Preparation and chromatographic properties of uniform size cross-linked macroporous poly(vinyl p- tert.-butylbenzoate) beads : Evaluation of preferential retention toward organohalides

• Published in: Journal of Chromatography A Vol. 662; no. 1; pp. 37 - 47
• Main Authors: Hosoya, Ken, Sawada, Etsuko, Kimata, Kazuhiro, Araki, Takeo, Tanaka, Nobuo
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 18.02.1994; Elsevier
• Subjects: Analytical chemistry; Chemistry; Chromatographic methods and physical methods associated with chromatography; Exact sciences and technology; Other chromatographic methods; Hydrocarbon; Aliphatic compound; Chromatographic retention; HPLC chromatography; Selectivity; Tricyclic compound; Experimental study; Oxygen heterocycle; Porous material; Reversed phase chromatography; Column packing; Preparation; Crosslinked polymer; Surface properties; Vinyl ester polymer; Halogen Organic compounds; Macroporosity
• ISSN: 0021-9673
• DOI: 10.1016/0021-9673(94)85293-6

Uniform size cross-linked macroporous poly(vinyl p- tert.-butyl benzoate) beads (VPTBBA) were prepared by a two-step swelling and polymerization method. VPTBBA was obtained in 78% yield and utilized as a packing material in high-performance liquid chromatography. The specific surface area of VPTBBA, which had a polymodal broad pore size distribution, was calculated as 314 m 2/g by the BET method. In the reversed-phase mode, VPTBBA showed preferential retention towards some aromatic and/or aliphatic halogenated compounds. In a comparison of its chromatographic properties with those on other packing materials such as two kinds of poly(vinyl carboxylate)-based beads, poly(styrene—divinylbenzene) beads and poly(methyl methacrylate—ethylene dimethacrylate) beads, and a silica-based monomeric C 18 stationary phase, the selectivities on VPTBBA can be explained mainly based on both dipole—dipole interactions caused by the π-acidic phenyl group of VPTBBA and preferential retention towards planer solutes. Moreover, the relatively hydrophobic tert.-butyl groups contribute to steric selectivity and to the total hydrophobicity of the packing material.