Para aminobenzoyl chitosan and preparing method thereof

A technology of aminobenzoyl chitosan and p-aminobenzoic acid, applied in the field of polymer chemistry, can solve the problem of chitosan being insoluble in water and the like, achieve good antibacterial activity and expand the effect of antibacterial range

Inactive Publication Date: 2010-02-17
OCEAN UNIV OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The purpose of the present invention is to overcome the shortcoming that chitosan is insoluble in water, provide a kind of chitosan derivative with antibacterial effect, can be used as antibacterial anticorrosion additive in food

Method used

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  • Para aminobenzoyl chitosan and preparing method thereof
  • Para aminobenzoyl chitosan and preparing method thereof
  • Para aminobenzoyl chitosan and preparing method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Take 1 g of dried p-aminobenzoic acid and put it into a three-necked bottle, add 30 ml of anhydrous ether, then add 2 ml of thionyl chloride, put it into an ultrasonic scrubber with a water temperature of 30°C, and react for 10 minutes. Cool to 25°C, dissolve 0.5g of chitosan in 30ml 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 was completed, add 70ml of acetone to precipitate the product, filter it with suction, then soak it in a mixed solvent of absolute ethanol and ether with a volume ratio of 1:1 with 50ml and then filter it with suction after 24 hours. Soxhlet extraction was carried out with acetone for 24 hours, and the product—p-aminobenzoyl chitosan was obtained after vacuum drying.

Embodiment 2

[0040] Take 1 g of dried p-aminobenzoic acid and put it into a three-necked bottle, add 30 ml of anhydrous ether, then add 2 ml of thionyl chloride, put it into an ultrasonic scrubber with a water temperature of 30°C, and react for 10 minutes. Heating to 45°C, dissolving 0.5g of chitosan in 30ml of acetic acid, adding it into a three-necked bottle, ultrasonically oscillating at 45°C for 1 hour, and standing overnight. After the reaction was completed, add 70ml of acetone to precipitate the product, filter it with suction, then soak it in a mixed solvent of absolute ethanol and ether with a volume ratio of 1:1 with 50ml and then filter it with suction after 24 hours. Soxhlet extraction was carried out with acetone for 24 hours, and the product—p-aminobenzoyl chitosan was obtained after vacuum drying.

Embodiment 3

[0042] Take 1 g of dried p-aminobenzoic acid and put it into a three-necked bottle, add 30 ml of anhydrous ether, then add 2 ml of thionyl chloride, put it into an ultrasonic scrubber with a water temperature of 30°C, and react for 10 minutes. Cool to 5°C, dissolve 0.5g of chitosan in 30ml 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 was completed, add 70ml of acetone to precipitate the product, filter it with suction, then soak it in a mixed solvent of absolute ethanol and ether with a volume ratio of 1:1 with 50ml and then filter it with suction after 24 hours. Soxhlet extraction was carried out with acetone for 24 hours, and the product—p-aminobenzoyl chitosan was obtained after vacuum drying.

[0043] analyze figure 1 and figure 2 Two infrared spectra can be seen, chitosan infrared spectrum 1597.2cm -1 The place is the amino N-H deformation vibration peak, 2875.7cm -1 At the C-...

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Abstract

The invention discloses a para aminobenzoyl chitosan and a preparing method thereof. The structure is disclosed as shown on the right, wherein, n is 160-180; after para aminobenzoyl structure is led in on a chitosan molecular chain, the minimal inhibitory concentration of the compound to colibacillus, staphylococcus aureus and aspergillus niger is respectively 0.1%, 0.1% and 1%. The compound has the following physical and chemical indexes: the compound is a pale yellow powder solid, can be dissolved in water and glycol and has the molecular weight of 45-50KD. Para aminobenzoyl chitosan strengthens the antibacterial activity of the chitosan, enlarges the antibiosis range of the chitosan, has favourable antibacterial activity for colibacillus, staphylococcus aureus and aspergillus niger andcan be applied as an antibacterial anticorrosive additive when preparing food.

Description

technical field [0001] The invention relates to a chitosan chemically modified functional derivative, which is applied in the food industry and belongs to the field of polymer chemistry. Background technique [0002] Chitosan is the deacetylation product of chitin, and it is the only alkaline polysaccharide with cations 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 biodegradability, biocompatibility, film-forming properties and strong antibacterial, anti-corrosion and fresh-keeping ability, and has been widely used in the food industry and other fields. Chitosan can o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A23L3/3562
Inventor 王江涛金晓晓
Owner OCEAN UNIV OF CHINA
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