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.A. Herranz, D.M. Guldi, Nazario Martin

Research output: Contribution to journalArticleAcademicpeer-review

25 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)1193-1200
JournalNanoscale
Volume7
Issue number3
DOIs
Publication statusPublished - 2015
Externally publishedYes

Keywords

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