Tuning the ionization energy of organic semiconductor films: The role of intramolecular polar bonds

被引:145
作者
Salzmann, Ingo [1 ]
Duhm, Steffen [1 ]
Heimel, Georg [1 ]
Oehzelt, Martin [2 ]
Kniprath, Rolf [1 ]
Johnson, Robert L. [3 ]
Rabe, Juergen P. [1 ]
Koch, Norbert [1 ]
机构
[1] Humboldt Univ, Inst Phys, D-12489 Berlin, Germany
[2] Johannes Kepler Univ Linz, Inst Expt Phys, A-4040 Linz, Austria
[3] Univ Hamburg, Inst Expt Phys, D-22761 Hamburg, Germany
关键词
D O I
10.1021/ja804793a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
For the prototypical conjugated organic molecules pentacene and perfluoropentacene, we demonstrate that the surface termination of ordered organic thin films with intramolecular polar bonds (e.g., -H versus -F) can be used to tune the ionization energy. The collective electrostatics of these oriented bonds also explains the pronounced orientation dependence of the ionization energy. Furthermore, mixing of differently terminated molecules on a molecular length scale allows continuously tuning the ionization energy of thin organic films between the limiting values of the two pure materials. Our study shows that surface engineering of organic semiconductors via adjusting the polarity of intramolecular bonds represents a generally viable alternative to the surface modification of substrates to control the energetics at organic/(in)organic interfaces.
引用
收藏
页码:12870 / +
页数:3
相关论文
共 16 条
[1]   Electron energetics at surfaces and interfaces: Concepts and experiments [J].
Cahen, D ;
Kahn, A .
ADVANCED MATERIALS, 2003, 15 (04) :271-277
[2]   Orientation-dependent ionization energies and interface dipoles in ordered molecular assemblies [J].
Duhm, Steffen ;
Heimel, Georg ;
Salzmann, Ingo ;
Glowatzki, Hendrik ;
Johnson, Robert L. ;
Vollmer, Antje ;
Rabe, Juergen P. ;
Koch, Norbert .
NATURE MATERIALS, 2008, 7 (04) :326-332
[3]   Optical properties of pentacene and perfluoropentacene thin films [J].
Hinderhofer, Alexander ;
Heinemeyer, Ute ;
Gerlach, Alexander ;
Kowarik, Stefan ;
Jacobs, Robert M. J. ;
Sakamoto, Youichi ;
Suzuki, Toshiyasu ;
Schreiber, Frank .
JOURNAL OF CHEMICAL PHYSICS, 2007, 127 (19)
[4]  
Inoue Y, 2005, JPN J APPL PHYS 1, V44, P3663, DOI 10.1143/JJAP.44.3663
[5]  
Ishii H, 1999, ADV MATER, V11, P605, DOI 10.1002/(SICI)1521-4095(199906)11:8<605::AID-ADMA605>3.0.CO
[6]  
2-Q
[7]   The effect of fluorination on pentacene/gold interface energetics and charge reorganization energy [J].
Koch, Norbert ;
Vollmer, Antje ;
Duhm, Steffen ;
Sakamoto, Youichi ;
Suzuki, Toshiyasu .
ADVANCED MATERIALS, 2007, 19 (01) :112-+
[8]   The electronic band alignment on nanoscopically patterned substrates [J].
Koller, G. ;
Winter, B. ;
Oehzelt, M. ;
Ivanco, J. ;
Netzer, F. P. ;
Ramsey, M. G. .
ORGANIC ELECTRONICS, 2007, 8 (01) :63-68
[9]   Structure, morphology, and growth dynamics of perfluoro-pentacene thin films [J].
Kowarik, Stefan ;
Gerlach, Alexander ;
Hinderhofer, Alexander ;
Milita, Silvia ;
Borgatti, Francesco ;
Zontone, Federico ;
Suzuki, Toshiyasu ;
Biscarini, Fabio ;
Schreiber, Frank .
PHYSICA STATUS SOLIDI-RAPID RESEARCH LETTERS, 2008, 2 (03) :120-122
[10]   Crystal and electronic structures of pentacene thin films from grazing-incidence x-ray diffraction and first-principles calculations [J].
Nabok, Dmitrii ;
Puschnig, Peter ;
Ambrosch-Draxl, Claudia ;
Werzer, Oliver ;
Resel, Roland ;
Smilgies, Detlef-M. .
PHYSICAL REVIEW B, 2007, 76 (23)