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1716679 
Journal Article 
Capillary Gas Chromatography of Some Polycyclic Aromatic Compounds on Several Stationary Phases 
Blanco, CG; Blanco, J; Bermejo, J; Guillen, MD 
1989 
1 
Journal of Chromatography
ISSN: 0021-9673 
NIOSH/00189514 
465 
2 
378-385 
eng 
The chromatographic properties of some polycyclic aromatic compounds (PACs) on various stationary phases were investigated. Retention indices of 25 PACs were determined on a gas chromatograph fitted with a flame ionization detector which utilized OV-101, SE-54, and OV-1701 columns. Attempts were made to relate the indices to molecular properties such as boiling point, molecular polarizability, molecular connectivity, Van der Waals volume, and molecular weight for predictive purposes. Nitrogenated PACs such as 2-aminoanthracene (613138) and diphenylamine (122394) were generally more strongly retained on OV-1701, the more polar stationary phase. Oxygenated PACs showed two trends. Ethers such as diphenyl-ether (101848) and dibenzofuran (132649) were more strongly retained on the less polar stationary phases OV-101 and SE-54 whereas aromatic ketones such as 9-xanthenone (90471) and anthroquinone (84651) were less strongly retained on OV-101 and SE-54. Sulfur containing compounds such as dibenzothiophene (132650) and thianthrene (92853) showed similar retention on all three phases. The retention indices were very closely related to the boiling points of the compounds, but they were not a linear function of the boiling point. The retention indices were generally poorly correlated with the other molecular properties. The correlation was best for the OV-1701 phase. The greatest deviations between experimental and predicted values of the retention indices, based on parametric and biparametric equations, occurred with PACs whose heteroatoms supported hydrogen atoms, such as diphenylamine and carbazole (86748). This enabled the compounds to participate in dipole dipole and hydrogen bonding interactions. The authors conclude that dipole dipole and hydrogen bonding interactions of PACs with the stationary phase must be considered when attempting to develop equations that can predict retention indices as a function of molecular properties. 
DCN-184914; Chromatographic analysis; Physical properties; Chemical properties; Surface properties; Molecular structure; Mathematical models; Amino compounds; Organo sulfur compounds