Liquid crystallinity-embodied imidazolium-based ionic liquids and their chiral mesophases induced by axially chiral tetra-substituted binaphthyl derivatives

2015 ◽  
Vol 3 (16) ◽  
pp. 3960-3970 ◽  
Author(s):  
Sangbum Ahn ◽  
Shohei Yamakawa ◽  
Kazuo Akagi

The novel liquid crystalline ionic liquids (LCILs) were synthesised by introducing LC chains into both sides of imidazolium derivatives. The LCILs exhibited chiral nematic (N*) phases when the chiral dopants were added to the LCILs.

Crystals ◽  
2019 ◽  
Vol 9 (4) ◽  
pp. 195 ◽  
Author(s):  
Shigeyuki Yamada ◽  
Kazuya Miyano ◽  
Tomohiro Agou ◽  
Toshio Kubota ◽  
Tsutomu Konno

In this study, we designed and synthesized novel pentafluorinated bistolane derivatives with 2-chloropentyl or 2-chlorohexyl flexible units as novel light-emitting liquid crystals (LELCs). By measuring the phase-transition behaviors, all derivatives were found to display liquid-crystalline (LC) phases during both heating and cooling processes. Among the novel bistolanes, the S- and R-configured derivatives exhibited a chiral nematic (N*) phase with a typical Grandjean optical texture. Interestingly, the chiral derivatives also exhibited a blue phase with a typical platelet texture in a narrow temperature range (2–4 °C). Photophysical measurements revealed that the 2-chloroalkoxy-substituted pentafluorinated bistolanes exhibited intense photoluminescence (PL) both in solution and in crystalline phases. The PL characteristics, especially the maximum PL wavelength, were found to switch sensitively during the heating and cooling cycles depending on the molecular aggregates through the crystal (Cr) ⇄ N* phase transition. The 2-chloroalkoxy flexible units induced dynamic changes in the LC and PL properties, providing valuable insight into the potential of various LELCs as PL sensing materials.


2018 ◽  
Author(s):  
Richard Mandle ◽  
John W. Goodby

<p>From the observation of a previously undiscovered nematic-like mesophase (N<sub>X</sub>) by Archbold <i>et al</i>, we report on several new binary liquid-crystalline mixtures between the high helical twisting power dopant RM1041 and a selection of dimers with varying average bend angles and conformational landscapes. We also report on mixtures between RM1041 and oligomeric LC materials. We find that dimers and oligomers exhibit not only chiral nematic and twist-bend modulated phases, but also the same N<sub>X</sub> phase reported by Archbold, indicating that this state of matter (the structure of which is yet to be definitively characterised) is exhibited by a wide range of materials. Mixtures of the dimer <i>CB9CB</i> with a selection of different chiral dopants suggest that it is the helical twisting power of the chiral additive that is responsible incidence of the N<sub>X </sub>phase.</p>


2018 ◽  
Author(s):  
Richard Mandle ◽  
John W. Goodby

<p>From the observation of a previously undiscovered nematic-like mesophase (N<sub>X</sub>) by Archbold <i>et al</i>, we report on several new binary liquid-crystalline mixtures between the high helical twisting power dopant RM1041 and a selection of dimers with varying average bend angles and conformational landscapes. We also report on mixtures between RM1041 and oligomeric LC materials. We find that dimers and oligomers exhibit not only chiral nematic and twist-bend modulated phases, but also the same N<sub>X</sub> phase reported by Archbold, indicating that this state of matter (the structure of which is yet to be definitively characterised) is exhibited by a wide range of materials. Mixtures of the dimer <i>CB9CB</i> with a selection of different chiral dopants suggest that it is the helical twisting power of the chiral additive that is responsible incidence of the N<sub>X </sub>phase.</p>


Crystals ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 133
Author(s):  
Albert Ferrer-Ugalde ◽  
Arántzazu González-Campo ◽  
José Giner Planas ◽  
Clara Viñas ◽  
Francesc Teixidor ◽  
...  

A set of mesomorphic materials in which the o-carborane cluster is covalently bonded to a cholesteryl benzoate moiety (mesogen group) through a suitably designed linker is described. The olefin cross-metathesis between appropriately functionalized styrenyl-o-carborane derivatives and a terminal alkenyl cholesteryl benzoate mesogen (all type I terminal olefins) leads to the desired trans-regioisomer, which is the best-suited configuration to obtain mesomorphic properties in the final materials. The introduction of different substituents (R = H (M2), Me (M3), or Ph (M4)) to one of the carbon atoms of the o-carborane cluster (Ccluster) enables the tailoring of liquid crystalline properties. Compounds M2 and M3 show the chiral nematic (N*) phase, whereas M4 do not show liquid crystal behavior. Weaker intermolecular interactions in the solid M3 with respect to those in M2 may allow the liquid crystallinity in M3 to be expressed as enantiotropic behavior, whereas breaking the stronger intermolecular interaction in the solid state of M2 leads directly to the isotropic state, resulting in monotropic behavior. Remarkably, M3 also displays the blue phase, which was observed neither in the chiral nematic precursor nor in the styrenyl-cholesterol model (M5) without an o-carborane cluster, which suggests that the presence of the cluster plays a role in stabilizing this highly twisted chiral phase. In the carborane-containing mesogens (M2 and M3), the o-carborane cluster can be incorporated without destroying the helical organization of the mesophase.


Author(s):  
Primali Navaratne ◽  
Jenny Wilkerson ◽  
Kavindri Ranasinghe ◽  
Evgeniya Semenova ◽  
Lance McMahon ◽  
...  

<div> <div> <div> <p>Phytocannabinoids, molecules isolated from cannabis, are gaining attention as promising leads in modern medicine, including pain management. Considering the urgent need for combating the opioid crisis, new directions for the design of cannabinoid-inspired analgesics are of immediate interest. In this regard, we have hypothesized that axially-chiral-cannabinols (ax-CBNs), unnatural (and unknown) isomers of cannabinol (CBN) may be valuable scaffolds for cannabinoid-inspired drug discovery. There are multiple reasons for thinking this: (a) ax-CBNs would have ground-state three-dimensionality akin to THC, a key bioactive component of cannabis, (b) ax-CBNs at their core structure are biaryl molecules, generally attractive platforms for pharmaceutical development due to their ease of functionalization and stability, and (c) atropisomerism with respect to phytocannabinoids is unexplored “chemical space.” Herein we report a scalable total synthesis of ax-CBNs, examine physical properties experimentally and computationally, and provide preliminary behavioral and analgesic analysis of the novel scaffolds. </p> </div> </div> </div>


2021 ◽  
Author(s):  
Arash Momeni ◽  
Christopher M. Walters ◽  
Yi-Tao Xu ◽  
Wadood Y. Hamad ◽  
Mark J. MacLachlan

A cellulose nanocrystal liquid crystalline suspension was mixed with monomers and confined to a capillary tube. After photopolymerization, a fiber with a single-domain concentric chiral nematic structure throughout the length of the fiber was obtained.


Soft Matter ◽  
2014 ◽  
Vol 10 (41) ◽  
pp. 8224-8228 ◽  
Author(s):  
Min-Jun Gim ◽  
Gohyun Han ◽  
Suk-Won Choi ◽  
Dong Ki Yoon

We have investigated dramatic changes in the thermal phase transition of a liquid-crystalline (LC) blue phase (BP) consisting of bent-core nematogen and chiral dopants under various boundary conditions during cooling from the isotropic phase.


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