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Issue 3, 2015
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Electroactive carbon nanoforms: a comparative study via sequential arylation and click chemistry reactions

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Abstract

The reactivity of several carbon nanoforms (CNFs), single-walled carbon nanotubes (SWCNTs), multi-walled carbon nanotubes (MWCNTs) and graphene, has been investigated through a combination of arylation and click chemistry CuI-mediated azide–alkyne cycloaddition (CuAAC) reactions. The approach is based on the incorporation of electroactive π-extended tetrathiafulvalene (exTTF) units into the triazole linkers to modulate the electronic properties of the obtained conjugates. The introduction of strain, by bending the planar graphene sheet into a 3D carbon framework, is responsible for the singular reactivity observed in carbon nanotubes. The formed nanoconjugates were fully characterized by analytical, spectroscopic, and microscopic techniques (TGA, FTIR, Raman, UV-Vis-NIR, cyclic voltammetry, TEM and XPS). In the case of SWCNT conjugates, where the functionalization degree is higher, a series of steady-state and time resolved spectroscopy experiments revealed a photoinduced electron transfer from the exTTF unit to the electron-accepting SWCNT.

Graphical abstract: Electroactive carbon nanoforms: a comparative study via sequential arylation and click chemistry reactions

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Supplementary files

Article information


Submitted
31 Jul 2014
Accepted
19 Nov 2014
First published
21 Nov 2014

Nanoscale, 2015,7, 1193-1200
Article type
Paper
Author version available

Electroactive carbon nanoforms: a comparative study via sequential arylation and click chemistry reactions

J. Mateos-Gil, L. Rodríguez-Pérez, M. Moreno Oliva, G. Katsukis, C. Romero-Nieto, M. xmlns="http://www.rsc.org/schema/rscart38"> <. Á. Herranz, D. M. Guldi and N. Martín, Nanoscale, 2015, 7, 1193
DOI: 10.1039/C4NR04365K

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