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Preparation method of water-soluble high-molecular cyclodextrin polymer

A technology of cyclodextrin polymer and water-soluble polymer, which is applied in the field of preparation of water-soluble polymer cyclodextrin polymer, can solve the problems such as the inability to apply drug compatibilization, and achieves high practical value, high water solubility, and inclusion. powerful effect

Inactive Publication Date: 2017-04-26
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the preparation of cyclodextrin polymers is mainly divided into linear polymers and branched polymers. The most convenient preparation method is to prepare polymers with epichlorohydrin as a crosslinking agent in an alkaline environment. As the degree of cross-linking increases, the molecular weight gradually increases. After reaching the cross-linking limit, an insoluble cyclodextrin polymer is formed, which cannot be applied to drug compatibilization and other situations.
At the same time, studies have shown that the higher the molecular weight of the polymer, the more favorable it is for the inclusion of drugs, especially for guest molecules with larger molecular weights. The molecular weight limit of the cyclodextrin prepared by the current technology is 10. 6

Method used

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  • Preparation method of water-soluble high-molecular cyclodextrin polymer
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  • Preparation method of water-soluble high-molecular cyclodextrin polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] 1) Dissolve 10g of cyclodextrin into 16ml of 20wt% NaOH aqueous solution, continue to stir for 12 hours to dissolve into a transparent solution, and the hydroxyl group is fully activated, then add 2ml of absolute ethanol and stir evenly;

[0021] 2) Heating and maintaining the cyclodextrin solution obtained in step (1) at 30°C, adding epichlorohydrin whose molar weight is 5-8 times that of cyclodextrin, stirring and continuing to react for 180-360 minutes;

[0022] 3) Then pour 0.5 to 1 times the volume of acetone in the reaction system obtained in step (2) to terminate the reaction, stir at 200 rpm for 5 minutes and then let it stand, and remove the acetone in the upper layer after the system is layered; add hydrochloric acid solution drop by drop to dissolve the reaction system Adjust to neutrality; the obtained neutral product is poured into absolute ethanol whose volume is 4 times its volume, centrifuged at 2000g for 10min, and the viscous liquid at the bottom is ret...

Embodiment 2

[0025] 1) Dissolve 13g of cyclodextrin into 20ml of 25wt% NaOH aqueous solution, continue stirring for 13 hours to dissolve into a transparent solution, and the hydroxyl group is fully activated, then add 5ml of absolute ethanol and stir evenly;

[0026] 2) Heating and maintaining the cyclodextrin solution obtained in step (1) at 35°C, adding epichlorohydrin whose amount is 6 times the molar amount of cyclodextrin, stirring and continuing to react for 270 minutes;

[0027] 3) Then pour acetone of 0.7 times the volume of the reaction system obtained in step (2) to terminate the reaction, stir at 220rpm for 6min and then let stand, remove the acetone in the upper layer after the system is layered; add hydrochloric acid solution drop by drop to adjust the reaction system to Neutral; the resulting neutral product is poured into absolute ethanol 5 times its volume, centrifuged at 2500g for 15min, and the viscous liquid at the bottom is collected;

[0028] 4) Dilute the viscous liqu...

Embodiment 3

[0030] 1) Dissolve 15g of cyclodextrin into 25ml of 30wt% NaOH aqueous solution, continue to stir for 15 hours to dissolve into a transparent solution, and the hydroxyl group is fully activated, then add 8ml of absolute ethanol and stir evenly;

[0031] 2) Heating the cyclodextrin solution obtained in step (1) and maintaining it at 40°C, adding epichlorohydrin whose amount is 8 times the molar amount of cyclodextrin, stirring and continuing to react for 360 minutes;

[0032] 3) Then pour acetone of 1 times the volume of the reaction system obtained in step (2) to terminate the reaction, stir at 240rpm for 8min and then let stand, remove the acetone in the upper layer after the system is layered; add hydrochloric acid solution dropwise to adjust the reaction system to Neutral; the resulting neutral product is poured into anhydrous ethanol whose volume is 6 times its volume, centrifuged at 3000g for 20min, and the viscous liquid at the bottom is collected;

[0033] 4) Dilute the...

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Abstract

The invention discloses a preparation method of a water-soluble high-molecular cyclodextrin polymer, and belongs to the field of chemical modification of cyclodextrin. The method comprises the following steps: activating hydroxyl groups in alkaline environment, and carrying out nucleophilic substitution on chloropropylene oxide and a hydroxyl group activated solution used as a nucleophilic agent; terminating the above reaction when the reaction time is reached; and adjusting the obtained reaction system to be neutral, carrying out alcohol precipitation and water washing purification on the obtained product, and drying the purified product to obtain the water-soluble high-molecular cyclodextrin polymer. The obtained cyclodextrin polymer has high weight average molecular weight reaching 10<7> Da, and has high water solubility of 500 g / L or above, so the cyclodextrin polymer obtained in the invention is better than reported cyclodextrin polymers. The cyclodextrin polymer structurally reserves the cavity of cyclodextrin, also has high-molecular effects, has strong inclusion capability to guests, and has high practical values in the field of insoluble substance solubilizing.

Description

technical field [0001] The invention relates to the technical field of cyclodextrin chemical modification, in particular to a preparation method of a water-soluble cyclodextrin polymer with a molecular weight up to 10E7. Background technique [0002] Cyclodextrin has the characteristics of being hydrophilic on the outside and hydrophobic on the inside, and can be widely used in the solubilization and microencapsulation of insoluble substances. However, the parent cyclodextrin forms internal hydrogen bonds, resulting in its own low water solubility, which limits its application. At present, there are mainly two technical paths to improve the water solubility of cyclodextrin. One is to add derivative groups to the parent cyclodextrin to break the internal hydrogen bonds, such as hydroxypropyl cyclodextrin and sulfobutyl cyclodextrin. The second is to cross-link cyclodextrin into a polymer. [0003] Cyclodextrin polymer not only has polymer effect, but also retains the inclus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/16
CPCC08B37/0012
Inventor 金征宇王金鹏王智平田耀旗柏玉香周星焦爱权赵建伟徐学明谢正军
Owner JIANGNAN UNIV
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