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Preparation method of acetylsalicylic acid and chitin-2-6-bit graft

A technology of acetylsalicylic acid and chitosan, applied in the direction of sugar derivatives, sugar derivatives, esterified saccharides, etc., can solve problems such as gastric perforation, inability to take internally directly, strong irritation of salicylic acid, etc.

Inactive Publication Date: 2009-12-23
河南省科学院河南省发展计划委员会地理研究所
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, salicylic acid (SA) has a strong irritant and cannot be taken orally directly. Long-term use will bring different degrees of gastric irritation to patients, and even cause gastric perforation.

Method used

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  • Preparation method of acetylsalicylic acid and chitin-2-6-bit graft
  • Preparation method of acetylsalicylic acid and chitin-2-6-bit graft
  • Preparation method of acetylsalicylic acid and chitin-2-6-bit graft

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1. Add an appropriate amount of acetylsalicylic acid into the reaction flask, slowly dropwise add freshly distilled thionyl chloride (added at a molar ratio of 1:1), and stir under reflux for 3 hours to obtain A solution.

[0022] Swell an appropriate amount of chitosan with methanesulfonic acid, slowly add equimolar (chitosan is calculated as monosaccharide unit) A solution dropwise, stir and react at 20° C. for 2 hours, and let stand. Add a large amount of acetone, separate out the precipitate, neutralize the precipitate with ammonia water, wash with water, wash with ethanol, and spray dry or freeze dry the solid to obtain a derivative mainly grafted at the 6-position, with an average grafting rate of about 60%.

Embodiment 2

[0023] Example 2: Add chitosan / acetylsalicylic acid with a weight-feeding ratio of 6:5 to a reaction flask, add thionyl chloride solution dropwise, and reflux and stir for 3 hours to obtain A solution.

[0024] Put chitosan with chitosan / acetylsalicylic acid weight ratio of 6:5 into 15 times the amount of dioxane or DMF, add p-toluenesulfonic acid to swell, and react with solution A at 20°C 2hr, stand still. Add a large amount of ammonia water to neutralize, let stand, and centrifuge. The precipitate is washed with water and ethanol, and the solid is spray-dried or freeze-dried to obtain a derivative mainly grafted at the 6-position, with an average grafting rate of about 50%.

Embodiment 3

[0025] Example 3: Add chitosan / acetylsalicylic acid with a weight-feeding ratio of 6:5 to a reaction flask, add thionyl chloride solution dropwise, and reflux and stir for 3 hours to obtain A solution.

[0026] Add chitosan with chitosan / acetylsalicylic acid weight ratio of 6:5 into the reaction flask, use dimethyl sulfoxide or DMF as solvent, and add a little pyridine or triethylamine. Slowly drop the A solution into the reaction bottle, keep the temperature at 20°C, stir for 3 hours, and let stand. Filter, wash the product with ethanol, and centrifuge to obtain 2-position and 6-position mixed graft derivatives, with an average grafting rate of about 60%.

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Abstract

Salicylic acid and chitosan-2, 6-position graft and preparation method, chitosan (monosaccharide unit) and salicyloyl chloride are added to the reactor at a weight ratio of 10:1-1:2, and the The dispersant with a feeding amount of 5-50 (W / V) times is obtained by using pyridine or organic amine as a proton accepting agent, reacting at 0-30°C for 0.5-3 hours and then separating it. Dispersants are chlorinated hydrocarbons, ethers, benzene and their homologues or aprotic polar solvents. Chitosan is fully swollen with methanesulfonic acid, benzenesulfonic acid or p-toluenesulfonic acid and then reacted. The separation process of the product includes adding acetone to precipitate and separate the product. The solid is neutralized with alkaline water, washed with water, and washed with alcohol to obtain 6- Graft-based derivatives. The separation process includes filtering the reactants, washing the solids with ethanol, and centrifuging. After the graft compound is made, the advantages of the two raw materials of salicylic acid and chitosan are complementary, the performance is greatly improved, and the comprehensive effect is obviously improved.

Description

technical field [0001] The invention relates to salicylic acid and chitosan-2, 6-position grafts and a preparation method thereof. Background technique [0002] Chitin is one of the most abundant natural polymer compounds on the earth, and its annual biosynthesis is estimated to reach as much as 10 billion tons, which is enough to rival the annual output of cellulose. A large number of research results show that chitin and its derivatives are used for growth inhibitors of agricultural plant pathogens, crop disease resistance inducers, nematicides, seed treatment agents, fertilizers and soil improvers, and fruit and vegetable preservation due to their unique mechanism of action. Agents, food preservatives, etc. are important resources for the production of pollution-free agricultural products. At the same time, because of its antibacterial, anti-inflammatory and cell repairing functions, it has also been used in the pharmaceutical industry to a certain extent. Chitosan (CTS,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H13/02C08B37/08C08K5/09
Inventor 侯怀恩武雪芬
Owner 河南省科学院河南省发展计划委员会地理研究所
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