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Chitosan grafted vanilloyl-based derivative and preparation method and application thereof

A vanillyl derivative and vanillyl technology, applied in the field of chitosan grafted vanillyl derivatives and its preparation, can solve problems affecting sustainable agricultural development, human health, food safety and environmental pollution, and overcome water pollution. Poor solubility, expanding application fields, and improving water solubility

Active Publication Date: 2016-11-16
HENAN INST OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since chemical pesticides are mostly used in agriculture at present, food safety and environmental pollution problems caused by pesticide residues have become increasingly prominent. Harmful pesticide residues have seriously affected the sustainable development of agriculture and human health.

Method used

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  • Chitosan grafted vanilloyl-based derivative and preparation method and application thereof
  • Chitosan grafted vanilloyl-based derivative and preparation method and application thereof
  • Chitosan grafted vanilloyl-based derivative and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0024] The preparation of embodiment 1 vanillyl chloride

[0025] Put the obtained carboxylic acid product in a 250mL round-bottomed flask, add 10mL thionyl chloride, drop 3 drops of dimethylformamide (DMF) as a catalyst and solvent, heat and reflux at 40°C for 8h, and then evaporate through rotary evaporation Excessive thionyl chloride, the resulting product is vanillyl chloride.

Embodiment 2

[0026] The preparation of embodiment 2 amino protection 6-O-vanillyl chitosan

[0027] Disperse 2g of N-phthaloyl chitosan in 40mL of N,N-dimethylformamide, put it in a magnetic heating stirrer, and stir at 60°C for 30min. After the temperature drops to room temperature, dropwise Add 37mL vanillyl chloride, react at 35°C for 10h, pour the reaction solution into 4 times the volume of absolute ethanol, precipitate at 4°C overnight, wash and centrifuge 3 times with absolute ethanol, and freeze-dry the solid to obtain amino-protected 6- O-vanilloyl chitosan.

Embodiment 3

[0028] The preparation of embodiment 3 6-O-vanillyl chitosan

[0029] Put 2g of amino-protected vanillyl chloride chitosan into a 500mL flask, add pyridine and hydrazine hydrate, reflux at 80°C for 6h, pour the reaction solution into 4 times the volume of absolute ethanol, precipitate and centrifuge, and thoroughly wash the solid with absolute ethanol Wash, collect the solid, and finally freeze-dry to obtain 6-O-vanillyl chitosan.

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Abstract

The invention discloses a chitosan grafted vanilloyl-based derivative and a preparation method and application thereof. The preparation method comprises the steps that vanillic acid serves as the raw material, and vanillic acid reacts with thionyl chloride to prepare aroyl chloride; an amino protection product N-phthaloyl chitosan of the chitosan and aroyl chloride are subjected to a reaction of nucleophilic substitution firstly, an acylate product 2-N-phthalyl-6-O-vanilloyl chitosan is generated, amino protection of the product is removed in a hydrazine hydrate solution, and the 6-O-vanilloyl chitosan product is obtained. For the obtained target product, vanilloyl is introduced, an active amino group of the chitosan is reserved simultaneously, the original physicochemical property of the chitosan is improved, and the solubility is improved; meanwhile, the bioactivity is improved, the antibacterial spectrum is broadened, the antibacterial activity is enhanced, and therefore the application range of the chitosan grafted vanilloyl-based derivative is expanded.

Description

technical field [0001] The invention relates to bactericide technology, in particular to a chitosan grafted vanillyl derivative and a preparation method and application thereof. Background technique [0002] With the development of the economy and the continuous improvement of people's living standards, the people's awareness of health has been continuously enhanced, and the issues of food safety and environmental pollution have attracted great attention from the public. Since chemical pesticides are mostly used in agriculture at present, food safety and environmental pollution problems caused by pesticide residues have become increasingly prominent. Harmful pesticide residues have seriously affected the sustainable development of agriculture and human health. Therefore, the voice of developing high-efficiency, low-toxicity, low-residue biological pesticides is getting higher and higher. [0003] my country is a big agricultural country, but also a big ocean country. Using ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C07H13/08C07H1/00A01N43/16A01P3/00
CPCA01N43/16C07H1/00C07H13/08C08B37/003Y02P20/55
Inventor 胡林峰朱红霞刘萍王九霞崔茂金李苏杰李鹏朱英慧
Owner HENAN INST OF SCI & TECH
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