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Pentacene On Au(1 1 1), Ag(1 1 1) And Cu(1 1 1): From Physisorption To Chemisorption.

Meng-Chao Lu, R. Wang, Ao Yang, S. Duhm
Published 2016 · Medicine, Physics

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We measured the electronic and the molecular surface structure of pentacene deposited on the (1 1 1)-surfaces of coinage metals by means of ultraviolet photoelectron spectroscopy (UPS) and low-energy electron diffraction (LEED). Pentacene is almost flat-lying in monolayers on all three substrates and highly ordered on Au(1 1 1) and on Cu(1 1 1). On Ag(1 1 1), however, weak chemisorption leads to almost disordered monolayers, both, at room temperature and at 78 K. On Cu(1 1 1) pentacene is strongly chemisorbed and the lowest unoccupied molecular orbital becomes observable in UPS by a charge transfer from the substrate. On Ag(1 1 1) and Cu(1 1 1) multilayers adopt a tilted orientation and a high degree of crystallinity. On Au(1 1 1), most likely, also in multilayers the molecular short and long axes are parallel to the substrate, leading to a distinctively different electronic structure than on Ag(1 1 1) and Cu(1 1 1). Overall, it could be demonstrated that the substrate not only determines the geometric and electronic characteristics of molecular monolayer films but also plays a crucial role for multilayer film growth.
This paper references
10.1063/1.126449
Modification of the hole injection barrier in organic light-emitting devices studied by ultraviolet photoelectron spectroscopy
X. M. Ding (2000)
10.1002/ADMA.200601678
The role of the ionization potential in vacuum-level alignment at organic semiconductor interfaces
H. Fukagawa (2007)
10.1021/LA035052R
Ordered Structures of Tetracene and Pentacene on Cu(110) Surfaces
Q. Chen (2003)
10.1103/PHYSREVB.81.045418
Influence of intramolecular polar bonds on interface energetics in perfluoro-pentacene on Ag(111)
S. Duhm (2010)
10.1021/ja804793a
Tuning the ionization energy of organic semiconductor films: the role of intramolecular polar bonds.
I. Salzmann (2008)
10.1063/1.3073046
Controlling energy level offsets in organic/organic heterostructures using intramolecular polar bonds
S. Duhm (2009)
10.1103/PHYSREVB.73.245310
Origin of the highest occupied band position in pentacene films from ultraviolet photoelectron spectroscopy: Hole stabilization versus band dispersion
H. Fukagawa (2006)
10.1021/CM0008563
Morphological and Transistor Studies of Organic Molecular Semiconductors with Anisotropic Electrical Characteristics
X. L. Chen (2001)
10.1063/1.121940
Molecular level alignment at organic semiconductor-metal interfaces
I. Hill (1998)
The molecule-metal interface
N. Koch (2013)
10.1002/ADMA.200601825
The Effect of Fluorination on Pentacene/Gold Interface Energetics and Charge Reorganization Energy
N. Koch (2007)
10.1103/PhysRevB.84.165436
Monolayer and bilayer pentacene on Cu(111)
Joseph A. Smerdon (2011)
10.1016/J.SUSC.2007.04.054
Electronic structure of 1 ML NTCDA/Ag(1 1 1) studied by photoemission spectroscopy
A. Bendounan (2007)
10.1103/PHYSREVB.79.245421
Multimorphism in molecular monolayers: Pentacene on Cu(110)
K. Müller (2009)
10.1016/J.ORGEL.2007.10.004
PTCDA on Au(111), Ag(111) and Cu(111): Correlation of interface charge transfer to bonding distance
S. Duhm (2008)
10.1021/CM051990W
Layer-by-layer growth of incommensurate, polycrystalline, lying-down pentacene thin films on Au(111)
J. H. Kang (2006)
10.1007/978-4-431-55206-2_6
Vertical Bonding Distances Impact Organic-Metal Interface Energetics
S. Duhm (2015)
10.1016/J.ORGEL.2009.09.003
Electronic structure of the pentacene–gold interface: A density-functional theory study
H. Li (2009)
10.1002/ADMA.200305393
Functionalized pentacene active layer organic thin-film transistors
C. Sheraw (2003)
10.1038/nchem.1572
Charged and metallic molecular monolayers through surface-induced aromatic stabilization.
G. Heimel (2013)
10.1063/1.1572554
Pi-stacked pentacene thin films grown on Au(111)
J. H. Kang (2003)
10.1063/1.1448659
Organic thin-film transistor-driven polymer-dispersed liquid crystal displays on flexible polymeric substrates
C. Sheraw (2002)
10.1002/polb.10642
Electronic structure and electrical properties of interfaces between metals and π‐conjugated molecular films
A. Kahn (2003)
10.1063/1.2995556
Metal–Semiconductor Contacts
E. Rhoderick (1978)
10.1016/J.ELSPEC.2015.02.011
Photoemission spectroscopy study on interfacial energy level alignments in tandem organic light-emitting diodes
Qing-Dong Ou (2015)
10.1103/PHYSREVB.75.121305
Spectroscopic evidence of strong π-π interorbital interaction in a lead-phthalocyanine bilayer film attributed to the dimer nanostructure
S. Kera (2007)
10.1103/PHYSREVB.76.165436
Electronic structure at highly ordered organic/metal interfaces : Pentacene on Cu(110)
H. Yamane (2007)
10.1021/ja800286k
Adsorption-induced intramolecular dipole: correlating molecular conformation and interface electronic structure.
N. Koch (2008)
10.1103/PHYSREVB.69.075408
Structural evolution of pentacene on a Ag(110) surface
Yeliang Wang (2004)
10.1002/adma.201301267
Controlled growth of large-area high-performance small-molecule organic single-crystalline transistors by slot-die coating using a mixed solvent system.
Jingjing Chang (2013)
10.5860/choice.32-5670
Organic molecular crystals : interaction, localization, and transport phenomena
E. A. Silinsh (1994)
10.1016/0370-1573(84)90167-4
Photoemission experiments on copper
R. Courths (1984)
10.1063/1.2890415
The influence of metal work function on the barrier heights of metal/pentacene junctions
B. Jaeckel (2008)
10.1002/ADFM.200901025
Intrinsic Surface Dipoles Control the Energy Levels of Conjugated Polymers
G. Heimel (2009)
10.1016/J.ELSPEC.2015.07.007
Photoelectron spectroscopy on the charge reorganization energy and small polaron binding energy of molecular film
S. Kera (2015)
10.1103/PhysRevB.90.155430
Orbital tomography of hybridized and dispersing molecular overlayers
T. Ules (2014)
10.1063/1.4821445
Electron affinity of pentacene thin film studied by radiation-damage free inverse photoemission spectroscopy
Weining Han (2013)
10.1016/J.ELSPEC.2009.04.008
Electronic non-equilibrium conditions at C60–pentacene heterostructures
S. Duhm (2009)
10.1557/JMR.2004.0266
Organic thin film transistors: From theory to real devices
G. Horowitz (2004)
10.1002/(SICI)1521-4095(199906)11:8<605::AID-ADMA605>3.0.CO;2-Q
ENERGY LEVEL ALIGNMENT AND INTERFACIAL ELECTRONIC STRUCTURES AT ORGANIC/METAL AND ORGANIC/ORGANIC INTERFACES
H. Ishii (1999)
10.1063/1.1445286
Energy level alignment and two-dimensional structure of pentacene on Au(111) surfaces
P. Schroeder (2002)
10.1021/JP0644715
Weak charge transfer between an acceptor molecule and metal surfaces enabling organic/metal energy level tuning.
S. Duhm (2006)
10.1103/PHYSREVLETT.99.046802
Mixing of electronic states in pentacene adsorption on copper.
A. Ferretti (2007)
10.1021/JP804682V
Variable Temperature Scanning Tunneling Microscopy of Pentacene Monolayer and Bilayer Phases on Ag(111)
D. Dougherty (2008)
10.1038/nmat2119
Orientation-dependent ionization energies and interface dipoles in ordered molecular assemblies.
S. Duhm (2008)
10.1016/J.SUSC.2006.06.007
Photoemission, NEXAFS and STM studies of pentacene thin films on Au(1 0 0)
O. McDonald (2006)
10.1103/PHYSREVLETT.102.176102
Direct observation of molecular orbitals of pentacene physisorbed on Au(111) by scanning tunneling microscope.
W-H Soe (2009)
10.1021/jp910703n
Pentacene Multilayers on Ag(111) Surface
Ersen Mete (2010)
10.1088/0953-8984/20/18/184005
Organic molecular beam deposition: fundamentals, growth dynamics, and in situ studies
S. Kowarik (2008)
10.1002/PSSB.200743448
Intermolecular band dispersion in highly ordered monolayer and multilayer films of pentacene on Cu(110)
H. Yamane (2008)
10.1063/1.3373389
Density functional theoretical study of pentacene/noble metal interfaces with van der Waals corrections: vacuum level shifts and electronic structures.
K. Toyoda (2010)
10.1021/am402778u
Pentacene on Ag(111): correlation of bonding distance with intermolecular interaction and order.
S. Duhm (2013)
10.1021/JP025807N
Orbital Alignment and Morphology of Pentacene Deposited on Au(111) and SnS2 Studied Using Photoemission Spectroscopy
P. Schroeder (2003)
10.1103/PHYSREVB.72.153412
Hole-vibration coupling of the highest occupied state in pentacene thin films
H. Yamane (2005)
10.1016/j.elspec.2009.04.005
First-principles study of the pentacene/Cu(1 1 1) interface: Adsorption states and vacuum level shifts
Kenji Toyoda (2009)
10.1103/PHYSREVLETT.99.256801
Impact of bidirectional charge transfer and molecular distortions on the electronic structure of a metal-organic interface.
Lorenz Romaner (2007)
10.1063/1.2196475
Effects of hydroxyl groups in polymeric dielectrics on organic transistor performance
Sangyun Lee (2006)
10.7567/JJAP.52.101601
A Comparative Study on the Adsorption Behavior of Pentacene and Perfluoropentacene Molecules on Au(111) Surfaces
Yuan-Yen Lo (2013)
10.1016/J.CPLETT.2007.06.006
Evolution of pentacene films on Ag(1 1 1): Growth beyond the first monolayer
D. Käfer (2007)
10.1016/S0040-6090(02)01269-5
Pentacene self-aggregation at the Au(110)-(1×2) surface: growth morphology and interface electronic states
C. Menozzi (2003)
10.1103/PHYSREVB.75.085309
Growth of pentacene on clean and modified gold surfaces
D. Käfer (2007)
10.1021/ar300288e
Singlet exciton fission photovoltaics.
Jiye Lee (2013)
10.1038/nmat3159
Universal energy-level alignment of molecules on metal oxides.
Mark T. Greiner (2011)
10.1021/LA063165F
Effect of molecule-substrate interaction on thin-film structures and molecular orientation of pentacene on silver and gold.
Y. Zheng (2007)
10.1002/ADMA.200802893
Energy‐Level Alignment at Organic/Metal and Organic/Organic Interfaces
S. Braun (2009)
10.1103/PHYSREVB.72.115430
Formation of molecular order on a disordered interface layer : Pentacene/Ag(111)
M. Eremtchenko (2005)
10.1103/PHYSREVLETT.70.654
Image states and local work function for Ag/Pd(111).
Fischer (1993)
10.1103/PHYSREVB.77.235205
Crystallographic and electronic structures of three different polymorphs of pentacene
H. Yoshida (2008)
10.1103/PhysRevB.68.085301
Electronic polarization in pentacene crystals and thin films
E. Tsiper (2003)
10.1063/1.1532102
Conjugated organic molecules on metal versus polymer electrodes: Demonstration of a key energy level alignment mechanism
N. Koch (2003)
10.1002/CPHC.200700177
Organic electronic devices and their functional interfaces.
N. Koch (2007)
10.1016/J.ORGEL.2006.07.010
Molecular orientation dependent energy levels at interfaces with pentacene and pentacenequinone
N. Koch (2006)
10.1103/PhysRevB.87.165443
Exploring the bonding of large hydrocarbons on noble metals: Diindoperylene on Cu(111), Ag(111), and Au(111)
C. Burker (2013)
10.1021/LA026221V
Scanning tunneling microscopy study of the coverage-dependent structures of pentacene on Au(111)
P. Schroeder (2003)
10.1016/J.ELSPEC.2015.04.016
Photoelectron angular distributions from single oriented molecules: Past, present and future
A. Yagishita (2015)



This paper is referenced by
10.1021/acs.jpclett.8b03728
Constructing CH3NH3PbI3 and CH3NH3PbBr3 Perovskite Thin Film Electronic Structure from Single Crystal Band Structure Measurements
Fengshuo Zu (2019)
10.1021/acsami.7b00312
CH3NH3PbI3-xClx under Different Fabrication Strategies: Electronic Structures and Energy-Level Alignment with an Organic Hole Transport Material.
R. Wang (2017)
10.1103/PHYSREVMATERIALS.2.044002
Resolving intramolecular-distortion changes induced by the partial fluorination of pentacene adsorbed on Cu(111)
A. Franco-Cañellas (2018)
10.1063/1.4973839
The role of the van der Waals interactions in the adsorption of anthracene and pentacene on the Ag(111) surface.
J. M. Morbec (2017)
10.1016/J.ORGEL.2016.04.041
Solvent-resistant ITO work function tuning by an acridine derivative enables high performance inverted polymer solar cells
Yan-feng Liu (2016)
10.1088/0953-8984/28/9/090301
Molecular functionalization of surfaces for device applications.
Ayelet Vilan (2016)
10.1021/ACS.JPCC.8B01529
Bilayer Formation vs Molecular Exchange in Organic Heterostructures: Strong Impact of Subtle Changes in Molecular Structure
Q. Wang (2018)
10.1021/acs.chemrev.6b00595
Large-Area, Ensemble Molecular Electronics: Motivation and Challenges.
A. Vilan (2017)
10.1139/CJC-2017-0021
Impact of room temperature on pentacene thin film growth and electronic structure
Ru-Ru Ji (2017)
10.1021/acsami.9b22812
Heteromolecular bilayers on a weakly interacting substrate: Physisorptive bonding and molecular distortions of copper-hexadecafluorophthalocyanine.
Q. Wang (2020)
10.1039/C6TA07100G
Surface charge transfer doping induced inversion layer for high-performance graphene/silicon heterojunction solar cells
K. Ding (2017)
10.1002/adfm.201903440
Direct Observation of Conductive Polymer Induced Inversion Layer in n‐Si and Correlation to Solar Cell Performance
Rongbin Wang (2020)
10.1063/1.4973012
Adiabatic electron affinity of pentacene and perfluoropentacene molecules studied by anion photoelectron spectroscopy: Molecular insights into electronic properties.
Tsugunosuke Masubuchi (2016)
10.1063/1.5039715
Carrier injection in organic electronics: Injection hotspot effect beyond barrier reduction effect
Zhi-hao Lu (2018)
10.1002/admi.201901707
Dipolar Substitution Impacts Growth and Electronic Properties of Para‐Sexiphenyl Thin Films
Jiaxin Hu (2020)
10.1002/adfm.201904576
Contact Resistance in Organic Field‐Effect Transistors: Conquering the Barrier
M. Waldrip (2020)
10.1002/PSSR.201700107
Investigation of MoOx/n-Si strong inversion layer interfaces via dopant-free heterocontact
Teng Sun (2017)
10.1002/PSSR.201700012
Picene thin films on metal surfaces: Impact of molecular shape on interfacial coupling
Q. Wang (2017)
10.1063/1674-0068/30/CJCP1704078
Tailoring the Self-assembly of Melamine on Au(111) via Doping with Cu Atoms
Hexia Shi (2017)
10.1002/ADMI.201801827
Surface CH3NH3+ to CH3+ Ratio Impacts the Work Function of Solution‐Processed and Vacuum‐Sublimed CH3NH3PbI3 Thin Films
Rongbin Wang (2019)
10.1002/ADMI.201801033
Oxygen Vacancies Allow Tuning the Work Function of Vanadium Dioxide
R. Wang (2018)
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