The Interaction of Monosubstituted Benzenes with the Stationary Liquid in Gas Liquid Chromatography

概要

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In gas liquid chromatography (GLC), the relative retention values logy was mainly expressed by van der Waals energy (the sum of the dispersion E_<dis> and repulsive E_<rep> energies) to the interactions between monosubstituted benzene derivatives and the nonpolar stationary liquid as squalane. The single exception was that of anilines, and it was corrected by the electrostatic energy (E_<ES>) due to C-H/π hydrogen bond. When the stationary liquid changed from the nonpolar to polar, log γ was estimated by the inductive interaction energy (included in E_<ES>) in addition to the sum of E_<dis> and E_<rep>. In the benzene solution, the relative equilibrium values log K/K_0 introduced from the interactions between phenol and substituted benzene derivatives were estimated by E_<ES>. The E_<ES> of COCH_3, CO_2C_2H_5 groups is especially originated in the excited dipole moments μ_e. The relative frequency values log V/V_0 derived from O-H or O-D stretching vibration of phenol or methanol-D gave the correction to E_<ES> as well as log K/K_0. That of anilines-methanol-D however had been out of a linear relation to E_<ES>. The cause is concluded that the aniline-methanol-D is making the proton transfer structure from the discussion about the proton affinity (PA) of the base.
公益社団法人日本薬学会の論文
2004-02-01