期刊
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
卷 48, 期 23, 页码 5411-5418出版社
WILEY-BLACKWELL
DOI: 10.1002/pola.24346
关键词
chiral; enantioselective recognition; radical polymerization; rare-earth trifluoromethanesulfonates; stereospecific polymers
资金
- National Natural Science Foundation of China [21074107]
Enantiopure acrylamide derivatives, N-[o-(4-methyl-4,5-dihydro-1,3-oxazol-2-yl) phenyl] acrylamide (MeOPAM), N-[o-(4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl) phenyl] acrylamide (Pr(i)OPAM), and N-[o-(4-phenyl-4,5-dihydro-1,3-oxazol-2-yl) phenyl] acrylamide (PhOPAM), were synthesized and radically polymerized in the presence of rare earth metal trifluoromethanesulfonates (Ln(OTf)(3), Ln La, Nd, Sm, and Y) to yield corresponding optically active polymers. Among these Lewis acids, Y(OTf)(3) was found to be most effective for increasing the isotactic specificity during the radical polymerizations when using n-butanol as solvent. Also, the effect of the Lewis acids was significantly influenced by the ratio of Ln(OTf)(3) to monomer. The relationship of both chiroptical property and the chiral recognition with the stereoregularity was then examined for the resulting polymers having various tacticity by spectroscopic techniques such as NMR, fluorescence, and circular dichroism. The results indicated that the polymers rich in isotacticity exhibited a favorable enantioselective discrimination ability toward 1,1'-bi-2-naphthol as evidenced by H-1 NMR study, where the characteristic hydroxyl proton signal was split into two peaks that ascribed respectively to the levo-and dextro-isomer; furthermore, the splitting magnitude was linearly correlated with the diad isotacticity of the polymers. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 5411-5418, 2010
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据