Synthesis of Helical Poly(phenylacetylene)s with Amide Linkage Bearing l-Phenylalanine and l-Phenylglycine Ethyl Ester Pendants and Their

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• 作者：Chunhong Zhang ; Hailun Wang ; Qianqian Geng ; Taotao Yang ; Lijia Liu ; Ryosuke Sakai ; Toshifumi Satoh ; Toyoji Kakuchi ; Yoshio Okamoto
• 刊名：Macromolecules
• 出版年：2013
• 出版时间：November 12, 2013
• 年：2013
• 卷：46
• 期：21
• 页码：8406-8415
• 全文大小：436K
• 年卷期：v.46,no.21(November 12, 2013)
• ISSN：1520-5835

文摘

Novel stereoregular helical poly(phenylacetylene) derivatives (PPA-Phe and PPA-Phg) with an amide linkage bearing l-phenylalanine and l-phenylglycine ethyl ester pendants were synthesized for use as chiral stationary phases (CSPs) in HPLC. The polymers showed different chiral recognition abilities depending on the coating solvents. Both PPA-Phe and PPA-Phg exhibited higher chiral recognitions when coated with CHCl₃ by having preferable conformations. Their chiral recognition abilities depended on their molecular weight and optical rotations which were influenced by the polymerization solvents and monomer concentration. PPA-Phe and PPA-Phg showed rather different chiral recognitions, indicating that the benzyl group of the former and the phenyl group of the latter also play important roles in the chiral recognition. A few racemates were completely separated on PPA-Phe or PPA-Phg with separation factors comparable or higher than those obtained on the popular polysaccharide-based CSPs.