Self-assembly and oligomerization of alkyne-terminated molecules on metal and oxide surfaces

Langmuir

Volumn 21, Issue 25, 2005, Pages 11574-11577

  Vyklický, Libor ^a   Afzali Ardakani, Ali ^a   Kagan, Cherie R ^a  

^a IBM T J WATSON RESEARCH CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROCHEMICAL TECHNIQUES; OLIGOMERIZATION; ORGANIC MOLECULES; TERMINAL ALKYNE MOIETY;

ABSORPTION SPECTROSCOPY; CATALYSTS; DIMERS; OLIGOMERS; ORGANIC ACIDS; SELF ASSEMBLY; SYNTHESIS (CHEMICAL);

ORGANIC COMPOUNDS;

EID: 29444459935     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la052026f     Document Type: Article

References (24)

1. Kim, T.; Chan, K. C.; Crooks, R. M. J. Am. Chem. Soc. 1997, 119, 189.
2. Chan, K. C.; Kim, T.; Schoer, J. K.; Crooks, R. M. J. Am. Chem. Soc. 1995, 117, 5875.
3. Masuda, T.; Higashimura, T. Adv. Polym. Sci. 1987, 81, 121.
4. For complexation of Pt species by oligothiopheneacetylenes, see Lewis, J.; Long, N. J.; Raithby, P. R.; Shields, G. P.; Wong, W.-Y.; Younus, M. J. Chem. Soc., Dalton Trans. 1997, 4283.
5. Rochefort, A.; Martel, R.; Avouris, P. Nano Lett. 2002, 2, 877.
6. (b) Dimitrakopoulos, C. D.; Mascaro, D. J. IBM J. Res. Dev. 2001, 45, 11.
7. Jeyadev, S.; Conwell, E. M. Phys. Rev. B 1987, 36, 3284.
8. Nishimura, S.; Imoto, E. Bull. Chem. Soc. Jpn. 1962, 32, 432.
9. Groenendaal, L.; Bruining, M. J.; Hendrick, E. H. J.; Persoons, A.; Vekemans, J. A. J. M.; Havinga, E. E.; Meijer, E. W. Chem. Mater. 1998, 10, 226.
10. Bäuerle, P.; Würthner, F.; Götz, G.; Effenberger, F. Synthesis 1993, 1099.
11. Kerdesky, F. A. J.; Schmidt, S. P.; Holms, J. H.; Dyer, R. D.; Carter, G. W.; Brooks, D. W. J. Med. Chem. 1987, 30, 1177.
12. Tour, J. M.; Jones, L., II; 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.
13. A grazing angle ATR attachment (GATR) manufactured by Harrick Scientific, Pleasantville, NY was used to obtain monolayer IR spectra.
14. Tabata, M.; Yang, W.; Yokota, K. Polym. J. 1990, 22, 1105 and references therein.
15. Guo, B. Z.; Tripathi, S.; Taylor, D. M.; Stirling, C. J. M. J. Chem. Soc., Chem. Commun. 1991, 479.
16. (b) Pola, J.; Urbanova, M.; Bastl, Z.; Subrt, J.; Sakuragi, M.; Ouchi, A.; Morita, H. Polymer 2001, 42, 1311.
17. -1. However, self-assembly of this material was not studied because it is insoluble in common solvents.
18. Chailapakul, O.; Crooks, R. M. Langmuir 1993, 9, 884.
19. (b) Wightman, R. M. Anal. Chem. 1981, 53, 1125A.
20. Phosphonic acids assemble on a variety of oxide surfaces. See, for example, (a) Van Alsten, J. G. Langmuir 1999, 15, 7605.
21. (b) Gao, W.; Dickinson, L.; Grozinger, C.; Morin, F. G.; Reven, L. Langmuir 1996, 12, 6429.
22. (c) Woodward, J. T.; Ulman, A.; Schwartz, D. K. Langmuir 1996, 12, 3626.
23. (d) Taylor, C. E.; Schwartz, D. K. Langmuir 2003, 19, 2665.
24. Procedure similar to that described by Besson, T.; Rollin, P. Synth. Comm. 1990, 20, 3039. However, the order of reagents had to be changed.