Anomalous Interfacial Electronic Structure of Solid Films of Non-Planar π-Conjugated Molecule 6-Cycloparaphenylene

Takaya Furuichi, Takuya Inoue, Kouki Miyaji, Kaname Kanai

Research output: Contribution to journalArticlepeer-review

Abstract

n-Cycloparaphenylene ([n]CPP) is a non-planar π-conjugated molecule with a macrocyclic, hoop-like molecular structure that allows for control of the electronic structure unlike planar molecules. Thus, [n]CPP has the potential as a novel functional material in organic electronics. In this study, the unique electronic structure of [6]CPP is revealed, which originates from its macrocyclic molecular structure by comparison with p-sexiphenyl, a linear molecule also consisting of six phenylenes. The morphology of the vapor-deposited [6]CPP polycrystalline film is found to be highly dependent on the evaporation rate and the type of substrate. It is also found that a [6]CPP molecular layer is formed at the interface between the film and gold substrate, which has a much smaller energy gap than that of the bulk [6]CPP. This anomalous molecular layer is composed of [6]CPP molecules with a smaller dihedral angle than that in the bulk because of the interaction with a gold substrate. When [6]CPP is used as a semiconducting layer in electronic devices, this layer can play a role in improving the charge injection efficiency from the electrode to the [6]CPP film.

Original languageEnglish
Article number2200242
JournalAdvanced Materials Interfaces
Volume9
Issue number16
DOIs
Publication statusPublished - 3 Jun 2022

Keywords

  • 6-Cycloparaphenylene
  • electron spectroscopy
  • electronic structure
  • non-planar π-conjugation system
  • organic film growth

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