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.
As one of approaches of developing novel HPLC stationary phases, we prepared Cu-octabromotetrakis(4-carboxyphenyl)porphine derivative-immobilized silica gels (Cu-OBTCPP(D)), and evaluated the availability of the resultant Cu-OBTCPP(D) 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-OBTCPP(D) 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-OBTCPP(D) column showed stronger interactions involving pi 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-OBTCPP(D) 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-OBTCPP(D) column showed electrostatic interactions such as dipole-dipole interaction equivalent to or larger than the NPE column.
Mifune
Masaki
M
Department of Pharmaceutical Sciences, Graduate School of Medicine and Dentistry and Pharmaceutical Sciences, Okayama University, Tsushima-Naka, Japan. mifune@pharm.okayama-u.ac.jp
Kawata
Kenji
K
Tanaka
Kurumi
K
Kitamura
Youji
Y
Tsukamoto
Ikuko
I
Saito
Madoka
M
Haginaka
Jun
J
Saito
Yutaka
Y
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002851:Chromatography, High Pressure Liquid; D002853:Chromatography, Liquid; D004563:Electrochemistry; D007202:Indicators and Reagents; D008665:Metalloporphyrins / Q000737:chemistry*; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry; D058428:Silica Gel; D012822:Silicon Dioxide
C508583:Cu(II)-octabromotetrakis(4-carboxyphenyl)porphine; D007202:Indicators and Reagents; D008665:Metalloporphyrins; D011084:Polycyclic Aromatic Hydrocarbons; D058428:Silica Gel; D012822:Silicon Dioxide