Advanced Materials

Polyacylation of Single-Walled Nanotubes under Friedel–Crafts Conditions: An Efficient Method for Functionalizing, Purifying, Decorating, and Linking Carbon Allotropes

Authors

  • T. S. Balaban,

    1. Forschungszentrum Karlsruhe, Institut für Nanotechnologie (INT), Postfach 3640, 76021 Karlsruhe, Germany
    2. Center for Functional Nanostructures, University of Karlsruhe (TH), Wolfgang-Gaede-Str. 1, 76131 Karlsruhe, Germany
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  • M. C. Balaban,

    1. Forschungszentrum Karlsruhe, Institut für Nanotechnologie (INT), Postfach 3640, 76021 Karlsruhe, Germany
    2. Center for Functional Nanostructures, University of Karlsruhe (TH), Wolfgang-Gaede-Str. 1, 76131 Karlsruhe, Germany
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  • S. Malik,

    1. Forschungszentrum Karlsruhe, Institut für Nanotechnologie (INT), Postfach 3640, 76021 Karlsruhe, Germany
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  • F. Hennrich,

    1. Forschungszentrum Karlsruhe, Institut für Nanotechnologie (INT), Postfach 3640, 76021 Karlsruhe, Germany
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  • R. Fischer,

    1. Universität Karlsruhe, Institut für Physikalische Chemie, Kaiserstraße 12, 76128 Karlsruhe, Germany
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  • H. Rösner,

    1. Forschungszentrum Karlsruhe, Institut für Nanotechnologie (INT), Postfach 3640, 76021 Karlsruhe, Germany
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  • M. M. Kappes

    1. Forschungszentrum Karlsruhe, Institut für Nanotechnologie (INT), Postfach 3640, 76021 Karlsruhe, Germany
    2. Center for Functional Nanostructures, University of Karlsruhe (TH), Wolfgang-Gaede-Str. 1, 76131 Karlsruhe, Germany
    3. Universität Karlsruhe, Institut für Physikalische Chemie, Kaiserstraße 12, 76128 Karlsruhe, Germany
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  • This work was partially supported by the DFG Center for Functional Nanostructures at the University of Karlsruhe through project C3.5 (STB-MCB). We thank Dr. Gerhard Wilde (INT) for helpful comments on fractal nanostructures, Dr. Sergei Lebedkin and Katarina Arnold (both at INT) for Raman and fluorescence spectra. Prof. Michael J. Krische (University of Texas at Austin) is thanked for his generous mechanistic insights and for suggesting the reaction in Scheme 2. Supporting Information is available online from Wiley InterScience or from the author.

Abstract

A new way of purifying and separating single-walled nanotubes (SWNTs, see figure) comes in the form of an efficient polyacylation using Friedel–Crafts catalysts in either nitrobenzene as a solvent or in a NaCl/AlCl3 melt. The report method provides a way for the efficient insertion not only of normal acyl chains but also of perfluorinated acyl residues or for crosslinking possibilities by using α,ω-diacyl dichlorides.

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