Oxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals

The synthesis and characterization of a new class of 1,2,4-oxadiazolylpyridinium as a cationic scaffold for fluorinated ionic liquid crystals is herein described. A series of 12 fluorinated heterocyclic salts based on a 1,2,4-oxadiazole moiety, connected through its C(5) or C(3) to an <i>N<...

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Autores principales: Melina S. Weber, Margit Schulze, Giuseppe Lazzara, Antonio Palumbo Piccionello, Andrea Pace, Ivana Pibiri
Formato: article
Lenguaje:EN
Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:91832627f5564b988935720d342cd96a2021-11-11T15:23:29ZOxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals10.3390/app1121103472076-3417https://doaj.org/article/91832627f5564b988935720d342cd96a2021-11-01T00:00:00Zhttps://www.mdpi.com/2076-3417/11/21/10347https://doaj.org/toc/2076-3417The synthesis and characterization of a new class of 1,2,4-oxadiazolylpyridinium as a cationic scaffold for fluorinated ionic liquid crystals is herein described. A series of 12 fluorinated heterocyclic salts based on a 1,2,4-oxadiazole moiety, connected through its C(5) or C(3) to an <i>N</i>-alkylpyridinium unit and a perfluoroheptyl chain, differing in the length of the alkyl chain and counterions, has been synthesized. As counterions iodide, bromide and bis(trifluoromethane)sulfonimide have been considered. The synthesis, structure, and liquid crystalline properties of these compounds are discussed on the basis of the tuned structural variables. The thermotropic properties of this series of salts have been investigated by differential scanning calorimetry and polarized optical microscopy. The results showed the existence of an enantiotropic mesomorphic smectic liquid crystalline phase for six bis(trifluoromethane)sulfonimide salts.Melina S. WeberMargit SchulzeGiuseppe LazzaraAntonio Palumbo PiccionelloAndrea PaceIvana PibiriMDPI AGarticleionic liquidsliquid crystalsfluorinated saltsheterocyclicmesogensTechnologyTEngineering (General). Civil engineering (General)TA1-2040Biology (General)QH301-705.5PhysicsQC1-999ChemistryQD1-999ENApplied Sciences, Vol 11, Iss 10347, p 10347 (2021)
institution DOAJ
collection DOAJ
language EN
topic ionic liquids
liquid crystals
fluorinated salts
heterocyclic
mesogens
Technology
T
Engineering (General). Civil engineering (General)
TA1-2040
Biology (General)
QH301-705.5
Physics
QC1-999
Chemistry
QD1-999
spellingShingle ionic liquids
liquid crystals
fluorinated salts
heterocyclic
mesogens
Technology
T
Engineering (General). Civil engineering (General)
TA1-2040
Biology (General)
QH301-705.5
Physics
QC1-999
Chemistry
QD1-999
Melina S. Weber
Margit Schulze
Giuseppe Lazzara
Antonio Palumbo Piccionello
Andrea Pace
Ivana Pibiri
Oxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals
description The synthesis and characterization of a new class of 1,2,4-oxadiazolylpyridinium as a cationic scaffold for fluorinated ionic liquid crystals is herein described. A series of 12 fluorinated heterocyclic salts based on a 1,2,4-oxadiazole moiety, connected through its C(5) or C(3) to an <i>N</i>-alkylpyridinium unit and a perfluoroheptyl chain, differing in the length of the alkyl chain and counterions, has been synthesized. As counterions iodide, bromide and bis(trifluoromethane)sulfonimide have been considered. The synthesis, structure, and liquid crystalline properties of these compounds are discussed on the basis of the tuned structural variables. The thermotropic properties of this series of salts have been investigated by differential scanning calorimetry and polarized optical microscopy. The results showed the existence of an enantiotropic mesomorphic smectic liquid crystalline phase for six bis(trifluoromethane)sulfonimide salts.
format article
author Melina S. Weber
Margit Schulze
Giuseppe Lazzara
Antonio Palumbo Piccionello
Andrea Pace
Ivana Pibiri
author_facet Melina S. Weber
Margit Schulze
Giuseppe Lazzara
Antonio Palumbo Piccionello
Andrea Pace
Ivana Pibiri
author_sort Melina S. Weber
title Oxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals
title_short Oxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals
title_full Oxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals
title_fullStr Oxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals
title_full_unstemmed Oxadiazolyl-Pyridinium as Cationic Scaffold for Fluorinated Ionic Liquid Crystals
title_sort oxadiazolyl-pyridinium as cationic scaffold for fluorinated ionic liquid crystals
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/91832627f5564b988935720d342cd96a
work_keys_str_mv AT melinasweber oxadiazolylpyridiniumascationicscaffoldforfluorinatedionicliquidcrystals
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AT giuseppelazzara oxadiazolylpyridiniumascationicscaffoldforfluorinatedionicliquidcrystals
AT antoniopalumbopiccionello oxadiazolylpyridiniumascationicscaffoldforfluorinatedionicliquidcrystals
AT andreapace oxadiazolylpyridiniumascationicscaffoldforfluorinatedionicliquidcrystals
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