Nematic ionic liquid crystals based on pyridinium salts derived from 4-hydroxypyridine

Pană, Amalia; Pasuk, Iuliana; Micutz, Marin; Cı̂rcu, Viorel

doi:10.1039/c6ce00618c

Cited by 26 publications

(16 citation statements)

References 38 publications

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“…Furthermore, it may be important to study the orientational behavior of PILs in more detail and in particular in front of charged interfaces. For instance, recent publications [68][69][70][71] reported on differences between nematic and smectic phases for molecular ILs with regard to varying side chain lengths, which may be also relevant for PIL systems. In summary, we verified the existence of novel ion transport behavior and structural order effects in confined and bulk PIL systems.…”

Section: Discussionmentioning

confidence: 99%

Microphase separation and the formation of ion conductivity channels in poly(ionic liquid)s: A coarse-grained molecular dynamics study

Weyman

Bier

Holm

et al. 2018

The Journal of Chemical Physics

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We study generic properties of poly(ionic liquid)s (PILs) via coarse-grained molecular dynamics simulations in bulk solution and under confinement. The influence of different side chain lengths on the spatial properties of the PIL systems and on the ionic transport mechanism is investigated in detail. Our results reveal the formation of apolar and polar nanodomains with increasing side chain length in good agreement with previous results for molecular ionic liquids. The ion transport numbers are unaffected by the occurrence of these domains, and the corresponding values highlight the potential role of PILs as single-ion conductors in electrochemical devices. In contrast to bulk behavior, a pronounced formation of ion conductivity channels in confined systems is initiated in close vicinity to the boundaries. We observe higher ion conductivities in these channels for increasing PIL side chain lengths in comparison with bulk values and provide an explanation for this effect. The appearance of these domains points to an improved application of PILs in modern polymer electrolyte batteries.

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Section: Discussionmentioning

confidence: 99%

Microphase separation and the formation of ion conductivity channels in poly(ionic liquid)s: A coarse-grained molecular dynamics study

Weyman

Bier

Holm

et al. 2018

The Journal of Chemical Physics

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“… [168] By using axially chiral binaphthyl derivatives as chiral dopants, cholesteric phases were generated. Cîrcu studied 4‐alkoxypyridinium salts with one or two terminal cyanobiphenyl moieties respectively (Scheme 17, 38 and 39(X) ) [169,170] . In both cases monotropic N phases are detected, whose clearing temperatures are strongly affected by the counterion [170] .…”

Section: Rare Ilc Phasesmentioning

confidence: 99%

Current Topics in Ionic Liquid Crystals

et al. 2021

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Ionic liquid crystals (ILCs), that is, ionic liquids exhibiting mesomorphism, liquid crystalline phases, and anisotropic properties, have received intense attention in the past years. Among others, this is due to their special properties arising from the combination of properties stemming from ionic liquids and from liquid crystalline arrangements. Besides interesting fundamental aspects, ILCs have been claimed to have tremendous application potential that again arises from the combination of properties and architectures that are not accessible otherwise, or at least not accessible easily by other strategies. The current review highlights recent developments in ILC research, starting with some key fundamental aspects. Further subjects covered include the synthesis and variations of modern ILCs, including the specific tuning of their mesomorphic behavior. The review concludes with reflections on some applications that may be within reach for ILCs and finally highlights a few key challenges that must be overcome prior and during true commercialization of ILCs.

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“…In fact, liquid crystals based on the 4-pyridone platform have been well investigated for a long time [ 13 , 14 , 15 , 16 , 17 , 18 ]. Moreover, the polar 4-pyridone platform delivers several versatile functionalities: intermolecular interactions through hydrogen bonding [ 19 , 20 ], strong coordination properties to various metal ions [ 21 , 22 , 23 ], and last, but not least, useful intermediates to liquid crystalline methylene-1,4-dihydropyridines [ 14 ] or to ionic liquid crystals based on pyridinium salts [ 24 , 25 , 26 , 27 ].…”

Section: Introductionmentioning

confidence: 99%

Thermal and Emission Properties of a Series of Lanthanides Complexes with N-Biphenyl-Alkylated-4-Pyridone Ligands: Crystal Structure of a Terbium Complex with N-Benzyl-4-Pyridone

et al. 2021

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This work focuses on the investigation of the liquid crystalline behavior and luminescence properties of the lanthanide complexes of Eu(III), Sm(III) and Tb(III) with N-biphenyl-alkylated-4-pyridone ligands. The organic ligands having a biphenyl group attached via a long flexible spacer with either 9 or 10 carbon atoms were synthesized by the reaction between 4-hydroxypyridine and the corresponding bromide compounds. The chemical structures of the organic and lanthanide complexes were assigned based on elemental analysis, single-crystal X-ray diffraction, 1H, 13C NMR and IR spectroscopies, and thermogravimetric analysis (TGA). The X-ray diffraction analysis of a parent compound shows that the lanthanide ions are surrounded by three monodentate pyridone ligands and three bidentate nitrate ions, giving a 9-coordinate environment. The mesogenic behavior and the type of liquid crystalline phases exhibited by the new complexes were analyzed by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM), and powder X-ray diffraction (XRD) studies. Only the lanthanide complexes with longer spacer (10) display a monotropic SmA phase, typically on a short thermal range (less than 10 °C). The complexes with shorter flexible chains (9) show no liquid crystalline properties with melting temperatures lower than their analogs with longer spacers. The emission spectra recorded in solid state at room temperatures show typical emission bands for each lanthanide ion employed (Eu(III), Tb(III) and Sm(III)).

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Nematic ionic liquid crystals based on pyridinium salts derived from 4-hydroxypyridine

Cited by 26 publications

References 38 publications

Microphase separation and the formation of ion conductivity channels in poly(ionic liquid)s: A coarse-grained molecular dynamics study

Microphase separation and the formation of ion conductivity channels in poly(ionic liquid)s: A coarse-grained molecular dynamics study

Current Topics in Ionic Liquid Crystals

Thermal and Emission Properties of a Series of Lanthanides Complexes with N-Biphenyl-Alkylated-4-Pyridone Ligands: Crystal Structure of a Terbium Complex with N-Benzyl-4-Pyridone

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