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One-Pot Functionalization of Graphene with Porphyrin through Cycloaddition Reactions
Authors:Zhang Xiaoyan  Hou Lili  Cnossen Arjen  Coleman Anthony C  Ivashenko Oleksii  Rudolf Petra  van Wees Bart J  Browne Wesley R  Feringa Ben L
Affiliation:1. Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands), Fax: (+31)?050‐363‐4296;2. Physics of Nanodevices, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands);3. Surfaces and Thin Films, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands)
Abstract:Two types of graphene‐based hybrid materials, graphene‐TPP (TPP=tetraphenylporphyrin) and graphene‐PdTPP (PdTPP=palladium tetraphenylporphyrin), were prepared directly from pristine graphene through one‐pot cycloaddition reactions. The hybrid materials were characterized by thermogravimetric analysis (TGA), by TEM, by UV/Vis, FTIR, Raman, and luminescence spectroscopy, and by fluorescence/phosphorescence lifetime measurements. The presence of the covalent linkages between graphene and porphyrin was confirmed by FTIR and Raman spectroscopy and further supported by control experiments. The presence of TPP (or PdTPP) in the hybrid material was demonstrated by UV/Vis spectroscopy, with TGA results indicating that the graphene‐TPP and graphene‐PdTPP hybrid materials contained approximately 18 % TPP and 20 % PdTPP. The quenching of fluorescence (or phosphorescence) and reduced lifetimes suggest excited state energy/electron transfer between graphene and the covalently attached TPP (or PdTPP) molecules.
Keywords:cycloaddition  graphene  luminescence  porphyrin  Raman spectroscopy
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