Poly(carboxyethyl acrylate-co-ethylene glycol dimethacrylate) precursor monolith with bonded anthracenyl ligands for use in reversed-phase capillary electrochromatography based on hydrophobic and π-π interactions

ElsevierVolume 1682, 25 October 2022, 463526Journal of Chromatography AHighlights•

Expanding the potentials of CEC to the analysis of various aromatic compounds.

Introducing carboxyethyl acrylate-based precursor monolith.

Grafting anthracenyl ligands to the carboxy precursor monolith.

The anthracenyl monolith exhibited both π-π and hydrophobic interactions.

Anthracenyl monolith selectivity was superior to that of octadecyl monolith.

Abstract

In this research report, the post polymerization functionalization (PPF) of a carboxyethyl acrylate (CEA)-co-ethylene glycol dimethacrylate (EDMA) [poly-CEA-co-EDMA)] precursor monolith with 2-aminoanthracene was carried out in the presence of an organic solvent soluble carbodiimide, namely N,N´-dicyclohexylcarbodiimide (DCC), yielding the so-called anthracenyl-poly-CEA-co-EDMA monolith. This novel monolith proved to be an excellent monolithic stationary for reversed-phase capillary electrochromatography (RP-CEC) with hydrophobic and π-π interactions of a wide range of nonpolar solutes including those bearing aryl functional groups in their structures such as polycyclic aromatic hydrocarbons (PAHs), toluene derivatives and aniline derivatives as well as solutes carrying in their structures electron withdrawing substituents such as dinitrophenyl-amino acids (DNP-AAs) and di-DNP-AAs. The retention behaviors of the just mentioned solutes obtained on the anthracenyl-poly-CEA-co-EDMA monolithic column were compared to those obtained on octadecyl-poly-CEA-co-EDMA monolithic column prepared from the same carboxy-precursor monolith. The results demonstrated the superiority of anthracenyl column over the octadecyl column for the separation and enhanced selectivity for aromatic solutes since it provides not only hydrophobic interactions but also π-π interactions with aromatic nonpolar solutes.

Keywords

Carboxy precursor monolith

Post polymerization functionalization

Anthracenyl monolithic column

Reversed-phase capillary electrochromatography

Aromatic solutes

Data Availability

No data was used for the research described in the article.

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