PREPARATION AND CHARACTERIZATION OF A NEW SILICA GEL -BASED PIRKLE -TYPE CHIRAL STATIONARY PHASE AS A NEW HPLC COLUMN PACKING MATERIAL

Abstract

In this study, a new silica-based Pirkle-type chiral stationary phase was successfully prepared by using silica gel 60 as a matrix, 3-(chloropropyl)-trimethoxysilane as a spacer arm, and (S)-4-amino-N-(1-cyclohexylethyl)benzamide (II) a chiral selector; and loaded onto the high performance liquid chromatography column by using a mobile phase to prepare a new chiral high performance liquid chromatography column. The chiral selector was synthesized in two steps. In the first step, (S)-N-(1-cyclohexylethyl)-4-nitrobenzamide(I) was obtained, and then the aromatic amine derivative (II) of this compound was obtained with hydrazine hydrate and Pd/C catalyst. The prepared chiral selector (II) was then immobilized on 3-chloropropyl functionalized silica gel (III) prepared by condensation reaction of 3-(chloropropyl)-trimethoxy silane with silica gel 60. In the last step, the new chiral stationary phase derived from silica (IV) was loaded onto a commercial column with the aid of a column-packing apparatus using known methods. The structures of the synthesized chiral selector (II), the new chiral stationary phase (IV), and the characteristic features of the prepared column were investigated by spectroscopic techniques. As a result of the spectroscopic analysis, it was determined that the new chiral stationary phase was prepared successfully.

Keywords

• Chirality
• Chiral stationary phase
• HPLC
• Silica based chiral HPLC column

References

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