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Branching polyamino chitosan derivative and preparation method thereof

A branched polyamine-based shell and chitosan-forming technology is applied in the field of derivatives of natural polymer compounds and their preparation, and can solve the problems of anti-swelling, poor solubility, and limiting the wide application of chitosan. , to achieve the effect of increasing the amino content

Inactive Publication Date: 2011-05-11
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Chitosan is non-toxic and there are a large number of amino groups and hydroxyl groups in the molecule. The interaction between these amino groups and hydroxyl groups brings about strong hydrogen bonding within and between molecules of chitosan, making the molecular chains tightly arranged to form a crystalline region, resulting in chitosan Anti-swelling, poor solubility, only soluble in dilute acids and special halogen-containing organic solvents, which greatly limits the wide application of chitosan, a natural resource

Method used

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  • Branching polyamino chitosan derivative and preparation method thereof
  • Branching polyamino chitosan derivative and preparation method thereof
  • Branching polyamino chitosan derivative and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] (a) Dissolve 0.02mol chitosan in an organic acid solution (containing 0.02mol acetic acid) at (W / V) 1:30, stir until completely dissolved, dissolve 0.04mol ethyl acrylate in 10ml methanol, and then add 0.006mol triethanolamine, stirred and reacted at 40°C for 5 days, added sodium bicarbonate to adjust the pH to 7-8, removed most of the water by vacuum low-temperature rotary evaporation, precipitated solids with absolute ethanol, suction filtered, washed several times, vacuum Dry to obtain N-carbonyl ethyl chitosan ethyl ester.

[0039] (b) Take 0.01mol of N-carbonylethyl chitosan ethyl ester and 0.01mol of ethylenediamine in a flask, add 40ml of methanol, stir and react at 45°C for 3 days, filter with suction, wash several times, and dry in vacuum to obtain 1st generation branched polyamine-based chitosan.

[0040] (c) Repeat the above reaction to generate more than two generations of hyperbranched chitosan.

Embodiment 2

[0042] (a) Dissolve 0.02mol chitosan in an organic acid solution (containing 0.02mol formic acid) at (W / V) 1:80, stir until completely dissolved, dissolve 0.1mol methyl acrylate in 25ml ethanol, and then add 0.005mol triethylamine, stirred and reacted at 60°C for 2 days, then added sodium bicarbonate to adjust the pH to 7-8, removed most of the water by vacuum low-temperature rotary evaporation, precipitated solid with ethanol, suction filtered, washed several times, vacuum Dry to obtain N-carbonyl ethyl chitosan methyl ester.

[0043] (b) Take 0.01 mol of N-carbonylethyl chitosan methyl ester and 0.03 mol of butanediamine in a flask, then add 50ml of ethanol, stir and react at 60°C for 1.5 days, filter with suction, wash several times,

[0044] Vacuum-dried to obtain the first-generation branched polyamine-based chitosan.

[0045] (c) Repeat the above reaction to generate more than two generations of hyperbranched chitosan.

Embodiment 3

[0047](a) Dissolve 0.02mol chitosan in (W / V) 1:100 in organic acid solution (containing 0.022mol malic acid), stir until completely dissolved, dissolve 0.012mol ethyl acrylate in 20ml ethanol, and then Add 0.01mol triethylamine, stir and react at 70°C for 2 days, then add sodium bicarbonate to adjust the pH to 7-8, remove most of the water by vacuum and low-temperature rotary evaporation, precipitate the solid with acetone, filter it with suction, and wash it several times. Vacuum drying to obtain N-carbonyl ethyl chitosan ethyl ester.

[0048] (b) Take 0.01mol of N-carbonylethyl chitosan ethyl ester and 0.04mol of diethylenetriamine in a flask, then add 70ml of methanol, stir and react at 40°C for 1.5 days, filter with suction, wash several times, and dry in vacuum. The 1st generation branched polyamine-based chitosan was obtained.

[0049] (c) Repeat the above reaction to generate more than two generations of hyperbranched chitosan.

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Abstract

The invention relates to a branching polyamino chitosan derivative and a preparation method thereof. Hydrogen bond action of amino and hydroxy in chitosan molecules causes poor swelling resistance property and poor dissolubility of the chitosan, and the chitosan is only dissolved in a special organic solvent, thus the application of the chitosan is limited. The preparation method comprises the steps of: dissolving chitosan in an organic acid solution, dissolving acrylate in lower alcohol, mixing the acrylate and the lower alcohol and adding a proper of tertiary amine, stirring for reacting for a certain time, regulating the pH, evaporating for removing water, separating out solids with alcohol or acetone, leaching, washing for several times, and drying in vacuum to obtain N-carboxyethyl chitosan ester; adding the N-carboxyethyl chitosan ester and polyamine in a flask, adding the alcohol and stirring for reacting, leaching, and washing for several times to obtain first-generation branching polyamino chitosan; and repeating the reaction to generate over two generation super-branching chitosan. According to the invention, acetyl and the polyamine are introduced in the chitosan amino, the hydrogen bond of the chitosan is broken so that the derivative has water-solubility, the amino content on the chitosan is effectively increased, and the application range of the chitosan is widened.

Description

technical field [0001] The invention relates to a derivative of a natural polymer compound and a preparation method thereof, in particular to a branched polyamine-based chitosan derivative and a preparation method thereof. Background technique [0002] Chitin is an alkaline polysaccharide formed by N-acetyl-D-glucosamine combined with β-1,4 glycosidic bonds. It is very abundant in nature, derived from the exoskeletons of crustaceans such as crabs and shrimps and the cell walls of fungi such as mushrooms. Chitin is a natural organic compound that is second only to cellulose in content on the earth, and it is also the only natural alkaline polysaccharide found so far. Chitosan is the product of deacetylation of chitin, which has good biocompatibility, moisture retention, antibacterial and biodegradation, and can be widely used in the fields of medicine and health, food, textile, leather and so on. [0003] [0004] [0005] Chitin Molecular Structure [0006] [0007...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08
Inventor 罗晓民解星冯见艳李鹏妮兰茜
Owner SHAANXI UNIV OF SCI & TECH
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