Photografted methacrylate‐based monolithic columns coated with cellulose tris(3,5‐dimethylphenylcarbamate) for chiral separation in CEC

Abstract

A chiral capillary monolithic column for enantiomer separation in capillary electrochromatography was prepared by coating cellulose tris(3,5-dimethylphenylcarbamate) on porous glycidyl methacrylate-co-ethylene dimethacrylate monolith in capillary format grafted with chains of [2(methacryloyloxy)ethyl] trimethylammonium chloride. The surface modification of the monolith by the photografting of [2(methacryloyloxy)ethyl] trimethylammonium chloride monomer as well as the coating conditions of cellulose tris(3,5-dimethylphenylcarbamate) onto the grafted monolithic scaffold were optimized to obtain a stable and reproducible chiral stationary phase for capillary electrochromatography. The effect of organic modifier (acetonitrile) in aqueous mobile phase for the enantiomer separation by capillary electrochromatography was also investigated. Several pairs of enantiomers including acidic, neutral, and basic analytes were tested and most of them were partially or completely resolved under aqueous mobile phases. The prepared monolithic chiral stationary phases exhibited a good stability, repeatability, and column-to-column reproducibility, with relative standard deviations below 11% in the studied electrochromatographic parameters.

Chiral Separations by Capillary Electrophoresis and related Techniques with Different Chiral Selectors: A Review

“…Methacrylate-based monolithic columns are one of the materials most prone to development. In addition to being practical, it is shown that the column can be applied sometimes without requiring any silanization pro-cess [105,106,[321][322][323] Denizli et al synthesized chiral monolithic capillary column based on butyl methacrylate in their studies in which the enantiomeric separations of including some of hydrophobic amino acids investigated, which N-Metacryloyl-L-Histidine monomer (MAH) and N-Metacryloyl-L-Glutamic Acid (MAGA) was used as chiral selectors, resptectively in CEC [324,325].…”

Recent developments of monolithic and open‐tubular capillary electrochromatography (2017–2019)

“…The most commonly used preparation method of polymer stationary phase with the desired surface chemistry was carried out via a one‐step molding process of direct in situ copolymerization of the functional monomer, crosslinker, initiator, and in the presence of an appropriate porogen . Concentration and composition of organic monomers are the main factors that affect the characters of monolithic column .…”

Chiral covalent organic framework incorporated organic polymer monolithic capillary column for enantioseparations

“…Usually, one-step chiral in-situ polymerization is employed to prepare chiral MCCs. The commonly used chiral stationary phases in MCCs are various derivatives of β-cyclodextrin [25][26][27][28], and others include cellulose [29][30][31], pepsin [32,33], polymyxin-B [34] and (S)-(-)−1-(2-naphthyl)ethylamine [35]. It is worth mentioning that metal-organic frameworks [29,32], COFs [30], and gold nanoparticles [36] can improve the enantioseparation ability of chiral MCCs.…”