Preparation method of photoresponsive molecularly imprinted material for selective separation and purification of cyclodextrin and its derivatives

A separation and purification, molecular imprinting technology, applied in the field of chemistry and material and molecular separation, can solve the problems of restricting the industrial production of cyclodextrin, low industrial yield, high price, etc., to achieve excellent light response characteristics, remarkable separation effect, use long life effect

Active Publication Date: 2018-09-11
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Most enzymes will transform into α-CD, β-CD, γ-CD and branched cyclodextrin when they act on starch or its hydrolyzate. Salt, concentration and other processes have disadvantages such as complex operation, long time consumption, and low yield; if nanofiltration membranes, chromatographic columns, etc. are used for separation and purification, the industrial yield is not high and the price is expensive
The traditional separation and purification process limits the industrial production and further application of cyclodextrin and its derivatives

Method used

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  • Preparation method of photoresponsive molecularly imprinted material for selective separation and purification of cyclodextrin and its derivatives
  • Preparation method of photoresponsive molecularly imprinted material for selective separation and purification of cyclodextrin and its derivatives
  • Preparation method of photoresponsive molecularly imprinted material for selective separation and purification of cyclodextrin and its derivatives

Examples

Experimental program
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Effect test

Embodiment 1

[0039] (1) Aniline (15g, 162mmol), 10mL of water and 10mL of concentrated hydrochloric acid with a concentration of 12mol / L were mixed and stirred for 10min, then NaNO dissolved in 20mL of water was added dropwise 2 (12g). After continuing to stir for 20 min under ice-bath conditions, a phenol solution dissolved in 40 mL of 8% NaOH was added dropwise. After the dropwise addition, keep the ice bath and continue to stir for 40 min. After the reaction, filter with suction, wash the filter cake with water, and then recrystallize with a mixture of ethanol and water with a volume ratio of 1:1 to obtain a deep orange-red product 4-hydroxyazobenzene;

[0040] (2) Dissolve 0.15g N,N-dimethylaminopyridine, 2.0g triethylamine and 2.0g 4-hydroxyazobenzene in 100.0mL acetonitrile, place the mixture in an ice-water bath, and slowly add 2.0 g methacryloyl chloride and 5.0mL acetonitrile mixed solution, moved to an oil bath at 35°C to react for 48h, cooled to room temperature, added 30.0mL ...

Embodiment 2

[0043] (1) Aniline (15g, 162mmol), 80mL of water and 30mL of concentrated hydrochloric acid with a concentration of 11mol / L were mixed and stirred for 20min, then NaNO dissolved in 30mL of water was added dropwise 2 (13g). After continuing to stir for 40 min under ice-bath conditions, a phenol solution dissolved in 90 mL of 10% NaOH was added dropwise. After the dropwise addition, the ice bath was kept and stirring was continued for 300 min. After the reaction, filter with suction, wash the filter cake with water, and then recrystallize with a mixture of ethanol and water with a volume ratio of 1:1 to obtain a deep orange-red product 4-hydroxyazobenzene;

[0044] (2) Dissolve 0.75g N,N-dimethylaminopyridine, 20.0g triethylamine and 6.0g 4-hydroxyazobenzene in 150.0mL acetonitrile, place the mixture in an ice-water bath, and slowly add 10.0 G methacryloyl chloride and 10.0 mL of acetonitrile mixed solution, moved to an oil bath at 50°C for 24 hours, cooled to room temperature...

Embodiment 3

[0047] (1) Aniline (15g, 162mmol), 160mL of water and 50mL of concentrated hydrochloric acid with a concentration of 10mol / L were mixed and stirred for 30min, then NaNO dissolved in 40mL of water was added dropwise 2 (14g). After continuing to stir for 60 min under ice-bath conditions, a phenol solution dissolved in 150 mL of 12% NaOH was added dropwise. After the dropwise addition, keep the ice bath and continue stirring for 600 min. After the reaction, filter with suction, wash the filter cake with water, and then recrystallize with a mixture of ethanol and water with a volume ratio of 1:1 to obtain a deep orange-red product 4-hydroxyazobenzene;

[0048] (2) Dissolve 1.5g N,N-dimethylaminopyridine, 40.0g triethylamine and 10.0g 4-hydroxyazobenzene in 200.0mL acetonitrile, place the mixture in an ice-water bath, and slowly add 20.0 g methacryloyl chloride and 20.0mL acetonitrile mixture, moved to an oil bath at 60°C to react for 12 hours, cooled to room temperature, added 8...

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Abstract

The invention provides a preparation method of a photo-responding molecularly imprinted material for selectively separating and purifying cyclodextrin and derivatives of cyclodextrin. The method includes the steps of preparation of 4-hydroxyazobenzene and preparation of a functional monomer 4-methylacryloyl azoxybenzene and also includes preparation of a photo-responding molecularly imprinted polymer, wherein the 4-methylacryloyl azoxybenzene is used as the functional monomer, and the cyclodextrin and the derivatives of the cyclodextrin are used as template molecules to prepare the molecularly imprinted polymer having the capability of separating and purifying the cyclodextrin and the derivatives of the cyclodextrin under the effects of a crosslinking agent, an initiator and a catalyst. The preparation process is simple, the prepared molecularly imprinted material is good in chemistry stability, large in adsorption capacity and high in repeated utilization rate and can separate and purify the cyclodextrin and the derivatives of the cyclodextrin in a complex environment.

Description

technical field [0001] The invention relates to the technical fields of chemistry, materials and molecular separation, in particular to a new method for preparing a light-responsive molecular imprinted material for selective separation and purification of cyclodextrin and its derivatives. Background technique [0002] Cyclodextrin (CD for short) is a kind of cyclic oligosaccharide produced by glucosyltransferase (CGTase) produced by certain species of Bacillus acting on starch. Depending on the number of glucose units, common cyclodextrins contain 6, 7 and 8 glucose units (α-CD, β-CD, γ-CD). Due to its unique amphiphilic cavity structure, which is hydrophilic on the outside and hydrophobic on the inside, cyclodextrin can be used as a "host" molecule to complex different "guest" compounds to form a host-guest inclusion complex . [0003] Azobenzene and its derivatives are a class of compounds that can undergo photoisomerization. The trans conformation is the stable conform...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/34C08F222/14C08J9/28B01J20/26B01J20/30C08B37/16
CPCB01J20/268C08B37/0012C08F220/34C08F222/102
Inventor 金征宇王金鹏范浩然周星田耀旗柏玉香谢正军赵建伟焦爱权徐学明
Owner JIANGNAN UNIV
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