H-Bond-Stabilized Triphenylene-Based Columnar Discotic Liquid Crystals

I. Paraschiv, M. Giesbers, B. van Lagen, F.C. Grozema, R.D. Abellon, L.D.A. Siebbeles, A.T.M. Marcelis, H. Zuilhof, E.J.R. Sudhölter

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139 Citations (Scopus)


A 1,3,5-benzenetrisamide with three pending hexaalkoxytriphenylene groups has been synthesized as an example of an interesting class of intermolecular H-bond-stabilized columnar discotic liquid crystalline materials. The material forms a plastic hexagonal discotic phase that does not crystallize on cooling from the isotropic phase, even after annealing for a few days at room temperature. X-ray and computational studies provide a detailed model for the organization of this material. The charge carrier mobility, 0.12 cm2 V-1 s-1 at 180 C, is the highest ever reported for liquid crystalline triphenylene systems, and even increases with temperature. The factors responsible for this behavior are discussed.
Original languageEnglish
Pages (from-to)968-974
Number of pages6
JournalChemistry of materials
Issue number4
Publication statusPublished - 2006


  • charge-carrier mobilities
  • organic gels
  • pr-trmc
  • mesophases
  • transport
  • chemistry
  • stacking
  • energy
  • phase
  • order


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