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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

Synthesis and Chiral Recognation of Hollow Chiral Polymer Microspheres with Amide Side Group
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摘要 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. 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 10μm. 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.
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2007年第8期1606-1608,共3页 Chemical Journal of Chinese Universities
基金 国家自然科学基金(批准号:20374035) 山东省自然科学基金(批准号:Y2006F42)资助
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 Polymer microsphere Chiral stationary phase Chiral polymer (R)-α-Ethylhydroxy phenylbutyrate ( - ) α-Phenylethyl-acrylamide ( - ) α-Phenylethyl-10-undecendyl amide
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