高等学校化学学报 ›› 2003, Vol. 24 ›› Issue (9): 1610.

• 论文 • 上一篇    下一篇

新型衍生化β-环糊精键合硅胶手性固定相的合成与性能研究

周爱玲1, 王秀玲2, 黄君珉1, 王新省1, 高如瑜1   

  1. 1. 南开大学化学学院;
    2. 南开大学生命科学学院, 天津 300071
  • 收稿日期:2002-07-03 出版日期:2003-09-24 发布日期:2003-09-24
  • 通讯作者: 王秀玲(1949年出生),女,副教授,从事生物化学研究.E-mail:szhouailing@eyou.com E-mail:szhouailing@eyou.com
  • 基金资助:

    国家自然科学基金(批准号:20175010)

Synthesis and Chromatographic Properties of a Novel Phenyl Carbamate Perderivatized β-Cyclodextrin Bonded Silica Chiral Stationary Phase

ZHOU Ai-Ling1, WANG Xiu-Ling2, HUANG Jun-Min1, WANG Xin-Sheng1, GAO Ru-Yu1   

  1. 1. College of Chemistry, Nankai University, Tianjin 300071, China;
    2. College of Life Science, Tianjin 300071, China
  • Received:2002-07-03 Online:2003-09-24 Published:2003-09-24

摘要: 合成了苯基氨基甲酸酯全衍生化β-环糊精键合硅胶手性固定相.在正相色谱条件下,对系列2-(噻唑基)-α-氨基膦酸酯化合物进行了有效的手性拆分研究.结果表明,所有化合物都得到基线分离,对映异构体选择性α>1.2,为制备型液相色谱的手性拆分提供条件.

关键词: 高效液相色谱, 手性固定相, &beta, -环糊精, &alpha, -氨基膦酸酯

Abstract: Anovel chiral stationary phase has been prepared by immobilized of(mono-6-ethylene diamine-6-deoxy-2, 3, 6-perphenylcarbamated)β-cyclodextrin onto the surface of silica gel via the spacer 3-iso-cyanatopropyl-triethoxysilane with an extended application of the ester exchange reaction, in order to achieve the following two aims: firstly, we tried to use a facile method to get a characteristic multimode chiral stationary by adding more effective interaction sites ; secondly, we wanted to achieve the separation of chiral organophosphorus compounds. The resulting bonded silica stationary phase was characterized by the bonded density of derivative β-CDcalculated from the results of C, Hand Nelemental analyses and spectrum analysis, etc.. The column performance was up to 48000 plates/m, and symmetry factor up to 1. 095. Aseries of fifteen 2-(thiazolyl)-α-amidophosphonates organophosphorus compounds were successfully separated into their enantiomers in the normal phase of HPLCfor the first time. Some of them could be separated in baseline, good enantioseparations with separation factors of a up to 1. 789. Strong π-π interaction or dipole-dipole interaction, hydrophobic interaction etc., contribute to the possible chiral recognition mechanism.

Key words: HPLC, Chiral stationary phase, β-Cyclodextrin, α-Aminophosphonate

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