We report the synthesis and properties of a dibenzophenazine discotic dimer, which was found to adopt a folded conformation in solution. This stable π-stacked structure persists at elevated temperatures and in all solvents examined. Folding allows the dimer to assemble into a columnar liquid crystal phase, despite its short linking group.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1039/c4sm01116c | DOI Listing |
J Am Chem Soc
October 2023
Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Chiba 263-8522, Japan.
Phys Chem Chem Phys
January 2023
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, V5A 1S6, BC, Canada.
Two diastereomeric dibenzo[,]phenazine 1,2-cyclohexyl bridged diesters were prepared and their phase properties examined. While the dimer exhibited a broad columnar liquid crystal phase, the dimer was amorphous at all temperatures studied. This difference was attributed to the conformational dynamics of the two systems.
View Article and Find Full Text PDFiScience
November 2022
National Center for Biotechnology, Life science and Environmental Research Institute, King Abdulaziz City for Science and Technology (KACST), P.O. Box 6086, Riyadh 11461, Saudi Arabia.
At nanoconfined interfaces, a micellar ink of lipids was programmed to transform into various secondary structures such as discs, sheets, or sheet and discs via patterning-mediated self-assembly facilitated by polymer pen lithography. Nanoconfinement with printing force, humidity, temperature, pattern size, and total printing time all governed the intramolecular assembly of lipids and determined their structural shape and size. For example, disc or sheet architectures self-organized to produce cochleates or discotic liquid crystals, respectively.
View Article and Find Full Text PDFJ Org Chem
November 2021
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, BC V5A 1S6, Canada.
Although discotic liquid crystal dimers have been widely targeted as organic semiconductors and as LC-glass formers, the role of conformational dynamics on the self-assembly of these flexible mesogens remains poorly understood. In an effort to probe this effect, we investigated the impact of linker stereochemistry on the phase behavior of discotic liquid crystalline dimers. Diastereomeric dibenzo[,]phenazine diesters were prepared from (2,3)- and -2,3-butanediol.
View Article and Find Full Text PDFChem Commun (Camb)
March 2017
Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector-81, Knowledge City, Manauli-140306, India.
A new approach is reported for the design of a room-temperature discotic nematic (N) liquid crystal (LC) dimer consisting of a triphenylene and a pentaalkynylbenzene unit linked via flexible alkyl spacers. The formation of the N phase is realized most likely through folding of the dimeric molecule that prevent stacking between the triphenylene units, as suggested by modelling in the mesophase derived from X-ray scattering results and high-level DFT calculations.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!