Preparation method of water-soluble 2'-hydroxylpropylchitosan

A technology of dihydroxypropyl shell and chitosan, which is applied in the field of water-soluble biomaterials, can solve the problems affecting the application range of chitosan, and achieve the effect of strong hydrophilicity and good hydrophilicity

Inactive Publication Date: 2011-05-18
BIOCHEM ENG COLLEGE OF BEIJING UNION UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This greatly affects the performance of chitosan's characteristics and the scope of its application.

Method used

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  • Preparation method of water-soluble 2'-hydroxylpropylchitosan

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 2g of chitosan to 5mL of 30~40wt% NaOH and soak evenly for 2 hours, then freeze-dry; mix the dried alkaline chitosan with 20mL of isopropanol and stir for 30min, add 15mL of self-made glycidol (glycidol preparation method see: Yu Liangmin, Han Qinglong, Li Changcheng, et al. Low-temperature synthesis and characterization of glycidol [J]. Fine Chemical Industry, 2007, 24(5): 517-520.), heated to 45°C for 8 hours (chitosan, isopropyl molar ratio of alcohol to glycidol = 1:22.4:19); after the reaction, add 25mL of distilled water (molar ratio of chitosan to water = 1:119) and stir until completely dissolved, centrifuge at 4000r / min for 10min, and take the supernatant The isopropanol was removed by rotary evaporation at 80°C; after cooling, the pH value was adjusted to neutral with dilute hydrochloric acid, and the dialysis bag was dialyzed for 24 hours and then freeze-dried. The color of the product is light yellow, and its solubility and yield are shown in Table 1.

Embodiment 2

[0019] Add 2g of chitosan to 5mL of 30~40wt% NaOH and soak evenly for 3 hours, then freeze-dry; mix the dried alkaline chitosan with 20mL of isopropanol and stir for 30min, add 20mL of self-made glycidol, heat up to 60℃ for 8h (The molar ratio of chitosan, isopropanol and glycidol=1:22.4:25); after the reaction, add 25mL of distilled water (the molar ratio of chitosan and water=1:119) and stir until completely dissolved, 4000r / min After centrifugation for 10 min, the supernatant was rotatably evaporated at 80°C to remove isopropanol; after cooling, the pH value was adjusted to neutral with dilute hydrochloric acid, and the dialysis bag was dialyzed for 24 h and then freeze-dried. Product color is white, and its solubility and productive rate are as shown in Table 1.

Embodiment 3

[0021] Add 2g of chitosan to 5mL of 30~40wt% NaOH and soak evenly for 1.5 hours, then freeze-dry; mix the dried alkaline chitosan with 20mL of isopropanol and stir for 30min, add 15mL of self-made glycidol, heat up to 60℃ for 8h (The molar ratio of chitosan, isopropanol and glycidol=1:22.4:19); after the reaction, add 25mL of distilled water (the molar ratio of chitosan and water=1:119) and stir until completely dissolved, 4000r / min After centrifugation for 10 min, the supernatant was rotatably evaporated at 80°C to remove isopropanol; after cooling, the pH value was adjusted to neutral with dilute hydrochloric acid, and the dialysis bag was dialyzed for 24 h and then freeze-dried. Product color is white, and its solubility and productive rate are as shown in Table 1.

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Abstract

The invention discloses a preparation method of water-soluble 2'-hydroxylpropylchitosan which is prepared by using an isopropanol solution as a reaction system and epihydric alcohol as an etherifying agent through alkalizing, etherifying, neutralizing and purifying chitosan. The optimal reaction conditions are as follows: the amount of the chitosan is 2g, NaOH accounts for 30-40 percent, the amount of the epihydric alcohol is 15mL, the temperature is 60 DEG C and the reaction time is 10h. The color of the water-soluble 2'-hydroxylpropylchitosan obtained by adopting the method disclosed in the invention is white or light yellow, and the solubility is 6-12g / 100mL of H2O. The invention has the advantages of ensuring that the reacted chitosan product is grafted with more hydrophilic hydroxyl groups by using the epihydric alcohol as the etherifying agent, and ensuring that the whole chitosan derivative has stronger hydrophily. The epihydric alcohol as a reactant has better hydrophily compared with the traditional oxacyclopropane and epoxypropane to ensure that a catalyst needs not to be added and excessive unreacted epihydric alcohol is easy to remove through a simple dialysis method.

Description

technical field [0001] The invention relates to the field of water-soluble biological materials, in particular to a preparation method of water-soluble dihydroxypropyl chitosan. Background technique [0002] Chitosan is a rare positively charged biopolymer compound in nature, rich in sources, low in price, naturally degradable, non-toxic, non-immunogenic, non-irritating, non-mutagenic and good tissue compatibility It has been widely concerned about its excellent properties, such as stability. However, as a cationic polymer, chitosan is insoluble in water and alkaline solvents. This greatly affects the performance of chitosan characteristics and the scope of its application. Due to the abundant hydroxyl and amino groups on the chitosan molecular chain, these reactive sites make it easy to undergo chemical reactions and endow chitosan with more functions. [0003] In order to enhance the water solubility of chitosan and make it more widely used, the method of introducing hy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08
Inventor 林强王旭颖董安康
Owner BIOCHEM ENG COLLEGE OF BEIJING UNION UNIV
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