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

doi:10.1248/cpb.54.94

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 journal › Article › peer-review

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-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 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-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.

Original language	English
Pages (from-to)	94-98
Number of pages	5
Journal	Chemical and Pharmaceutical Bulletin
Volume	54
Issue number	1
DOIs	https://doi.org/10.1248/cpb.54.94
Publication status	Published - 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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Mifune, M., Kawata, K., Tanaka, K., Kitamura, Y., Tsukamoto, I., Saito, M., Haginaka, J., & Saito, Y. (2006). 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. Chemical and Pharmaceutical Bulletin, 54(1), 94-98. https://doi.org/10.1248/cpb.54.94

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. / Mifune, Masaki; Kawata, Kenji; Tanaka, Kurumi et al.
In: Chemical and Pharmaceutical Bulletin, Vol. 54, No. 1, 01.2006, p. 94-98.

Research output: Contribution to journal › Article › peer-review

Mifune, M, Kawata, K, Tanaka, K, Kitamura, Y, Tsukamoto, I, Saito, M, Haginaka, J & Saito, Y 2006, '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', Chemical and Pharmaceutical Bulletin, vol. 54, no. 1, pp. 94-98. https://doi.org/10.1248/cpb.54.94

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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.",

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AU - Mifune, Masaki

AU - Kawata, Kenji

AU - Tanaka, Kurumi

AU - Kitamura, Youji

AU - Tsukamoto, Ikuko

AU - Saito, Madoka

AU - Haginaka, Jun

AU - Saito, Yutaka

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AB - 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.

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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

Abstract

Keywords

ASJC Scopus subject areas

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