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

被引:47
作者
Cornil, J
Gruhn, NE
dos Santos, DA
Malagoli, M
Lee, PA
Barlow, S
Thayumanavan, S
Marder, SR
Armstrong, NR
Brédas, JL
机构
[1] Univ Mons, Lab Chem Novel Mat, Ctr Mol Elect & Photon, B-7000 Mons, Belgium
[2] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA
[3] CALTECH, Beckman Inst, Pasadena, CA 91125 USA
关键词
D O I
10.1021/jp003142o
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
引用
收藏
页码:5206 / 5211
页数:6
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