Skip to Main content Skip to Navigation
Journal articles

Anthracenyl polar embedded stationary phases with enhanced aromatic selectivity. Part II: A density functional theory study

Abstract : New polar embedded aromatic stationary phases (mono- and trifunctional versions) that contain an amide-embedded group coupled with a tricyclic aromatic moiety were developed for chromatographic applications and described in the first paper of this series. These phases offered better separation performance for PAHs than for alkylbenzene homologues, and an enhanced ability to differentiate aromatic planarity to aromatic tridimensional conformation, especially for the trifunctional version and when using methanol instead of acetonitrile. In this second paper, a density functional theory study of the retention process is reported. In particular, it was shown that the selection of the suitable computational protocol allowed for describing rigorously the interactions that could take place, the solvent effects, and the structural changes for the monofunctional and the trifunctional versions. For the first time, the experimental data coupled with these DFT results provided a better understanding of the interaction mechanisms and highlighted the importance of the multimodal character of the designed stationary phases: alkyl spacers for interactions with hydrophobic solutes, amide embedded groups for dipole-dipole and hydrogen-bond interactions, and aromatic terminal groups for π-π interactions.
Complete list of metadatas

https://hal-normandie-univ.archives-ouvertes.fr/hal-01928169
Contributor : Aurélien Lemercier <>
Submitted on : Tuesday, November 20, 2018 - 1:28:48 PM
Last modification on : Thursday, July 2, 2020 - 3:28:54 AM

Identifiers

Citation

Mélanie Mignot, Benjamin Schammé, Vincent Tognetti, Laurent Joubert, Pascal Cardinaël, et al.. Anthracenyl polar embedded stationary phases with enhanced aromatic selectivity. Part II: A density functional theory study. Journal of Chromatography A, Elsevier, 2017, 1519, pp.91-99. ⟨10.1016/j.chroma.2017.08.083⟩. ⟨hal-01928169⟩

Share

Metrics

Record views

35