Quaternised chitosan-polycaprolactone grafting copolymer, preparation, reticulate membrann prepared by the copolymer and method for preparing the copolymer

A technology of quaternizing chitosan and polycaprolactone, which is applied in the direction of pharmaceutical formulations and medical preparations of non-active ingredients, etc., can solve the problems of difficult preparation of cross-linked fiber mesh membranes, etc., and achieve a controllable drug release rate , enhanced antibacterial and bactericidal properties, good breathability and moisture retention

Inactive Publication Date: 2009-07-22
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, quaternized chitosan is water-soluble or highly swellable, and it is dif

Method used

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  • Quaternised chitosan-polycaprolactone grafting copolymer, preparation, reticulate membrann prepared by the copolymer and method for preparing the copolymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The molecular weight is 5.2×10 5 10g of chitosan powder with a degree of deacetylation of 96.4% was dispersed in 200ml of dimethylformamide, 27.6g of phthalic anhydride was added, and reacted at 120°C for 8h. After removing the phthalic anhydride, 500 ml of absolute ethanol was added, and the collected precipitate was washed and dried with water and ethanol to prepare 100% amino-protected phthaloyl chitosan.

[0025] Treat 2.0g of phthaloyl chitosan with high-purity nitrogen in the reactor for 30min, add 2.0g of caprolactone and 4ml of toluene, and add 2-ethylhexanoic acid equivalent to 1mol% of caprolactone monomer Stannous, reacted at 100°C for 24 hours under the protection of nitrogen. The reaction product was extracted with acetone for 24 hours in a Soxhlet extractor to obtain phthaloyl chitosan-polycaprolactone graft copolymer. Disperse 2.0g of phthaloyl chitosan-polycaprolactone graft copolymer in 20ml of dimethylformamide, add 4ml of hydrazine hydrate and react...

Embodiment 2

[0032] The molecular weight is 5.2×10 5 , the degree of deacetylation is 96.4% of 10g chitosan powder and 18.4g phthalic anhydride reacted in 200ml dimethylformamide, prepared into 100% amino-protected phthalic anhydride through the same method as in Example 1 acyl chitosan.

[0033] Treat 2.0g of phthaloyl chitosan with high-purity nitrogen in the reactor for 30min, add 4.0g of caprolactone and 6ml of toluene, and add 2-ethylhexanoic acid equivalent to 1mol% of caprolactone monomer Stannous, obtained chitosan-polycaprolactone graft copolymer 1.63g through the method identical with embodiment one preparation, polycaprolactone content 34.6wt%.

[0034] 3.0g chitosan-polycaprolactone graft copolymer fine powder and 8.5ml glycidyl trimethylamine chloride are added in the 35ml water phase and obtain quaternized chitosan-polycaprolactone through the method identical with embodiment one Graft copolymer 4.87g, quaternized side chain substitution degree 57.4%. The chemical structur...

Embodiment 3

[0040] The molecular weight is 5.2×10 5 , the degree of deacetylation is 96.4% of 10g chitosan powder and 23g phthalic anhydride react in 200ml dimethylformamide, prepare 100% amino-protected phthaloyl through the same method as Example 1 Chitosan.

[0041] Treat 2.0g of phthaloyl chitosan with high-purity nitrogen in the reactor for 30min, add 4.0g of caprolactone and 6ml of toluene, and add 2-ethylhexanoic acid equivalent to 1mol% of caprolactone monomer Stannous, prepared by the same method as in Example 1 to obtain 1.58 g of chitosan-polycaprolactone graft copolymer, and the content of polycaprolactone is 33.7wt%.

[0042] 3.0g chitosan-polycaprolactone graft copolymer fine powder and 10ml glycidyl trimethylamine chloride are added in 40ml water phase and obtain quaternization chitosan-polycaprolactone grafting through the method identical with embodiment one Copolymer 5.36g, quaternized side chain substitution degree 67.2%. The chemical structural formula of its quater...

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Abstract

The invention discloses a quaternary ammonium chitosan-polycaprolactone grafted copolymer and a preparation method thereof as well as a reticular membrane prepared by the copolymer and a method thereof, wherein, the polycaprolactone branched chain of the uaternary ammonium chitosan-polycaprolactone grafted copolymer is grafted on the chitosan C-6 position, the 2-hydroxy-3-methyl amine propyl chloride side chain is connected to the chitosan C-2-position, and the obtained grafted copolymer material is loaded with selected drugs by a method of solution mixing and assembled into a gradient-structured reticular membrane by using the electro-wet spinning technology. The membrane has the advantages of good mechanical properties, adjustable pore structure, bio-degradability, moisture retention and air permeability, anti-bacterial and bactericidal capacity and drug controlled release capacity. The process of material synthesizing and processing and preparation for the membrane is simple, the grafted copolymer material structure and the membrane structure are adjustable, the drug release rate is controllable, and the adopted raw materials are mainly natural biological material and have rich sources. The membrane can be used in the treatment of different degrees of skin injury and in the tissue engineering scaffolds for follow-up skin tissue repair.

Description

technical field [0001] The invention relates to the fields of functional polymer materials and tissue engineering. . technical background [0002] Chitosan is a linear polymer polysaccharide linked by glucosamine through β-1,4 glycosidic bonds, and its chemical name is β-(1,4)-2-amino-deoxy-D-glucose. Chitosan is mainly obtained by treating chitin with concentrated alkali. As a natural biopolymer, chitosan has good biocompatibility, can be biodegraded, and the degradation products are non-toxic. In addition, chitosan also has unique properties such as antibacterial, antimicrobial, cell affinity, and promotion of wound healing. Therefore, it is widely used in fields such as medicine, bioengineering, chemical engineering and tissue engineering. One of the main problems faced by chitosan in its application is its poor mechanical properties in wet state. It is difficult for chitosan porous film or fibrous mesh film to maintain basic mechanical properties and maintain the sta...

Claims

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Application Information

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IPC IPC(8): C08B37/08C08G63/78C08G63/08C08J5/18A61K47/34
Inventor 万影卢小玲
Owner HUAZHONG UNIV OF SCI & TECH
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