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Ivan Scheblykin. Portrait.

Ivan Scheblykin

Professor

Ivan Scheblykin. Portrait.

Structure-Property Relationship of Perylene Bisimide Macrocycles Probed by Atomic Force Microscopy and Single-Molecule Fluorescence Spectroscopy

Author

  • Ji-Eun Lee
  • Vladimir Stepanenko
  • Jaesung Yang
  • Hyejin Yoo
  • Felix Schlosser
  • Daniel Bellinger
  • Bernd Engels
  • Ivan Scheblykin
  • Frank Wuerthner
  • Dongho Kim

Summary, in English

Properties of a series of acetylene-linked perylene bisimide (PBI) macrocycles with different ring size composed of three to six PBI dyes were investigated by atomic force microscopy (AFM) and single-molecule fluorescence spectroscopy in a condensed phase. it was demonstrated that the structures of PBI cyclic arrays (CNs, N = 3, 4,5, and 6) become distorted with increasing the ring size through molecular dynamic (MD) simulations (PM6-DH2 method) and AFM height images of CNs on highly ordered pyrolytic graphite (HOPG) surface. The MD simulations showed that only C5 and C6 rings are highly flexible molecules whose planarization goes along with a significant energetic penalty. Accordingly, both molecules did not show ordered adlayers on a HOPG surface. In contrast, C3 and C4 are far more rigid molecules leading to well-ordered hexagonal (C3) and rectangular (C4) 20 lattices. At the single-molecule level, we showed that the fluorescence properties of single CNs are affected by the structural changes. The fluorescence lifetimes of CNs became shorter and their distributions became broader due to the structural distortions with increasing the ring size. Furthermore, the CNs of smaller ring size exhibit a higher photostability and an efficient excitation energy transfer (EET) due to the more well-defined and planar structures compared to the larger CNs. Consequently, these observations provide evidence that not only PBI macrocycles are promising candidates for artificial light-harvesting systems, but also the photophysical properties of CNs are strongly related to the structural rigidity of CNs.

Department/s

  • Chemical Physics
  • NanoLund: Centre for Nanoscience

Publishing year

2013

Language

English

Pages

5064-5076

Publication/Series

ACS Nano

Volume

7

Issue

6

Document type

Journal article

Publisher

The American Chemical Society (ACS)

Topic

  • Nano-technology

Keywords

  • macrocycles
  • light-harvesting system
  • excitation energy transfer
  • atomic
  • force microscopy
  • single-molecule spectroscopy
  • molecular dynamics
  • simulations

Status

Published

ISBN/ISSN/Other

  • ISSN: 1936-086X