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Synthesis and helical supramolecular organization of discotic liquid crystalline dibenzo[hi,st]ovalene

2019

Dibenzo[hi,st]ovalene (DBOV) has emerged as a new polycyclic aromatic hydrocarbon (PAH) with intriguing optical properties with strong red emission. Nevertheless, DBOV derivatives thus far synthesized either had mesityl groups that hinder the pi-pi stacking of the aromatic cores or showed low solubility, and the self-assembly of DBOVs has not been investigated. In this work, two 3,4,5-tris(dodecyloxy)phenyl (TDOP) groups are introduced at the meso-positions of DBOV in order to enhance its solubility without compromising the intermolecular interactions. The obtained DBOV-TDOP forms at elevated temperatures a discotic liquid crystalline phase. Due to pi-pi-stacking interactions as well as loc…

TechnologyMaterials scienceMaterials ScienceStackingSupramolecular chemistryMaterials Science Multidisciplinary02 engineering and technologyOvalene010402 general chemistry01 natural sciencesPhysics Appliedchemistry.chemical_compoundHighly oriented pyrolytic graphitePhase (matter)Materials ChemistrySide chainCHARGE-TRANSPORTScience & TechnologyBilayerPhysicsHEXA-PERI-HEXABENZOCORONENESGeneral Chemistry021001 nanoscience & nanotechnology0104 chemical sciencesCrystallographychemistryMOBILITYPhysical SciencesAlkoxy groupDISK-LIKE MOLECULES0210 nano-technology
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