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Issue 13, 2008
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Heck reaction on single-walled carbon nanotubes. Synthesis and photochemical properties of a wall functionalized SWNT-anthracene derivative

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Abstract

Sidewall functionalization of single-walled carbon nanotubes (SWNTs) via the Heck cross-coupling reaction of pre-functionalized p-iodophenyl SWNTs allows the covalent binding of different groups such as alkyl chains, dialkylamino or anthracenyl moieties. Functionalized SWNTs were characterized by a set of methods including 1H NMR, ATR-FTIR, XPS, UV/vis and Raman spectroscopic techniques. The degree of functionalization was estimated as 5.5 wt%. Laser flash photolysis studies comparing a covalently bonded anthracenyl derivative and mixtures of anthracene precursor and SWNTs revealed similarities between both systems (occurrence of photoinduced electron transfer, SWNT acting as electron acceptor) and differences (lifetimes of the charge separation), the charge separated state being much shorter lived for the system having covalent bonding with respect to the independent components.

Graphical abstract: Heck reaction on single-walled carbon nanotubes. Synthesis and photochemical properties of a wall functionalized SWNT-anthracene derivative

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Publication details

The article was received on 02 Nov 2007, accepted on 21 Jan 2008 and first published on 08 Feb 2008


Article type: Paper
DOI: 10.1039/B717011D
Citation: J. Mater. Chem., 2008,18, 1592-1600
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    Heck reaction on single-walled carbon nanotubes. Synthesis and photochemical properties of a wall functionalized SWNT-anthracene derivative

    M. J. Gómez-Escalonilla, P. Atienzar, J. L. Garcia Fierro, H. García and F. Langa, J. Mater. Chem., 2008, 18, 1592
    DOI: 10.1039/B717011D

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