Preparation and chiral recognition ability of chiral stationary phase based on immobilized polyacrylamide derivative

doi:10.3724/SP.J.1123.2015.10036

Abstract

Abstract:

High performance liquid chromatography (HPLC) has been widely considered as the most effective way for the separation and preparation of optically pure enantiomers. In the resolution by HPLC, the separation ability of a column strongly depends on the properties of a chiral stationary phase (CSP). Among many CSPs, the immobilized CSPs, which are becoming one of the most important kinds of CSPs, have the advantages of good solvent durability and enormous method flexibility. In this work, a novel optically active acrylamide derivative (S)-APACP was synthesized by two-step reactions, and its chemical structure was characterized by ¹H NMR. The polyacrylamide derivatives were immobilized on silica gel by three-step reactions to prepare immobilized CSPs, and the immobilization amount of the polymers was tested by thermogravimetric analysis. The chiral recognition ability of the immobilized CSPs was evaluated by HPLC, and the effects of Lewis acid and mobile phase on the chiral recognition ability were investigated. The results showed that APACP polymer was successfully immobilized on silica gel to prepare immobilized-type CSP with better solvent durability, and the amount of immobilized polymer was 10.2% to 11.8%. The immobilized-type CSP showed good chiral recognition ability for several enantiomers.

Key words: chiral recognition ability, chiral stationary phases (CSP), high performance liquid chromatography (HPLC), polyacrylamide derivative

CLC Number:

O658

SONG Jiafeng, FENG Siwei, XU Xiaodong, LIU Lijia, SONG Chaokun, WEN Xiaokun, CHEN Jinyong, LI Fangkun, OKAMOTO Yoshio. Preparation and chiral recognition ability of chiral stationary phase based on immobilized polyacrylamide derivative[J]. Chinese Journal of Chromatography, 2016, 34(1): 74-79.

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