A new method giving effective coverage of silanol groups for the preparation of chiral stationary phases for HPLC.

IHARA Toshihide, HANNO Yuko, SUGIMOTO Yoshio, NAKAGAMA Tatsuro, HOBO Toshiyuki

doi:10.2116/bunsekikagaku.44.289

A new immobilization method for chiral stationary phases on porous silica gel for HPLC was developed. It is known that the hydrosilylation reaction proceed with great difficulty on the silica gel surface. It was, however, found that the reaction proceeds easily when using a highly hydrophobic platinum catalyst. Based on this finding, an immobilization method was developed, in which silylation is carried out first and then the chiral selector is subsequently introduced onto it by the hydrosilylation reaction. This preparation method has the unique feature that it is capable of covering the silanol groups efficiently. Optical resolution of DL-amino acids on the Pirkle-type chiral stationary phase prepared through the proposed method, gave excellent result. The separation factors obtained were the highest ever obtained, especially when the coverage density was very low. Further, the usefulness of this preparation method was tried to be elucidated through simulation by the molecular dynamics method.

A new method giving effective coverage of silanol groups for the preparation of chiral stationary phases for HPLC.

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