Electronic Interactions of n-Doped Perylene Diimide Groups Appended to Polynorbornene Chains: Implications for Electron Transport in Organic Electronics

Macromol Rapid Commun. 2017 Nov;38(21). doi: 10.1002/marc.201700420. Epub 2017 Sep 25.

Abstract

A polymer consisting of a polynorbornene backbone with perylene diimide (PDI) pendant groups on each monomeric unit is synthesized via ring opening metathesis polymerization. The PDI pendant groups along the polymer backbone, studied by UV-vis absorption, fluorescence emission, and electron paramagnetic resonance spectroscopy in addition to electrochemical methods, show evidence of molecular aggregation and corresponding electronic coupling with neighboring groups, which forms pathways for efficient electron transport from one group to another in a specific reduced form. When n-doped, the title polymer shows redox conductivity of 5.4 × 10-3 S cm-1 , comparable with crystalline PDI materials, and is therefore a promising material for use in organic electronics.

Keywords: brush polymers; organic semiconductors; perylene diimide; radical anions; redox conductivity.

MeSH terms

  • Electrochemistry
  • Electrodes
  • Electron Spin Resonance Spectroscopy
  • Electronics*
  • Electrons*
  • Imides / chemical synthesis
  • Imides / chemistry*
  • Light
  • Perylene / analogs & derivatives*
  • Perylene / chemical synthesis
  • Perylene / chemistry
  • Plastics / chemical synthesis
  • Plastics / chemistry*
  • Polymerization
  • Spectrophotometry, Ultraviolet

Substances

  • Imides
  • Plastics
  • perylenediimide
  • polynorbornen
  • Perylene