Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Lethesh, Kallidanthiyil Chellappan, Evjen, Sigvart, Raj, Jaganathan Joshua, Roux, Denis C. D., Venkatraman, Vishwesh, Jayasayee, Kaushik, Fiksdahl, Anne
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759651/
https://www.ncbi.nlm.nih.gov/pubmed/31620423
http://dx.doi.org/10.3389/fchem.2019.00625
_version_ 1783453734126223360
author Lethesh, Kallidanthiyil Chellappan
Evjen, Sigvart
Raj, Jaganathan Joshua
Roux, Denis C. D.
Venkatraman, Vishwesh
Jayasayee, Kaushik
Fiksdahl, Anne
author_facet Lethesh, Kallidanthiyil Chellappan
Evjen, Sigvart
Raj, Jaganathan Joshua
Roux, Denis C. D.
Venkatraman, Vishwesh
Jayasayee, Kaushik
Fiksdahl, Anne
author_sort Lethesh, Kallidanthiyil Chellappan
collection PubMed
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.
format Online
Article
Text
id pubmed-6759651
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher Frontiers Media S.A.
record_format MEDLINE/PubMed
spelling pubmed-67596512019-10-16 Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties Lethesh, Kallidanthiyil Chellappan Evjen, Sigvart Raj, Jaganathan Joshua Roux, Denis C. D. Venkatraman, Vishwesh Jayasayee, Kaushik Fiksdahl, Anne Front Chem Chemistry 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. Frontiers Media S.A. 2019-09-18 /pmc/articles/PMC6759651/ /pubmed/31620423 http://dx.doi.org/10.3389/fchem.2019.00625 Text en Copyright © 2019 Lethesh, Evjen, Raj, Roux, Venkatraman, Jayasayee and Fiksdahl. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Lethesh, Kallidanthiyil Chellappan
Evjen, Sigvart
Raj, Jaganathan Joshua
Roux, Denis C. D.
Venkatraman, Vishwesh
Jayasayee, Kaushik
Fiksdahl, Anne
Hydroxyl Functionalized Pyridinium Ionic Liquids: Experimental and Theoretical Study on Physicochemical and Electrochemical Properties
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 Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759651/
https://www.ncbi.nlm.nih.gov/pubmed/31620423
http://dx.doi.org/10.3389/fchem.2019.00625
work_keys_str_mv AT letheshkallidanthiyilchellappan hydroxylfunctionalizedpyridiniumionicliquidsexperimentalandtheoreticalstudyonphysicochemicalandelectrochemicalproperties
AT evjensigvart hydroxylfunctionalizedpyridiniumionicliquidsexperimentalandtheoreticalstudyonphysicochemicalandelectrochemicalproperties
AT rajjaganathanjoshua hydroxylfunctionalizedpyridiniumionicliquidsexperimentalandtheoreticalstudyonphysicochemicalandelectrochemicalproperties
AT rouxdeniscd hydroxylfunctionalizedpyridiniumionicliquidsexperimentalandtheoreticalstudyonphysicochemicalandelectrochemicalproperties
AT venkatramanvishwesh hydroxylfunctionalizedpyridiniumionicliquidsexperimentalandtheoreticalstudyonphysicochemicalandelectrochemicalproperties
AT jayasayeekaushik hydroxylfunctionalizedpyridiniumionicliquidsexperimentalandtheoreticalstudyonphysicochemicalandelectrochemicalproperties
AT fiksdahlanne hydroxylfunctionalizedpyridiniumionicliquidsexperimentalandtheoreticalstudyonphysicochemicalandelectrochemicalproperties