Structure evolution of aromatic-derivatized thiol monolayers on evaporated gold

Langmuir

Volumn 13, Issue 15, 1997, Pages 4018-4023

  Tao, Yu Tai ^a   Wu, Chien Ching ^a   Eu, Ji Yang ^a   Lin, Wen Ling ^a   Wu, Kwang Chen ^b   Chen, Chun Hsien ^b  

^a INSTITUTE OF CHEMISTRY   (Taiwan)

^b NATIONAL SUN YAT SEN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CHEMICAL BONDS; CONTACT ANGLE; CYCLIC VOLTAMMETRY; ELLIPSOMETRY; GOLD; INFRARED SPECTROSCOPY; MOLECULAR STRUCTURE; SCANNING TUNNELING MICROSCOPY; SUBSTRATES; SULFUR COMPOUNDS; SURFACE STRUCTURE;

AROMATIC THIOLS; SELF ASSEMBLED MONOLAYERS;

MONOLAYERS;

EID: 0031193201     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la9700984     Document Type: Article

References (44)

1. (a) Ulman, A. An Introduction to Ultrathin Organic Films; Academic Press: Boston, MA, 1991.
2. (b) Ulman, A. Chem. Rev. 1996, 96, 1533-1554.
3. Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C. E. D. J. Am. Chem. Soc. 1987, 109, 3559-3568.
4. Finklea, H. O.; Avery, S.; Lynch, M.; Furtsch, T. Langmuir 1987, 3, 409-413.
5. Nuzzo, R. G.; Zegarski, B. R.; Dubois, L. H. J. Am. Chm. Soc. 1987, 109, 733-740.
6. Bain, C. D.; Troughton, E. B.; Tao, Y. T.; Evall, J.; Whitesides, G. M.; Nuzzo, R. G. J. Am. Chem. Soc. 1989, 111, 321-335.
7. Laibinis, P.; Whitesides, G. M.; Parikh, A. N.; Tao, Y. T.; Allara, D. L.; Nuzzo, R. G. J. Am. Chem. Soc. 1991, 113, 7152-7167.
8. Walczak, M. M.; Chung, C.; Stole, S. M.; Widrig, C. A.; Porter, M. D. J. Am. Chem. Soc. 1991, 113, 2370-2378.
9. Bryant, M. A.; Pemberton, J. E. J. Am. Chem. Soc. 1991, 113, 3629-3637 and 8284-8293.
10. (a) Strong, L.; Whitesides, G. M. Langmuir 1988, 4, 546-558.
11. (b) Dubois, L. H.; Zegarski, B. R.; Nuzzo, R. G. J. Chem. Phys. 1993, 98, 678-688.
12. (c) Fenter, P.; Eisenberg, P.; Li, J.; Camillone, N., III; Bernasek, S.; Scoles, G.; Ramanarayanan, T. A.; Liang, K. S. Langmuir 1991, 7, 2013-2016.
13. (d) Samant, M. G.;Brown, C. A.; Gordon, J. G., II Langmuir 1991, 7, 437-439.
14. (e) Chidsey, C. E. D.; Liu, G.; Rowntree, P.; Scoles, G. J. Chem. Phys. 1989, 91, 4421-4423.
15. Widrig, C. A.; Alves, C. A.; Porter, M. D. J. Am. Chem. Soc. 1991, 113, 2805-2810.
16. Alves, C. A.; Smith, E. L.; Porter, M. D. J. Am. Chem. Soc. 1992, 114, 1222-1227.
17. Sabatani, E.; Cohen-Boulakia, J.; Bruening, M.; Rubinstein, I. Langmuir 1993, 9, 2974-2981.
18. Tour, J. M.; Jones, L.; Pearson, D. L.; Lamba, J. J. S.; Burgin, T. P.; Whitesides, G. M.; Allara, D. L.; Parikh, A. N.; Atre, S. V. J. Am. Chem. Soc. 1995, 117, 9529-9534.
19. Kwan, W. S. V.; Atanasoska, L.; Miller, L. L. Langmuir 1991, 7, 1419-1425.
20. Dhirani, A.; Zehner, R. W.; Hsung, R. P.; Guyot-Sionnest, P.; Sita, L. R. J. Am. Chem. Soc. 1996, 118, 3319-3320.
21. Lee, Y. J.; Jeon, T. C.; Paik, W. K; Kim, K. Langmuir 1996, 12, 5830-5837.
22. Hutchinson, J. E.; Postlethwaite, T. A.; Murray, R. W. Langmuir 1993, 9, 3277-3283.
23. Evans, S. D.; Urankar, E.; Ulman, A.; Ferris, N. J. Am. Chem. Soc. 1991, 113, 4121-4131.
24. Tao, Y.-T.; Chang, S. C.; Ma, L. F. J. Chin. Chem. Soc. 1995, 42, 659-666.
25. Chang, S.-C.; Chao, I.; Tao, Y.-T. J. Am. Chem. Soc. 1994, 116, 6792-6805.
26. Wolf, H.; Ringsdorf, H.; Delamarche, E.; Takami, T.; Kang, H.; Michel, B.; Gerber, C.; Jaschke, M.; Butt, H. J.; Bamberg, E. J. Phys. Chem. 1995, 99, 7102-7107.
27. Creager, S. E.; Steiger, C. M. Langmuir 1995, 11, 1852-1854.
28. (a) Bryant, M. A.; Joa, S. L.; Pemberton, J. E. Langmuir 1992, 9, 753-756.
29. (b) Wells, M.; Dermody, D. L.; Yang, H. C.; Kim, T.; Crooks, R. M.; Ricco, A. J. Langmuir 1996, 12, 1989-1996.
30. Delamarche, E.; Michel, B. Thin Solid Films 1996, 273, 54-60.
31. Wesch, A.; Dannenberger, O.; Woll, C.; Wolff, J. J.; Buck, M. Langmuir 1996, 12, 5330-5337.
32. Garrell, R. L.; Chadwick, J. E.; Severance, D. L.; McDonald, N. A.; Myles, D. C. J. Am. Chem. Soc. 1995, 117, 11563-11571.
33. Zhang, Z.; Beck, T. L.; Young, J. T.; Boerio, F. J. Langmuir 1996, 12, 1227-1234.
34. Testaferri, L.; Tiecco, M.;Tingoli, M.; Chianelli, D.; Montanucci, M. Synthesis 1983, 751-755.
35. Widrig, C. A.; Chung, C.; Porter, M. D. J. Electroanal. Chem. 1991, 310, 335-359.
36. Sellers, H.; Ulman, A.; Shnidman, Y.; Eilers, J. E. J. Am. Chem. Soc. 1993, 115, 9389-9401.
37. Sandroff, C. J.; Herschbach, D. R. J. Phys. Chem. 1982, 86, 3277-3279.
38. (a) Kim, Y.-T.; Bard, A. J. Langmuir 1992, 8, 1096-1102.
39. (b) McCarley, R. L.; Dunaway, D. J.; Willicut, R. J. Langmuir 1993, 9, 2775-2777.
40. (c) Poirier, G. E.; Tarlov, M. J. Langmuir 1994, 10, 2854-2856.
41. (d) Sondag-Huethorst, J. A. M.; Schonenberger, C.; Fokkink, L. G. J. J. Phys. Chem. 1994, 98, 6826-6834.
42. We have observed a local structure exhibiting stripe modulation running across pits and line defects. The nearest-neighbor spacings along two primitive unit cell vectors are 4.0 ± 0.4 and 5.0 ± 0.3 Å and the angle between the vectors is 86 ± 7°. Although the pattern looks like a rectangular p × √3 structure, the area of the unit cell is too small to fit the biphenyl moiety. At the present time, we are not able to assign a commensurate structure for this adlattice.
43. 12 However, it is also noted in the same work that surface coverage measurements by ac impedance and gold oxide removal on a monolayer-covered surface indicated that biphenylthiol behaved more like thiophenol than terphenylthiol in the monolayer assembling.
44. van der Waals dimensions of a vertically oriented phenyl ring are 6.4 Å (width) × 3.3 Å (thickness).