Carbon Nanotubes and Graphene Promote Pyrolysis of Free-Base Phthalocyanine

The Journal of Physical Chemistry Letters
Vladimir A BasiukElena V Basiuk

Abstract

Unsubstituted phthalocyanines (including free-base H2Pc and many of its metal complexes) are among the most stable organic compounds. They can sublime without decomposition under reduced pressure and temperatures of up to 550 °C. This property was previously employed to design a novel approach to noncovalent functionalization of pristine single-walled carbon nanotubes (SWNTs) with 3d metal(II) phthalocyanine complexes. However, when we attempted to use the same sublimation protocol to prepare a SWNTs-H2Pc hybrid, an unexpected side effect of partial H2Pc pyrolysis was detected, phthalonitrile being a main decomposition product, under the conditions when H2Pc is supposed to be totally stable. By using density functional theory calculations, we offer an explanation for the thermal behavior of H2Pc based on its covalent attachment to the pentagonal-ring topological defects, which are very common in all graphene-derived carbon nanomaterials and capable of reacting with amines via nucleophilic addition process.

References

Jan 15, 1999·Journal of the American Society for Mass Spectrometry·E LehmannS Vetter
Oct 28, 1996·Physical Review Letters·J P PerdewM Ernzerhof
Aug 3, 2005·Journal of Nanoscience and Nanotechnology·Elena V BasiukVladimir A Basiuk
Sep 7, 2006·Journal of Computational Chemistry·Stefan Grimme
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Dec 4, 2010·Forensic Science International : Synergy·Geraint WilliamsNeil McMurray
Jul 21, 2011·Journal of Nanoscience and Nanotechnology·Elena V BasiukVladimir A Basiuk
May 20, 2015·Journal of Molecular Modeling·Laura Verónica Henao-Holguín, Vladimir A Basiuk
Oct 18, 2012·The Journal of Physical Chemistry Letters·Zhanwei XuDavid Mitlin
Apr 21, 2011·The Journal of Physical Chemistry Letters·Giovanni BottariTomas Torres

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