Simple and double pyridinium salts with cyanobiphenyl groups as ionic liquids and ionic liquid crystals: synthesis and investigation of thermal behavior

Pană, Amalia; Panait, Andreea L.; Cı̂rcu, Viorel

doi:10.1007/s11164-017-3212-0

Cited by 10 publications

(9 citation statements)

References 63 publications

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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%

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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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Section: Rare Ilc Phasesmentioning

confidence: 99%

“… Cyclohexylphenylimidazolium salts 37(C n ) studied by Akagi, [168] 4‐alkoxypyridinium salts 38 and 39(X) reported by Cîrcu, [169,170] bisimidazolium salts 40(X) described by Cardinaels, [171] and bisimidazolium salts 41 reported by Cîrcu, [172] all containing at least one cyanobiphenyl unit.…”

Section: Rare Ilc Phasesmentioning

confidence: 99%

Current Topics in Ionic Liquid Crystals

et al. 2021

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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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“…It has been reported that the liquid‐crystalline behavior of ILCs depends on the nature of the cations and anions that the ILCs have . Some typical cations ILCs with pyridinium, imidazolium, pyrrolidinium, quaternary ammonium, and quaternary phosphonium salts have been reported, as well as anions ILCs with BF 4 − , PF 6 − , CF 3 SO 3 − , and so on . These organic cations and organic/inorganic anions interact via electrostatic and other noncovalent interactions rather than covalently bound .…”

Section: Introductionmentioning

confidence: 99%

Main‐chain ionic liquid‐crystalline polymers bearing quaternary phosphonium ions

Bai

Tang

Kong

et al. 2018

Polymers for Advanced Techs

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A series of quaternary phosphonium ions-containing main-chain ionic liquid-crystalline polymers with tri-tolylphosphines as cationic groups have been synthesized and characterized. The molecular structures of all compounds have been determined. Test results show that the liquid crystal properties of the polymer, the quaternary phosphonium ions-containing main-chain ionic liquid-crystalline polymers, have lower glass transition temperature and wider liquid-crystalline range, and the BF 4 − and PF 6 − even can make the glass transition temperature drop to more than 10°. The polymers exhibit liquid crystal properties only during temperature rising, the quaternary phosphonium ions-containing main-chain ionic liquid-crystalline polymers show smectic A phase, and the main-chain liquid-crystalline polymers show chiral nematic mesophases. The ionic liquid-crystalline polymers with phosphorus cations show good bactericidal performance, but the anion has no effect on bactericidal properties.

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Simple and double pyridinium salts with cyanobiphenyl groups as ionic liquids and ionic liquid crystals: synthesis and investigation of thermal behavior

Cited by 10 publications

References 63 publications

Current Topics in Ionic Liquid Crystals

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

Main‐chain ionic liquid‐crystalline polymers bearing quaternary phosphonium ions

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