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J Am Chem Soc. 2008 Aug 27;130(34):11503-9. doi: 10.1021/ja8033262. Epub 2008 Jul 29.

Facile decoration of functionalized single-wall carbon nanotubes with phthalocyanines via "click chemistry".

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  • 1Laboratoire d'Electronique Moleculaire, DSM/IRAMIS/SPEC (CNRS URA 2464), CEA Saclay, F-91191 Gif sur Yvette Cedex, France.


We describe the functionalization of single-wall carbon nanotubes (SWNTs) with 4-(2-trimethylsilyl)ethynylaniline and the subsequent attachment of a zinc-phthalocyanine (ZnPc) derivative using the reliable Huisgen 1,3-dipolar cycloaddition. The motivation of this study was the preparation of a nanotube-based platform which allows the facile fabrication of more complex functional nanometer-scale structures, such as a SWNT-ZnPc hybrid. The nanotube derivatives described here were fully characterized by a combination of analytical techniques such as Raman, absorption and emission spectroscopy, atomic force and scanning electron microscopy (AFM and SEM), and thermogravimetric analysis (TGA). The SWNT-ZnPc nanoconjugate was also investigated with a series of steady-state and time-resolved spectroscopy experiments, and a photoinduced communication between the two photoactive components (i.e., SWNT and ZnPc) was identified. Such beneficial features lead to monochromatic internal photoconversion efficiencies of 17.3% when the SWNT-ZnPc hybrid material was tested as photoactive material in an ITO photoanode.

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