Bulky rigid substitutions: A route to high electron mobility and high solid-state luminescence efficiency of perylene diimide

Min Min Shi, Chun-Chih Tung, Jing Jing Nie, Hong Zheng Chen*, Yang Yang

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

In this paper, we report that a kind of perylene diimide derivative with bulky rigid substituents, 1,7-bis(p-tert-butylphenoxy)-N,N′-dicyclohexyl- perylene-3,4,9,10-tetracarboxylic diimide (TBPCHPDI) possesses both high electron mobility (1.8 cm2 V-1s -1) and high fluorescence quantum yield (0.32) in the solid state. Through X-ray diffraction (XRD), UV-Vis absorption and fluorescence spectra, and differential scanning calorimetry (DSC) measurements, it is demonstrated that the above phenomenon can be ascribed to the unique crystal structure of TBPCHPDI: due to steric hindrance of bulky rigid substituents, the intermolecular π-π actions are neglectable, providing high luminescence efficiency; in the mean time, the spacing between perylene chromophores is still very short (3.47 Å), which is favorable for the hopping transportation of charge carrier from one molecule to neighboring molecule. Therefore, our finding would help design and synthesize novel organic semiconductive materials with potential applications in electrically pumped lasers which require high emission efficiency when large current density is applied.

Original languageEnglish (US)
Pages (from-to)281-285
Number of pages5
JournalOrganic Electronics
Volume15
Issue number1
DOIs
StatePublished - Jan 1 2014

Keywords

  • Crystal structure
  • Electron mobility
  • Fluorescence quantum yield
  • Perylene diimide
  • Steric hindrance

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Biomaterials
  • Chemistry(all)
  • Condensed Matter Physics
  • Materials Chemistry
  • Electrical and Electronic Engineering

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