Star-shaped oligo(p-phenylenevinylene) substituted hexaarylbenzene:: Purity, stability, and chiral self-assembly

被引：88

作者：

Tomovic, Zeljko ^{[3
]}

Van Dongen, Joost ^{[3
]}

George, Subi J. ^{[3
]}

Xu, Hong ^{[1
,2
]}

Pisula, Wojciech ^{[4
]}

Leclere, Philippe ^{[3
,5
]}

Smulders, Maarten M. J.

De Feyter, Steven ^{[1
,2
]}

Meijer, E. W. ^{[3
]}

Schenning, Albertus P. H. J. ^{[3
]}

机构：

[1] Katholieke Univ Leuven, Div Mol & Nanomat, Dept Chem, B-3001 Heverlee, Belgium

[2] Katholieke Univ Leuven, INPAC, B-3001 Heverlee, Belgium

[3] Eindhoven Univ Technol, Lab Macromol & Organ Chem, NL-5600 MB Eindhoven, Netherlands

[4] Max Planck Inst Polymer Res, D-55128 Mainz, Germany

[5] Univ Mons, Serv Chim Mat Nouveaux, B-7000 Mons, Belgium

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 51期

关键词：

D O I：

10.1021/ja0765417

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An oligo(p-phenylenevinylene) (OPV)-substituted hexaarylbenzene has been synthesized and fully characterized. Recycling gel permeation chromatography appeared to be a powerful technique to obtain the OPV molecules in a very pure form. X-ray analysis and polarization optical microscopy revealed that the OPV molecule is plastic crystalline at room temperature with an ordered columnar superstructure. In apolar solvents, the molecules self-assemble via a highly cooperative fashion into right-handed chiral superstructures, which are stable even at high temperatures and low concentration. Atomic force microscopy. revealed right-handed fibers with a diameter of 6 nm, indicating T-stacked aggregates; on a silicon oxide substrate, supercoiled chiral structures were observed. STM studies on a liquid-solid interface showed that the star-shaped OPV molecule forms an organized monolayer having a chiral hexagonal lattice.

引用

页码：16190 / 16196

页数：7

共 60 条

[1] Hydrogen-bonded assemblies of dyes and extended π-conjugated systems [J].