Scientific PapersSeparation of Chiral Compounds Using Chiral Covalent Organic Frameworks CTpPa-1 as HPLC Stationary Phase
  
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DOI:10.3969/j.issn.1004-4957.年份.月份
KeyWord:covalent organic framework  high performance liquid chromatography  stationary phase  chiral separation
  
AuthorInstitution
YU Yun-yan,YUAN Bao-yan,XU Na-yan,ZHANG Jun-hui,FU Nan,XIE Sheng-ming,YUAN Li-ming Faculty of Chemisty and Chemical Engineering,Yunnan Normal University
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Abstract:
      Chiral covalent organic frameworks(COFs) of CTpPa-1 with two dimensional eclipsed layered sheet structure was synthesized from p phenylenediamine(Pa-1) and chiral organic monomer CTp obtained by the reaction of 1,3,5-triformyloroglucinol(Tp) and (+) -diacetyl-L-tartaric anhydride.The CTpPa-1 was characterized by powder X-ray diffraction(PXRD),Fourier transform infrared spectroscopy(FT-IR),scanning electron microscopy(SEM) and nitrogen adsorption.The CTpPa-1 were mixed with C18 to use as a stationary phase for fabricating a packed chiral high performance liquid chromatography(HPLC) column.The resolution ability of the chiral column for different chiral compounds were investigated under different ratios of n hexane-isopropanol as mobile phase.Results showed that the chiral column exhibited a good resolving ability towards 18 racemates,including alcohols,ketones,phenols,organic acids and amines,among which five chiral compounds reached the baseline separation,and seven chiral compounds were close to the baseline separation.The highest resolution(RS) was 3.65.Some positional isomers including nitrophenol,bromoaniline and dinitrobenzene could be separated on the chiral column.Finally,the reproducibility and stability of the chiral column were evaluated.The relative standard deviations(RSD) for retention time and peak area after 50,100,150,200,250 injections of 1-(4-chlorophenyl) ethanol were 0.86% and 1.1%,respectively,indicating that the chiral column had good reproducibility and stability.
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