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Preparation Of Polar Group Derivative β-cyclodextrin Bonded Hydride Silica Chiral Stationary Phases And Their Chromatography Separation Performances

Posted on:2017-08-02Degree:MasterType:Thesis
Country:ChinaCandidate:L LiFull Text:PDF
GTID:2381330623954387Subject:Chemical Engineering and Technology
Abstract/Summary:PDF Full Text Request
β-Cyclodextrin belongs to a chiral compound,which possesses an ability of recognizing and selecting organic molecules.Thus it has been applied to various chromatographys and electrophoresises to separate isomers and enantiomers.In order to expand the types and study range of cyclodextrin stationary phase,in this thesis,three small molecules are introduced to β-cyclodextrin to obtain chiral selectors with different characteristics.They are piperidine which is flexible,L-proline containing a chiral center and 3,5-diamino-1,2,4-triazole containing multi-amino,respectively.Considering the strong electrostatic interaction of ionic liquid,one ionic group derivative β-cyclodextrin is designed and synthesized as 3,5-diamino-1,2,4-triazole mentioned above to be the cation.In addition to enhance the polarity of chiral selectors,to avoid the hydroxyls in the surface of ordinary silica forming water film and then affect separations,hydrosilylation and silylation reactions are implemented,deriving ordinary silica to hydride silica whose surface is covered with proton.Polar group derivative β-cyclodextrins are bonded to the silica to obtain three novel chiral stationary phases: 6-deoxy-6-piperidine-β-cyclodextrin-CSP,6-deoxy-6-L-proline-β-cyclodextrin-CSP,multi-substituted 3,5-diamino-1,2,4-triazole-(p-toluenesulfonic)-β-cyclodextrin-CSP.31 Pyrrolidine compounds,10 amino acids and some chiral drugs are tested in both polar organic mobile phase mode and normal mobile phase mode.The separation data indicate that 6-deoxy-6-piperidine-β-cyclodextrin-CSP separated analytes not meeting expectation very well;6-deoxy-6-L-proline-β-cyclodextrin-CSP shows satisfactory separations in polar organic mobile phase mode and exihibits a strong separation capability in different pH values;multi-substituted 3,5-diamino-1,2,4-triazole-(p-toluenesulfonic)-β-cyclodextrin-CSP can separate pyrrolidine compounds in both mobile phase modes with high resolutions and separation efficiency compared to commercially available CSPs,making it to be the most valuable object to study.The composition of mobile phase,kind of analytes and stationary phase as well as the peak problem of chromatograms are discussed deeply,which has important reference value for designing and preparing multi-mode chiral stationary phases in the future.
Keywords/Search Tags:polar group derivative β-cyclodextrins, hydride silica, chiral separation, polar organic mobile phase mode, normal mobile phase mode
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