Self-assembled pyrazinacene nanotubes

Gary J. Richards, Jonathan P. Hill, Jan Labuta, Yutaka Wakayama, Misaho Akada, Katsuhiko Ariga

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)


Nanotubes of a pentacene derivative, 6,13-bis(1-n-dodecyl)-[a,c,l,n]- tetrabenzo-5,6,7,12,13,14-hexaazapentacene, have been prepared by a hierarchical self-assembly mechanism. The oligoazaacenes 1-3, referred to as pyrazinacenes due to their structures of linearly fused pyrazine heterocycles, can also be considered as two azatriphenylenes fused through a reduced pyrazine ring. Dissolution of 6,13-bis(1-n-dodecyl)-[a,c,l,n]-tetrabenzo-5,6,7,12,13,14-hexaaza pentacene in nearly boiling toluene followed by standing of the solution at room temperature yields self-assembled (sa) pyrazinacene (Pa) nanotubes (NT's), or sa-PaNTs. Self-assembled-PaNTs are formed after initial aggregation of the pyrazinacene giving a 130-nm-wide 2-dimensional tape followed by helical twisting of this tape into a hollow cylindrical form of 150-200 nm diameter which can exceed 10 μm in length. The morphologies of the tape and nanotube structures were investigated using scanning electron microscopy (SEM), transmission electron microscopy (TEM), powder X-ray diffraction (XRD) and electron absorption spectroscopy (UV/Vis). The latter indicates that the tubes may be formed by chromophore J-aggregation. Also, high resolution TEM of the tubes reveals that they can be composed of several tapes while powder X-ray diffraction revealed the lamellar structure of the tapes composing the tubes.

Original languageEnglish
Pages (from-to)4868-4876
Number of pages9
JournalPhysical Chemistry Chemical Physics
Issue number11
Publication statusPublished - 2011 Mar 21
Externally publishedYes

ASJC Scopus subject areas

  • General Physics and Astronomy
  • Physical and Theoretical Chemistry


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