6,13-diethynyl-5,7,12,14-tetraazapentacene

Shaobin Miao, Anthony L. Appleton, Nancy Berger, Stephen Barlow, Seth R. Marder, Kenneth I. Hardcastle, Uwe H.F. Bunz

Research output: Contribution to journalArticle

145 Scopus citations

Abstract

A study was conducted to demonstrate the synthesis and properties of a soluble, solution-processable and stable 6,13-diethynyl-5,7,12,14-tetraazapentacene. The diode was reacted with the anion of TIPS-acetylene to obtain soluble derivatives of tetraazapentacene. The intermediate diol was dissolved in acetic acid/trifluoroacetic acid without further purification and NaH2PO2 and potassium iodide were added to it. Investigations revealed that the unit cell of tetraazapentacene was similar to that of the corresponding pentacene derivative. It was also demonstrated that the differences in computational gaps were consistent with those obtained by the optical spectroscopy.

Original languageEnglish (US)
Pages (from-to)4990-4993
Number of pages4
JournalChemistry - A European Journal
Volume15
Issue number20
DOIs
StatePublished - May 11 2009
Externally publishedYes

Keywords

  • Acene
  • Alkynes
  • Arenes
  • Heteroacene
  • Organic
  • Semiconductors

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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  • Cite this

    Miao, S., Appleton, A. L., Berger, N., Barlow, S., Marder, S. R., Hardcastle, K. I., & Bunz, U. H. F. (2009). 6,13-diethynyl-5,7,12,14-tetraazapentacene. Chemistry - A European Journal, 15(20), 4990-4993. https://doi.org/10.1002/chem.200900324