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Covalent Sidewall Functionalization Of SWNTs By Nucleophilic Addition Of Lithium Amides

Z. Syrgiannis, F. Hauke, Jonas Röhrl, M. Hundhausen, R. Graupner, Y. Elemes, A. Hirsch
Published 2008 · Chemistry

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The synthesis and characterization of sidewall-functionalized SWNT derivatives (nPrNH)n-SWNTs containing n-propylamine addends is reported. The nucleophilic addition of in situ generated lithium n-propylamide to the sidewall of SWNTs and the subsequent reoxidation of charged intermediates of the type (nPrNH)n-SWNTn– leads to carbon nanotube derivatives with covalently attached amino groups. Based on the reaction sequence, a homogeneous dispersion of the carbon nanotube material is achieved as a result of the electrostatic repulsion of negatively charged intermediates. The solubility of the resulting propylamine-functionalized (nPrNH)n-SWNT material in organic solvents is drastically increased. The functionalized tubes were characterized in detail by Raman spectroscopy, thermogravimetric analysis (TGA/MS), X-ray photoelectron spectroscopy (XPS) and UV/Vis/NIR spectroscopy. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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