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Functionalization of Graphene via 1,3-Dipolar Cycloaddition
Open accessAbstract
Few-layer graphenes (FLG) produced by dispersion and exfoliation of graphite in N-methylpyrrolidone were successfully functionalized using the 1,3-dipolar cycloaddition of azomethine ylides. The amino functional groups attached to graphene sheets were quantified by the Kaiser test. These amino groups selectively bind to gold nanorods, which were introduced as contrast markers for the identification of the graphene reactive sites. The interaction between gold nanorods and functionalized graphene was followed by UV-vis spectroscopy. The presence of the organic groups was confirmed by X-ray photoelectron spectroscopy and thermogravimetric analysis. The sheets were characterized by transmission electron microscopy, demonstrating the presence of gold nanorods distributed uniformly all over the graphene surface. This observation indicates that reaction has taken place not just at the edges but also at the internal C horizontal lineC bonds of graphene. Our results identify exfoliated graphene as a considerably more reactive structure than graphite and hence open the possibility to control the functionalization for use as a scaffold in the construction of organized composite nanomaterials.
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Cites
Two-dimensional gas of massless Dirac fermions in graphene
Novoselov, K. S., Geim, A. K., Morozov, S. V., Jiang, D., Katsnelson, M. I., Grigorieva, I. V., Dubonos, S. V., & Firsov, A. A. (2005) · Nature · doi:10.1038/nature04233 · Cited by 21,611
Experimental observation of the quantum Hall effect and Berry's phase in graphene
Zhang, Y., Tan, Y.-W., Stormer, H. L., & Kim, P. (2005) · Nature · doi:10.1038/nature04235 · Cited by 13,435
Graphene-based composite materials
Stankovich, S., Dikin, D. A., Dommett, G. H. B., Kohlhaas, K. M., Zimney, E. J., Stach, E. A., Piner, R. D., Nguyen, S. T., & Ruoff, R. S. (2006) · Nature · doi:10.1038/nature04969 · Cited by 12,922
Functionalization of carbon nanotubes via 1,3-dipolar cycloadditions
Tagmatarchis, N., & Prato, M. (2004) · Journal of Materials Chemistry · doi:10.1039/b314039c · Cited by 293
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Cited by
Georgakilas, V., Perman, J. A., Tucek, J., & Zboril, R. (2015) · Chemical Reviews · doi:10.1021/cr500304f · Cited by 2,147
Nano-graphene in biomedicine: theranostic applications
Yang, K., Feng, L., Shi, X., & Liu, Z. (2013) · Chem. Soc. Rev. · doi:10.1039/c2cs35342c · Cited by 1,634
Grapheneviasonication assisted liquid-phase exfoliation
Ciesielski, A., & Samorì, P. (2014) · Chem. Soc. Rev. · doi:10.1039/c3cs60217f · Cited by 1,207
Graphene Oxide as an Optical Biosensing Platform
Morales‐Narváez, E., & Merkoçi, A. (2012) · Advanced Materials · doi:10.1002/adma.201200373 · Cited by 508
How Do the Electrical Properties of Graphene Change with its Functionalization?
Sreeprasad, T. S., & Berry, V. (2013) · Small · doi:10.1002/smll.201202196 · Cited by 386
Chemistry Makes Graphene beyond Graphene
Liao, L., Peng, H., & Liu, Z. (2014) · Journal of the American Chemical Society · doi:10.1021/ja5048297 · Cited by 319
Organic Functionalization of Graphene in Dispersions
Quintana, M., Vazquez, E., & Prato, M. (2013) · Accounts of Chemical Research · doi:10.1021/ar300138e · Cited by 240
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Metadata
- Authors
- Quintana, M., Spyrou, K., Grzelczak, M., Browne, W. R., Rudolf, P., & Prato, M.
- Venue
- ACS Nano
- Publisher
- American Chemical Society (ACS)
- Published
- 2010-05-26
- Volume
- 4
- Issue
- 6
- Pages
- 3527-3533
- ISSN
- 1936-0851 (ISSN-L)
- 1936-086X
- OpenAlex
- W2048830922
- Cited by
- 431
- References
- 4
- FWCI
- 22.70
- Type
- journal article
- Language
- en
- Open access
- green
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