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The analytical method of capillary gas chromatography has the advantages of high sensitivity, good selectivity, not using organic solvent, etc. As gas chromatographic chiral stationary phase, cyclodextrin derivatives plays an important role in enantiomer separation owing to the merits of good separation ability and wide applycation scope.The main purpose of this paper is to investigate the synthesis of various cyclodextrin derivatives as gas chromatographic chiral stationary phases and its application on enantiomer separation of chiral compounds.Four peralkylatedβ-CD were synthesized by introducing various chain length alkyl (methyl, ethyl, butyl, pentyl) in 2,3,6-position side chain ofβ-cyclodextrin (series one), Four new 2,6-di-O-alkyl-3-O-methoxymethyl-β-CD were synthesized by introducing various chain length alkyl (methyl, ethyl, propyl, pentyl) in 2,6-position side chain as well as methoxymethyl in 3-position side chain ofβ-cyclodextrin (series two), Three new 6-O-tert-butyldimethysilyl-2,3-di-O-ether-β-CD were synthesized by introducing tert-butyldimethylsilyl in 6-position side chain as well as various chain ether (methoxyethyl, ethoxymethyl, ethoxyethyl) in 2,3-position side chain ofβ-cyclodextrin (series three), Three new 6-O-tert-butyldimethysilyl-2,3-di-O-ether-γ-CD were synthesized by introducing tert-butyldimethylsilyl in 6-position side chain as well as various chain ether (methoxyethyl, ethoxymethyl, ethoxyethyl) in 2,3-position side chain ofγ-cyclodextrin (series four).For series one, the permethylatedβ-CD, and mixed chial selectors of permethylatedβ-CD and perethylatedβ-CD or perbutylatedβ-CD or perpentylatedβ-CD were diluted in OV-7. For series two, the fourβ-CDs were diluted in OV-7. For series three, the 6-O-tert-butyldimethysilyl-2,3-di-O-methoxyethyl-β-CD were diluted in OV-1701, and the other two were diluted in OV-7 and OV-1701, respectively. For series four, the threeγ-CDs were diluted in OV-1701. All above stationary phases were coated onto the inner wall of the fused silica capillary column using static method.The column efficiency, polarity and surface activity of the chromatographic columns were evaluated. According to the separation results of three series of chiral compounds - secondary alcohols containing benzene ring, p-chlorobenzyl cyanides and esters - on these columns, the influences of alkyl chain length and cavity size of CD on chiral separation performance was investigated, the effect of polarity of diluent on selectivity of CDs was studied, and the relationship between structures and properties of stationary phases and solutes molecular and separation abilities were discussed.
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