P-acetyl amino benzoyl chitosan compound and its preparing method

A technology of acetamidobenzoyl chitosan and p-aminobenzoic acid is applied in the field of functional derivatives to achieve the effects of good moisture absorption and moisturizing

Inactive Publication Date: 2007-04-11
OCEAN UNIV OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The benzene ring and C=O in the compound are chromophores, and there is no report on the introduction of p-acetamidobenzoyl on the chitosan molecule

Method used

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  • P-acetyl amino benzoyl chitosan compound and its preparing method
  • P-acetyl amino benzoyl chitosan compound and its preparing method
  • P-acetyl amino benzoyl chitosan compound and its preparing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Dissolve p-aminobenzoic acid in water at 60°C, filter with hot suction, pour the filtrate into a beaker, heat to 60°C, quickly add a certain amount of acetic anhydride, stir and precipitate, react for 30 minutes, cool, and filter with suction. The filter cake was vacuum dried to obtain p-acetaminobenzoic acid. Take 1g of dried p-acetaminobenzoic acid and put it into a three-necked bottle, add a certain amount of anhydrous ether, then add thionyl chloride, put it into an ultrasonic scrubber with a water temperature of 30°C [4，5] , react for 10 minutes. Cool to 25°C, dissolve 0.5g of chitosan in 10ml of acetic acid, add it into a three-necked bottle, vibrate ultrasonically for 1 hour at 25°C, and let stand overnight. After the reaction is completed, add a large amount of acetone to precipitate the product, filter it with suction, soak it in a mixed solvent of absolute ethanol and ether for 24 hours, then filter it with suction, and then perform Soxhlet extraction with ac...

Embodiment 2

[0042] Take 1g of dried p-acetaminobenzoic acid and put it into a three-necked bottle, add a certain amount of anhydrous ether, then add thionyl chloride, put it into an ultrasonic scrubber with a water temperature of 30°C [4，5], react for 10 minutes. Heat to 45°C, dissolve 0.5g of chitosan in 10ml of acetic acid, add it into a three-necked bottle, vibrate ultrasonically at 45°C for 1 hour, and let stand overnight. After the reaction is completed, add a large amount of acetone to precipitate the product, filter it with suction, soak it in a mixed solvent of absolute ethanol and ether for 24 hours, then filter it with suction, and then perform Soxhlet extraction with acetone for 24 hours on the filter cake after suction filtration , after vacuum drying, the product—paracetamolyl chitosan was obtained.

Embodiment 3

[0044] Take 1g of dried p-acetaminobenzoic acid and put it into a three-necked bottle, add a certain amount of anhydrous ether, then add thionyl chloride, put it into an ultrasonic scrubber with a water temperature of 30°C [4，5] , react for 10 minutes. Cool to 5°C, dissolve 0.5g of chitosan in 10ml of acetic acid, add it into a three-necked bottle, vibrate ultrasonically for 1 hour at 5°C, and let stand overnight. After the reaction is completed, add a large amount of acetone to precipitate the product, filter it with suction, soak it in a mixed solvent of absolute ethanol and ether for 24 hours, then filter it with suction, and then extract the filter cake with acetone for 24 hours. , to obtain the product-p-acetamidobenzoyl chitosan after vacuum drying.

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Abstract

The present invention discloses p-acetamino benzoyl chitosan compound and its preparation process. The compound in 1 g / L concentration acetic acid solution has ultraviolet absorption spectrum with great absorption peak at 273 nm and molecular weight of 110-130 KD. The preparation process includes the following steps: dissolving p-amino benzoic acid in distilled water, adding excessive acetic anhydride via stirring and suction filtering; vacuum drying the filter cake to obtain p-acetamino benzoic acid; adding anhydrous alcohol and slightly excessive sulfoxide chloride and ultrasonically reaction to operate p-acetamino benzoyl chloride; adding anhydrous acetic acid solution of chitosan, soaking the product in mixed solvent of anhydrous alcohol and anhydrous ethyl ether, and suction filtering; and Soxlet extracting the filter cake in acetone and vacuum drying to the p-acetamino benzoyl chitosan compound. The compound is used as antitan additive in cosmetics.

Description

technical field [0001] The invention relates to chitosan chemically modified functional derivatives of chitins, which are applied in the daily chemical technology industry and belong to the technical field of polymer chemistry. Background technique [0002] As we all know, chitosan is the deacetylation product of chitin, which is the only alkaline polysaccharide that exists in large quantities in the biological world. Due to intramolecular and intermolecular hydrogen bonds, chitosan is only soluble in acids and acidic aqueous solutions. The chitosan molecular chain contains a large number of modifiable groups such as hydroxyl and amino groups, and various derivatives with special functions can be obtained through chemical modification, so its application range can be expanded. For example, chitosan has excellent biocompatibility and film-forming properties, antibacterial function and whitening effect, moisturizing, moisture absorption, stimulating cell regeneration and othe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A61K8/73A61Q17/04
Inventor 王江涛常德富
Owner OCEAN UNIV OF CHINA
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