Immobilization of polysaccharide derivatives onto silica gel Facile synthesis of chiral packing materials by means of intermolecular polycondensation of triethoxysilyl groups

Tomoyuki Ikai; Chiyo Yamamoto; Masami Kamigaito; Yoshio Okamoto

doi:10.1016/j.chroma.2007.04.054

Immobilization of polysaccharide derivatives onto silica gel Facile synthesis of chiral packing materials by means of intermolecular polycondensation of triethoxysilyl groups

J Chromatogr A. 2007 Jul 20;1157(1-2):151-8. doi: 10.1016/j.chroma.2007.04.054. Epub 2007 Apr 27.

Authors

Tomoyuki Ikai¹, Chiyo Yamamoto, Masami Kamigaito, Yoshio Okamoto

Affiliation

¹ Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan.

PMID: 17482625
DOI: 10.1016/j.chroma.2007.04.054

Abstract

The 3,5-dimethylphenylcarbamates of cellulose and amylose bearing a small amount of 3-(triethoxysilyl)propyl residues were synthesized by a simple process and efficiently immobilized onto a silica gel support by intermolecular polycondensation of the triethoxysilyl groups. The obtained chiral packing materials (CPMs) were evaluated by high-performance liquid chromatography. The polysaccharide derivatives containing about 1-2% of the 3-(triethoxysilyl)propyl residue were efficiently immobilized with a high chiral recognition. The immobilized CPMs could be used with the eluents containing chloroform and tetrahydrofuran, which cannot be used with the conventional coated-type CPMs. By using these eluents, the chiral recognitions for many racemates could be improved.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Chromatography, High Pressure Liquid / instrumentation
Polysaccharides / chemistry*
Silica Gel
Silicon Dioxide / chemistry*
Stereoisomerism

Substances

Polysaccharides
Silica Gel
Silicon Dioxide