| 학회 | 한국고분자학회 |
| 학술대회 | 2005년 봄 (04/14 ~ 04/15, 전경련회관) |
| 권호 | 30권 1호, p.2 |
| 발표분야 | 초청특별강연 |
| 제목 | Polysaccharide Derivatives as Useful Materials for Enantioseparation |
| 초록 | In the past two decades, separations of enantiomers (optical isomers) by high-performance liquid chromatography (HPLC) have remarkably advanced [1], and many commercially available chiral stationary phases (CSPs) have been developed. Cellulose- and amylose-based CSPs are among the most popular ones, which can cover the resolution of a wide range of the chiral compounds [2]. So far, we prepared nearly a hundred carbamate derivatives, particularly phenylcarbamates (R=substituted phenyl) of these polysaccharides, and examined their resolving power as CSPs. Their chiral recognition abilities depend very much on the substituents introduced on the phenyl group, and 3,5-dimethylphenylcarbamates of both cellulose and amylose exhibit particularly high chiral recognition to many compounds. With these two CSPs, nearly 80% of racemates appear to be resolved. The chiral recognition mechanism on the CSPs has also been explained on the basis of mainly NMR spectroscopy [3]. Other carbamate derivatives including benzylcarbamate derivatives and cycloalkylcarbamates also exhibit high chiral recognition [4]. These polysaccharide-based CSPs have been prepared by coating the derivatives on silica gel, which does not allow to use the solvents that dissolve or swell the derivatives. To improve this defect, immobilization of the derivatives on silica gel without losing the abilities has been extensively examined [5]. References [1] G. Gübitz, M. G. Schmid, Ed.,”Chiral Separations”, Humana Press, Totowa, 2004. [2] C. Yamamoto, Y. Okamoto, Bull. Chem. Soc. Jpn., 2004, 77, 227. [3] C. Yamamoto, E. Yashima, Y. Okamoto, J. Am. Chem. Soc., 2002, 124, 12583. [4] T. Kubota, C. Yamamoto, Y. Okamoto, J. Am. Chem. Soc., 2000, 122, 4056.; Chirality, 2002, 14, 372. [5] T. Kubota, C. Yamamoto, Y. Okamoto, Chirality, 2003, 15, 77.; J. Polym. Sci: Part A, Polym. Chem., 2004, 42, 4704. |
| 저자 | Yoshio Okamoto |
| 소속 | Nagoya Univ. |
| 키워드 | |
