Facile Decoration of Functionalized Single-Wall Carbon Nanotubes with Phthalocyanines via “Click Chemistry”

作者：Stéphane Campidelli, Beatriz Ballesteros, Arianna Filoramo, David Díaz Díaz, Gema de la Torre, Tomás Torres⊗, Gul Rahman, Christian Ehli, Daniel Kiessling, Fabian Werner, Vito Sgobba, Dirk Michael Guldi, Carla Cioffi, Maurizio Prato, Jean‐Philippe Bourgoin · 发表于：Journal of the American Chemical Society · 年份：2008 · DOI：10.1021/ja8033262 · 被引用次数：309 · 研究领域：Porphyrin and Phthalocyanine Chemistry、Molecular Junctions and Nanostructures、Carbon Nanotubes in Composites

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.