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Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation

In order to obtain the regularities of physicochemical properties of hydroxy protic ionic liquids (PILs) and broaden their potential application, a series of 2-hydroxyethylammonium sulfonate-based PILs were synthesized through proton transfer reaction and characterized by NMR and FT-IR and elemental...

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Autores principales: Cai, Guangming, Yang, Shaoqi, Zhou, Qing, Liu, Lifei, Lu, Xingmei, Xu, Junli, Zhang, Suojiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6460099/
https://www.ncbi.nlm.nih.gov/pubmed/31024888
http://dx.doi.org/10.3389/fchem.2019.00196
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author Cai, Guangming
Yang, Shaoqi
Zhou, Qing
Liu, Lifei
Lu, Xingmei
Xu, Junli
Zhang, Suojiang
author_facet Cai, Guangming
Yang, Shaoqi
Zhou, Qing
Liu, Lifei
Lu, Xingmei
Xu, Junli
Zhang, Suojiang
author_sort Cai, Guangming
collection PubMed
description In order to obtain the regularities of physicochemical properties of hydroxy protic ionic liquids (PILs) and broaden their potential application, a series of 2-hydroxyethylammonium sulfonate-based PILs were synthesized through proton transfer reaction and characterized by NMR and FT-IR and elemental analysis. Their phase transfer behavior (T(m)) and initial decomposition point (T(d)) were characterized by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA), respectively. Meanwhile, the regularities of density (ρ), viscosity (η) and electrical conductivity (σ) of synthesized PILs at different temperatures were measured. The results indicated that their physicochemical properties were tightly related with their structures and the interactions between cations and anions. In addition, the dissociation constants (pKa) of synthesized PILs were obtained by acid-base titration, which revealed that all synthesized PILs had pKa exceeding 7 and their cations were the crux of determining the pKa value. Moreover, several synthesized PILs with a low melting temperature also showed potential application in the deoxidation reaction of cyclohexanol, as they had conversion rates approximating 100% and the selectivity of cyclohexane or cyclohexene was about 80%.
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spelling pubmed-64600992019-04-25 Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation Cai, Guangming Yang, Shaoqi Zhou, Qing Liu, Lifei Lu, Xingmei Xu, Junli Zhang, Suojiang Front Chem Chemistry In order to obtain the regularities of physicochemical properties of hydroxy protic ionic liquids (PILs) and broaden their potential application, a series of 2-hydroxyethylammonium sulfonate-based PILs were synthesized through proton transfer reaction and characterized by NMR and FT-IR and elemental analysis. Their phase transfer behavior (T(m)) and initial decomposition point (T(d)) were characterized by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA), respectively. Meanwhile, the regularities of density (ρ), viscosity (η) and electrical conductivity (σ) of synthesized PILs at different temperatures were measured. The results indicated that their physicochemical properties were tightly related with their structures and the interactions between cations and anions. In addition, the dissociation constants (pKa) of synthesized PILs were obtained by acid-base titration, which revealed that all synthesized PILs had pKa exceeding 7 and their cations were the crux of determining the pKa value. Moreover, several synthesized PILs with a low melting temperature also showed potential application in the deoxidation reaction of cyclohexanol, as they had conversion rates approximating 100% and the selectivity of cyclohexane or cyclohexene was about 80%. Frontiers Media S.A. 2019-04-05 /pmc/articles/PMC6460099/ /pubmed/31024888 http://dx.doi.org/10.3389/fchem.2019.00196 Text en Copyright © 2019 Cai, Yang, Zhou, Liu, Lu, Xu and Zhang. 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
Cai, Guangming
Yang, Shaoqi
Zhou, Qing
Liu, Lifei
Lu, Xingmei
Xu, Junli
Zhang, Suojiang
Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation
title Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation
title_full Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation
title_fullStr Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation
title_full_unstemmed Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation
title_short Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation
title_sort physicochemical properties of various 2-hydroxyethylammonium sulfonate -based protic ionic liquids and their potential application in hydrodeoxygenation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6460099/
https://www.ncbi.nlm.nih.gov/pubmed/31024888
http://dx.doi.org/10.3389/fchem.2019.00196
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