Preparation and characterization of six calixarene bonded stationary phases for high performance liquid chromatography.
Six calixarene bonded silica gel stationary phases were prepared and characterized by elemental analysis, infrared spectroscopy and thermal analysis. Their chromatographic performance was investigated by using PAHs, aromatic positional isomers and E- and Z-ethyl 3-(4-acetylphenyl) acrylate isomers as probes. Separation mechanism based on the different interactions between calixarenes and analytes were discussed. The chromatographic behaviors of those analytes on the calixarene columns were influenced by the supramolecular interaction including pi-pi interaction, space steric hindrance and hydrogen bonding interaction between calixarenes and analytes. Notably, the presence of polar groups (-OH, -NO(2) and -NH(2)) in the aromatic isomers could improve their separation selectivity on calixarene phase columns. The results from quantum chemistry calculation using DFT-B3LYP/STO-3G* base group were consistent with the retention behaviors of PHAs on calix[4]arene column.
Ding
Chenghua
C
Chemistry Department, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Daxue Road 75, Zhengzhou 450052, China.
Qu
Kang
K
Li
Yongbo
Y
Hu
Kai
K
Liu
Hongxia
H
Ye
Baoxian
B
Wu
Yangjie
Y
Zhang
Shusheng
S
D000179:Acrylates; D047250:Calixarenes / Q000138:chemical synthesis / Q000737:chemistry*; D005591:Chemical Fractionation; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D006860:Hydrogen Bonding; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents; D007536:Isomerism; D046911:Macromolecular Substances / Q000138:chemical synthesis / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry*; D013237:Stereoisomerism
D000179:Acrylates; D007202:Indicators and Reagents; D046911:Macromolecular Substances; D047250:Calixarenes; D012822:Silicon Dioxide; C036658:acrylic acid