Discipline of Chemistry, School of Environmental and Life Sciences, University of Newcastle, Callaghan, NSW 2308, Australia.
Org Biomol Chem. 2013 May 7;11(17):2872-84. doi: 10.1039/c3ob40332g. Epub 2013 Mar 18.
Molecularly imprinted polymeric films (MIPFs) highly selective to 1R,2S(-)ephedrine (L-ephedrine, EPD) were produced by phase inversion post-polymerization imprinting on poly(acrylonitrile-co-methyl methacrylate-co-acrylic acid) (PAMA) terpolymers. The inclusion of methyl methacrylate (MMA) to the polymer formulation resulted in enhanced EPD selectivity which appears to be dictated by polymer composition to achieve the necessary balance between polymer rigidity and porosity. Substitution of MMA with methyl acrylate, ethyl acrylate and n-butyl acrylate resulted in a loss of EPD selectivity and EPD entrapment within the polymer matrix not observed in PAMA MIPFs. MMA, by virtue of its methyl group, is able to provide the scaffolding and rigidity necessary for stability and preservation of imprinted cavities within the PAMA MIPF leading to high EPD selectivity.
通过在聚(丙烯腈-共-甲基丙烯酸甲酯-共-丙烯酸)(PAMA)共聚物上进行后聚合印迹的相转化,制备了对 1R,2S(-)麻黄碱(L-麻黄碱,EPD)具有高选择性的分子印迹聚合物薄膜(MIPF)。将甲基丙烯酸甲酯(MMA)引入聚合物配方中,提高了 EPD 的选择性,这似乎是由聚合物组成决定的,以在聚合物刚性和孔隙率之间达到必要的平衡。用甲基丙烯酸乙酯、丙烯酸乙酯和丙烯酸正丁酯替代 MMA 会导致 EPD 选择性丧失,并且 EPD 被包埋在聚合物基质中,这在 PAMA MIPF 中没有观察到。MMA 凭借其甲基基团,能够为 PAMA MIPF 中的印迹空腔的稳定性和保存提供必要的支架和刚性,从而导致对 EPD 的高选择性。