Helix-sense-selective radical polymerization of bulky styrenic monomers: chiral induction and liquid crystallinity | |
Zhao ZhiYuan1; Bai JianWei2; Zhang Jie1; Liu AnHua3; Wan XinHua1 | |
刊名 | SCIENCE CHINA-CHEMISTRY |
2014-07-01 | |
卷号 | 57期号:7页码:982-994 |
关键词 | Chiral Liquid Crystalline Polymers (Lcp) Radical Polymerization Thermal Property Helical |
ISSN号 | 1674-7291 |
DOI | 10.1007/s11426-014-5136-5 |
英文摘要 | Eight chiral vinylterphenyl monomers, (+)-2,5-bis{4'-[(S)-1aEuro(3)-methylpropyloxy]phenyl}styrene (Ia), (+)-2,5-bis{4'-[(S)-2aEuro(3)-methylbutyloxy]phenyl}styrene (Ib), (+)-2,5-bis{4'-[(S)-3aEuro(3)-methylpentyloxy]phenyl}styrene (Ic), (+)-2,5-bis{4'-[(S)-4aEuro(3)-methylhexyloxy]phenyl}styrene (Id), (-)-2,5-bis{4'-[(R)-1aEuro(3)-methylpropyloxy]phenyl}styrene (Ie), (+)-2-{4'-[(S)-1aEuro(3)-methyl-propyloxy]phenyl}-5-{4'-[(R)-1aEuro(3)-methylpropyloxy]phenyl}styrene (IIa), (-)-2-{4'-[(R)-1aEuro(3)-methylpropyloxy]phenyl}-5-{4'-[(S)-1aEuro(3)-methylpropyloxy]phenyl}styrene (IIb), and (+)-2-{4'-[(S)-2''-methylbutyloxy]phenyl}-5-{4'-[(S)-1aEuro(3)-methylpropyl-oxy]phenyl}styrene (III), were synthesized and radically polymerized. These molecules were designed to further understand long-range chirality transfer in radical polymerization and to possibly tune the chiroptical properties of the polymers by varying the spatial configuration, position, and various combination of the stereogenic centers at the ends of p-terphenyl pendants. The resultant polymers adopted helical conformations with a predominant screw sense. When the stereogenic centers ran away from the terphenyl group as in Ib-d, the corresponding polymers changed the direction of optical rotation in an alternative way and showed no obvious stereomutation upon annealing in tetrahydrofuran. The two stereogenic centers of IIa, IIb, and III acted concertedly in chiral induction, whereas those of Ia and Ie played a counteractive role. The five polymers derived from Ia, Ie, IIa, IIb, and III underwent stereomutation when annealed in tetrahydrofuran. The polymers PIa-e had good thermal stability and high glass transition temperatures (T (g)s). They generated liquid crystalline phases at above T (g)s that could be kept upon cooling, with the exception of PIe. This result was consistent with the extended helical structures. |
语种 | 英语 |
出版者 | SCIENCE PRESS |
WOS记录号 | WOS:000338450800010 |
内容类型 | 期刊论文 |
源URL | [http://ir.iccas.ac.cn/handle/121111/50649] |
专题 | 中国科学院化学研究所 |
通讯作者 | Liu AnHua |
作者单位 | 1.Peking Univ, Beijing Natl Lab Mol Sci, Coll Chem & Mol Engn, Key Lab Polymer Chem & Phys,Minist Educ, Beijing 100871, Peoples R China 2.Harbin Engn Univ, Coll Mat Sci & Chem Engn, Polymer Mat Res Ctr, Harbin 150001, Peoples R China 3.Xiamen Univ, Coll Mat, Minist Educ, Key Lab High Performance Ceram Fibers, Xiamen 310065, Peoples R China |
推荐引用方式 GB/T 7714 | Zhao ZhiYuan,Bai JianWei,Zhang Jie,et al. Helix-sense-selective radical polymerization of bulky styrenic monomers: chiral induction and liquid crystallinity[J]. SCIENCE CHINA-CHEMISTRY,2014,57(7):982-994. |
APA | Zhao ZhiYuan,Bai JianWei,Zhang Jie,Liu AnHua,&Wan XinHua.(2014).Helix-sense-selective radical polymerization of bulky styrenic monomers: chiral induction and liquid crystallinity.SCIENCE CHINA-CHEMISTRY,57(7),982-994. |
MLA | Zhao ZhiYuan,et al."Helix-sense-selective radical polymerization of bulky styrenic monomers: chiral induction and liquid crystallinity".SCIENCE CHINA-CHEMISTRY 57.7(2014):982-994. |
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