Energy level alignment of self-assembled linear chains of benzenediamine on Au(111) from first principles
Abstract
Using density functional theory (DFT) with a van der Waals density functional, we calculate the adsorption energetics and geometry of benzenediamine (BDA) molecules on Au(111) surfaces. Our results demonstrate that the reported self-assembled linear chain structure of BDA, stabilized via hydrogen bonds between amine groups, is energetically favored over previously studied mon omeric phases. Moreover, using a model, which includes nonlocal polarization effects from the substrate and the neighboring molecules and incorporates many-body perturbation theory calculations within the GW approximation, we obtain approximate self-energy corrections to the DFT highest occupied molecular orbital (HOMO) energy associated with BDA adsorbate phases. We find that, independent of coverage, the HOMO energy of the linear chain phase is lower relative to the Fermi energy than that of the monomer phase, and in good agreement with values measured with ultraviolet photoelectron spectroscopy and x-ray photoelectron spectroscopy.
- Authors:
-
- Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States); Univ. of California, Berkeley, CA (United States)
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
- Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States); Univ. of California, Berkeley, CA (United States); Kavli Energy NanoSciences Institute at Berkeley, Berkeley, CA (United States)
- Publication Date:
- Research Org.:
- Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1245359
- Alternate Identifier(s):
- OSTI ID: 1243156; OSTI ID: 1379246
- Grant/Contract Number:
- AC02-05CH11231; AC05-00OR22725; AC02-05-CH11231
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Physical Review B
- Additional Journal Information:
- Journal Volume: 93; Journal Issue: 12; Journal ID: ISSN 2469-9950
- Publisher:
- American Physical Society (APS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 74 ATOMIC AND MOLECULAR PHYSICS
Citation Formats
Li, Guo, Rangel, Tonatiuh, Liu, Zhen -Fei, Cooper, Valentino R., and Neaton, Jeffrey B. Energy level alignment of self-assembled linear chains of benzenediamine on Au(111) from first principles. United States: N. p., 2016.
Web. doi:10.1103/PhysRevB.93.125429.
Li, Guo, Rangel, Tonatiuh, Liu, Zhen -Fei, Cooper, Valentino R., & Neaton, Jeffrey B. Energy level alignment of self-assembled linear chains of benzenediamine on Au(111) from first principles. United States. https://doi.org/10.1103/PhysRevB.93.125429
Li, Guo, Rangel, Tonatiuh, Liu, Zhen -Fei, Cooper, Valentino R., and Neaton, Jeffrey B. Thu .
"Energy level alignment of self-assembled linear chains of benzenediamine on Au(111) from first principles". United States. https://doi.org/10.1103/PhysRevB.93.125429. https://www.osti.gov/servlets/purl/1245359.
@article{osti_1245359,
title = {Energy level alignment of self-assembled linear chains of benzenediamine on Au(111) from first principles},
author = {Li, Guo and Rangel, Tonatiuh and Liu, Zhen -Fei and Cooper, Valentino R. and Neaton, Jeffrey B.},
abstractNote = {Using density functional theory (DFT) with a van der Waals density functional, we calculate the adsorption energetics and geometry of benzenediamine (BDA) molecules on Au(111) surfaces. Our results demonstrate that the reported self-assembled linear chain structure of BDA, stabilized via hydrogen bonds between amine groups, is energetically favored over previously studied mon omeric phases. Moreover, using a model, which includes nonlocal polarization effects from the substrate and the neighboring molecules and incorporates many-body perturbation theory calculations within the GW approximation, we obtain approximate self-energy corrections to the DFT highest occupied molecular orbital (HOMO) energy associated with BDA adsorbate phases. We find that, independent of coverage, the HOMO energy of the linear chain phase is lower relative to the Fermi energy than that of the monomer phase, and in good agreement with values measured with ultraviolet photoelectron spectroscopy and x-ray photoelectron spectroscopy.},
doi = {10.1103/PhysRevB.93.125429},
journal = {Physical Review B},
number = 12,
volume = 93,
place = {United States},
year = {Thu Mar 24 00:00:00 EDT 2016},
month = {Thu Mar 24 00:00:00 EDT 2016}
}
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Works referenced in this record:
Transport properties of molecular junctions from many-body perturbation theory
journal, July 2011
- Rangel, T.; Ferretti, A.; Trevisanutto, P. E.
- Physical Review B, Vol. 84, Issue 4
Generalized Gradient Approximation Made Simple
journal, October 1996
- Perdew, John P.; Burke, Kieron; Ernzerhof, Matthias
- Physical Review Letters, Vol. 77, Issue 18, p. 3865-3868
Calculation of the lattice constant of solids with semilocal functionals
journal, February 2009
- Haas, Philipp; Tran, Fabien; Blaha, Peter
- Physical Review B, Vol. 79, Issue 8
Energy level alignment and chemical interaction at interfaces for organic spintronic devices
journal, July 2008
- Zhan, Y. Q.; de Jong, M. P.; Li, F. H.
- Physical Review B, Vol. 78, Issue 4
First-principles calculations of the screening of electric fields at the aluminium (111) and (110) surfaces
journal, April 1993
- Lam, S. C.; Needs, R. J.
- Journal of Physics: Condensed Matter, Vol. 5, Issue 14
Projector augmented-wave method
journal, December 1994
- Blöchl, P. E.
- Physical Review B, Vol. 50, Issue 24, p. 17953-17979
Electronics using hybrid-molecular and mono-molecular devices
journal, November 2000
- Joachim, C.; Gimzewski, J. K.; Aviram, A.
- Nature, Vol. 408, Issue 6812, p. 541-548
BerkeleyGW: A massively parallel computer package for the calculation of the quasiparticle and optical properties of materials and nanostructures
journal, June 2012
- Deslippe, Jack; Samsonidze, Georgy; Strubbe, David A.
- Computer Physics Communications, Vol. 183, Issue 6
From ultrasoft pseudopotentials to the projector augmented-wave method
journal, January 1999
- Kresse, G.; Joubert, D.
- Physical Review B, Vol. 59, Issue 3, p. 1758-1775
Periodic boundary conditions in ab initio calculations
journal, February 1995
- Makov, G.; Payne, M. C.
- Physical Review B, Vol. 51, Issue 7
The role of van der Waals interaction in the tilted binding of amine molecules to the Au(111) surface
journal, April 2012
- Le, Duy; Aminpour, Maral; Kiejna, Adam
- Journal of Physics: Condensed Matter, Vol. 24, Issue 22
Charge transport in molecular electronic junctions: Compression of the molecular tunnel barrier in the strong coupling regime
journal, June 2012
- Sayed, S. Y.; Fereiro, J. A.; Yan, H.
- Proceedings of the National Academy of Sciences, Vol. 109, Issue 29
Dependence of single-molecule junction conductance on molecular conformation
journal, August 2006
- Venkataraman, Latha; Klare, Jennifer E.; Nuckolls, Colin
- Nature, Vol. 442, Issue 7105
Single-Molecule Circuits with Well-Defined Molecular Conductance
journal, February 2006
- Venkataraman, Latha; Klare, Jennifer E.; Tam, Iris W.
- Nano Letters, Vol. 6, Issue 3
Self-assembly of molecular wires on H-terminated Si(100) surfaces driven by London dispersion forces
journal, December 2011
- Li, Guo; Cooper, Valentino R.; Cho, Jun-Hyung
- Physical Review B, Vol. 84, Issue 24
The density functional formalism, its applications and prospects
journal, July 1989
- Jones, R. O.; Gunnarsson, O.
- Reviews of Modern Physics, Vol. 61, Issue 3
ABINIT: First-principles approach to material and nanosystem properties
journal, December 2009
- Gonze, X.; Amadon, B.; Anglade, P. -M.
- Computer Physics Communications, Vol. 180, Issue 12
Ab initiomolecular dynamics for liquid metals
journal, January 1993
- Kresse, G.; Hafner, J.
- Physical Review B, Vol. 47, Issue 1, p. 558-561
Amine−Gold Linked Single-Molecule Circuits: Experiment and Theory
journal, November 2007
- Quek, Su Ying; Venkataraman, Latha; Choi, Hyoung Joon
- Nano Letters, Vol. 7, Issue 11
Interfacial electronic properties of pentacene tuned by a molecular monolayer of
journal, September 2009
- Liu, X.; Zhan, Y.; Braun, S.
- Physical Review B, Vol. 80, Issue 11
Determination of Energy Level Alignment and Coupling Strength in 4,4′-Bipyridine Single-Molecule Junctions
journal, January 2014
- Kim, Taekyeong; Darancet, Pierre; Widawsky, Jonathan R.
- Nano Letters, Vol. 14, Issue 2
The path to ubiquitous and low-cost organic electronic appliances on plastic
journal, April 2004
- Forrest, Stephen R.
- Nature, Vol. 428, Issue 6986, p. 911-918
Competing Thermodynamic and Dynamic Factors Select Molecular Assemblies on a Gold Surface
journal, December 2013
- Haxton, Thomas K.; Zhou, Hui; Tamblyn, Isaac
- Physical Review Letters, Vol. 111, Issue 26
Renormalization of Molecular Electronic Levels at Metal-Molecule Interfaces
journal, November 2006
- Neaton, J. B.; Hybertsen, Mark S.; Louie, Steven G.
- Physical Review Letters, Vol. 97, Issue 21
Electronic level alignment at a metal-molecule interface from a short-range hybrid functional
journal, October 2011
- Biller, Ariel; Tamblyn, Isaac; Neaton, Jeffrey B.
- The Journal of Chemical Physics, Vol. 135, Issue 16
Generalized Gradient Approximation Made Simple [Phys. Rev. Lett. 77, 3865 (1996)]
journal, February 1997
- Perdew, John P.; Burke, Kieron; Ernzerhof, Matthias
- Physical Review Letters, Vol. 78, Issue 7
Efficiency of ab-initio total energy calculations for metals and semiconductors using a plane-wave basis set
journal, July 1996
- Kresse, G.; Furthmüller, J.
- Computational Materials Science, Vol. 6, Issue 1, p. 15-50
Relating Energy Level Alignment and Amine-Linked Single Molecule Junction Conductance
journal, July 2010
- Dell’Angela, M.; Kladnik, G.; Cossaro, A.
- Nano Letters, Vol. 10, Issue 7
Higher-accuracy van der Waals density functional
journal, August 2010
- Lee, Kyuho; Murray, Éamonn D.; Kong, Lingzhu
- Physical Review B, Vol. 82, Issue 8
Phosphonic Acid Adsorbates Tune the Surface Potential of TiO 2 in Gas and Liquid Environments
journal, July 2014
- Rivest, Jessy B.; Li, Guo; Sharp, Ian D.
- The Journal of Physical Chemistry Letters, Vol. 5, Issue 14
Molecular adsorption on metal surfaces with van der Waals density functionals
journal, March 2012
- Li, Guo; Tamblyn, Isaac; Cooper, Valentino R.
- Physical Review B, Vol. 85, Issue 12
Efficient iterative schemes for ab initio total-energy calculations using a plane-wave basis set
journal, October 1996
- Kresse, G.; Furthmüller, J.
- Physical Review B, Vol. 54, Issue 16, p. 11169-11186
Length Dependence of Conductance in Aromatic Single-Molecule Junctions
journal, November 2009
- Quek, Su Ying; Choi, Hyoung Joon; Louie, Steven G.
- Nano Letters, Vol. 9, Issue 11
Single-molecule junctions beyond electronic transport
journal, June 2013
- Aradhya, Sriharsha V.; Venkataraman, Latha
- Nature Nanotechnology, Vol. 8, Issue 6
Ab initio molecular-dynamics simulation of the liquid-metal–amorphous-semiconductor transition in germanium
journal, May 1994
- Kresse, G.; Hafner, J.
- Physical Review B, Vol. 49, Issue 20, p. 14251-14269
Mesomeric mixing in the π energy levels of amino-benzenes studied by photoelectron spectroscopy
journal, November 1972
- Streets, D. G.; Elane Hall, W.; Ceasar, Gerald P.
- Chemical Physics Letters, Vol. 17, Issue 1
Van der Waals density functional: Self-consistent potential and the nature of the van der Waals bond
journal, September 2007
- Thonhauser, T.; Cooper, Valentino R.; Li, Shen
- Physical Review B, Vol. 76, Issue 12
Efficient Implementation of a van der Waals Density Functional: Application to Double-Wall Carbon Nanotubes
journal, August 2009
- Román-Pérez, Guillermo; Soler, José M.
- Physical Review Letters, Vol. 103, Issue 9
Adsorbate-substrate and adsorbate-adsorbate interactions of Na and K adlayers on Al(111)
journal, December 1992
- Neugebauer, Jörg; Scheffler, Matthias
- Physical Review B, Vol. 46, Issue 24
Interface Energetics and Level Alignment at Covalent Metal-Molecule Junctions: π-Conjugated Thiols on Gold
journal, May 2006
- Heimel, Georg; Romaner, Lorenz; Brédas, Jean-Luc
- Physical Review Letters, Vol. 96, Issue 19
UPE studies of conjugation involving Group 5A elements. 1. Phenylphosphines
journal, June 1981
- Cabelli, Diane E.; Cowley, Alan H.; Dewar, Michael J. S.
- Journal of the American Chemical Society, Vol. 103, Issue 12
Electronic energy level alignment at metal-molecule interfaces with a approach
journal, November 2011
- Tamblyn, Isaac; Darancet, Pierre; Quek, Su Ying
- Physical Review B, Vol. 84, Issue 20
Calculating the Universal Energy-Level Alignment of Organic Molecules on Metal Oxides
journal, October 2012
- Ley, Lothar; Smets, Yaou; Pakes, Christopher I.
- Advanced Functional Materials, Vol. 23, Issue 7
Molecular electronics with single molecules in solid-state devices
journal, August 2009
- Moth-Poulsen, Kasper; Bjørnholm, Thomas
- Nature Nanotechnology, Vol. 4, Issue 9
Quantitative molecular orbital energies within a G0W0 approximation
journal, September 2012
- Sharifzadeh, S.; Tamblyn, I.; Doak, P.
- The European Physical Journal B, Vol. 85, Issue 9
Large tunable image-charge effects in single-molecule junctions
journal, March 2013
- Perrin, Mickael L.; Verzijl, Christopher J. O.; Martin, Christian A.
- Nature Nanotechnology, Vol. 8, Issue 4
Reliable Energy Level Alignment at Physisorbed Molecule–Metal Interfaces from Density Functional Theory
journal, March 2015
- Egger, David A.; Liu, Zhen-Fei; Neaton, Jeffrey B.
- Nano Letters, Vol. 15, Issue 4
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journal, December 2017
- Gao, Lingyuan; Souto-Casares, Jaime; Chelikowsky, James R.
- The Journal of Chemical Physics, Vol. 147, Issue 21