocompatibility and biodegradability. Biodegradable polymer materials can be divided into pure natural biopolymer materials and synthetic biopolymer materials according to their sources. Synthetic biopolymer materials are mainly aliphatic polyesters, such as polylactide (PLA), polyglycolide (PGA), polyε-caprolactone (PCL), etc., these materials have g...

Claims

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Application Information

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IPC IPC(8): C08B37/08C08J3/24C08K5/18
Inventor 陈学思胡军黄利红庄秀丽危岩景遐斌
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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