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Abstract
The synthesis and thermotropic properties are reported for a series of hexaalkoxytriphenylenes that contain an amide, urea or thiourea group in one of their alkoxy tails. The intermolecular hydrogen bonding abilities of these molecules have a disturbing influence on the formation and stability of the columnar liquid crystalline phases. The stronger the hydrogen bonding the more the liquid crystallinity is suppressed, probably due to disturbance of the π–π stacking of the triphenylene discs. As a direct result, urea‐ and amide‐containing triphenylene derivatives are not liquid crystalline, but several thiourea derivatives show hexagonal columnar mesophases.
*Present address: Avantium Technologies BV, Zekeringstraat 29, 1014 BV Amsterdam, The Netherlands.
**Present address: Delft University of Technology, TUD DelftChemTech, The Netherlands.
***Corresponding author. Email: [email protected]
Acknowledgements
The authors thank Barend van Lagen and Beb van Veldhuizen for help with the NMR measurements and Dr. Maarten A. Posthumus for the exact mass determinations.
Notes
*Present address: Avantium Technologies BV, Zekeringstraat 29, 1014 BV Amsterdam, The Netherlands.
**Present address: Delft University of Technology, TUD DelftChemTech, The Netherlands.
***Corresponding author. Email: [email protected]