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Process for preparing chitosan quaternary ammonium salt

A technology of chitosan quaternary ammonium salt and quaternary ammonium salt, which is applied in the field of preparation of chitosan quaternary ammonium salt, can solve the problems of difficult product separation and purification, low substitution degree of chitosan quaternary ammonium salt, etc. The effect of high, low cost, and simple synthesis method

Inactive Publication Date: 2007-08-15
ZHEJIANG UNIV
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  • Abstract
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  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention overcomes the cumbersome operation of synthesizing chitosan quaternary ammonium salt, low substitution degree of chitosan quaternary ammonium salt, difficulty in separating and purifying the product from the viscous solution after reaction, etc.

Method used

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  • Process for preparing chitosan quaternary ammonium salt

Examples

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Effect test

Embodiment 1

[0024] Preparation of N, N-dimethyl-N-alkyl or N-aryl chitosan iodide quaternary ammonium salt

[0025] Chitosan of various molecular weights through hydrogen peroxide degradation (preparation method sees: Tsuguhei k, Tatsusaki Y., JP 09031104, 1997, 02-04; Luo Ping, He Bobing etc., chemical research and application, 12 (5), 2000 Lu Fengqi, Cao Zongshun, etc., Chinese Journal of Biochemical Medicine, 18 (4), 1997) were dissolved in 0.2 to 2% acetic acid solution, removed impurities, neutralized with 30-50% NaOH until precipitation no longer occurred, washed with distilled water Precipitate 1-2 times, adjust the pH value to be neutral, wash the precipitate with distilled water several times, soak in acetone for 24-48 hours, filter, and dry at 40-60°C to obtain refined chitosan. The degree of deacetylation of chitosan was determined to be 75% to 98%, and the molecular weight was 15,000 to 210,000 (viscosity average molecular weight).

[0026] Get 10.5 grams of refined chitosan,...

Embodiment 2

[0029] N, N-diethyl-N-alkyl chitosan chlorinated or brominated quaternary ammonium salt and N, N-diethyl-N-aryl chitosan were prepared by chlorinated or brominated quaternary ammonium salt.

[0030] The preparation steps for the preparation of N-alkyl or N-arylated chitosan derivatives are the same as in Example 1. N, N-diethyl-N-alkyl chitosan chlorination or bromide quaternary ammonium salt and N, N-diethyl-N-aryl chitosan chlorination or bromide quaternary ammonium salt preparation process is : The chitosan derivative of 15 gram N-alkyl or N-arylation that will obtain is dispersed in the N-alkyl-2-pyrrolidone of 630ml, after room temperature swelling 12 hours, add NaOH (1.3mol / L ) and CH 3 CH 2 Cl or CH 3 CH 2 I (0.3mol), add NaI to the reactant system to make the concentration 0.2mol / L. After stirring the reaction at 50°C for 15 hours, add acetone to the reactant system until no precipitation is formed in the solution, and the precipitated N,N-diethyl-N-alkyl chitosan...

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Abstract

The present invention relates to the preparation process of quaternary ammonium salt of chitosan. The quaternary ammonium salt of chitosan contains halogen ion Cl, B or I, has chitosan deacetylating degree of 75-98 %, and viscosity average molecular weight of 15-210 KD. The synthesis process is simple and high in substitution degree, and the quaternary ammonium salt of chitosan has high water solubility and high bacteriostasis and antibacterial activity, and is suitable to be environmental safe biological bactericide.

Description

technical field [0001] The invention relates to a preparation method of chitosan quaternary ammonium salt. More specifically, it refers to a preparation method of chitosan aliphatic and aromatic chlorinated, brominated and iodized quaternary ammonium salts with a deacetylation degree of 75%-98%. Background technique [0002] Chitin or chitosan derivatives have antibacterial activity. For example, N-carboxymethyl chitosan (N-CM-Chitosan) can reduce aflatoxin by more than 90%, reduce fungal growth by more than half, and can inhibit spore germination and fungal spore formation. Tooth bacteria are particularly sensitive (Muzzarelli R.A.A.; Tarsi R, et al. Antibacterial action of amphoteric and biopolymers, Prod. Chitin Aerosol Sel. 1987, 28 (3): 13; Muzzarelli R A A, Carboxymethylated chitins and chitosans. Carbohydrate Polymer, 1988, 8: 1-12). Both O-carboxymethyl chitosan (O-CM-Chitosan) and N, O-dicarboxymethyl chitosan (N, O-CM-Chitosan) had antibacterial activity. (Muzz...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08
Inventor 徐伟亮陈时忠
Owner ZHEJIANG UNIV
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