含氧、含硫的正多环芳烃。

Oxygen- and sulfur-containing positively charged polycyclic aromatic hydrocarbons.

机构信息

Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128, Mainz, Germany.

出版信息

Org Lett. 2009 Dec 17;11(24):5686-9. doi: 10.1021/ol902366y.

PMID:19919078

Abstract

Benzo[5,6]naphthaceno[1,12,11,10-jklmna]xanthylium (BNAX) and benzo[5,6]naphthaceno[1,12,11,10-jklmna]thioxanthylium (BNATX) salts were synthesized. Comparison of the UV-vis absorption and emission spectra of them and dibenzo[jk,mn]naphtho[2,1,8-fgh]thebenidinium (DBNT) salts suggests that the incorporation of different heteroatoms in the same PAH core changes their optoelectronic properties profoundly. Ordered columnar liquid crystalline phases were observed for di- and tridodecyl-substituted BNAX salts. X-ray scattering and molecular modeling indicate that three BNAX molecules self-assemble into a disklike structure, which further organizes into hexagonal columnar phases.

摘要

苯并[5,6]萘并[1,12,11,10-jklmna]蒽𬭩（BNAX）和苯并[5,6]萘并[1,12,11,10-jklmna]噻蒽𬭩（BNATX）盐被合成。对它们和二苯并[jk,mn]萘并[2,1,8-fgh]苯并二氮杂庚因𬭩（DBNT）盐的紫外-可见吸收和发射光谱的比较表明，在同一 PAH 核中掺入不同的杂原子会深刻改变它们的光电性质。二癸基和三癸基取代的 BNAX 盐表现出有序的柱状液晶相。X 射线散射和分子建模表明，三个 BNAX 分子自组装成圆盘状结构，进一步组织成六方柱状相。