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Heparinoid substance sulfonated citric acid modified chitosan and preparation method thereof

A technology of sulfonated citric acid and alkalized chitosan, which is applied in the field of biomedical materials, can solve the problems of harsh reaction conditions, long reaction time, and insignificant improvement of anticoagulation, and achieves simple preparation process, mild and acceptable reaction conditions. control effect

Active Publication Date: 2020-02-28
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The above methods of modifying chitosan are mostly to introduce hydroxyl, carboxyl and sulfonic acid groups through etherification reaction, carboxylation reaction, esterification reaction, acylation reaction, etc. to improve the anticoagulant effect of chitosan. performance, but there is no significant improvement in anticoagulation, and there are disadvantages such as relatively harsh reaction conditions and long reaction time

Method used

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  • Heparinoid substance sulfonated citric acid modified chitosan and preparation method thereof
  • Heparinoid substance sulfonated citric acid modified chitosan and preparation method thereof
  • Heparinoid substance sulfonated citric acid modified chitosan and preparation method thereof

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Embodiment 1

[0031] The preparation process of the present invention is as figure 1 shown. At room temperature, add chitosan (CS) and NaOH solution with a mass fraction of 30% into the container respectively, stir evenly, and freeze in the refrigerator for 10 days. After thawing, remove the lye by filtration to obtain alkalized chitosan sugar; wherein the mass ratio of chitosan to NaOH solution is 1: 5.

[0032] At room temperature, dissolve citric acid (CA) in absolute ethanol, then add alkalized chitosan, stir evenly, and then react at 55°C for 3 hours, wherein the alkalized chitosan, citric acid and absolute ethanol The mass ratio is 1:2:12; after the reaction, add deionized water and stir evenly, wherein the mass ratio of deionized water to absolute ethanol is 2:1; after standing for stratification, take the supernatant at 50 Vacuum evaporation at ℃ to remove ethanol, and then adjust the pH to neutral with dilute hydrochloric acid after cooling; then add acetone to the neutral soluti...

Embodiment 2

[0035]At room temperature, add chitosan (CS) and NaOH solution with a mass fraction of 30% into the container respectively, stir evenly, place in the refrigerator to freeze for 6 days, and after thawing, remove the lye by filtration to obtain alkalized chitosan Sugar; the mass ratio of chitosan to NaOH solution is 1:6.

[0036] At room temperature, dissolve citric acid (CA) in absolute ethanol, then add alkalized chitosan, stir evenly, and then react at 55°C for 3 hours, wherein the alkalized chitosan, citric acid and absolute ethanol The mass ratio is 1:2:15; after the reaction, add deionized water and stir evenly, wherein the mass ratio of deionized water to absolute ethanol is 2:1; after standing for stratification, take the supernatant at 40 Evaporate under vacuum at ℃ to remove ethanol, then adjust the pH to neutral with dilute hydrochloric acid after cooling; then add acetone to the neutral solution, wherein the mass ratio of acetone to deionized water is 0.5:1, resultin...

Embodiment 3

[0039] At room temperature, add chitosan (CS) and NaOH solution with a mass fraction of 35% into the container respectively, stir evenly, place in the refrigerator to freeze for 5 days, and after thawing, remove the lye by filtration to obtain alkalized chitosan Sugar; the mass ratio of chitosan to NaOH solution is 1:3.

[0040] At room temperature, dissolve citric acid (CA) in absolute ethanol, then add alkalized chitosan, stir evenly, and then react at 60°C for 3 hours, wherein the alkalized chitosan, citric acid and absolute ethanol The mass ratio is 1:2:16; after the reaction, add deionized water and stir evenly, wherein the mass ratio of deionized water to absolute ethanol is 3:1; after standing for stratification, take the supernatant at 45 Evaporate under vacuum at ℃ to remove ethanol, then adjust the pH to neutral with dilute hydrochloric acid after cooling; then add acetone to the neutral solution, wherein the mass ratio of acetone to deionized water is 1.5:1, resulti...

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Abstract

The invention relates to heparinoid substance sulfonated citric acid modified chitosan and a preparation method thereof. The preparation method comprises the following steps: firstly, carrying out alkalization treatment on chitosan (CS) to obtain alkalized chitosan; adding an ethanol solution containing citric acid (CA) into the alkalized chitosan, and carrying out acylation reaction on the citricacid (CA) and the alkalized chitosan to obtain citric acid modified chitosan (CACS); then adding a sulfonation reagent prepared from chlorosulfonic acid and formamide into the citric acid modified chitosan to carry out sulfonation reaction, controlling the reaction temperature to be 60-70 DEG C, and refluxing for 3-6 hours; and after the reaction is finished, filtering, washing and carrying out normal-temperature vacuum drying to obtain the sulfonated citric acid modified chitosan (SCACS). According to the preparation method disclosed by the invention, citric acid modified chitosan is subjected to sulfonation treatment to prepare the sulfonated citric acid modified chitosan with a heparinoid structure, so that the hydrophilicity of chitosan is effectively improved, and the anticoagulationand protein pollution resistance of chitosan are improved.

Description

technical field [0001] The invention belongs to the field of biomedical materials, in particular to a heparin-like substance sulfonated citric acid modified chitosan and a preparation method thereof. Background technique [0002] In the anticoagulation mechanism, heparin, as a natural anticoagulant in the human body, can inhibit the formation of prothrombin and interfere with the effect of thrombin on coagulation factors because of the strong negatively charged sulfonic acid group in its main chain structure. It has a good inhibitory effect on the internal and external coagulation pathways, and can hinder the process of blood vessel obstruction and thrombosis caused by coagulation. However, heparin can easily cause thrombocytopenia in clinical application, thus exacerbating the condition of patients. Current research mainly focuses on the modification of polysaccharide molecules such as chitosan, chondroitin and hyaluronic acid, which are similar in molecular structure to h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08
CPCC08B37/003
Inventor 邱运仁周韩林秉贤
Owner CENT SOUTH UNIV
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