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Research on Chemical Intermediates

, Volume 44, Issue 8, pp 4765–4774 | Cite as

Spectroscopic and electrical characterization of α,γ-bisdiphenylene-β-phenylallyl radical as an organic semiconductor

  • Yasunori Matsui
  • Minoru Shigemori
  • Toshiyuki Endo
  • Takuya Ogaki
  • Eisuke Ohta
  • Kazuhiko Mizuno
  • Hiroyoshi Naito
  • Hiroshi IkedaEmail author
Article
  • 188 Downloads

Abstract

The semiconductor properties of the earliest known stable radical, α,γ-bisdiphenylene-β-phenylallyl radical (Koelsch radical, 1) were assessed using spectroscopic and electrical techniques. This radical undergoes reversible redox processes, and it has low redox potentials. In addition, 1 possesses long wavelength absorption bands, owing to the existence of a singly-occupied molecular orbital whose energy level lies between those of the HOMO and LUMO. A spin-coated thin-film of 1 displays photocurrent and an electron mobility of 6.3 × 10−7 cm2 V−1 s−1 on a trially-fabricated organic field effect transistor.

Keywords

Stable radical Koelsch radical BDPA radical Organic field effect transistor Organic semiconductor 

Notes

Acknowledgements

The authors acknowledge valuable discussions with Mr. Yu Suenaga at OPU. This study was partially supported by JSPS KAKENHI grant numbers JP24109009 (Innovative Area Stimuli-responsive Chemical Species), JP17H01265, JP23350023, JP23108718 (pi-Space), JP21108520, JP21655016, and JP19350025. YM also acknowledges the Program to Disseminate Tenure Tracking System, MEXT, Japan.

Supplementary material

11164_2018_3282_MOESM1_ESM.pdf (1.2 mb)
Supplementary material 1 (PDF 1181 kb)

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Copyright information

© Springer Science+Business Media B.V., part of Springer Nature 2018

Authors and Affiliations

  • Yasunori Matsui
    • 1
    • 2
  • Minoru Shigemori
    • 1
  • Toshiyuki Endo
    • 3
  • Takuya Ogaki
    • 1
    • 2
  • Eisuke Ohta
    • 1
    • 2
  • Kazuhiko Mizuno
    • 1
  • Hiroyoshi Naito
    • 2
    • 3
  • Hiroshi Ikeda
    • 1
    • 2
    Email author
  1. 1.Department of Applied Chemistry, Graduate School of EngineeringOsaka Prefecture UniversitySakaiJapan
  2. 2.The Research Institute for Molecular Electronic Devices (RIMED)Osaka Prefecture UniversitySakaiJapan
  3. 3.Department of Physics and Electronics, Graduate School of EngineeringOsaka Prefecture UniversitySakaiJapan

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