Phosphorylated chitosan derivative as well as preparation method and application thereof

A technology of phosphorylated chitosan and derivatives, which is applied in chemical instruments and methods, wastewater treatment in processing, water/sludge/sewage treatment, etc., can solve problems such as reagent toxicity, complicated operation, and human health damage, and achieve The preparation process is simple, the preparation efficiency is high, and the effect of cost saving

Active Publication Date: 2020-12-11
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The method is safe and environment-friendly, can avoid the damage to human health in the production process of the traditional method, and the environmental protection problems caused by the discharge of organic solvents, and solves the complicated operation of using formaldehyde as a reactant in the traditional method for synthesizing phosphorylated chitosan , reagent toxicity and other issues

Method used

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  • Phosphorylated chitosan derivative as well as preparation method and application thereof
  • Phosphorylated chitosan derivative as well as preparation method and application thereof
  • Phosphorylated chitosan derivative as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] A kind of synthetic method of phosphorylated chitosan derivative, this method comprises the following steps:

[0054] Step (1): In a three-necked flask equipped with a stirrer, add 1.0g (4.4×10 -3 mol) chitosan (solid content is 80%, deacetylation degree is 75%), 20ml deionized water, 0.5ml pure acetic acid, is made into the solution that concentration is 4%, and reaction mixture is fully stirred until chitosan dissolves completely.

[0055] Step (2): in the there-necked flask that stirrer is equipped with, add 4.75g (8.8 * 10 -3 mol) PBTCA, 1.6ml mass concentration is slowly added dropwise in ice water and is 50% NaOH solution, adjusts pH to be 4; Add 2.57g (1.32×10 -2 mol) EDC, adding 6ml concentration of 95% ethanol, stirred to make it fully dissolved, transferred to a three-necked flask and reacted with PBTCA at room temperature for 5min; then added 0.335g (1.32×10 -2 mol) imidazole, add 6ml of deionized water, stir to make it fully dissolved, and transfer to a th...

Embodiment 2

[0063] A kind of synthetic method of phosphorylated chitosan derivative, this method comprises the following steps:

[0064] Step (1): In a three-necked flask equipped with a stirrer, add 1.0g (4.4×10 -3 mol) chitosan (solid content is 80%, deacetylation degree is 85%), 27ml deionized water, 0.1ml dilute HCl solution (concentration is 0.2mol / L), is made into the solution that concentration is 3%, reaction mixture Stir well until the chitosan is completely dissolved.

[0065] Step (2): In a three-necked flask equipped with a stirrer, add 5.35g (9.9×10 -3 mol) PBTCA, 2.0ml mass concentration is slowly added dropwise in ice water and is the KOH solution of 50%, and the adjustment pH value is 4; Then add 2.57g (1.32×10 -2 mol) EDC, adding 8ml concentration of 95% ethanol, stirred to make it fully dissolved, transferred to a three-necked flask to react with PBTCA for 6min; then added 0.90g (1.32×10 -2 mol) imidazole, add 8ml of deionized water, stir to make it fully dissolved, a...

Embodiment 3

[0073] A kind of synthetic method of phosphorylated chitosan derivative, this method comprises the following steps:

[0074] Step (1): In a three-necked flask equipped with a stirrer, add 1.0g (4.4×10 -3 mol) chitosan (solid content is 80%, deacetylation degree is 80%), 16ml deionized water, 0.1ml dilute H 2 SO 4 Solution (concentration is 0.2mol / L), is made into the solution that concentration is 5%, and reaction mixture is fully stirred until chitosan dissolves completely.

[0075] Step (2): in the there-necked flask that stirrer is equipped with, add 7.13g (1.32 * 10 -2 mol) PBTCA, slowly add 2.5ml mass concentration dropwise in ice water and be the triethanolamine of 50%, adjust the pH value to be 5; Then add 3.43g (1.76×10 -2 mol) EDC, adding 8ml concentration of 95% ethanol, stirring to make it fully dissolved, transferred to a three-necked flask to react with PBTCA for 7min; add 1.21g (1.76×10 -2 mol) imidazole, add 8ml of deionized water, stir to make it fully diss...

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Abstract

The invention discloses a phosphorylated chitosan derivative as well as a preparation method and application thereof.According to the phosphorylated chitosan derivative as well as the preparation method and application thereof, PBTCA (2-phosphonobutane-1, 2, 4-tricarboxylic acid) is used as a phosphorus source and reacts with EDC (1-(3-dimethylaminopropyl)-3ethylcarbodiimide hydrochloride) under the proper pH condition to generate unstable ester; the unstable ester reacts with imidazole to form a stable compound; and finally the stable compound reacts with chitosan to generate the phosphorylated chitosan derivative. The method provided by the invention is safe and environment-friendly, can avoid damage to human health and environmental protection problems caused by a traditional method ina production process, and provides a new thought and way for phosphorylation modification of chitosan.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a phosphorylated chitosan derivative and a preparation method and application thereof. Background technique [0002] Chitosan is derived from the deacetylation of chitin and is abundant in nature. It is naturally non-toxic, biodegradable and biocompatible, and has good application prospects. However, chitosan has poor solubility under neutral and alkaline conditions, which limits its application to some extent. Therefore, chemical modification of chitosan can broaden its application field. Among them, phosphorylated chitosan, a derivative of chitosan, has good water solubility and has attracted much attention in the fields of biomedicine and environmental protection (such as adsorption of heavy metal ions in wastewater and degradation of dyes in wastewater). According to literature reports, the current research on phosphorylated chitosan is not only appli...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C02F11/00B22F9/24B82Y40/00C02F103/28
CPCB22F9/24B82Y40/00C02F11/00C02F2103/28C08B37/003
Inventor 万小芳何骞陈广学
Owner SOUTH CHINA UNIV OF TECH
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