高等学校化学学报

• 研究快报 • 上一篇    

带有酰胺侧基的中空手性高分子微球的合成及其分离性能

姚金水, 张献, 魏明星   

  1. 山东轻工业学院材料科学与工程学院, 长清大学园区, 济南 250353
  • 收稿日期:2007-03-19 修回日期:1900-01-01 出版日期:2007-08-10 发布日期:2007-08-10
  • 通讯作者: 姚金水

Synthesis and Chiral Recognation of Hollow Chiral Polymer Microspheres with Amide Side Group

YAO Jin-Shui*, ZHANG Xian, WEI Ming-Xing   

  1. College of Material Science and Technology, Changqing Campus, Shandong Institute of Light Industry, Jinan 250353, China
  • Received:2007-03-19 Revised:1900-01-01 Online:2007-08-10 Published:2007-08-10
  • Contact: YAO Jin-Shui

摘要: 合成了带有手性基团的多孔高分子微球, 并将其作为高效液相色谱手性固定相用于分离制备盐酸贝那普利的一个重要中间体(R)-α-羟基苯丁酸乙酯.

关键词: 高分子微球, 手性固定相, 手性高分子, (R)-α-羟基苯丁酸乙酯, (-)α-苯乙基-丙烯酰胺, (-)α-苯乙基-10-十一烯酰胺

Abstract: Two kinds of chiral monomers, (-)α-phenylethyl-acrylamide and (-)α- phenylethyl-10-undecendyl amide, were synthesized via consendation of (S)-α-phenyl ethyl amine and acryl chloride or 10-undecendyl chloride.Their structures and purities were determined via IR, 1H NMR and elemental analysis. The seeded microspheres of polystyrene(about 3 μm) were prepared with dispersion polymerization, and monodisperse hollow chiral polymer microspheres were prepared with two-stage swelling procedure via copolymerization of styrene, divinyl benzene and the chiral monomers synthesized above.The average diameter of the microsphere was about 10 μm.The chiral polymer microspheres were used to be the stationary phase of HPLC. The molar ratio of (S)-α-ethyl hydroxy phenylbutyrate and (R)-α-ethylhydroxy phenylbutyrate were determined via chiral HPLC. The chromatography results showed that the chiral recognition was very higy when using chiral polymer microsphere,prepared by S-10-undecylenoyl(α-phenyl)ethylamide as chiral monomer, as chiral stationary phase of HPLC.

Key words: Polymer microsphere, Chiral stationary phase, Chiral polymer, (R)-α-Ethylhydroxy phenylbutyrate, (-)α-Phenylethyl-acrylamide, (-)α-Phenylethyl-10-undecendyl amide

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