Diazonium-Based Functionalization of Carbon Nanotubes: XPS and GC-MS Analysis and Mechanistic Implications

Synlett

Volumn , Issue 1, 2004, Pages 155-160

  Dyke, Christopher A ^a   Stewart, Michael P ^a   Maya, Francisco ^a   Tour, James M ^a  

^a RICE UNIVERSITY   (United States)

Author keywords

Aryl radical; Carbon nanotubes; Defunctionalization; Fullerene; Nanotube functionalization

Indexed keywords

CARBON; CATION; DIAZONIUM COMPOUND; NANOTUBE; ORGANIC SOLVENT; POLYCYCLIC AROMATIC HYDROCARBON; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; RADICAL; SOLVENT;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; DISSOLUTION; ELECTRON; ELECTRON TRANSPORT; GAS CHROMATOGRAPHY; INJECTION; LYSIS; MASS SPECTROMETRY; MATERIALS; RAMAN SPECTROMETRY;

EID: 0347601763     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-44983     Document Type: Article

References (23)

1. (a) Bahr, J. L.; Tour, J. M. J. Mater. Chem. 2002, 12, 1952.
2. (b) Banerjee, S.; Kahn, M. G. C.; Wong, S. S. Chem.-Eur. J. 2003, 9, 1898.
3. (a) Iijima, S.; Ichihashi, T. Nature (London) 1993, 363, 603.
4. (b) Dresselhaus, M. S.; Dresselhaus, G.; Avouris, P. Carbon Nanotubes: Synthesis, Structure, Properties, and Applications; Springer: Berlin, 2001.
5. (a) Bahr, J. L.; Mickelson, E. T.; Bronikowski, M. J.; Smalley, R. E.; Tour, J. M. Chem. Commun. 2001, 193.
6. (b) Dyke, C. A.; Tour, J. M. Chem.-Eur J. 2003, in press.
7. Mitchell, C. A.; Bahr, J. L.; Arepalli, S.; Tour, J. M.; Krishnamoorti, R. Macromolecules 2002, 35, 8825.
8. Frankland, S. J. V.; Caglar, A.; Brenner, D. W.; Griebel, M. J. Phys. Chem. B 2002, 106, 3046.
9. Dyke, C. A.; Tour, J. M. J. Am. Chem. Soc. 2003, 125, 1156.
10. Dyke, C. A.; Tour, J. M. Nano Lett. 2003, 3, 1215.
11. Strano, M. S.; Dyke, C. A.; Usrey, M. L.; Barone, P. W.; Allen, M. J.; Shan, H.; Kittrell, C.; Hauge, R. H.; Tour, J. M.; Smalley, R. E. Science 2003, 301, 1519.
12. (a) Chattopadhyay, D.; Galeska, I.; Papdimitrakopoulos, F. J. Am. Chem. Soc. 2003, 125, 3370.
13. (b) Krupke, R.; Hennrich, F.; von Lohneysen, H.; Kappes, M. M. Science 2003, 301, 344.
14. Zheng, M.; Jagota, A.; Semke, E. D.; Diner, B. A.; Mclean, R. S.; Lustig, S. R.; Richardson, R. E.; Tassi, N. G. Nat. Mater. 2003, 2, 338.
15. (a) Bahr, J. L.; Yang, J.; Kosynkin, D. V.; Bronikowski, M. J.; Smalley, R. E.; Tour, J. M. J. Am. Chem. Soc. 2001, 123, 6536.
16. (b) Bahr, J. L.; Tour, J. M. Chem. Mater. 2001, 13, 3823.
17. (a) O'Connell, M. J.; Boul, P.; Ericson, L. M.; Huffman, C. B.; Wang, Y. H.; Haroz, E.; Kuper, C.; Tour, J. M.; Ausman, K. D.; Smalley, R. E. Chem. Phys. Lett. 2001, 342, 265.
18. (b) Thess, A.; Lee, R.; Nikolaev, P.; Dai, H. J.; Petit, P.; Robert, J.; Xu, C. H.; Lee, Y. H.; Kim, S. G.; Rinzler, A. G.; Colbert, D. T.; Scuseria, G. E.; Tomanek, D.; Fischer, J. E.; Smalley, R. E. Science 1996, 273, 483.
19. (a) Zollinger, H. Diazo Chemistry I: Aromatic and Heteroaromatic Compounds; VCH: New York, 1994.
20. (b) Galli, C. Chem. Rev. 1988, 88, 765.
21. Lee, Y. S.; Cho, T. H.; Lee, B. K.; Rho, J. S.; An, K. H.; Lee, Y. H. J. Fluorine Chem. 2003, 120, 99.
22. Gomberg, M.; Bachmann, W. E. J. Am. Chem. Soc. 1924, 46, 2339.
23. Rüchardt, C.; Merz, E. Tetrahedron Lett. 1964, 2431.