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Normal-phase liquid chromatography retention behavior of polycyclic aromatic hydrocarbon and their methyl-substituted derivatives on an aminopropyl stationary phase

Published

Author(s)

Walter B. Wilson, Hugh Hayes, Lane C. Sander, Andres D. Campiglia, Stephen A. Wise

Abstract

Retention indices for 124 polycyclic aromatic hydrocarbons (PAHs) and 62 methyl-substituted (Me-) PAHs were determined using normal-phase liquid chromatography (NPLC) on a aminopropyl (NH2) stationary phase. PAH retention behavior on the NH2 phase is correlated to the total number of aromatic carbons in the PAH structure. Within an isomer group, non-planar isomers generally elute earlier than planar isomers. MePAHs generally elute slightly later but in the same region as the parent PAHs. Correlations between PAH retention behavior on the NH2 phase and PAH thickness (T) values were investigated to determine the influence of non-planarity for isomeric PAHs with four to seven aromatic rings. Correlation coefficients ranged from r = 0.19 (five-ring peri-condensed MM 252 Da) to r = -0.99 (five-ring cata-condensed MM 278 Da). In the case of the smaller PAHs (MM ≤ 252 Da), most of the PAHs had a planar structure and provided a low correlation. In the case of larger PAHs (MM ≥ 278 Da), nonplanarity had a significant influence on the retention behavior and good correlation between retention and T was obtained for the MM 278 Da, MM 302 Da, MM 328 Da, and MM 378 Da isomer sets.
Citation
Analytical and Bioanalytical Chemistry

Keywords

normal-phase liquid chromatography, polycyclic aromatic hydrocarbons, retention indices, shape selectivity

Citation

Wilson, W. , Hayes, H. , Sander, L. , Campiglia, A. and Wise, S. (2017), Normal-phase liquid chromatography retention behavior of polycyclic aromatic hydrocarbon and their methyl-substituted derivatives on an aminopropyl stationary phase, Analytical and Bioanalytical Chemistry, [online], https://doi.org/10.1007/s00216-017-0474-8 (Accessed June 22, 2024)

Issues

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Created June 16, 2017, Updated January 27, 2020