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Oil-soluble chitosan derivative and preparation method and application thereof

A chitosan derivative and oil-soluble technology is applied in the field of oil-soluble chitosan derivatives and its preparation, which can solve the problems of reducing the adsorption of metal ions, the difficulty of chitosan molecules having both oil-solubility and adsorption properties, and the like. The effect of improving solubility, good solubility and dispersibility, and good maintenance effect

Inactive Publication Date: 2019-04-05
HUBEI ENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the oil-soluble modification of chitosan mainly adopts the method of acylation and alkylation to insert long fatty chain groups (Hirano S, Yamaguchi Y, Kamiya M.Novel N-saturated-fatty-acyl deriVatives of chitosan soluble in water and in aqueous acid and alkaline solutions, Carbohydrate Polymers, 2002,48(2):203–207.), in order to avoid the substitution of the amino group and reduce the ability to adsorb metal ions, the amino group is first protected, and then removed after the modification is completed Amino protection (Kurita K., Kojima.Synthesis and some properties of nonnatural amino polysaeeharides: branched chitin and chitosan, Macromolecules, 2000,33(13):4711-4716.), this method can improve the chitosan to a certain extent Oil-soluble, but still difficult to effectively dissolve in vegetable oil, making it difficult for chitosan molecules to have good oil solubility and adsorption properties
And, the research that chitosan oil-soluble modification is used in the field of vegetable insulating oil is also seldom reported.

Method used

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  • Oil-soluble chitosan derivative and preparation method and application thereof
  • Oil-soluble chitosan derivative and preparation method and application thereof
  • Oil-soluble chitosan derivative and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] A preparation method of O-lauric acid acylated chitosan. Add chitosan to a certain amount of N,N-dimethylformamide with a volume ratio of 10% water, record the quality of chitosan as 1 part, add 3 parts of phthalic acid to react, and make the reaction at 100 °C under normal pressure React for 5 hours, filter and wash after the reaction to obtain the intermediate product; then, add the intermediate product and 1 part of lauric acid chloride to the isopropanol solvent for reaction, and stir the reaction at 70°C for 2 hours under normal pressure; then the amount of the substance used is Hydrazine monohydrate of 1.5 times of phthalic acid and concentration are 1mol / L sodium hydroxide aqueous solution (being 10 times of chitosan in terms of mass fractions) to remove phthaloyl group, and product is used after freeze-drying O-lauric acid acylated chitosan was obtained after washing with distilled water and freeze-drying again.

Embodiment 2

[0028] A preparation method of O-myristic acid acylated chitosan. Add chitosan to a certain amount of N,N-dimethylformamide with a volume ratio of 20% water, record the mass of chitosan as 1 part, add 3 parts of phthalic acid to react, and make it under normal pressure at 110 °C React for 4 hours, filter and wash the intermediate product after the reaction is completed; then, add the intermediate product and 3 parts of myristic acid chloride into isopropanol solvent for reaction, stir and react for 5 hours at 60°C under normal pressure; then use the amount of substance Hydrazine monohydrate 2 times that of phthalic acid and a concentration of 1mol / L sodium hydroxide aqueous solution (8 times that of chitosan in parts by mass) remove phthaloyl groups, and the product is freeze-dried After washing with distilled water and freeze-drying again, O-myristic acid acylated chitosan was obtained.

Embodiment 3

[0030]A preparation method of O-palmitic acid acylated chitosan. Add chitosan to a certain amount of N,N-dimethylformamide with a water volume ratio of 15%, record the quality of chitosan as 1 part, add 3 parts of phthalic acid to react, and make the reaction at 150 ° C under normal pressure React for 2 hours, filter and wash after the reaction to obtain the intermediate product; then, add the intermediate product and 2 parts of palmitic acid chloride to the isopropanol solvent for reaction, stir and react at 80°C under normal pressure for 1 hour; subsequently, the amount of the substance used is The hydrazine monohydrate of 1 time of phthalic acid and the concentration are 1mol / L sodium hydroxide aqueous solution (being 1 time of chitosan in terms of mass parts) to remove phthaloyl group, and the product is through after freeze-drying After washing with distilled water and freeze-drying again, O-palmitic acid acylated chitosan was obtained.

[0031] Get the prepared O-acylat...

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Abstract

The invention provides a preparation method of an oil-soluble chitosan derivative. The preparation method is characterized by including following steps: 1), adding chitosan into N, N-dimethylformamidecontaining water, adding phthalic acid for first reaction, and filtering and washing after reaction is finished to obtain an intermediate product; 2), adding the intermediate product and fatty acid acyl chloride into an isopropanol solvent for second reaction, using hydrazine monohydrate and sodium hydroxide water solution to treat a product, using distilled water to wash the product after freeze-drying, and freeze-drying to obtain oil-soluble chitosan. The invention further provides the oil-soluble chitosan derivative and application thereof. The preparation method has the advantages of being easy-to-get in raw material, high in environment friendliness and wide in application prospect, and O-acylated chitosan prepared by the method can be widely applied in the field of antioxidation ofplant insulating oil.

Description

technical field [0001] The invention belongs to the technical field of preparation and application of chitosan derivatives, and in particular relates to an oil-soluble chitosan derivative and its preparation method and application. Background technique [0002] Vegetable insulating oil has become the most potential transformer insulating oil material due to its environmental friendliness, high ignition point, and wide range of sources. Using it to replace traditional mineral insulating oil has a significant effect on environmental protection, saving oil resources, and improving operational safety. . However, vegetable insulating oil is easily oxidized to form a series of substances such as carboxylic acid, alcohol and aldehyde during operation, and gradually ages. In addition, vegetable insulating oil is in contact with metal devices such as iron and copper. With the participation of water and oxygen, these devices produce corrosive metal ions into the vegetable insulating ...

Claims

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Application Information

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IPC IPC(8): C08B37/08C10M149/00C10N30/10C10N40/16
CPCC08B37/003C10M149/00C10M2207/401C10M2217/00C10N2030/10C10N2040/16
Inventor 张贤李伟覃彩芹郑科旺黄超凡
Owner HUBEI ENG UNIV
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