Analytical Sciences

Cellulose Dimethylphenylcarbamate-bonded Carbon-clad Zirconia for Chiral Separation in High Performance Liquid Chromatography

Sang Hyun KWON,*¹ Yoshio OKAMOTO,*² Chiyo YAMAMOTO,*³ Wonjo CHEONG,*⁴ Myeonghee MOON,*⁵ and Jung Hag PARK*¹

*1 Department of Chemistry, Yeungnam University, Gyeongsan 712-749, Korea
*2 EcoTopia Science Institute, Nagoya University, Nagoya 464-8603, Japan
*3 Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan
*4 Department of Chemistry, Inha University, Incheon 402-751, Korea
*5 Department of Chemistry, Yonsei University, Seoul 120-749, Korea

Porous zirconia particles are very robust material and have received considerable attention as a stationary phase support for HPLC. We prepared cellulose dimethylphenylcarbamate-bonded carbon-clad zirconia (CDMPCCZ) as a chiral stationary phase (CSP) for separation of enantiomers of a set of 14 racemic compounds in normal phase (NP) and reversed-phase (RP) liquid chromatography. Retention and enantioselectivity on CDMPCCZ were compared to those on CDMPC-coated zirconia (CDMPCZ) to see how the change in immobilization method of the chiral selector affects the retention and chiral selectivity. In NPLC, retention was longer and the number of resolved racemates was smaller on CDMPCCZ than on CDMPCZ. However, chiral selectivity factors for some resolved racemates were better on CDMPCCZ than on CDMPCZ. The longer retention on CDMPCCZ is likely due to strong, non-chiral discriminating interactions with the carbon layer on CDMPCZ. In RPLC only two racemates were resolved on CDMPCCZ, but retention times were shorter than, and resolutions were comparable to, those in NPLC, indicating a potential for improving chromatographic performance of the CDMPCCZ column in RPLC with optimized column preparation and separation conditions.

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