Forever young: polycyclic aromatic hydrocarbons as model cases for structural and optical studies

被引:322
作者
Rieger, R. [1 ]
Muellen, K. [1 ]
机构
[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
关键词
aromaticity; dyes; photophysics; polycyclic aromatic hydrocarbons; UV/vis; DISCOTIC LIQUID-CRYSTALS; CLARS SEXTET RULE; PHOTOPHYSICAL PROPERTIES; ELECTRONIC-ABSORPTION; PERIMETER TOPOLOGY; FLUORESCENCE; CORANNULENE; MOLECULES; SPECTRA; PENTACENE;
D O I
10.1002/poc.1644
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polycyclic aromatic hydrocarbons (PAHs) are popular research subjects due to their high stability, their rigid planar structure, and their characteristic optical spectra. The recent discovery of graphene, which can be regarded as giant PAH, has further stimulated the interest in this area. For this reason, the relationship between the geometric and electronic structure and the optical spectra of PAHs are reviewed, pointing out the versatile properties of this class of molecules. Extremely stable fully-benzenoid PAHs with high optical gaps are encountered on the one side and the very reactive acenes with low optical gaps on the other side. A huge range of molecular sizes is covered from the simplest case benzene with its six carbon atoms up to disks containing as much as 96 carbon atoms. Furthermore, the impact of non-planarity is discussed as model cases for the highly important fullerenes and carbon nanotubes. The detailed analysis of the electronic structure of PAHs is very important with regard to their application as fluorescent dyes or organic semiconductors. The presented research results shall encourage developments of new PAH structures to exploit novel materials properties. Copyright (C) 2010 John Wiley & Sons, Ltd.
引用
收藏
页码:315 / 325
页数:11
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