Joint experimental and theoretical characterization of the electronic structure of 4,4′-Bis(N-m-tolyl-N-phenylamino)biphenyl (TPD) and substituted derivatives

J. Cornil*, N. E. Gruhn, D. A. Dos Santos, M. Malagoli, P. A. Lee, S. Barlow, S. Thayumanavan, S. R. Marder, N. R. Armstrong, Jean-Luc Bredas

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

49 Scopus citations

Abstract

We investigate by means of gas-phase ultraviolet photoelectron spectroscopy complemented by quantum-chemical calculations how the frontier levels of the 4,4′-bis(N-m-7tolyl-N-phenylamino)biphenyl (TPD) molecule are affected upon substitution of the terminal aryl rings with methoxy groups or fluorine atoms. These results provide strategies to modulate energy barriers at metal/organic or organic/organic interfaces involving TPD and its derivatives; it is shown that the change in the energy of the HOMO level of TPD upon derivatization is strongly affected by inductive effects taking place in the a skeleton.

Original languageEnglish (US)
Pages (from-to)5206-5211
Number of pages6
JournalJournal of Physical Chemistry A
Volume105
Issue number21
DOIs
StatePublished - May 31 2001

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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