Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field

Dicationic ionic liquids (DILs), a subset of the ionic liquid (IL) family, have attracted growing interest in recent years, and the range of applications within which they are investigated is constantly expanding. However, data which allows structure to property correlation of a DIL is still limited...

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Main Authors: Luca Guglielmero, Andrea Mezzetta, Lorenzo Guazzelli, Christian S. Pomelli, Felicia D'Andrea, Cinzia Chiappe
Format: Article
Language:English
Published: Frontiers Media S.A. 2018-12-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2018.00612/full
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author Luca Guglielmero
Andrea Mezzetta
Lorenzo Guazzelli
Christian S. Pomelli
Felicia D'Andrea
Cinzia Chiappe
author_facet Luca Guglielmero
Andrea Mezzetta
Lorenzo Guazzelli
Christian S. Pomelli
Felicia D'Andrea
Cinzia Chiappe
author_sort Luca Guglielmero
collection DOAJ
description Dicationic ionic liquids (DILs), a subset of the ionic liquid (IL) family, have attracted growing interest in recent years, and the range of applications within which they are investigated is constantly expanding. However, data which allows structure to property correlation of a DIL is still limited, and thus selecting an appropriate salt to address a specific challenge can be problematic. In comparison to traditional ILs, DILs physico-chemical properties can be tuned by changing the length and type of spacer which connects the cationic heads as well as the type of cation. This in turn could give rise to symmetrical or asymmetrical DILs. In this work, a systematic study of a homogeneous class of 12 dibromide DILs and 12 di-carboxylate salts has been performed. The latter class of DILs were also compared to mono cation derivatives. The different traditional exchange methods to prepare carboxylate DILs have been evaluated and an insight into the drawbacks encountered is also presented. Prepared DILs were characterized (NMR, TGA, DSC) allowing the influence of the structure on their thermal stability to be understood. Most DILs were obtained as solid salts after careful drying. For some of these compounds, a new possible application was studied, namely their use as hydrogen bond acceptors (HBA) of deep eutectic mixtures, showing again some significant structural related effects.
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spelling doaj.art-a99a30170a4d46b0afc28302a21cd5102022-12-22T00:15:41ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462018-12-01610.3389/fchem.2018.00612427688Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New FieldLuca GuglielmeroAndrea MezzettaLorenzo GuazzelliChristian S. PomelliFelicia D'AndreaCinzia ChiappeDicationic ionic liquids (DILs), a subset of the ionic liquid (IL) family, have attracted growing interest in recent years, and the range of applications within which they are investigated is constantly expanding. However, data which allows structure to property correlation of a DIL is still limited, and thus selecting an appropriate salt to address a specific challenge can be problematic. In comparison to traditional ILs, DILs physico-chemical properties can be tuned by changing the length and type of spacer which connects the cationic heads as well as the type of cation. This in turn could give rise to symmetrical or asymmetrical DILs. In this work, a systematic study of a homogeneous class of 12 dibromide DILs and 12 di-carboxylate salts has been performed. The latter class of DILs were also compared to mono cation derivatives. The different traditional exchange methods to prepare carboxylate DILs have been evaluated and an insight into the drawbacks encountered is also presented. Prepared DILs were characterized (NMR, TGA, DSC) allowing the influence of the structure on their thermal stability to be understood. Most DILs were obtained as solid salts after careful drying. For some of these compounds, a new possible application was studied, namely their use as hydrogen bond acceptors (HBA) of deep eutectic mixtures, showing again some significant structural related effects.https://www.frontiersin.org/article/10.3389/fchem.2018.00612/fulldicationic ionic liquidsthermal analysesdeep eutectic solventsTGADSC
spellingShingle Luca Guglielmero
Andrea Mezzetta
Lorenzo Guazzelli
Christian S. Pomelli
Felicia D'Andrea
Cinzia Chiappe
Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field
Frontiers in Chemistry
dicationic ionic liquids
thermal analyses
deep eutectic solvents
TGA
DSC
title Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field
title_full Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field
title_fullStr Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field
title_full_unstemmed Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field
title_short Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field
title_sort systematic synthesis and properties evaluation of dicationic ionic liquids and a glance into a potential new field
topic dicationic ionic liquids
thermal analyses
deep eutectic solvents
TGA
DSC
url https://www.frontiersin.org/article/10.3389/fchem.2018.00612/full
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