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A kind of sulfonation method of chitosan oligosaccharide

A chitosan oligosaccharide and sulfonation technology, which is applied in the field of preparation of sulfonated molecules, can solve the problems of equipment corrosion, low yield of sulfonated products, low energy consumption, etc., and achieve the goal of reducing the generation of by-products and increasing the sulfonation rate Effect

Active Publication Date: 2021-08-17
浙江工业大学上虞研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the solvent used has certain pollution to the environment.
Chinese patent (200910050418.2) discloses a sulfonation process of succinate, which uses sodium pyrophosphite solution as a sulfonating agent to carry out sulfonation reaction with sodium succinate. This method consumes less energy, but has more side reactions. Low yield of sulfonated products
Chinese patent (201410198635.7) discloses a method for preparing sulfonated silk fibroin by direct sulfonation method, which is as follows: first, natural silk is used as raw material, degummed by alkali boiling, degummed and rinsed to obtain silk fibroin fiber, and then chlorosulfonic acid is used to As a sulfonating agent for sulfonation, the amount of sulfonating reagent used in this method is small, and the product is pure, but hydrochloric acid is easily produced during the reaction process, which will corrode the equipment to a certain extent

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] A kind of sulfonation method of chitosan oligosaccharide, comprises the following steps:

[0021] (1) dissolving chitosan oligosaccharide in deionized water to make a mass concentration of 10% chitosan oligosaccharide solution;

[0022] (2) Mix and stir sodium dodecylbenzenesulfonate, monoalkoxy titanate and ethanol evenly, add a sulfuric acid solution with a mass concentration of 15%, and stir to obtain a composite sulfonation reagent; wherein, dodecylbenzene The mass ratio of sodium benzenesulfonate, monoalkoxy titanate, ethanol and sulfuric acid solution is 0.01:0.3:5:10;

[0023] (3) Add the composite sulfonated reagent to the chitosan oligosaccharide solution, stir and mix, react in a water bath at 50°C for 1 hour, cool to room temperature after the reaction, place the reaction product in a dialysis bag and dialyze in distilled water for 18 hours, and finally remove the retained The product is dried to obtain sulfonated chitosan oligosaccharide; wherein, the mass ...

Embodiment 2

[0025] A kind of sulfonation method of chitosan oligosaccharide, comprises the following steps:

[0026] (1) dissolving chitosan oligosaccharide in deionized water to make a mass concentration of 30% chitosan oligosaccharide solution;

[0027] (2) Mix and stir sodium dodecylbenzenesulfonate, monoalkoxy titanate and ethanol evenly, add a sulfuric acid solution with a mass concentration of 20%, and stir to obtain a composite sulfonation reagent; wherein, dodecyl The mass ratio of sodium benzenesulfonate, monoalkoxy titanate, ethanol, and sulfuric acid solution is 0.06:0.3:5:20;

[0028] (3) Add the composite sulfonated reagent into the chitosan oligosaccharide solution, stir and mix, react in a 90°C water bath for 5 hours, cool to room temperature after the reaction, and place the reaction product in a dialysis bag for dialysis in distilled water for 28 hours, and finally remove the retained The product is dried to obtain sulfonated chitosan oligosaccharide; wherein, the mass r...

Embodiment 3

[0030] A kind of sulfonation method of chitosan oligosaccharide, comprises the following steps:

[0031] (1) dissolving chitosan oligosaccharide in deionized water to make a mass concentration of 10% chitosan oligosaccharide solution;

[0032] (2) Mix and stir sodium dodecylbenzenesulfonate, monoalkoxy titanate and ethanol evenly, add a sulfuric acid solution with a mass concentration of 16%, and stir to obtain a composite sulfonation reagent; wherein, dodecyl The mass ratio of sodium benzenesulfonate, monoalkoxy titanate, ethanol and sulfuric acid solution is 0.02:0.3:5:12;

[0033] (3) Add the composite sulfonated reagent into the chitosan oligosaccharide solution, stir and mix, react in a 60°C water bath for 2 hours, cool to room temperature after the reaction, and place the reaction product in a dialysis bag for dialysis in distilled water for 20 hours, and finally remove the retained The product was dried to obtain sulfonated chitosan oligosaccharide; wherein, the mass r...

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Abstract

The invention discloses a method for sulfonating chitosan oligosaccharides, which specifically comprises the following steps: first preparing a chitosan oligosaccharide solution, and then mixing sodium dodecylbenzenesulfonate, monoalkyl titanate, ethanol and sulfuric acid solution to prepare To obtain the sulfonated reagent, add the composite sulfonated reagent into the chitosan oligosaccharide solution, stir and mix, react in a water bath at 50-90°C for 1-5h, cool to room temperature after the reaction, and place the reaction product in a dialysis bag in distilled water Dialyze, and finally dry the intercepted product to obtain sulfonated chitosan oligosaccharide. The method has the advantages of simple operation, low energy consumption, high yield and high purity of sulfonated products.

Description

Technical field: [0001] The invention relates to a method for preparing sulfonated molecules, in particular to a method for sulfonating chitosan oligosaccharides. Background technique: [0002] Sulfonated polysaccharides are a kind of negatively charged biological macromolecules formed by replacing some hydroxyl groups in polysaccharide molecules with sulfate groups. They are widely found in various biological bodies in nature and have a wide range of biological activities. Chitosan oligosaccharide is a kind of oligosaccharide product with a degree of polymerization between 2-20 obtained by degrading chitosan by special bio-enzyme technology (there are also reports using chemical degradation and microwave degradation technology), with a molecular weight of ≤3200Da, which is water-soluble It is a low molecular weight product with good sex, great function and high biological activity. It has many unique functions such as high solubility that chitosan does not have, fully solu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H11/00C07H1/00C08B37/08
CPCC07H1/00C07H11/00C08B37/003
Inventor 许萌叶青罗书平
Owner 浙江工业大学上虞研究院有限公司
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