Pyridinium-based ionic liquid crystals with terminal fluorinated pyrrolidine

Tao, Jingqi; Zhong, Jun-Wen; Liu, Peilian; Daniels, Stelck; Zhang, Zhuo

doi:10.1016/j.jfluchem.2012.07.009

Cited by 17 publications

(5 citation statements)

References 31 publications

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“…Other fluorinated pyridinium-based ionic mesogens besides 260-X-Z 1 /Z 2 and 261-X-Z 1 /Z 2 were presented by Tao et al ( 267- n / m , with m = 0 or 1; see also 130-X- n / m in section ). No attempt was made to compare the thermal properties of these salts that contain a terminal fluorinated pyrrolidine ring with those of analogous salts without fluorine atoms. Compounds 267- n /1 are not LC because the seven-membered 3,3,4,4,5,5,6,6-octafluoroazepane ring has a twisted L-shaped conformation that is sterically too demanding in this case (in contrast to the LC salts 130-Br-n/3 ).…”

Section: Pyridinium-based Ionic Liquid Crystalsmentioning

confidence: 99%

Ionic Liquid Crystals: Versatile Materials

et al. 2016

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This Review covers the recent developments (2005-2015) in the design, synthesis, characterization, and application of thermotropic ionic liquid crystals. It was designed to give a comprehensive overview of the "state-of-the-art" in the field. The discussion is focused on low molar mass and dendrimeric thermotropic ionic mesogens, as well as selected metal-containing compounds (metallomesogens), but some references to polymeric and/or lyotropic ionic liquid crystals and particularly to ionic liquids will also be provided. Although zwitterionic and mesoionic mesogens are also treated to some extent, emphasis will be directed toward liquid-crystalline materials consisting of organic cations and organic/inorganic anions that are not covalently bound but interact via electrostatic and other noncovalent interactions.

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Section: Pyridinium-based Ionic Liquid Crystalsmentioning

confidence: 99%

Ionic Liquid Crystals: Versatile Materials

et al. 2016

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“…[8] A variety of synthetic methods for the preparation the difluoromethyleneoxy moiety have been presented in previous reports. Synthesis of trifluoromethanesulfonic acid alkyldiyl and polyfluoroalkyldiyl esters.…”

Section: Resultsmentioning

confidence: 99%

Fluorocarbon and Hydrocarbon N‐Heterocyclic (C₅–C₇) Difluorooxymethylene‐Bridged Liquid Crystals

Chen

Liu

et al. 2013

Eur J Org Chem

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A series of new fluorocarbon and hydrocarbon N‐heterocyclic (C5–C7) difluorooxymethylene‐bridged liquid crystals have been prepared. The impact of ring (C5–C7) as end group was investigated. Compounds with terminal N‐heterocyclic 5‐ or 6‐membered rings such as 3,4‐difluoropyrrole, pyrrolidine, or pyridine, exhibited nematic phases (N). Whereas the terminal 3,3,4,4‐tetrafluoropyrrolidine and 3,3,4,4,5,5‐hexafluoropiperidine derivatives exhibited smectic C and B phases; the mesomorphic behavior weakened with increasing ring size. These new compounds also exhibited promising physicochemical and electro‐optical properties. Modification of the ring size with different length alkyl groups and variation of the chains from alkyl to polyfluoroalkyl markedly changed the properties of these compounds. It is possible that these N‐heterocycles (C5–C7) could replace fluorobenzene as terminal groups to form valuable difluorooxymethylene‐bridged liquid crystals. Compounds with 3,4‐difluoropyrrole as terminal group showed strongly positive dielectric anisotropy (Δϵ), moderate birefringence (Δn), and relatively low viscosity (γ1), thus meeting the criterion for high‐performance liquid‐crystalline materials.

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“…Several other pyridinium ILCs having a second aromatic ring connected to the 4-position of the pyridinium ring via a linking group (azo, 22, acetylene, 23, or imine, 24) were designed and investigated [28,29]. Their thermal properties are influenced by the alkyl chain length, the nature of linking groups, while the dominant factor for 24 was the size of perfluorinated ring [29].…”

Section: N-alkylated Pyridinium Salts Derived From Picolinementioning

confidence: 99%

Ionic Liquid Crystals Based on Pyridinium Salts

Cı̂rcu¹

2017

Progress and Developments in Ionic Liquids

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Pyridinium-based ionic liquid crystals with terminal fluorinated pyrrolidine

Cited by 17 publications

References 31 publications

Ionic Liquid Crystals: Versatile Materials

Ionic Liquid Crystals: Versatile Materials

Fluorocarbon and Hydrocarbon N‐Heterocyclic (C₅–C₇) Difluorooxymethylene‐Bridged Liquid Crystals

Ionic Liquid Crystals Based on Pyridinium Salts

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Pyridinium-based ionic liquid crystals with terminal fluorinated pyrrolidine

Cited by 17 publications

References 31 publications

Ionic Liquid Crystals: Versatile Materials

Ionic Liquid Crystals: Versatile Materials

Fluorocarbon and Hydrocarbon N‐Heterocyclic (C5–C7) Difluorooxymethylene‐Bridged Liquid Crystals

Ionic Liquid Crystals Based on Pyridinium Salts

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Product

Resources

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Fluorocarbon and Hydrocarbon N‐Heterocyclic (C₅–C₇) Difluorooxymethylene‐Bridged Liquid Crystals