Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/39188
Título: | Grafting of adipic anhydride to carbon nanotubes through a Diels-Alder cycloaddition/oxidation cascade reaction |
Autor(es): | Araújo, Rui Filipe Proença, M. Fernanda R. P. Silva, Carlos J. R. Castro, Tarsila Gabriel Melle-Franco, M. Paiva, M. C. Vilar-Rodil, Silvia Tascón, Juan Manuel D. |
Palavras-chave: | Carbon nanotubes Diels-Alder cycloaddition reaction Functionalization |
Data: | Mar-2016 |
Editora: | Elsevier 1 |
Revista: | Carbon |
Citação: | R.F. Araújo, M.F. Proença, C.J. Silva, T.G. Castro, M. Melle-Franco, M.C. Paiva, S. Vilar-Rodil, J.M.D. Tascón, Grafting of adipic anhydride to carbon nanotubes through a Diels- Alder cycloaddition/oxidation cascade reaction, Carbon (2015), doi: 10.1016/j.carbon.2015.11.004 |
Resumo(s): | Different reactions have been reported for the successful functionalization of carbon nanotubes (CNT). The Diels-Alder cycloaddition is recognized as a plausible chemical approach, but few reports are known where this strategy has been used. In this study, the functionalization was performed by 1,3-butadiene generated from 3-sulfolene under heating conditions in diglyme. This simple and easily scalable method resulted in functionalized CNT with mass losses of 10 - 23 % by thermogravimetric analysis (nitrogen atmosphere). The functionalization was also supported by acid-base titration, elemental analysis, temperature programmed desorption and X-ray photoelectron spectroscopy. The high content in oxygen detected on the CNT surface was assigned to anhydride formation due to a cascade oxidation of the alkene groups generated in the cycloaddition reaction. The complete evolution of the alkene leads to a grafting density of 4.2 mmol g-1 for the anhydride moiety. Ab-initio calculations in CNT model systems indicate that the Diels-Alder addition of butadiene is a feasible process and that subsequent oxidation reactions may result in the formation of the anhydride moiety. The presence of the anhydride group is a valuable asset for grafting a multitude of complex molecules, namely through the nucleophilic addition of amines. |
Tipo: | Artigo |
Descrição: | Accepted Manuscript |
URI: | https://hdl.handle.net/1822/39188 |
DOI: | 10.1016/j.carbon.2015.11.004 |
ISSN: | 0008-6223 |
Versão da editora: | http://www.sciencedirect.com/science/article/pii/S0008622315304152 |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | CAlg - Artigos em revistas internacionais / Papers in international journals CDQuim - Artigos (Papers) IPC - Artigos em revistas científicas internacionais com arbitragem |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Carbon 2015.pdf | 1,8 MB | Adobe PDF | Ver/Abrir |
Este trabalho está licenciado sob uma Licença Creative Commons