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A monodisperse β-cyclodextrin functionalized polymer microsphere chiral stationary phase and its preparation method and application

A technology of chiral stationary phase and cyclodextrin, which is applied in the field of chromatographic stationary phase, can solve the problems of complex preparation process, limited application of ATRP method, difficult removal, etc., and achieve simple preparation method, improved π-π interaction, and high density Effect

Active Publication Date: 2022-05-17
BEIFANG UNIV OF NATITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The ATRP method improves the reactivity, but some ethylenic monomers containing carboxyl, hydroxyl, amide or halogen are difficult to polymerize directly by the ATRP method. Generally, the method of protecting groups is used to complicate the preparation process. In addition, the ATRP method generally uses As catalysts, transition metal compounds are difficult to remove in polymers, which limits the application of ATRP method in the synthesis of chiral stationary phases

Method used

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  • A monodisperse β-cyclodextrin functionalized polymer microsphere chiral stationary phase and its preparation method and application

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Embodiment 1

[0040] The preparation method of monodisperse magnetic chiral stationary phase, concrete steps are as follows:

[0041] A method for preparing a monodisperse β-cyclodextrin functionalized polymer microsphere chiral stationary phase, the specific steps are as follows:

[0042] (1) Preparation of seed liquid of monodisperse polyglycidyl methacrylate: Take 5 mL of glycidyl methacrylate, 0.1 g of azobisisobutyronitrile and 1.0 g of polyvinylpyrrolidone and ultrasonically disperse them in 60 mL of anhydrous In ethanol, put it on a rotary evaporator, under the protection of nitrogen, heat up to 50°C for polymerization reaction for 16 hours, wash the product fully with absolute ethanol, centrifuge, add 30mL sodium dodecyl sulfate solution, put it in the refrigerator and let it settle for 10 hours , to obtain the seed liquid of monodisperse polyglycidyl methacrylate;

[0043] (2) Preparation of monodisperse polyglycidyl methacrylate microspheres: Take 2mL glycidyl methacrylate, 2mL e...

Embodiment 2

[0050] The preparation method of monodisperse magnetic chiral stationary phase, concrete steps are as follows:

[0051] A method for preparing a monodisperse β-cyclodextrin functionalized polymer microsphere chiral stationary phase, the specific steps are as follows:

[0052] (1) Preparation of seed liquid of monodisperse polyglycidyl methacrylate: Take 8 mL of glycidyl methacrylate, 0.15 g of azobisisobutyronitrile and 1.5 g of polyvinylpyrrolidone and ultrasonically disperse them in 75 mL of anhydrous In ethanol, put it on a rotary evaporator, under the protection of nitrogen, heat up to 60°C for polymerization reaction for 24 hours, wash the product fully with absolute ethanol, centrifuge, add 45mL sodium dodecyl sulfate solution, put it in the refrigerator, and settle for 18 hours , to obtain the seed liquid of monodisperse polyglycidyl methacrylate;

[0053] (2) Preparation of monodisperse polyglycidyl methacrylate microspheres: Take 4mL glycidyl methacrylate, 4mL ethyle...

Embodiment 3

[0060] (1) Preparation of seed liquid of monodisperse polyglycidyl methacrylate: take 10mL glycidyl methacrylate, 0.2g azobisisobutyronitrile and 2.0g polyvinylpyrrolidone and ultrasonically disperse them in 90mL of anhydrous In ethanol, place it on a rotary evaporator, under the protection of nitrogen, heat up to 70 ° C for 36 hours of polymerization reaction, wash the product fully with absolute ethanol, centrifuge, add sodium lauryl sulfate solution, place it in the refrigerator, and precipitate for 24 hours. Obtain the seed liquid of monodisperse polyglycidyl methacrylate;

[0061] (2) Preparation of monodisperse polyglycidyl methacrylate microspheres: Take 6mL glycidyl methacrylate, 6mL ethylene glycol dimethacrylate, 6mL toluene, 6mL cyclohexanol and 0.36g azo Diisobutyronitrile is dispersed evenly by ultrasonic, add 35mL of 5% (w / v) polyvinyl alcohol, 75mL of 0.2% (w / v) sodium lauryl sulfate and 45mL of distilled water and mix evenly, put it into the cell disruptor and ...

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Abstract

The invention provides a monodisperse β-cyclodextrin functionalized polymer microsphere chiral stationary phase and its preparation method and application, and relates to the technical field of chromatographic stationary phases. Based on monodisperse polyglycidyl methacrylate microspheres, introduce 3-chloropropyl group on its surface, react with sodium diethyldithiocarbamate, and add β-cyclodextrin functional monomer for reversible addition Fragmentation Chain Transfer Polymerization to Form Monodisperse β‑Cyclodextrin Functionalized Polymer Microspheres Chiral Stationary Phase. The monodisperse β-cyclodextrin functionalized polymer microsphere chiral stationary phase has simple preparation process, mild reaction conditions and controllable reaction, and can be used in high performance liquid chromatography to efficiently and rapidly complete the separation of enantiomers.

Description

technical field [0001] The invention relates to the technical field of chromatographic stationary phases, in particular to a monodisperse β-cyclodextrin functionalized polymer microsphere chiral stationary phase and its preparation method and application. Background technique [0002] Due to the differences in biological activity, metabolic mechanism and toxicity of enantiomeric drugs, the separation of enantiomers has become an important and challenging task. The chiral stationary phase (CSPs) method is an effective method for the separation of enantiomers. It is to immobilize the chiral selector in the chromatographic stationary phase and utilize the interaction between the enantiomer in the mobile phase and the chiral selector in the stationary phase. Differences in interactions to separate enantiomers. The chiral stationary phase based on cyclodextrin is a widely used chiral stationary phase, because the unique hollow structure of cyclodextrin can form inclusion complex...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/02C08B37/16B01J20/26B01J20/29B01J20/30
CPCC08G81/021C08B37/0012B01J20/29B01J20/262
Inventor 龚波林王肖肖
Owner BEIFANG UNIV OF NATITIES
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