1955年美国里海大学乳液聚合研究所Vanderhoff和Brodford教授发表了合成单分散聚合物微球的研究论文,为高分子科学开辟了一个崭新的研究领域.目前,多功能、高性能聚合物微球的合成及应用已成为国内外学者们致力于研究的一个热点,并取得了引人瞩目的发展.但带有手性官能团的手性高分子微球的合成及其作为高效液相色谱固定相用于手性分离的研究尚未见报道.
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.