Lying-down to standing-up transitions in self assembly of butanedithiol monolayers on gold and substitutional assembly by octanethiols

Journal of Physical Chemistry C

Volumn 117, Issue 9, 2013, Pages 4625-4631

  Jia, Juanjuan ^a,b   Mukherjee, Subhrangsu ^c,d   Hamoudi, Hicham ^e   Nannarone, Stefano ^d,f   Pasquali, Luca ^d,f   Esaulov, Vladimir A ^a,b  

^a INSTITUT DES SCIENCES MOLÉCULAIRES D ORSAY   (France)

^b CNRS   (France)

^c ABDUS SALAM INTERNATIONAL CENTRE FOR THEORETICAL PHYSICS   (Italy)

^d IOM CNR LABORATORIO TASC   (Italy)

^e NATIONAL INSTITUTE FOR MATERIALS SCIENCE   (Japan)

^f UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

DITHIOL MOLECULES; EXPOSED TO; HIGH-RESOLUTION PHOTOEMISSION; MIXED SAM; OCTANETHIOL; STANDING-UP; SULFUR ATOMS; VALENCE BAND PHOTOEMISSION;

BINDING ENERGY; MOLECULES; MONOLAYERS; PHOTOEMISSION; SELF ASSEMBLY; SULFUR; VACUUM EVAPORATION;

GOLD;

EID: 84874845824     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp3115786     Document Type: Article

References (39)

1. Sarathy, K. V.; Thomas, P. J.; Kulkarni, G. U.; Rao, C. N. R. Superlattices of Metal and Metal-Semiconductor Quantum Dots Obtained by Layer-by-Layer Deposition of Nanoparticle Arrays J. Phys. Chem. B 1999, 103, 399-401
2. Ohgi, T.; Sheng, H. Y.; Nejoh, H. Au Particle Deposition onto Self-Assembled Monolayers of Thiol and Dithiol Molecules Appl. Surf. Sci. 1998, 130-132, 919-924
3. Liang, J.; Rosa, L. G.; Scoles, G. Nanostructuring, Imaging and Molecular Manipulation of Dithiol Monolayers on Au(111) Surfaces by Atomic Force Microscopy J. Phys. Chem. C 2007, 111, 17275-17284
4. Tai, Y.; Shaporenko, A.; Rong, H. T.; Buck, M.; Eck, W.; Grunze, M.; Zharnikov, M. Fabrication of Thiol-Terminated Surfaces. Using Aromatic Self-Assembled Monolayers J. Phys. Chem. B 2004, 108, 16806-16810
5. Niklewski, A.; Azzam, W.; Strunskus, T.; Fischer, R. A.; Wöll, C. Fabrication of Self-Assembled Monolayers Exhibiting a Thiol Terminated Surface Langmuir 2004, 20, 8620-8624
6. Yang, Y. C.; Lee, Y. L.; Yang, L. Y. O.; Yau, S. L. In Situ Scanning Tunneling Microscopy of 1,6-Hexanedithiol, 1,9-Nonanedithiol, 1,2-Benzenedithiol, and 1,3-Benzenedithiol Adsorbed on Pt(111) Electrodes Langmuir 2006, 22, 5189-5195
7. Pasquali, L.; Terzi, F.; Zanardi, C.; Pigani, L.; Seeber, R.; Paolicelli, G.; Suturin, S. M.; Mahne, N.; Nannarone, S. Structure and Properties of 1,4-Benzenedimethanethiol Films Grown from Solution on Au(111): An XPS and NEXAFS study Surf. Sci. 2007, 601, 1419-1427
8. Pasquali, L.; Terzi, F.; Zanardi, C.; Seeber, R.; Paolicelli, G.; Mahne, N.; Nannarone, S. Bonding and Orientation of 1,4-Benzenedimethanethiol on Au(111) Prepared from Solution and from Gas Phase J. Phys.: Condens. Matter 2007, 19, 305020
9. Kohli, P.; Taylor, K. K.; Harris, J. J.; Blanchard, G. J. Assembly of. Covalently-Coupled Disulfide Multilayers on Gold J. Am. Chem. Soc. 1998, 120, 11962-11968
10. Qu, D.; Kim, B. C.; Lee, C. W. J.; Uosaki, K. 1, n -Alkanedithiol (n = 2, 4, 6, 8, 10) Self-Assembled Monolayers on Au(111): Electrochemical and Theoretical Approach Bull. Korean Chem. Soc. 2009, 30, 2549-2554
11. Pasquali, L.; Terzi, F.; Seeber, R.; Doyle, B. P.; Nannarone, S. Adsorption Geometry Variation of 1,4-Benzenedimethanethiol Self-Assembled Monolayers on Au(111) Grown from the Vapor Phase J. Chem. Phys. 2008, 128, 134711-134721
12. Millone, M. A. D.; Hamoudi, H.; Rodríguez, L. M.; Rubert, A.; Benitez, G. A.; Vela, M. E.; Salvarezza, R. C.; Gayone, J. E.; Sánchez, E. A.; Grizzi, O. Self-Assembly of Alkanedithiols on Au(111) from Solution: Effect of Chain Length and Self-Assembly Conditions Langmuir 2009, 25, 12945-12953
13. Hamoudi, H.; Prato, M.; Dablemont, C.; Cavalleri, O.; Canepa, M.; Esaulov, V. A. Self-Assembly of 1,4-Benzenedimethanethiol Self-Assembled Monolayers on Gold Langmuir 2010, 26, 7242-7247
14. Hamoudi, H.; Guo, Z. A.; Prato, M.; Dablemont, C.; Zheng, W. Q.; Bourguignon, B.; Canepa, M.; Esaulov, V. A. On the Self Assembly of Short Chain Alkanedithiols Phys. Chem. Chem. Phys. 2008, 10, 6836-6841
15. Alarcon, L. S.; Chen, L.; Esaulov, V. A.; Gayone, J. E.; Snchez, E. A.; Grizzi, O. Thiol Terminated 1,4-Benzenedimethanethiol Self-Assembled Monolayers on Au(111) and InP(110) from Vapor Phase J. Phys. Chem. C 2010, 114, 19993-19999
16. Hamoudi, H.; Dablemont, C.; Esaulov, V. A. Disorder, Solvent Effects and Substitutional Self-Assembly of Alkane Dithiols from Alkane Thiol SAMs Surf. Sci. 2011, 605, 116-120
17. Pasquali, L.; Terzi, F.; Seeber, R.; Nannarone, S.; Datta, D.; Dablemont, C.; Hamoudi, H.; Canepa, M.; Esaulov, V. A. UPS, XPS, and NEXAFS Study of Self-Assembly of Standing 1,4-Benzenedimethanethiol SAMs on Gold Langmuir 2011, 27, 4713-4720
18. Chaudhari, V.; Harish, M. N. K.; Sampath, S.; Esaulov, V. A. Substitutional Self-Assembly of Alkanethiol and Selenol SAMs from a Lying-Down Doubly Tethered Butanedithiol SAM on Gold J. Phys. Chem. C 2011, 115, 16518-16523
19. RodrIguez, L. M.; Gayone, J. E.; Sanchez, E. A.; Grizzi, O.; Blum, B.; Salvarezza, R. C. Room-Temperature Kinetics of Short-Chain Alkanethiol Film Growth on Ag(111) from the Vapor Phase J. Phys Chem B 2006, 110, 7095-7097
20. Pasquali, L.; DeLuisa, A.; Nannarone, S. The UHV Experimental Chamber For Optical Measurements (Reflectivity and Absorption) and Angle Resolved Photoemission of the BEAR Beamline at ELETTRA AIP Conf. Proc. 2004, 705, 1142
21. Nannarone, S.; Borgatti, F.; DeLuisa, A.; Doyle, B. P.; Gazzadi, G. C.; Giglia, A.; Finetti, P.; Mahne, N.; Pasquali, L.; Pedio, M. The BEAR Beamline at Elettra AIP Conf. Proc. 2004, 705, 450
22. Rappe, A. K.; Casewit, C. J.; Colwell, K. S.; Goddard, W. A., III; Skiff, W. M. UFF, a Full Periodic Table Force Field for Molecular Mechanics and Molecular Dynamics Simulations J. Am. Chem. Soc. 1992, 114, 10024-10035
23. Franke, A.; Pehlke, E. First-Principles Study of 1,4-Butanedithiol Molecules and Radicals Adsorbed on Unreconstructed Au(111) and Au(100) Phys. Rev. B 2010, 81, 075409
24. Carro, P.; Hernandez Creus, A.; Munoz, A.; Salvarezza, R. C. On the Thermodynamic Stability of α,ω-Alkanedithiols Self-Assembled Monolayers on Unreconstructed and Reconstructed Au(111) Langmuir 2010, 26, 9589-9595
25. Hermann, K.; Pettersson, L. G. M.; Casida, M. E.; Daul, C.; Goursot, A.; Koester, A.; Proynov, E.; St-Amant, A.; Salahub, D. R.; Contributing authors: Carravetta, V.; Duarte, H.; Friedrich, C.; Godbout, N.; Guan, J.; Jamorski, C.; Leboeuf, M.; Leetmaa, M.; Nyberg, M.; Patchkovskii, S.; StoBe-deMon, version 3.0; Fritz-Haber-Institut: Berlin, Germany, 2007.
26. Hammer, B.; Hansen, L. B.; Nørskov, J. K. Improved Adsorption Energetics within Density-Functional Theory Using Revised Perdew-Burke-Ernzerhof Functionals Phys. Rev. B 1999, 59, 7413
27. Perdew, J. P.; Burke, K.; Ernzerhof, M. Generalized Gradient Approximation Made Simple Phys. Rev. Lett. 1996, 77, 3865
28. Godbout, N.; Salahub, D. R.; Andzelm, J.; Wimmer, E. Optimization of Gaussian-Type Basis Sets for Local Spin Density Functional Calculations. Part I. Boron through Neon, Optimization Technique and Validation Can. J. Chem. 1992, 70, 560
29. RodrIguez, L. M.; Gayone, J. E.; Sanchez, E. A.; Grizzi, O.; Blum, B.; Salvarezza, R. C.; Xi, L.; Lau, W. M. Gas Phase Formation of Dense Alkanethiol Layers on GaAs(110) J. Am. Chem. Soc. 2007, 129, 7811
30. Heister, K.; Zharnikov, M.; Grunze, M.; Johansson, L. S. O.; Ulman, A. Characterization of X-ray Induced Damage in Alkanethiolate Monolayers by High-Resolution Photoelectron Spectroscopy Langmuir 2001, 17, 8-11
31. Heister, K.; Johansson, L. S. O.; Grunze, M.; Zharnikov, M. A Detailed Analysis of the C 1s Photoemission of n -Alkanethiolate Films on Noble Metal Substrates Surf. Sci. 2003, 529, 36
32. Shaporenko, A.; Terfort, A.; Grunze, M.; Zharnikov, M. A Detailed Analysis of the Photoemission Spectra of Basic Thioaromatic Monolayers on Noble Metal Substrates J. Electron Spectrosc. Relat. Phenom. 2006, 151, 45-51
33. Weidner, T.; Krämer, A.; Bruhn, C.; Zharnikov, M.; Shaporenko, A.; Siemeling, U.; Träger, F. Novel Tripod Ligands for Prickly Self-Assembled Monolayers Dalton Trans. 2006, 2767-2777
34. Ishida, T.; Hara, M.; Kojima, I.; Tsuneda, S.; Nishida, N.; Sasabe, H.; Knoll, W. High Resolution X-ray Photoelectron Spectroscopy Measurements of Octadecanethiol Self-Assembled Monolayers on Au(111) Langmuir 1998, 14, 2092-2096
35. Ito, E.; Kang, H.; Lee, D.; Park, J. B.; Hara, M.; Noh, J. Spontaneous Desorption and Phase Transitions of Self-Assembled Alkanethiol and Alicyclic Thiol Monolayers Chemisorbed on Au(111) in Ultrahigh Vacuum at Room Temperature J. Colloid Interface Sci. 2013, 394, 522-529
36. Hamoudi, H.; Chesneau, F.; Patze, C.; Zharnikov, M. Chain-Length- Dependent Branching of Irradiation-Induced Processes in Alkanethiolate Self-Assembled Monolayers J. Phys. Chem. C 2011, 115, 534-541
37. Chesneau, F.; Zhao, J.; Shen, C.; Buck, M.; Zharnikov, M. Adsorption of Long-Chain Alkanethiols on Au(111): A Look from the Substrate by High Resolution X-ray Photoelectron Spectroscopy J. Phys. Chem. C 2010, 114, 7112-7119
38. Lamont, C. L. A.; Wilkes, J. Attenuation Length of Electrons in Self-Assembled Monolayers of n -Alkanethiols on Gold Langmuir 1999, 15, 2037-2042
39. Öström, H.; Triguero, L.; Weiss, K.; Ogasawara, H.; Garnier, M. G.; Nordlund, D.; Nyberg, M.; Pettersson, L. G. M.; Nilsson, A. Orbital Rehybridization in n -Octane Adsorbed on Cu(110) J. Chem. Phys. 2003, 118, 3782