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Carbonyl-Functionalized Cyclazines as Colorants and Air-Stable n-Type Semiconductors.

Artem SkabeevUte ZschieschangYulian ZagranyarskiHagen KlaukKlaus MüllenChen Li
Published in: Organic letters (2018)
A series of π-extended cycl[3,3,2]azines (3) bearing additional carbonyl groups were synthesized via aldol condensations. Two strong electron acceptor molecules (4 and 5), with low-lying LUMO energy levels of -3.99 and -3.95 eV, respectively, were obtained. Organic thin-film transistors (TFTs) based on the cyanated cyclazine derivatives 5 were fabricated by vapor deposition, exhibiting extraordinarily stable n-type semiconductor character under ambient condition with the highest electron mobility of 0.06 cm2 V-1 s-1 consistently for more than 30 months.
Keyphrases
  • solar cells
  • air pollution
  • particulate matter
  • quantum dots
  • room temperature
  • electron transfer
  • mass spectrometry
  • ionic liquid
  • simultaneous determination
  • tandem mass spectrometry