Self-assembly, optical and electrical properties of five membered O- or S-heterocyclic annulated perylene diimides

Ma, Y; Shi, Z; Zhang, A; Li, J; Wei, X; Jiang, T; Li, Y; Wang, X

HERO ID

3575762

Reference Type

Journal Article

Year

2016

HERO ID 3575762
In Press No
Year 2016
Title Self-assembly, optical and electrical properties of five membered O- or S-heterocyclic annulated perylene diimides
Authors Ma, Y; Shi, Z; Zhang, A; Li, J; Wei, X; Jiang, T; Li, Y; Wang, X
Journal Dyes and Pigments
Volume 135
Page Numbers 41-48
Abstract In this work, a new asymmetrically five-membered O-heterocyclic annulated perylene diimide (O-PDI) has been synthesized. The compounds O-PDI and asymmetrically five-membered S-heterocyclic annulated perylene diimide (S-PDI) self-assembled into nanoneedle and nanosheet, respectively. Photo physical, electrochemical and thermal properties were investigated by UV-vis absorption, fluorescence, cyclic voltammetric, thermogravimetric and differential scanning calorimetry techniques. Optical, fluorescence, scanning and transmission electron microscopies were employed in the molecular self assembly studies. Due to significant electronic coupling between their heteroatom/heterocycles and perylene diimide (PDI) cores, the intermolecular pi-pi actions are neglectable, providing high luminescence efficiency. At the same time, the space between perylene chromophores is still very short (3.3 angstrom for O-PDI and 3.23 angstrom for S-PDI), which is favorable for the hopping transportation of charge carrier from one molecule to a neighboring one. These compounds could be candidate materials for acquiring well defined organic nanostructures with both excellent charge-transporting and good light-emitting capabilities. (C) 2016 Elsevier Ltd. All rights reserved.
Doi 10.1016/j.dyepig.2016.06.027
Wosid WOS:000383825900005
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword Heterocyclic annulated perylenes; Self-assembly; Nanostructure; Density functional theory calculations; X-ray diffraction analysis