Chen Xiao-Ming, Yamamoto Chiyo, Okamoto Yoshio
EcoTopia Science Institute, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan.
J Chromatogr A. 2006 Feb 3;1104(1-2):62-8. doi: 10.1016/j.chroma.2005.11.044. Epub 2005 Dec 15.
Cellulose 3,5-dimethylphenylcarbamates bearing a low content of a vinyl group at the 6-position on the glucose units were synthesized by a previously developed regioselective method and chemically immobilized onto a vinylized silica gel as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). The immobilization of the derivatives was performed through a radical polymerization reaction with AIBN as the initiator in the presence of toluene. The effects of vinyl monomers, such as isoprene, 2,3-dimethyl-1,3-butadiene (DMBD), ethylene glycol dimethacrylate (EDMA) and 1,5-hexadiene, on the immobilization and enantioselectivities of the derivatives were investigated. The effect of the temperature used for the radical polymerization reaction on the immobilization was also examined. In addition, the direct comparison of the chiral recognition abilities of the laboratory-made and commercially available columns was discussed.
通过先前开发的区域选择性方法合成了在葡萄糖单元的6位具有低含量乙烯基的纤维素3,5-二甲基苯基氨基甲酸酯，并将其化学固定在乙烯基化硅胶上，作为高效液相色谱（HPLC）的手性固定相（CSP）。衍生物的固定化是在甲苯存在下，以偶氮二异丁腈（AIBN）为引发剂通过自由基聚合反应进行的。研究了异戊二烯、2,3-二甲基-1,3-丁二烯（DMBD）、乙二醇二甲基丙烯酸酯（EDMA）和1,5-己二烯等乙烯基单体对衍生物固定化和对映选择性的影响。还考察了自由基聚合反应温度对固定化的影响。此外，还讨论了自制柱和市售柱手性识别能力的直接比较。
