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Effects of Trimethylsilylation of copper(II)-phthalocyanine Sulfonyl-Aminopropyl Silica Gels on the Separation of Pi-Electron-Rich Compounds by High-Performance Liquid Chromatography

Effects of Trimethylsilylation of copper(II)-phthalocyanine Sulfonyl-Aminopropyl Silica Gels on the Separation of Pi-Electron-Rich Compounds by High-Performance Liquid Chromatography

A Iwado, M Mifune, Y Mori, M Onoda, T Kanai, N Motohashi, J Haginaka, Y Saito

Anal Sci. 2001 Feb;17(2):301-5.

PMID: 11990545

Abstract:

As an attempt to elucidate the factor(s) responsible for the poor performance of a copper(II)-phthalocyanine aminopropylsilica gels (CU-PCSD) column for HPLC, the silanol and/or amino groups remaining on Cu-PCSD were endcapped with trimethylchlorosilane (TMCS) or N-trimethylsilylimidazole (TMSI). The trimethylsilylated Cu-PCS(D)S (Cu-PCSD-TMCS and -TMSI) were investigated concerning their performance as an HPLC-stationary phase in the separation of pi-electron-rich polyaromatic hydrocarbons (PAHs), such as mutagenic anthracene and pyrene. As a result, trimethylsilylation with TMSI, which reacts only with silanol-groups, was not effective to improve the column efficiency. In contrast, trimethylsilylation by TMCS, which reacts with both the silanol- and amino-groups, improved the theoretical plate numbers (N) for PAHs separation with the Cu-PCS(D) column, indicating that the low N values on the Cu-PCSD column were caused by electrostatic interactions between PAHs and the remaining amino-groups on Cu-PCS(D). Furthermore, the retention data of mutagenic heterocyclic amines (HCAs) indicated that the remaining amino groups interact with the polar groups of HCAs.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP147148-A	Copper(II) phthalocyanine		147-14-8	Price

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