Synthesis and chiroptical properties of vinyl polymers containing laterally attached 4,4"-digalactosyloxy-p-terphenyl side groups

被引：47

作者：

Cui, Jiaxi ^{[1
]}

Liu, Anhua ^{[1
]}

Zhi, Junge ^{[1
]}

Zhu, Zhiguo ^{[1
]}

Guan, Yan ^{[1
]}

Wan, Xinhua ^{[1
]}

Zhou, Qifeng ^{[1
]}

机构：

[1] Peking Univ, Coll Chem & Mol Engn, Ministil Educ, Key Lab Polymer Cheinistr & Phys,Beijing Natl Lab, Beijing 100871, Peoples R China

来源：

MACROMOLECULES | 2008年 / 41卷 / 14期

关键词：

D O I：

10.1021/ma800673t

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 [高分子化学与物理]; 080501 [材料物理与化学]; 081704 [应用化学];

摘要：

The synthesis and chiroptical properties of two novel optically active helical glycopolymers, poly {2,5 -bis[4'-(2,3,4,6-tetra-O-acetyl-beta-D-galactosyloxy)phenyl] styrene) (PTAGPS) and poly( 2,5-bis[4'-(beta D-galactosyloxy)phenyl] styrene} (PGPS), were reported. The former was obtained via radical polymerization of 2,5-bis[4'-(2,3,4,6-tetra-O-acetyl-D-galactosyloxy)phenyl] styrene (TAGPS), while the later by either direct radical polymerization of deacetylized monomer, 2,5-bis [4'-beta-D-galactosyloxy)phenyl] styrene (GPS), or deacetylation of PTAGPS. PTAGPS had a thermodynamically controlled conformation (TCC) regardless of the nature of the solvent where it was polymerized. However, PGPS prepared via radical polymerization of GPS in dimethyl Sulfoxide (DMSO) had TCC, and that in N,N-dimethylformamide (DNIF) had a kinetically controlled conformation (KCC), which could undergo an irreversible evolution to TCC by annealing in DMSO. PGPS derived front PTAGPS showed the essential chiroptical characteristics of both its precursor and PGPS with KCC obtained in DMF. These results demonstrated that achiral acetyl groups in the monomer molecule had a remarkable effect on the formation of chiral secondary structure of the polymer.

引用

页码：5245 / 5254

页数：10

共 72 条

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Asymmetric radical polymerization and copolymerization of N-(1-phenyldibenzosuberyl)methacrylamide and its derivative leading to optically active helical polymers [J].