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Preparation method of phenylboronic acid modified magnetic beta-cyclodextrin polymer and application of phenylboronic acid modified magnetic beta-cyclodextrin polymer in selective separation of shikimic acid

A technology of cyclodextrin polymer and phenylboronic acid, which is applied in the fields of alkali metal compounds, chemical instruments and methods, and other chemical processes, can solve the problems of strong non-specific adsorption of materials, low product purity, and poor method selectivity, and achieve High surface reactivity, high adsorption capacity, and convenient preparation

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

Although these methods have their own unique advantages, they also have their limitations. The common defects are strong non-specific adsorption of materials, small adsorption capacity, poor method selectivity and low purity of obtained products.

Method used

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  • Preparation method of phenylboronic acid modified magnetic beta-cyclodextrin polymer and application of phenylboronic acid modified magnetic beta-cyclodextrin polymer in selective separation of shikimic acid
  • Preparation method of phenylboronic acid modified magnetic beta-cyclodextrin polymer and application of phenylboronic acid modified magnetic beta-cyclodextrin polymer in selective separation of shikimic acid
  • Preparation method of phenylboronic acid modified magnetic beta-cyclodextrin polymer and application of phenylboronic acid modified magnetic beta-cyclodextrin polymer in selective separation of shikimic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] A kind of preparation method of phenylboronic acid modified magnetic β-cyclodextrin polymer, comprises the steps:

[0033] a) According to the solid-to-liquid ratio of 1.5mmol:3.5mmol:0.5mmol:100mL, 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, fully stirred and dissolved, transferred to a hydrothermal reaction kettle, placed in a blast drying oven at 120°C, reacted for 12 hours, centrifuged, washed with distilled water and absolute ethanol three times, and dried at 75°C Nano Fe3 o 4 solid;

[0034] b) Weigh 0.1g dopamine hydrochloride and 0.2g Fe 3 o 4 Dissolve in 100mL aqueous solution containing 0.1211g Tris, stir well, adjust pH to 8.5 with hydrochloric acid, stir for 4h, centrifuge, wash with distilled water five times, dry at 75°C to get Fe 3 o 4 @PDA Solid;

[0035] c) Prepare 40 mL of 7% sodium hydroxide aqueous solution, add 6 g of β-cyclodextrin and 1.92 g of epichlorohydrin into the prepared sodium hydr...

Embodiment 2

[0043] A kind of preparation method of phenylboronic acid modified magnetic β-cyclodextrin polymer, comprises the steps:

[0044] 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, fully stirred and dissolved, transferred to a hydrothermal reaction kettle, placed in a blast drying oven at 180°C, reacted for 10 hours, centrifuged, washed three times with distilled water and absolute ethanol, and dried at 75°C Nano Fe 3 o 4 solid;

[0045] b) Weigh 0.1g dopamine hydrochloride and 0.12g Fe 3 o 4 Dissolve in 100mL aqueous solution containing 0.1211g Tris, stir well, adjust pH to 8.5 with hydrochloric acid, stir for 4h, centrifuge, wash with distilled water five times, dry at 75°C to get Fe 3 o 4 @PDA Solid;

[0046] c) Prepare 40 mL of 7% sodium hydroxide aqueous solution, add 0.4 g of β-cyclodextrin and 0.96 g of epichlorohydrin into the prepared so...

Embodiment 3

[0054] A kind of preparation method of phenylboronic acid modified magnetic β-cyclodextrin polymer, comprises the steps:

[0055] a) According to the solid-to-liquid ratio of 2mmol:5mmol:0.5mmol:120mL, 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, fully stirred and dissolved, transferred to a hydrothermal reaction kettle, placed in a blast drying oven at 200°C, reacted for 14 hours, centrifuged, washed with distilled water and absolute ethanol three times, and dried at 75°C Nano Fe 3 o 4 solid;

[0056] b) Weigh 0.5g dopamine hydrochloride and 0.2g Fe 3 o 4 Dissolve in 100mL aqueous solution containing 0.1211g Tris, stir well, adjust pH to 8.5 with hydrochloric acid, stir for 6h, centrifuge, wash with distilled water five times, dry at 75°C to get Fe 3 o 4 @PDA Solid;

[0057] c) Prepare 40 mL of 7% sodium hydroxide aqueous solution, add 8 g of β-cyclodextrin and 3.84 g of epichlorohydrin into the prepared sodium hydrox...

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Abstract

The invention belongs to the technical fields of resource utilization and chemical separation, and relates to a preparation method of a phenylboronic acid modified magnetic beta-cyclodextrin polymer and an application of the phenylboronic acid modified magnetic beta-cyclodextrin polymer in selective separation of shikimic acid. The preparation method comprises the following steps: firstly, preparing a nano Fe3O4 solid, and dissolving 0.1-0.5 g of dopamine hydrochloride and 0.12-0.2 g of Fe3O4 into an aqueous solution of Tris with a concentration of 0.1211 g / 100mL to prepare a Fe3O4@PDA solid;mixing the a Fe3O4@PDA solid with beta-cyclodextrin and epoxy chloropropane to obtain a Fe3O4@PDA@beta-cyclodextrin solid; and finally, fully mixing the Fe3O4@PDA@beta-cyclodextrin solid with EDC andNHS, adding 3-aminophenylboronic acid, and performing a reaction for 6-18 hours to obtain the product. According to the preparation method provided by the invention, boric acid is replaced by surfacemodification, so that the shikimic acid with a cis-dihydroxy structure is enriched on the surface of the phenylboronic acid modified magnetic beta-cyclodextrin polymer, the shikimic acid can be separated out through magnetic separation and recycled, and the purity and yield of the shikimic acid are effectively improved; and the method has better application prospects in the field of enrichment, separation and purification of natural products with cis-dihydroxy structures, and has the advantages of energy conservation, environmental protection, convenient recovery and the like.

Description

technical field [0001] The invention belongs to the technical field of resource utilization and chemical industry separation, and relates to materials and methods for selectively separating shikimic acid in environmental plant tissues, in particular to a preparation method of phenylboronic acid-modified magnetic β-cyclodextrin polymer and its selective separation Application of oxalic acid. Background technique [0002] Shikimic acid, also known as poisonous octagonal acid, has high medical value, such as anti-tumor, anti-thrombotic and cerebral ischemia and anti-inflammatory effects, and is an important medical resource. Using shikimic acid as a raw material, the only weapon against avian influenza virus—patented drug GS4104 (Tamiflu) can be produced through chemical synthesis or microbial synthesis. Shikimic acid is widely distributed in nature, among which the content of shikimic acid in the star anise plant is the highest (about 10%), and it is regarded as the best reso...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/16B01J20/24B01J20/28B01J20/30
CPCB01J20/22B01J20/24B01J20/28009C08B37/0012
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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