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Chemistry. 2011 Aug 01;17(32):8957-64. doi: 10.1002/chem.201100980. Epub 2011 Jul 06.

One-pot functionalization of graphene with porphyrin through cycloaddition reactions.

Chemistry (Weinheim an der Bergstrasse, Germany)

Xiaoyan Zhang, Lili Hou, Arjen Cnossen, Anthony C Coleman, Oleksii Ivashenko, Petra Rudolf, Bart J van Wees, Wesley R Browne, Ben L Feringa

Affiliations

  1. Stratingh Institute for Chemistry, University of Groningen, Groningen, The Netherlands.

PMID: 21735500 DOI: 10.1002/chem.201100980

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.

Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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