Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties

Structurally modified hydroxyl functionalized pyridinium ionic liquids (ILs), liquid at room temperature, were synthesized and characterized. Alkylated N-(2-hydroxyethyl)-pyridinium ILs were prepared from alkylpyridines via corresponding bromide salts by N-alkylation (65–93%) and final anion exchang...

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Main Authors: Kallidanthiyil Chellappan Lethesh, Sigvart Evjen, Jaganathan Joshua Raj, Denis C. D. Roux, Vishwesh Venkatraman, Kaushik Jayasayee, Anne Fiksdahl
Format: Article
Language:English
Published: Frontiers Media S.A. 2019-09-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2019.00625/full
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author Kallidanthiyil Chellappan Lethesh
Sigvart Evjen
Jaganathan Joshua Raj
Denis C. D. Roux
Vishwesh Venkatraman
Kaushik Jayasayee
Anne Fiksdahl
author_facet Kallidanthiyil Chellappan Lethesh
Sigvart Evjen
Jaganathan Joshua Raj
Denis C. D. Roux
Vishwesh Venkatraman
Kaushik Jayasayee
Anne Fiksdahl
author_sort Kallidanthiyil Chellappan Lethesh
collection DOAJ
description Structurally modified hydroxyl functionalized pyridinium ionic liquids (ILs), liquid at room temperature, were synthesized and characterized. Alkylated N-(2-hydroxyethyl)-pyridinium ILs were prepared from alkylpyridines via corresponding bromide salts by N-alkylation (65–93%) and final anion exchange (75–96%). Pyridinium-alkylation strongly influenced the IL physicochemical and electrochemical properties. Experimental values for the ILs physicochemical properties (density, viscosity, conductivity, and thermal decomposition temperature), were in good agreement with corresponding predicted values obtained by theoretical calculations. The pyridinium ILs have electrochemical window of 3.0–5.4 V and were thermally stable up to 405°C. The IL viscosity and density were measured over a wide temperature range (25–80°C). Pyridine alkyl-substitution strongly affected the partial positive charge on the nitrogen atom of the pyridinium cations, as shown by charge distribution calculations. On-going studies on Mg complexes of the new ILs demonstrate promising properties for high current density electrodeposition of magnesium.
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spelling doaj.art-2a475bd467b14b2fb699abe0dc357c382022-12-21T18:20:49ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462019-09-01710.3389/fchem.2019.00625479950Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical PropertiesKallidanthiyil Chellappan Lethesh0Sigvart Evjen1Jaganathan Joshua Raj2Denis C. D. Roux3Vishwesh Venkatraman4Kaushik Jayasayee5Anne Fiksdahl6Department of Chemistry, Norwegian University of Science and Technology, Trondheim, NorwayDepartment of Chemistry, Norwegian University of Science and Technology, Trondheim, NorwayCenter of Research in Ionic Liquids (CORIL), Universiti Teknologi PETRONAS, Perak, MalaysiaUniversité Grenoble Alpes (UGA), Grenoble, FranceDepartment of Chemistry, Norwegian University of Science and Technology, Trondheim, NorwaySINTEF Industry, Sustainable Energy Technology, Trondheim, NorwayDepartment of Chemistry, Norwegian University of Science and Technology, Trondheim, NorwayStructurally modified hydroxyl functionalized pyridinium ionic liquids (ILs), liquid at room temperature, were synthesized and characterized. Alkylated N-(2-hydroxyethyl)-pyridinium ILs were prepared from alkylpyridines via corresponding bromide salts by N-alkylation (65–93%) and final anion exchange (75–96%). Pyridinium-alkylation strongly influenced the IL physicochemical and electrochemical properties. Experimental values for the ILs physicochemical properties (density, viscosity, conductivity, and thermal decomposition temperature), were in good agreement with corresponding predicted values obtained by theoretical calculations. The pyridinium ILs have electrochemical window of 3.0–5.4 V and were thermally stable up to 405°C. The IL viscosity and density were measured over a wide temperature range (25–80°C). Pyridine alkyl-substitution strongly affected the partial positive charge on the nitrogen atom of the pyridinium cations, as shown by charge distribution calculations. On-going studies on Mg complexes of the new ILs demonstrate promising properties for high current density electrodeposition of magnesium.https://www.frontiersin.org/article/10.3389/fchem.2019.00625/fullcharge distributionconductivityCOSMO-RSelectrodepositionionic liquid
spellingShingle Kallidanthiyil Chellappan Lethesh
Sigvart Evjen
Jaganathan Joshua Raj
Denis C. D. Roux
Vishwesh Venkatraman
Kaushik Jayasayee
Anne Fiksdahl
Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties
Frontiers in Chemistry
charge distribution
conductivity
COSMO-RS
electrodeposition
ionic liquid
title Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties
title_full Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties
title_fullStr Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties
title_full_unstemmed Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties
title_short Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties
title_sort hydroxyl functionalized pyridinium ionic liquids experimental and theoretical study on physicochemical and electrochemical properties
topic charge distribution
conductivity
COSMO-RS
electrodeposition
ionic liquid
url https://www.frontiersin.org/article/10.3389/fchem.2019.00625/full
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