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Method for synthesizing N,N,N-trimethyl chitosan sulfate methyl ammonium

A technology of trimethyl chitosan and ammonium methyl sulfate, which is applied in the field of organic synthesis, can solve the problems of high cost and large dosage, and achieve the effects of strong antibacterial property, wide application field and good water solubility

Inactive Publication Date: 2008-04-09
JIANGNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the method is a one-step synthesis, dimethyl sulfate is both a quaternizing agent and a methylating agent, and the consumption is large, and the cost is higher than that of this method

Method used

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  • Method for synthesizing N,N,N-trimethyl chitosan sulfate methyl ammonium
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  • Method for synthesizing N,N,N-trimethyl chitosan sulfate methyl ammonium

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Embodiment 1

[0028] (1) Preparation of intermediate N,N-dimethyl chitosan

[0029] Weigh 4g (0.025mol) of chitosan in a three-necked flask, add 5mL of formic acid (0.088mol) and 200mL of water, heat to 55°C, stir until the chitosan dissolves, add 6mL of 36% formaldehyde (0.078mol), 55 The reaction was stirred at °C for 6 h. The reaction solution was cooled to room temperature, 10% NaOH solution was gradually added, the pH value was adjusted to 11, and the chitosan was completely precipitated by standing for 20 minutes, suction filtered, washed with deionized water until neutral, and dried below 70 °C to obtain a powdery light 4.1 g of yellow product.

[0030] The product is infrared, 13 Characterized by C-NMR, thermogravimetric analysis and differential scanning calorimetry analysis, it was identified as N,N-dimethyl chitosan, and its structural unit is:

[0031]

[0032] (2) Preparation of target product N,N,N-trimethyl chitosan ammonium methyl sulfate (TMCS)

[0033] Weigh 4g of N...

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Abstract

A synthesis method of N, N, N-trimethyl chitosan ammonium methosulfate (TMCS) pertains to the field of organic synthesis technology. The present invention takes the chitosan with the deacetylation of more than 90 percent as the raw materials and uses a two-step reaction to synthesize a target product. The first step is that the chitosan, formic acid and aldehyde reacts by taking the water as the solvent, so as to get an intermediate N, N-dimethyl chitosan; the second step is that the N, N-dimethyl chitosan reacts with dimethyl sulfate in the organic solvent to prepare the target product. Compared with the raw materials of chitosan, TMCS not only has the similar physical and chemical properties and physiological functions with chitosan, but also has the good water solubility and strong antibacterial capability, so the application field is much broader; as the formic acid, formaldehyde, trioxymethylene or paraformaldehyde and dimethyl sulfate have rich sources and low price, the present invention is the method which is more environmental -friendly and economic for the industrial production.

Description

technical field [0001] A method for synthesizing N,N,N-trimethyl chitosan ammonium methyl sulfate (TMCS) belongs to the technical field of organic synthesis. Background technique [0002] Chitosan is obtained by deacetylation of chitin, and its chemical name is (1,4)-2-amino-2-deoxy-β-D-glucose, which has good biocompatibility, biodegradability and bioadhesion It has good hygroscopic, moisturizing and bacteriostatic properties, and is safe and non-toxic and has no side effects. It has high application value in medicine, food, cosmetics and other fields. However, its water solubility is poor, generally insoluble in water, and also in strong acids such as sulfuric acid and nitric acid. It can swell or partially dissolve in organic weak acidic conditions such as acetic acid, and can be completely dissolved in dilute hydrochloric acid, so it needs to be modified. , to improve the water solubility to broaden its application range. [0003] Quaternization is an important method ...

Claims

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Application Information

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IPC IPC(8): C08B37/08
Inventor 周忠王建新沈巍
Owner JIANGNAN UNIV
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