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

Authors
Cornil, J Gruhn, NE dos Santos, DA Malagoli, M Lee, PA Barlow, S Thayumanavan, S Marder, SR Armstrong, NR Bredas, JL
Citation
J. Cornil et al., Joint experimental and theoretical characterization of the electronic structure of 4,4 '-bis(N-m-tolyl-N-phenylamino)biphenyl (TPD) and substituted derivatives, J PHYS CH A, 105(21), 2001, pp. 5206-5211
Citations number
49
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF PHYSICAL CHEMISTRY A
ISSN journal
10895639 → ACNP
Volume
105
Issue
21
Year of publication
2001
Pages
5206 - 5211
Database
ISI
SICI code
1089-5639(20010531)105:21<5206:JEATCO>2.0.ZU;2-B
Abstract
We investigate by means of gas-phase ultraviolet photoelectron spectroscopy complemented by quantum-chemical calculations how the frontier levels of t he 4,4'-bis(N-m-7tolyl-N-phenylamino)biphenyl (TPD) molecule are affected u pon substitution of the terminal aryl rings with methoxy groups or fluorine atoms. These results provide strategies to modulate energy barriers at met al/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 de rivatization is strongly affected by inductive effects taking place in the a skeleton.