Synthesis of chiral conjugated polymers bearing azobenzene moieties using cholesterics

被引:23
作者
Ohta, Reina [1 ]
Togashi, Fumihiro [1 ]
Goto, Hiromasa [1 ]
机构
[1] Univ Tsukuba, Grad Sch Pure & Appl Sci, Inst Mat Sci, Tsukuba, Ibaraki 3058573, Japan
关键词
INDUCTIVE ASYMMETRIC POLYMERIZATION; ACHIRAL MONOMERS; POLYTHIOPHENE DERIVATIVES; CHIROPTICAL PROPERTIES; CIRCULAR-DICHROISM; LIQUID-CRYSTALS; SERGEANTS; AMPLIFICATION; POLYANILINES; ANILINE;
D O I
10.1021/ma070248+
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The preparation of chiral conjugated polymers bearing bulky groups (azobenzene) from achiral monomers in a cholesteric liquid crystal medium is discussed. The polymers, prepared in this manner, display aggregation and complementary mirror-image Cotton effects. This preparation helps in obtaining optically active polymers with functions such as light isomerization. Such approach allows chiral polymers to be obtained without crystal catalysts or chiral monomers through the use of cholesteric liquid crystal as a chiral polymerization method. The cholesteric liquid crystalline field provides a simple means of molecular design for chiral polymers with functional groups, and the solvent themselves are repeatedly reusable. Chiral conjugated polymers consisting of three thiophene rings with an azobenzene moiety in the monomer repeat unit are also prepared. This new synthetic method can be also be applied for the preparation of chiral polymers having various functions.
引用
收藏
页码:5228 / 5230
页数:3
相关论文
共 32 条
[1]   Synthesis of helical polyacetylene in chiral nematic liquid crystals using crown ether type binaphthyl derivatives as chiral dopants [J].
Akagi, K ;
Guo, S ;
Mori, T ;
Goh, M ;
Piao, G ;
Kyotani, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (42) :14647-14654
[2]   Solving challenging bioorganic problems by exciton coupled CD [J].
Berova, N ;
Borhan, B ;
Dong, JG ;
Guo, JS ;
Huang, XF ;
Karnaukhova, E ;
Kawamura, A ;
Leu, JH ;
Matile, S ;
Nakanishi, K ;
Rickman, B ;
Su, J ;
Tan, Q ;
Zanze, I .
PURE AND APPLIED CHEMISTRY, 1998, 70 (02) :377-383
[3]  
Berova N., 2000, CIRCULAR DICHROISM P, V2nd, P337
[4]   OPTICALLY-ACTIVE POLYMERS OF 1-ALKYNES [J].
CIARDELLI, F ;
LANZILLO, S ;
PIERONI, O .
MACROMOLECULES, 1974, 7 (02) :174-179
[5]  
CIARDELLI F, 1967, MAKROMOL CHEM, V103, P1045
[6]   Chiral architectures from macromolecular building blocks [J].
Cornelissen, JJLM ;
Rowan, AE ;
Nolte, RJM ;
Sommerdijk, NAJM .
CHEMICAL REVIEWS, 2001, 101 (12) :4039-4070
[7]  
Freek JMH, 2005, CHEM REV, V105, P1491
[8]   Helix magic. Thermo-driven chiroptical switching and screw-sense inversion of flexible rod helical polysilylenes [J].
Fujiki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (14) :3336-3343
[9]   Chiral polymerization - Optically active conjugated polymers prepared from achiral monomers by polycondensation in a chiral nematic solvent [J].
Goto, H ;
Akagi, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (28) :4322-4328
[10]   Cholesteric liquid crystal inductive asymmetric polymerization: Synthesis of chiral polythiophene derivatives from achiral monomers in a cholesteric liquid crystal [J].
Goto, Hiromasa .
MACROMOLECULES, 2007, 40 (05) :1377-1385