Environmentally-friendly method for preparing chitosan quaternary ammonium salt in ion liquid

A technology of chitosan quaternary ammonium salt and ionic liquid is applied in the field of quaternization and modification of chitosan, and achieves the effects of reducing production cost, simple preparation process and mild conditions

Inactive Publication Date: 2012-07-04
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At present, there are some reports about the dissolution of chitosan in io...

Method used

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  • Environmentally-friendly method for preparing chitosan quaternary ammonium salt in ion liquid

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Experimental program
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Effect test

Embodiment 1

[0018] In a three-necked reaction flask with a stirring device, dissolve 1 g of chitosan powder in 100 ml of a 0.5% glycine ionic liquid aqueous solution, stir until the chitosan is completely dissolved, seal it, and place it at room temperature overnight for later use; Slowly add 50% glycidyl trimethyl ammonium chloride solution dropwise in the sugar ionic liquid solution so that the mass ratio of chitosan and glycidyl trimethyl ammonium chloride is 1:2. ℃, react for 5 hours; after the reaction, add 3 times the volume of acetone to the reaction solution, and white insoluble matter is precipitated, the precipitate is washed 3 times with acetone, and vacuum-dried at 40 ℃ to constant weight to obtain white chitosan quaternary ammonium salt solid powder , the measured solubility is 6.7%, and the degree of substitution is 109.9%. The resulting product is found through infrared spectrum analysis, at 1030cm -1 and 1074cm -1 Nearby, the C-O stretching vibration absorption peaks of...

Embodiment 2

[0020] In a three-necked reaction flask with a stirring device, dissolve 1g of chitosan powder in 100ml of a 1% glycine ionic liquid aqueous solution, stir until the chitosan is completely dissolved, seal it, place it at room temperature overnight, and set aside; Slowly add 50% glycidyl trimethyl ammonium chloride solution dropwise in the sugar ionic liquid solution, so that the mass ratio of chitosan and glycidyl trimethyl ammonium chloride is 1:1. ℃, react for 5 hours; after the reaction, add 3 times the volume of acetone to the reaction solution, and white insoluble matter is precipitated, the precipitate is washed 3 times with acetone, and vacuum-dried at 40 ℃ to constant weight to obtain white chitosan quaternary ammonium salt solid powder , the measured solubility is 5.5%, and the degree of substitution is 92.6%.

Embodiment 3

[0022] In a three-necked reaction flask with a stirring device, dissolve 1 g of chitosan powder in 100 ml of a 2% glycine ionic liquid aqueous solution, stir until the chitosan is completely dissolved, seal it, and place it at room temperature overnight for later use; Slowly add 50% glycidyl trimethyl ammonium chloride solution dropwise in the sugar ionic liquid solution so that the mass ratio of chitosan and glycidyl trimethyl ammonium chloride is 1:2. ℃, react for 5 hours; after the reaction, add 3 times the volume of acetone to the reaction solution, and white insoluble matter is precipitated, the precipitate is washed 3 times with acetone, and vacuum-dried at 40 ℃ to constant weight to obtain white chitosan quaternary ammonium salt solid powder , the measured solubility was 6.5%, and the degree of substitution was 105.1%.

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Abstract

The invention relates to an environmentally-friendly method for preparing a chitosan quaternary ammonium salt in an ion liquid, which belongs to the technical field of natural high polymer modification. The method comprises the following steps of: reacting by taking chitosan as a raw material, taking an amino acid hydrochloride ion liquid as a reaction solvent and taking glycidyl trimethylammonium chloride as a quaternizing reagent under a water bath condition at the temperature of 50-60 DEG C for 4-5 hours; separating and purifying; and drying in vacuum to obtain the chitosan quaternary ammonium salt. The substitution value of quaternary ammonium groups of the chitosan quaternary ammonium salt is more than 90 percent, and the solubility is more than 5 percent under the condition of room temperature. The method for preparing the chitosan quaternary ammonium salt has the characteristics of simple process, short reaction time, high product substitution value, easiness for controlling reaction conditions, no addition of any organic solvent, reusability of an ion liquid solvent and the like, and has a wide application prospect in the fields of cosmetics, medicines, environmental protection and the like.

Description

technical field [0001] The invention belongs to the technical field of natural macromolecular substances, in particular to a new method for quaternizing modification of chitosan by means of an ionic liquid green reaction solvent. Background technique [0002] Chitosan is the product of deacetylation of chitin. The quaternization modification of chitosan is one of the important and earlier chitosan modification methods. It introduces quaternary ammonium groups on the amino groups of chitosan, or connects a low-molecular quaternary ammonium salt. A class of chitosan derivatives obtained from amino groups. Because the water solubility of quaternized chitosan is better than that of chitin and chitosan, it can better exert the effect of chitosan. The modified chitosan quaternary ammonium salt not only has the properties of typical quaternary ammonium salts, such as antibacterial and antibacterial properties, moisture absorption and moisture retention, but also maintains the...

Claims

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Application Information

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IPC IPC(8): C08B37/08
Inventor 张聪璐
Owner SHENYANG PHARMA UNIVERSITY
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