A Study of the Behavior of Alkyl Side Chains Phenols and Arenes in Polar and Nonpolar GC Stationary Phases


Gas chromatographic measurements of the relative retention times of alkyl-substituted arenes and phenols on capillary columns at temperatures of 125 – 140°C have shown that logarithms of retention times increase bilinearly with the number of carbon atoms in the molecule. It was found that in a high density stationary phase, the longer alkyl side chains of compounds in question are subject to cyclization as a result of the resistance force of this phase affecting molecules during their thermal and diffusion motion. Consequently, common conventional aromatic-aliphatic molecules become new molecules with quasi-alicyclic rings. In comparison with the conventionally conceived molecules, the resulting aromatic–quasi-alicyclic molecules are characterized by rather different, possibly even completely different non-covalent interactions between the molecules, which then affect the retention characteristics. Moreover, cyclization facilitates the mixing of n-alkyl arenes and n-alkyl phenols with high-molecular stationary phases, because the thermodynamic condition for mixing is better fulfilled.

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P. Straka and P. Buryan, "A Study of the Behavior of Alkyl Side Chains Phenols and Arenes in Polar and Nonpolar GC Stationary Phases," American Journal of Analytical Chemistry, Vol. 2 No. 3, 2011, pp. 324-331. doi: 10.4236/ajac.2011.23040.

Conflicts of Interest

The authors declare no conflicts of interest.


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