HPLC retention behaviors of poly-aromatic-hydrocarbones on Cu(II)-octabromotetrakis(4-carboxyphenyl)porphine derivatives-immobilized aminopropyl silica gels in polar and non-polar eluents

Masaki Mifune, Kenji Kawata, Kurumi Tanaka, Youji Kitamura, Ikuko Tsukamoto, Madoka Saito, Jun Haginaka, Yutaka Saito

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

As one of approaches of developing novel HPLC stationary phases, we prepared Cu-octabromotetrakis(4-carboxyphenyl)porphine derivative-immobilized silica gels (Cu-OBTCPPD), and evaluated the availability of the resultant Cu-OBTCPPD as a stationary phase for separation of poly-aromatic-hydrocarbons (PAHs) and their related compounds. A Cu-OBTCPP D column was revealed to have an ability to separate simple PAHs and be useful as a stationary phase in both polar and non-polar eluents. The retention property of the Cu-OBTCPPD column was evaluated in various comparative experiments using commercially available columns. In comparison with 2-(1-pyrenyl)ethyl dimetylsilyl silica gel column (PYE column) regarding the retention behavior for PAHs etc., the Cu-OBTCPPD column showed stronger interactions involving π electron in non-polar eluent than PYE column. In comparison with a pentabromobenzyloxy propylsilyl silica gel column (PBB column) regarding the influence of bromination, the Cu-OBTCPPD column was affected differently from the PBB column. In comparison with nitrophenylethyl silica gel column (NPE column) regarding the retention behavior for compounds having a dipole in a non-polar eluent, the Cu-OBTCPPD column showed electrostatic interactions such as dipole-dipole interaction equivalent to or larger than the NPE column.

Original languageEnglish
Pages (from-to)94-98
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume54
Issue number1
DOIs
Publication statusPublished - Jan 2006

Keywords

  • Dipole-dipole interaction
  • Dispersion force
  • Novel stationary phase
  • π-d interaction
  • π-π electron interaction

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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