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

124 Citations (Scopus)

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

Fingerprint

Potassium iodide
Derivatives
Trifluoroacetic acid
Potassium Iodide
Trifluoroacetic Acid
Acetylene
Acetic acid
Acetic Acid
Purification
Anions
Diodes
Negative ions
pentacene
Optical spectroscopy

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)

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

6,13-diethynyl-5,7,12,14-tetraazapentacene. / Miao, Shaobin; Appleton, Anthony L.; Berger, Nancy; Barlow, Stephen; Marder, Seth R.; Hardcastle, Kenneth I.; Bunz, Uwe H.F.

In: Chemistry - A European Journal, Vol. 15, No. 20, 11.05.2009, p. 4990-4993.

Research output: Contribution to journalArticle

Miao, S, Appleton, AL, Berger, N, Barlow, S, Marder, SR, Hardcastle, KI & Bunz, UHF 2009, '6,13-diethynyl-5,7,12,14-tetraazapentacene', Chemistry - A European Journal, vol. 15, no. 20, pp. 4990-4993. https://doi.org/10.1002/chem.200900324
Miao S, Appleton AL, Berger N, Barlow S, Marder SR, Hardcastle KI et al. 6,13-diethynyl-5,7,12,14-tetraazapentacene. Chemistry - A European Journal. 2009 May 11;15(20):4990-4993. https://doi.org/10.1002/chem.200900324
Miao, Shaobin ; Appleton, Anthony L. ; Berger, Nancy ; Barlow, Stephen ; Marder, Seth R. ; Hardcastle, Kenneth I. ; Bunz, Uwe H.F. / 6,13-diethynyl-5,7,12,14-tetraazapentacene. In: Chemistry - A European Journal. 2009 ; Vol. 15, No. 20. pp. 4990-4993.
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