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Modified cellulose acetate membrane for chiral resolution, preparation method and application thereof

A cellulose acetate membrane, chiral separation technology, applied in organic chemical methods, chemical instruments and methods, membrane technology, etc., can solve the problems of high toxicity of linking agents, cumbersome preparation process and high cost of splitting objects, and achieve separation The effect is excellent, the effect of overcoming the single split object and improving the separation efficiency

Active Publication Date: 2018-10-19
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] Aiming at the existing problems of cumbersome preparation process of chiral membrane, high cost, high toxicity of linking agent and single resolution object, the present invention provides a new modified cellulose acetate membrane for chiral resolution, preparation method and application

Method used

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  • Modified cellulose acetate membrane for chiral resolution, preparation method and application thereof
  • Modified cellulose acetate membrane for chiral resolution, preparation method and application thereof
  • Modified cellulose acetate membrane for chiral resolution, preparation method and application thereof

Examples

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Embodiment 1

[0047] The preparation method of the modified cellulose acetate membrane of the β-cyclodextrin surface modification of the present embodiment comprises the following steps:

[0048] 1) First, the cellulose acetate membrane is activated and pretreated, and the commercial cellulose acetate membrane is immersed in an aqueous solution (100mL) of 0.3wt.% NaOH (0.3g, 7.5mmol), and the commercial cellulose acetate membrane The pore size is 0.45 μm, heated in a water bath at 30°C for 40 minutes to hydrolyze the acetyl groups on the membrane. Then the membrane was taken out and washed 6 times with deionized water until the washing solution reached neutrality.

[0049] 2) β-cyclodextrin modified cellulose acetate membrane: preparation containing 3% w / w β-cyclodextrin (β-CD, 3g, 2.64mmol), 3% w / w citric acid (CA 3g, 14.27mmol), 0.3% w / w sodium hypophosphite (SHP 0.3g, 2.83mmol) in 100mL aqueous solution was placed in a beaker, heated at 60°C and stirred for 8min to dissolve β-CD and obt...

Embodiment 2

[0064] The preparation method of the modified cellulose acetate membrane of the β-cyclodextrin surface modification of the present embodiment comprises the following steps:

[0065] 1) First, the cellulose acetate membrane is activated and pretreated, and the commercial cellulose acetate membrane is immersed in an aqueous solution (100mL) of 0.2wt.% NaOH (0.3g, 7.5mmol), and the commercial cellulose acetate membrane The pore size is 0.22 μm, and heated in a water bath at 25°C for 50 minutes to hydrolyze the acetyl groups on the membrane. Then the membrane was taken out and washed 6 times with deionized water until the washing solution reached neutrality.

[0066] 2) β-cyclodextrin modified cellulose acetate membrane: prepare 2% w / w β-cyclodextrin, 2% w / w citric acid, 0.2% w / w sodium hypophosphite (SHP 0.3g, 2.83mmol) Put 100mL of aqueous solution in a beaker, heat at 70°C, and stir for 5 minutes to dissolve β-CD and obtain a uniform aqueous solution. Put the pretreated cellu...

Embodiment 3

[0071] The preparation method of the modified cellulose acetate membrane of the β-cyclodextrin surface modification of the present embodiment comprises the following steps:

[0072] 1) First, the cellulose acetate membrane is activated and pretreated, and the commercial cellulose acetate membrane is immersed in an aqueous solution (100mL) of 0.4wt.% NaOH (0.3g, 7.5mmol), and the commercial cellulose acetate membrane The pore size is 0.45 μm, and heated in a water bath at 35°C for 30 minutes to hydrolyze the acetyl groups on the membrane. Then the membrane was taken out and washed 6 times with deionized water until the washing solution reached neutrality.

[0073] 2) β-cyclodextrin modified cellulose acetate membrane: prepare 100mL aqueous solution containing 4% w / w β-cyclodextrin, 4% w / w citric acid, 0.5% w / w sodium hypophosphite in a beaker, at 50 Heat at ℃ and stir for 10 minutes to dissolve β-CD and obtain a uniform aqueous solution. Put the pretreated cellulose acetate f...

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Abstract

The invention discloses a modified cellulose acetate membrane for chiral resolution, a preparation method and application thereof, and belongs to the technical field of chiral resolution. The modifiedcellulose acetate membrane is prepared by taking a cellulose acetate membrane as a basilemma, beta-cyclodextrin or hydroxypropyl-beta-cyclodextrin as a chiral selector, and citric acid as a couplingagent. In a preparation process of the chiral cellulose acetate membrane, sodium hypophosphite is used as a catalyst, and the mass ratio of the beta-cyclodextrin, citric acid to sodium hypophosphite is (2 to 4) to (2 to 4) to (0.2 to 0.5). Racemic tryptophan and mandelic acid are used as resolution targets, the concentration of D-enantiomer and L-enantiomer in a filtrate and the concentration ratio of the two are monitored by high performance liquid chromatography, the prepared chiral membrane realizes that the number of layers required for tryptophan complete resolution is greatly reduced, and not only the resolution effect of tryptophan is excellent, but also the resolution effect of the enantiomer of mandelic acid is good, complete resolution can be performed, and a problem that an chiral membrane at the prior art has single resolution targets is overcome.

Description

technical field [0001] The invention belongs to the technical field of chiral resolution, and more specifically relates to a modified cellulose acetate membrane for chiral resolution, a preparation method and application thereof. Background technique [0002] The separation method of membrane technology is to use the difference in the affinity of the chiral site inside or outside the membrane to the isomer (D type, L type) to cause the selection of different isomers from the membrane under different driving forces. Sexual passage, so as to achieve the effect of separation. The membrane separation method has the advantages of low energy consumption, simple operation, large batch capacity, easy continuous operation, easy industrial scale-up, flexible device design and system application, and room temperature operation in most cases. According to the morphology of the membrane, the membrane separation method can be divided into two types: liquid membrane separation and solid m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01D71/10B01D67/00C07D209/20C07C51/42C07C59/48
CPCB01D67/0093B01D71/10C07B2200/07C07C51/42C07D209/20C07C59/48
Inventor 季一兵柯健陈建秋
Owner CHINA PHARM UNIV
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