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Preparation method of phenylboronic acid modified magnetic chitosan and application of phenylboronic acid modified magnetic chitosan in selective separation of shikimic acid

A chitosan, phenylboronic acid technology, applied in selective adsorption, chemical instruments and methods, ion exchange, etc., can solve the problems of strong non-specific adsorption of materials, low product purity, poor method selectivity, etc., and achieve high surface reactivity. , good application prospect, convenient preparation effect

Active Publication Date: 2019-11-01
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the complexity of the shikimic acid base solution, further separation and purification is required to apply shikimic acid to subsequent drug development
However, the traditional commonly used separation and purification methods still have their limitations. Among them, the common defects are strong non-specific adsorption of materials, small adsorption capacity, poor method selectivity and low purity of the obtained products.

Method used

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  • Preparation method of phenylboronic acid modified magnetic chitosan and application of phenylboronic acid modified magnetic chitosan in selective separation of shikimic acid
  • Preparation method of phenylboronic acid modified magnetic chitosan and application of phenylboronic acid modified magnetic chitosan in selective separation of shikimic acid
  • Preparation method of phenylboronic acid modified magnetic chitosan and application of phenylboronic acid modified magnetic chitosan in selective separation of shikimic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] A preparation method of phenylboronic acid modified magnetic chitosan includes the following steps:

[0031] a) According to the solid-to-liquid ratio of 0.5mmol:2.5mmol:0.25mmol:60mL, the FeCl 3 ·6H 2 O, NaAc·3H 2 O and Na 3 C 6 H 5 O 7 ·2H 2 O was dissolved in ethylene glycol, stirred and dissolved, then transferred to a hydrothermal reactor, placed in a blast drying oven at 120℃, after 10 hours of reaction, centrifuged, washed three times with distilled water and absolute ethanol, and dried at 75℃ Dry Nano Fe 3 O 4 solid;

[0032] b) Weigh 1g Fe 3 O 4 Dissolve in 50mL water, stir well; follow Fe 3 O 4 The ratio of mass to chitosan is 1:1. Weigh 1g of chitosan and dissolve it in 300mL of 2% (v / v) acetic acid solution. After stirring, add the solution slowly to contain Fe. 3 O 4 In the aqueous solution, stir for 0.5h; after 0.5h, use 10% (w / v) NaHCO 3 The solution is neutralized to neutral, filtered, washed with water, and dried at 75℃ to obtain Fe 3 O 4 @Chitosan solid;

[0...

Embodiment 2

[0040] A preparation method of phenylboronic acid modified magnetic chitosan includes the following steps:

[0041] a) According to the solid-liquid ratio of 1mmol:2.5mmol:0.4mmol:120mL, the FeCl 3 ·6H 2 O, NaAc·3H 2 O and Na 3 C 6 H 5 O 7 ·2H 2 O was dissolved in ethylene glycol, stirred and dissolved, transferred to a hydrothermal reactor, placed in a blast drying oven at 180℃, after 12 hours of reaction, centrifuged, washed three times with distilled water and absolute ethanol, and dried at 75℃ Dry Nano Fe 3 O 4 solid;

[0042] b) Weigh 1g Fe 3 O 4 Dissolve in 50mL water, stir well; follow Fe 3 O 4 The mass ratio of chitosan is 1:2. Weigh 2g of chitosan and dissolve it in 300mL of 2% (v / v) acetic acid solution. After stirring evenly, add the solution slowly to contain Fe 3 O 4 In the aqueous solution, stir for 2h; after 2h, use 10% (w / v) NaHCO 3 The solution is neutralized to neutral, filtered, washed with water, and dried at 75℃ to obtain Fe 3 O 4 @Chitosan solid;

[0043] c) Pre...

Embodiment 3

[0050] A preparation method of phenylboronic acid modified magnetic chitosan includes the following steps:

[0051] a) According to the solid-to-liquid ratio 1.5mmol:3.5mmol:0.5mmol:100mL, the FeCl 3 ·6H 2 O, NaAc·3H 2 O and Na 3 C 6 H 5 O 7 ·2H 2 O was dissolved in ethylene glycol, stirred and dissolved, then transferred to a hydrothermal reactor, placed in a blast drying oven at 160℃, after 12 hours of reaction, centrifuged, washed three times with distilled water and absolute ethanol, and dried at 75℃ Dry Nano Fe 3 O 4 solid;

[0052] b) Weigh 1g Fe 3 O 4 Dissolve in 50mL water, stir well; follow Fe 3 O 4 The mass ratio to chitosan is 1:3. Weigh 3g of chitosan and dissolve it in 300mL of 2% (v / v) acetic acid solution. After stirring, add the solution slowly containing Fe 3 O 4 In the aqueous solution, stir for 1.5h; after 1.5h, use 10% (w / v) NaHCO 3 The solution is neutralized to neutral, filtered, washed with water, and dried at 75℃ to obtain Fe 3 O 4 @Chitosan solid;

[0053] c)...

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Abstract

The invention belongs to the field of resource utilization and chemical separation, and relates to a preparation method of phenylboronic acid modified magnetic chitosan, which comprises the followingsteps: preparing a nano Fe3O4 solid by using a solvothermal method, dispersing the nano Fe3O4 solid in water, mixing a formed mixture with an acetic acid solution of chitosan, and conducting reactingto obtain a Fe3O4@chitosan solid; mixing the Fe3O4 / chitosan solid with epoxy chloropropane in an alkaline solution, and conducting washing with water to neutrality for later use; dispersing the Fe3O4@chitosan in a NaOH solution for alkalization for 12-48 hours, adding a succinic anhydride-containing DMF solution, and carrying out a water bath reaction to obtain a carboxylated Fe3O4@chitosan solid;and finally, fully mixing the carboxylated Fe3O4@chitosan solid with EDC and NHS, and adding 3-aminophenylboronic acid to react for 6-18 hours, thereby obtaining the product. According to the method,boric acid is replaced by surface modification, so that the shikimic acid with a cis-dihydroxy structure is enriched on the surface of the material, the shikimic acid is separated and recycled by magnetic separation, and the purity and yield of the shikimic acid are effectively improved. The method has a good application prospect in the field of enrichment, separation and purification of naturalproducts with cis-dihydroxy structures, and has the advantages of energy conservation, environmental protection, convenience in recovery and the like.

Description

Technical field [0001] The invention belongs to the field of resource utilization and chemical separation, and relates to materials and methods for the selective separation of shikimic acid in environmental plant tissues, in particular to a preparation method of phenylboronic acid modified magnetic chitosan and the application of selective separation of shikimic acid. Background technique [0002] Shikimic Acid, as the key raw material for the patented drug GS4104 (Tamiflu), the only weapon to produce anti-avian influenza virus, is widely distributed in nature and exists in the roots, stems, leaves and fruits of many plants. Studies have shown that shikimic acid and its derivatives have anti-inflammatory, anti-viral, anti-thrombotic and anti-tumor effects, and have high medical and social value. So far, researchers have found that the octagonal plant star anise contains the highest amount of shikimic acid, which is the best resource plant for extracting shikimic acid. 90% of sta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J20/24B01J20/28B01J20/30B01D15/08
CPCB01D15/08B01J20/06B01J20/22B01J20/24B01J20/28009
Inventor 邱凤仙朱瑶潘建明张涛杨冬亚荣坚毛凯丽
Owner JIANGSU UNIV
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