Thermodynamic factors limiting the preservation of aromaticity of adsorbed organic compounds on Si(100): Example of the pyridine

Journal of Chemical Physics

Volumn 134, Issue 23, 2011, Pages

  Coustel, R ^a   Carniato, S ^a   Boureau, G ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATICITIES; CONCENTRATED SOLUTION; DATIVE BONDS; DILUTE SOLUTION; DOMAIN OF STABILITY; GASPHASE; HIGH TEMPERATURE; LOW TEMPERATURES; ORGANIC MOLECULES; REPULSIVE INTERACTIONS; SI(1 0 0); SI(100) SURFACE; STABLE FORM; THERMO DYNAMIC ANALYSIS; THERMODYNAMIC FACTORS;

ADSORPTION; AROMATIZATION; PYRIDINE; THERMOANALYSIS;

TEMPERATURE;

BENZENE DERIVATIVE; PYRIDINE; PYRIDINE DERIVATIVE; SILICON;

ADSORPTION; ARTICLE; CHEMISTRY; QUANTUM THEORY; SURFACE PROPERTY; THERMODYNAMICS;

ADSORPTION; BENZENE DERIVATIVES; PYRIDINES; QUANTUM THEORY; SILICON; SURFACE PROPERTIES; THERMODYNAMICS;

EID: 79959739561     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.3599709     Document Type: Article

References (68)

1. M. A. Filler and S. F. Bent, Prog. Surf. Sci. 73, 1 (2003). 10.1016/S0079-6816(03)00035-2
2. S. F. Bent, Surf. Sci. 500, 879 (2002). 10.1016/S0039-6028(01)01553-9 (Pubitemid 34222929)
3. F. Tao, S. L. Bernasek, and G. Q. Xu, Chem. Rev. 109, 3991 (2009). 10.1021/cr8003532
4. J. Yoshinobu, Prog. Surf. Sci. 77, 37 (2004). 10.1016/j.progsurf.2004.07. 001
5. T. R. Leftwich and A. V. Teplyakov, Surf. Sci. Rep. 63, 1 (2008).
6. D. J. Chadi, Phys. Rev. Lett. 43, 43 (1979). 10.1103/PhysRevLett.43.43
7. P. Krger and J. Pollmann, Phys. Rev. Lett. 74, 1155 (1995). 10.1103/PhysRevLett.74.1155
8. F. Tao, M. H. Qiao, Z. H. Wang, and G. Q. Xu, J. Phys. Chem. B 107, 6384 (2003). 10.1021/jp030259e
9. J. A. Miwa, B. J. Eves, F. Rosei, and G. P. Lopinski, J. Phys. Chem. B 109, 20055 (2005). 10.1021/jp0537658 (Pubitemid 41609723)
10. X. Lu, X. Xu, J. Wu, N. Wang, and Q. Zhang, New J. Chem. 26, 160 (2002). 10.1039/b105774j (Pubitemid 34133051)
11. S. M. Jeon, S. J. Jung, H. Kim, H. Lee, and S. Kim, J. Phys. Chem. B 110, 21728 (2006). 10.1021/jp064251r (Pubitemid 44797275)
12. S. S. Bae, S. Kim, and J. W. Kim, Langmuir 25, 275 (2009). 10.1021/la8021722
13. H. J. Kim and J. H. Cho, J. Chem. Phys. 120, 8222 (2004). 10.1063/1.1690235
14. X. P. Cao, S. K. Coulter, M. D. Ellison, H. Liu, J. Liu, and R. J. Hamers, J. Phys. Chem. B 105, 3759 (2001). 10.1021/jp003329f
15. J. Hafner, Monatsch. Chem. 139, 373 (2008). 10.1007/s00706-007-0828-6
16. G. Kresse and J. Hafner, Phys. Rev. B 49, 14251 (1994). 10.1103/PhysRevB.49.14251
17. G. Kresse and J. Furthmller, Comput. Mater. Sci. 6, 15 (1996). 10.1016/0927-0256(96)00008-0 (Pubitemid 126412269)
18. W. Kohn and L. J. Sham, Phys. Rev. 140, 1133 (1965). 10.1103/PhysRev.140. A1133
19. M. Cobian, V. Ilakovac, S. Carniato, N. Capron, G. Boureau, R. Hirschl, and J. Hafner, J. Chem. Phys. 120, 9793 (2004). 10.1063/1.1712969
20. M. Cobian, G. Boureau, J. Hafner, and G. Kresse, J. Chem. Phys. 123, 174705 (2005). 10.1063/1.2101507 (Pubitemid 41567432)
21. P. E. Blchl, Phys. Rev. B 50, 17953 (1994). 10.1103/PhysRevB.50.17953
22. G. Kresse and D. Joubert, Phys. Rev. B 59, 1758 (1999). 10.1103/PhysRevB.59.1758
23. J. P. Perdew, K. Burke, and M. Ernzerhof, Phys. Rev. Lett. 77, 3865 (1996). 10.1103/PhysRevLett.77.3865
24. H. J. Monkhorst and J. D. Pack, Phys. Rev. B 13, 5188 (1976). 10.1103/PhysRevB.13.5188
25. M. J. Cardillo and G. E. Becker, Phys. Rev. B 21, 1497 (1980). 10.1103/PhysRevB.21.1497
26. D. J. Chadi, Appl. Opt. 19, 3971 (1980). 10.1364/AO.19.003971
27. T. Tabata, T. Aruga, and Y. Murata, Surf. Sci. 179, L63 (1987). 10.1016/0039-6028(87)90114-2
28. K. Terakura, T. Yamasaki, and Y. Morikawa, Phase Transitions 53, 143 (1995). 10.1080/01411599508200394
29. Y. Murata and M. Kubota, Phase Transitions 53, 125 (1995). 10.1080/01411599508200393
30. Q. Li and K. T. Leung, Surf. Sci. 541, 113 (2003). 10.1016/S0039-6028(03) 00890-2
31. Compendium of Chemical Terminology (the gold book), 2nd ed. (1997)., XML on-line corrected version:url http://goldbook.iupac.org (2006) created by M. Nic, J. Jirat, and B. Kosata updates compiled by A. Jenkins (2010).
32. J. M. Hu, Y. Li, Y. F. Zhang, J. Q. Li, and Y. Chen, J. Mol. Struct.: THEOCHEM 724, 25 (2005). 10.1016/j.theochem.2005.03.013 (Pubitemid 40792986)
33. E. B. Kadossov, P. Rajasekar, and N. F. Materer, J. Phys. Chem. B 108, 303 (2004). 10.1021/jp0306848
34. X. P. Cao and R. J. Hamers, J. Am. Chem. Soc. 123, 10988 (2001). 10.1021/ja0100322 (Pubitemid 33042013)
35. S. H. Lee and M. H. Kang, Phys. Rev. B 58, 4903 (1998). 10.1103/PhysRevB.58.4903
36. Y. Widjaja and C. B. Musgrave, Surf. Sci. 469, 9 (2000). 10.1016/S0039-6028(00)00810-4 (Pubitemid 32034667)
37. J. Y. Maeng, Interaction of atomic hydrogen and N-containing aromatic organic molecule s with the Si(100) and Ge(100) surfaces., Ph.D. thesis (Korea Advanced Institute of Science and Technology, Daejon, Korea, 2002).
38. G. B. Kistiakowsky, J. R. Ruhoff, R. A. Smith, and W. E. Vaughan, J. Am. Chem. Soc. 58, 137 (1936). 10.1021/ja01292a042
39. S. W. Slayden and J. F. Liebman, Chem. Rev. 101, 1541 (2001). 10.1021/cr990324+ (Pubitemid 35373013)
40. See http://webbook.nist.gov (2010).
41. M. V. Roux, M. Temprado, J. S. Chickos, and Y. Nagano, J. Phys. Chem. Ref. Data 37, 1855 (2008). 10.1063/1.2955570
42. W. V. Steele, R. D. Chirico, S. E. Knipmeyer, A. Nguyen, N. K. Smith, and I. R. Tasker, J. Chem. Eng. Data 41, 1269 (1996). 10.1021/je960093t
43. E. J. Prosen, W. H. Johnson, and F. D. Rossini, J. Res. NBS 37, 51 (1946).
44. J. J. P. Stewart, J. Mol. Model 10, 6 (2004). 10.1007/s00894-003-0157-6 (Pubitemid 38787169)
45. P. J. Linstrom and W. G. Mallard, NIST Chemistry WebBook, NIST Standard Reference Number 69 (2003).
46. Mopac2002 1.0., Fujjitsu, Ltd Tokyo, Japan, 2002.
47. P. Vogel, Chimie organique: Méthodes et modles (De Boek Université, Paris, 1998).
48. J. Tjebbes, Acta Chem. Scand. 16, 916 (1962). 10.3891/acta.chem.scand.16- 0916
49. W. N. Hubbard, F. R. Frow, and G. Waddington, J. Phys. Chem. 65, 1326 (1961). 10.1021/j100826a011
50. W. D. Good, J. Chem. Eng. Data 17, 28 (1972). 10.1021/je60052a038
51. J. L. Franklin, J. Am. Chem. Soc. 72, 4278 (1950). 10.1021/ja01165a510
52. G. D. Oliver, M. Eaton, and H. M. Huffman, J. Am. Chem. Soc. 70, 1502 (1948). 10.1021/ja01184a062
53. C. W. Beckett, N. K. Freeman, and K. S. Pitzer, J. Am. Chem. Soc. 70, 4227 (1948). 10.1021/ja01192a072
54. C. W. Beckett, K. S. Pitzer, and R. Pitzer, J. Am. Chem. Soc. 69, 2488 (1947). 10.1021/ja01202a070
55. J. P. McCullough, D. R. Douslin, J. F. Messerly, I. A. Hossenlopp, T. C. Kincheloe, and G. Waddington, J. Am. Chem. Soc. 79, 4289 (1957). 10.1021/ja01573a014
56. J. F. Messerly, S. S. Todd, H. L. Finke, W. D. Good, and B. E. Gammon, J. Chem. Thermodyn. 20, 209 (1988). 10.1016/0021-9614(88)90156-5
57. G. Boureau and O. J. Kleppa, J. Chem. Thermodyn. 9, 543 (1977). 10.1016/0021-9614(77)90158-6
58. R. Tétot, C. Picard, G. Boureau, and P. Gerdanian, J. Chem. Phys. 69, 326 (1978). 10.1063/1.436356
59. G. Boureau and O. J. Kleppa, J. Chem. Phys. 65, 3915 (1976). 10.1063/1.432883
60. S. Hong, Y. E. Cho, J. Y. Maeng, and S. Kim, J. Phys. Chem. B 108, 15229 (2004). 10.1021/jp048408w
61. R. Coustel and N. Witkowski, J. Phys. Chem. C 112, 14102 (2008). 10.1021/jp803842h
62. R. Coustel and N. Witkowski, J. Phys. Chem. C 114, 18752 (2010). 10.1021/jp107928k
63. F. Rochet, J. J. Gallet, and F. Bournel, http://www.synchrotron-soleil. fr/lRecherche/LignesLumiere/TEMPO (2011).
64. L. Schimka, J. Harl, A. Stroppa, A. Grneis, M. Marsman, F. Mittendorfer, and G. Kresse, Nature Mater. 9, 741 (2010). 10.1038/nmat2806
65. L. Schimka, J. Harl, and G. Kresse, J. Chem. Phys. 134, 024116 (2011). 10.1063/1.3524336
66. M. Hagen and M. W. Finnis, Philos. Mag. A 77, 447 (1998). 10.1080/01418619808223764
67. K. Reuter and M. Scheffler, Phys. Rev. B 65, 035406 (2002). 10.1103/PhysRevB.65.035406
68. J. Goclon, R. Grybos, M. Witko, and J. Hafner, Phys. Rev. B 79, 075439 (2009). 10.1103/PhysRevB.79.075439