Chitosan quaternary ammonium salt derivatives with good water solubility and antibacterial activity and preparation method of chitosan quaternary ammonium salt derivatives

A technology of chitosan quaternary ammonium salt and antibacterial activity, which is applied in the field of chitosan antibacterial materials and its preparation, chitosan quaternary ammonium salt derivatives and its preparation, and can solve the problems of easy moisture absorption and deliquescence, application restrictions, inactivation, etc. problem, to achieve the effect of high synthetic yield, simple synthetic circuit and low cost

Active Publication Date: 2015-06-03
BINZHOU MEDICAL COLLEGE
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

According to literature reports [11-13] , the method of quaternization modification on chitosan-OH is mainly to use epoxy-based quaternary ammonium salt intermediates to react with amino-protected chitosan to obtain O-quaternized chitosan Derivatives, but the physical and chemical properties of the epoxy-based quaternary ammonium salt intermediate are unstable, and it is easy to absorb moisture, deliquify, and be deactivated by hydrolysis, so it must be prepared and used immediately, and its application is limited

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  • Chitosan quaternary ammonium salt derivatives with good water solubility and antibacterial activity and preparation method of chitosan quaternary ammonium salt derivatives
  • Chitosan quaternary ammonium salt derivatives with good water solubility and antibacterial activity and preparation method of chitosan quaternary ammonium salt derivatives
  • Chitosan quaternary ammonium salt derivatives with good water solubility and antibacterial activity and preparation method of chitosan quaternary ammonium salt derivatives

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Embodiment Construction

[0041] The specific embodiments of the present invention are given below to further illustrate the structure of the present invention, but it is not considered that the present invention is limited to the following embodiments.

[0042] The chitosan quaternary ammonium salt with good water solubility and antibacterial activity, the specific preparation method is as follows:

[0043] (1) Synthesis of p-toluene sulfonate quaternary ammonium salt

[0044] The quaternary ammonium salt raw material is dissolved in an appropriate amount of chloroform, a small amount of 4-dimethylaminopyridine is added, an excess of triethylamine is added, and the mixture is cooled in an ice water bath, and then the p-toluenesulfonyl chloride is dissolved in an appropriate amount of chloroform and slowly added dropwise to the above mixed solution , Wherein the molar ratio of the quaternary ammonium salt raw material, p-toluenesulfonyl chloride, triethylamine and 4-dimethylaminopyridine is 2:1:1.5:0.03. Aft...

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Abstract

The invention relates to five chitosan quaternary ammonium salt derivatives with good water solubility and antibacterial activity and a preparation method of the chitosan quaternary ammonium salt derivatives, and belongs to the technical fields of chitosan antibacterial materials and preparation methods thereof. The preparation method comprises the following steps: reacting mono monosulfate ester of N-methyl-N-long-chain alkyl-N,N-2-hydroxyethyl ammonium halide with amino-protected N-benzylidene-chitosan, and carrying out amino deprotection reaction to obtain an O-quaternary ammonium salt-chitosan derivative. The five chitosan quaternary ammonium salt derivatives are simple in synthesis, high in substitution degree, low in cost, and stable in property, and has good water solubility and antibacterial activity and low cytotoxicity; and the purification method is simple and convenient; and the five chitosan quaternary ammonium salt derivatives provided by the invention have relatively good antibacterial capability on kinds of germs such as such as staphylococcus aureus and escherichia coli and various fungi such as aspergillus niger, are suitable for serving as antibacterial materials, medicine carriers and medical equipment materials, and have good application prospects.

Description

Technical field [0001] The invention relates to five chitosan quaternary ammonium salt derivatives with good water solubility and antibacterial activity and preparation methods thereof, and belongs to the technical field of chitosan antibacterial materials and preparation methods thereof. Background technique [0002] Chitosan (Chitosan, CS) is a product of chitin N-deacetylation, and it is also the only alkaline polysaccharide that occurs naturally. Due to different extraction methods, the relative molecular weight ranges from thousands to millions, so the water solubility is relatively poor. [1] . In the pharmaceutical industry, although chitosan has a wide range of uses, it is limited by its poor solubility and its application is greatly affected. Therefore, the chemical structure of chitosan is modified to improve its physical and chemical properties, especially its solubility. important. The structural modification of chitosan mainly modifies the amino and hydroxyl groups ...

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A01P1/00
Inventor 王春华侯桂革孙居锋刘文帅陈琴
Owner BINZHOU MEDICAL COLLEGE
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