Chemical & Pharmaceutical Bulletin 2004-01-01

HPLC retention behavior of poly-aromatic-hydrocarbons on aminopropyl silica gels modified with Cu(II)- and Ni(II)-phthalocyanine derivatives in non-polar eluent.

Hiromichi Akizawa, Yuji Kitamura, Minako Yamane, Akimasa Iwado, Junko Oda, Masaki Mifune, Noriko Motohashi, Jun Haginaka, Yutaka Saito

Index: Chem. Pharm. Bull. 52(1) , 41-6, (2004)

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Abstract

A comparative study was conducted to elucidate the mechanism underlying the separation of poly-aromatic-hydrocarbons (PAHs) and related compounds thereof on a column packed with silica gels modified with Ni(II)- or Cu(II)-phthalocyanine derivatives (PCS) (Ni- or Cu-PCS(D) column) and commercially available PYE and NPE columns with a non-polar eluent, such as n-hexane. It has been revealed that the dominant interaction responsible to the separation of PAHs on the Cu-PCS(D) and the PYE columns with n-hexane is the pi-pi interaction; however, in the separation of PAHs having 4 rings such as pyrene on the Ni-PCS(D) column, participation of pi-d interaction was indicated. The predominant role of pi-pi interaction in the separation of PAHs of less than three rings on the Ni-PCS(D) column was demonstrated using anthracene. All the columns possessed planar recognition ability and were estimated to be potentially useful in the separation and the analysis of PAHs.