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Chitooligosaccharide quaternary ammonium salt and its synthesis method

A technology of chitosan oligosaccharides and quaternary ammonium salts, applied in chemical instruments and methods, botanical equipment and methods, amino sugars, etc., can solve problems such as fracture, chitosan oligosaccharides are easy to oxidize, and are not suitable for large-scale preparation. High efficiency, non-cytotoxicity, and favorable effects for large-scale production

Inactive Publication Date: 2012-09-26
连云港海康生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The quaternization reagents used in the above two preparation methods are all glycidyltrimethylammonium chloride, and the reaction adopts epoxypropyl ring opening, grafting a quaternary ammonium group on the amino group, and the reaction temperature is between 70 and 80 ℃, at high temperature, chitosan oligosaccharides are easily oxidized and broken, which is not suitable for large-scale preparation

Method used

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  • Chitooligosaccharide quaternary ammonium salt and its synthesis method
  • Chitooligosaccharide quaternary ammonium salt and its synthesis method
  • Chitooligosaccharide quaternary ammonium salt and its synthesis method

Examples

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Embodiment 1

[0021] Example 1. A kind of chitosan oligosaccharide quaternary ammonium salt, its structural formula is as shown in formula (1),

[0022]

[0023] Formula 1)

[0024] The value of n is 0~15.

Embodiment 2

[0025] Example 2. A kind of preparation method of chitosan oligosaccharide quaternary ammonium salt as described in embodiment 1, its steps are as follows: take the mixture of dimethyl sulfate and water as solvent, the volume ratio of dimethyl sulfate and water in the solvent is 4:1 , using dimethyl sulfate as a methylation reagent; during preparation, oligochitosan is added to the solvent to make oligochitosan solution, the mass volume ratio concentration of oligochitosan solution is 4%, and then oligochitosan is added to the solution respectively 0.5 times the mass of NaOH and NaCl, magnetically stirred, and reacted at room temperature for 6 hours; the reaction solution was precipitated with 3 times the volume of acetone, filtered with suction, the filter cake was washed, dried, and the quaternary ammonium salt of chitosan oligosaccharide was obtained.

Embodiment 3

[0026] Example 3. A kind of preparation method of chitosan oligosaccharide quaternary ammonium salt as described in embodiment 1, its steps are as follows: take the mixture of dimethyl sulfate and water as solvent, and the volume ratio of dimethyl sulfate and water in the solvent is 8:1 , using dimethyl sulfate as a methylation reagent; during preparation, oligochitosan is added to the solvent to make oligochitosan solution, the mass volume ratio concentration of oligochitosan solution is 10%, and then oligochitosan is added to the solution respectively 4 times the mass of NaOH and NaCl, magnetically stirred, and reacted at room temperature for 18 hours; the reaction solution was precipitated with 5 times its volume of acetone, filtered with suction, the filter cake was washed, and dried to obtain the quaternary ammonium salt of chitosan oligosaccharide.

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Abstract

The invention provides a chitooligosaccharide quaternary ammonium salt with a structural formula as formula (1). The preparation method of the chitooligosaccharide quaternary ammonium salt comprises the following steps of: taking a mixture of dimethyl sulfate and water as a solvent and dimethyl sulfate as a methylation reagent; during preparation, adding chitooligosaccharide into the solvent to prepare a chitooligosaccharide solution, then adding NaOH and NaCl into the solution, and conducting magnetic stirring for reaction at room temperature; precipitating the reaction solution with acetone, carrying out pumping filtration, filter cake washing, and drying, thus obtaining the chitooligosaccharide quaternary ammonium salt. The chitooligosaccharide quaternary ammonium salt of the invention has the quaternary ammonium group grafted to the chitooligosaccharide, and has strengthened bacteriostatic activity as well as its own advantages, thus boasting broad application prospects. The method of the invention adopts dimethyl sulfate as the methylation reagent which is characterized by inexpensiveness and low toxicity, and has the advantages of mild reaction condition, no need for other reaction solvent, high reaction efficiency, and simple reaction process, thus being conducive to mass production.

Description

technical field [0001] The invention relates to a pesticide raw material; in particular, a chitosan oligosaccharide quaternary ammonium salt, and the invention also relates to a synthesis method of the chitosan oligosaccharide quaternary ammonium salt. Background technique [0002] Oligochitosan is degraded from chitosan by enzymatic or chemical methods. It is a sugar substance composed of 2 to 10 glucosamine units. It has good water solubility and unique physiological activities and functions. It can not only induce plants to produce Broad-spectrum resistance, inhibiting the growth of a variety of pathogenic microorganisms, it can be degraded by microorganisms in the soil after application, and has no impact on the soil environment. It can also increase crop yields, improve crop quality, and increase food nutrition and economic value. [0003] The development of pesticides is a high-tech, high-investment, and high-risk project. At present, it takes about 5-8 years to develo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H5/06C07H1/00C08B37/08A01N43/16A01P3/00
Inventor 陈列欢肖辉李燕杨国宁
Owner 连云港海康生物科技有限公司
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