Comparative study of monolayers self-assembled from alkylisocyanides and alkanethiols on polycrystalline Pt substrates

Langmuir

Volumn 20, Issue 17, 2004, Pages 6993-6997

  Geissler, Matthias ^a   Chen, Jingyi ^a   Xia, Younan ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANETHIOLS; ALKYLISOCYANIDES; MICROCONTACT-PRINTED MONOLAYERS;

CONTACT ANGLE; ELECTRON TRANSPORT PROPERTIES; MOLECULAR STRUCTURE; PLATINUM; SELF ASSEMBLY;

POLYCRYSTALLINE MATERIALS;

CONTACT ANGLE; CRYSTALS; ELECTRONS; MOLECULAR STRUCTURE; MONOLAYERS; PLATINUM;

EID: 4344627224     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la048667c     Document Type: Article

References (37)

1. For silane monolayers on Si-based substrates, see: (a) Sagiv, J. J. Am. Chem. Soc. 1980, 102, 92. (b) Wasserman, S. R.; Tao, Y.-T.; Whitesides, G. M. Langmuir 1989, 5, 1074.
2. For silane monolayers on Si-based substrates, see: (a) Sagiv, J. J. Am. Chem. Soc. 1980, 102, 92. (b) Wasserman, S. R.; Tao, Y.-T.; Whitesides, G. M. Langmuir 1989, 5, 1074.
3. For SAMs of thiols on coinage metals, see: (a) Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C. E. D. J. Am. Chem. Soc. 1987, 109, 3559. (b) Bain, C. D.; Troughton, E. B.; Tao, Y.-T.; Evall, J.; Whitesides, G. M.; Nuzzo, R. G. J. Am. Chem. Soc. 1989, 111, 321. (c) Laibinis, P. E.; Whitesides, G. M.; Allara, D. L.; Tao, Y.-T.; Parikh, A. N.; Nuzzo, R. G. J. Am. Chem. Soc. 1991, 113, 7152. (d) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719.
4. For SAMs of thiols on coinage metals, see: (a) Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C. E. D. J. Am. Chem. Soc. 1987, 109, 3559. (b) Bain, C. D.; Troughton, E. B.; Tao, Y.-T.; Evall, J.; Whitesides, G. M.; Nuzzo, R. G. J. Am. Chem. Soc. 1989, 111, 321. (c) Laibinis, P. E.; Whitesides, G. M.; Allara, D. L.; Tao, Y.-T.; Parikh, A. N.; Nuzzo, R. G. J. Am. Chem. Soc. 1991, 113, 7152. (d) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719.
5. For SAMs of thiols on coinage metals, see: (a) Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C. E. D. J. Am. Chem. Soc. 1987, 109, 3559. (b) Bain, C. D.; Troughton, E. B.; Tao, Y.-T.; Evall, J.; Whitesides, G. M.; Nuzzo, R. G. J. Am. Chem. Soc. 1989, 111, 321. (c) Laibinis, P. E.; Whitesides, G. M.; Allara, D. L.; Tao, Y.-T.; Parikh, A. N.; Nuzzo, R. G. J. Am. Chem. Soc. 1991, 113, 7152. (d) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719.
6. For SAMs of thiols on coinage metals, see: (a) Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C. E. D. J. Am. Chem. Soc. 1987, 109, 3559. (b) Bain, C. D.; Troughton, E. B.; Tao, Y.-T.; Evall, J.; Whitesides, G. M.; Nuzzo, R. G. J. Am. Chem. Soc. 1989, 111, 321. (c) Laibinis, P. E.; Whitesides, G. M.; Allara, D. L.; Tao, Y.-T.; Parikh, A. N.; Nuzzo, R. G. J. Am. Chem. Soc. 1991, 113, 7152. (d) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719.
7. For SAMs of carboxylic acids on metal oxides, see: (a) Allara, D. L.; Nuzzo, R. G. Langmuir 1985, 1, 45. (b) Allara, D. L.; Nuzzo, R. G. Langmuir 1985, 1, 52.
8. For SAMs of carboxylic acids on metal oxides, see: (a) Allara, D. L.; Nuzzo, R. G. Langmuir 1985, 1, 45. (b) Allara, D. L.; Nuzzo, R. G. Langmuir 1985, 1, 52.
9. For alkyl monolayers on H-terminated Si, see: Linford, M. R.; Fenter, P.; Eisenberger, P. M.; Chidsey, C. E. D. J. Am. Chem. Soc. 1995, 117, 3145.
10. For example, see: (a) Xia, Y.; Zhao, X.-M.; Whitesides, G. M. Chem. Mater. 1995, 7, 2332. (b) Xia, Y.; Kim, E.; Whitesides, G. M. J. Electrochem. Soc. 1996, 143, 1070. (c) Geissler, M.; Schmid, H.; Bietsch, A.; Michel, B.; Delamarche, E. Langmuir 2002, 18, 2374.
11. For example, see: (a) Xia, Y.; Zhao, X.-M.; Whitesides, G. M. Chem. Mater. 1995, 7, 2332. (b) Xia, Y.; Kim, E.; Whitesides, G. M. J. Electrochem. Soc. 1996, 143, 1070. (c) Geissler, M.; Schmid, H.; Bietsch, A.; Michel, B.; Delamarche, E. Langmuir 2002, 18, 2374.
12. For example, see: (a) Xia, Y.; Zhao, X.-M.; Whitesides, G. M. Chem. Mater. 1995, 7, 2332. (b) Xia, Y.; Kim, E.; Whitesides, G. M. J. Electrochem. Soc. 1996, 143, 1070. (c) Geissler, M.; Schmid, H.; Bietsch, A.; Michel, B.; Delamarche, E. Langmuir 2002, 18, 2374.
13. (a) Stern, D. A.; Weller, E.; Salaita, G. N.; Laguren-Davidson, L.; Lu, F.; Batina, N.; Frank, D. G.; Zapien, D. C.; Walton, N.; Hubbard, A. T. J. Am. Chem. Soc. 1988, 110, 4885.
14. (b) Sarathy, K. V.; Raina, G.; Yadav, R. T.; Kulkarni, G. U.; Rao, C. N. R. J. Phys. Chem. B 1997, 101, 9876.
15. (c) Lang, P.; Mekhalif, Z.; Rat, B.; Garnier, F. J. Electroanal. Chem. 1998, 441, 83.
16. (d) Zhao, S.-Y.; Chen, S.-H.; Wang, S.-Y.; Li, D.-G.; Ma, H.-Y. Langmuir 2002, 18, 3315.
17. (e) Beebe, J. M.; Engelkes, V. B.; Miller, L. L.; Frisbie, C. D. J. Am. Chem. Soc. 2002, 124, 11268.
18. (f) Brito, R.; Tremont, R.; Feliciano, O.; Cabrera, C. R. J. Electroanal. Chem. 2003, 540, 53.
19. (a) Hickman, J. J.; Zou, C.; Ofer, D.; Harvey, P. D.; Wrighton, M. S.; Laibinis, P. E.; Bain, C. D.; Whitesides, G. M. J. Am. Chem. Soc. 1989, 111, 7271.
20. (b) Hickman, J. J.; Laibinis, P. E.; Auerbach, D. I.; Zou, C.; Gardner, T. J.; Whitesides, G. M.; Wrighton, M. S. Langmuir 1992, 8, 357.
21. (c) Horswell, S. L.; Kiely, C. J.; O'Neil, I. A.; Schiffrin, D. J. J. Am. Chem. Soc. 1999, 121, 5573.
22. (d) Martin, B. R.; Dermody, D. J.; Reiss, B. D.; Fang, M.; Lyon, L. A.; Natan, M. J.; Mallouk, T. E. Adv. Mater. 1999, 11, 1021.
23. (e) Clark, T. D.; Tien, J.; Duffy, D. C.; Paul, K. E.; Whitesides, G. M. J. Am. Chem. Soc. 2001, 123, 7677.
24. (a) Hartley, F. R. In Comprehensive Organometallic Chemistry; Wilkinson, G., Ed.; Pergamon Press: Oxford, 1982; Vol. 6, p 494.
25. (b) Malatesta, L.; Bonati, F. Isocyanide Complexes of Metals. In Interscience Monographs on Chemistry - Inorganic Chemistry Section; Cotton, F. A., Wilkinson, G., Eds.; Wiley-Interscienoe: New York, 1969.
26. Nuzzo, R. G.; Zegarski, B. R.; Dubois, L. H. J. Am. Chem. Soc. 1987, 109, 733.
27. Grundman, C. In Methoden der Organischen Chemie (Hauben-Weyl), Band E5 Carbonsäuren und Carbonsäure-Derivate; Falbe, J., Ed.; Georg Thieme Verlag Stuttgart: New York, 1985; p 1611.
28. Caution. Extremely toxic. Working in a well-ventilated fume hood is strictly required.
29. 2.
30. 2 (30%) using a ratio of 70:30 (v/v) and should be handled with caution. The solution becomes hot during its preparation and can react violently with oxidizable organic material.
31. (a) Bain, C. D.; Whitesides, G. M. J. Phys. Chem. 1989, 93, 1670.
32. (b) Laibinis, P. E.; Bain, C. D.; Whitesides, G. M. J. Phys. Chem. 1991, 95, 7017.
33. The separation of ∼90 mV between the anodic and the cathodic peaks denotes a quasi-reversible, kinetically controlled electron exchange at the electrode. For further reading, see: Bard, A. J.; Faulkner, L. R. Electrochemical Methods: Fundamentals and Applications, 2nd ed.; John Wiley & Sons: New York, 2001.
34. For example, see: (a) Kumar, A.; Biebuyck, H. A.; Whitesides, G. M. Langmuir 1994, 10, 1498. (b) Xia, Y.; Whitesides, G. M. Angew. Chem., Int. Ed. 1998, 37, 551. (c) Delamarche, E.; Schmid, H.; Bietsch, A.; Larsen, N. B.; Rothuizen, H.; Michel, B.; Biebuyck, H. J. Phys. Chem. B 1998, 102, 3324. (d) Geissler, M.; Wolf, H.; Stutz, R.; Delamarche, E.; Grummt, U.-W.; Michel, B.; Bietsch, A. Langmuir 2003, 19, 6301.
35. For example, see: (a) Kumar, A.; Biebuyck, H. A.; Whitesides, G. M. Langmuir 1994, 10, 1498. (b) Xia, Y.; Whitesides, G. M. Angew. Chem., Int. Ed. 1998, 37, 551. (c) Delamarche, E.; Schmid, H.; Bietsch, A.; Larsen, N. B.; Rothuizen, H.; Michel, B.; Biebuyck, H. J. Phys. Chem. B 1998, 102, 3324. (d) Geissler, M.; Wolf, H.; Stutz, R.; Delamarche, E.; Grummt, U.-W.; Michel, B.; Bietsch, A. Langmuir 2003, 19, 6301.
36. For example, see: (a) Kumar, A.; Biebuyck, H. A.; Whitesides, G. M. Langmuir 1994, 10, 1498. (b) Xia, Y.; Whitesides, G. M. Angew. Chem., Int. Ed. 1998, 37, 551. (c) Delamarche, E.; Schmid, H.; Bietsch, A.; Larsen, N. B.; Rothuizen, H.; Michel, B.; Biebuyck, H. J. Phys. Chem. B 1998, 102, 3324. (d) Geissler, M.; Wolf, H.; Stutz, R.; Delamarche, E.; Grummt, U.-W.; Michel, B.; Bietsch, A. Langmuir 2003, 19, 6301.
37. For example, see: (a) Kumar, A.; Biebuyck, H. A.; Whitesides, G. M. Langmuir 1994, 10, 1498. (b) Xia, Y.; Whitesides, G. M. Angew. Chem., Int. Ed. 1998, 37, 551. (c) Delamarche, E.; Schmid, H.; Bietsch, A.; Larsen, N. B.; Rothuizen, H.; Michel, B.; Biebuyck, H. J. Phys. Chem. B 1998, 102, 3324. (d) Geissler, M.; Wolf, H.; Stutz, R.; Delamarche, E.; Grummt, U.-W.; Michel, B.; Bietsch, A. Langmuir 2003, 19, 6301.