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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doaj-1a3b7fadfb7a4e94a69462b6f44d41032020-11-25T00:12:53ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462019-04-01710.3389/fchem.2019.00196448447Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in HydrodeoxygenationGuangming Cai0Guangming Cai1Shaoqi Yang2Shaoqi Yang3Qing Zhou4Qing Zhou5Lifei Liu6Xingmei Lu7Xingmei Lu8Junli Xu9Suojiang Zhang10Suojiang Zhang11Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, ChinaSchool of Chemical Engineering, University of Chinese Academy of Sciences, Beijing, ChinaBeijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, ChinaSchool of Chemical Engineering, University of Chinese Academy of Sciences, Beijing, ChinaBeijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, ChinaSchool of Chemical Engineering, University of Chinese Academy of Sciences, Beijing, ChinaBeijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, ChinaBeijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, ChinaSchool of Chemical Engineering, University of Chinese Academy of Sciences, Beijing, ChinaBeijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, ChinaBeijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, ChinaSchool of Chemical Engineering, University of Chinese Academy of Sciences, Beijing, ChinaIn 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 (Tm) and initial decomposition point (Td) 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%.https://www.frontiersin.org/article/10.3389/fchem.2019.00196/fullprotic ionic liquidsdensityviscosityelectrical conductivitydissociation constantsdeoxidation reaction |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Guangming Cai Guangming Cai Shaoqi Yang Shaoqi Yang Qing Zhou Qing Zhou Lifei Liu Xingmei Lu Xingmei Lu Junli Xu Suojiang Zhang Suojiang Zhang |
spellingShingle |
Guangming Cai Guangming Cai Shaoqi Yang Shaoqi Yang Qing Zhou Qing Zhou Lifei Liu Xingmei Lu Xingmei Lu Junli Xu Suojiang Zhang Suojiang Zhang Physicochemical Properties of Various 2-Hydroxyethylammonium Sulfonate -Based Protic Ionic Liquids and Their Potential Application in Hydrodeoxygenation Frontiers in Chemistry protic ionic liquids density viscosity electrical conductivity dissociation constants deoxidation reaction |
author_facet |
Guangming Cai Guangming Cai Shaoqi Yang Shaoqi Yang Qing Zhou Qing Zhou Lifei Liu Xingmei Lu Xingmei Lu Junli Xu Suojiang Zhang Suojiang Zhang |
author_sort |
Guangming Cai |
title |
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_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_sort |
physicochemical properties of various 2-hydroxyethylammonium sulfonate -based protic ionic liquids and their potential application in hydrodeoxygenation |
publisher |
Frontiers Media S.A. |
series |
Frontiers in Chemistry |
issn |
2296-2646 |
publishDate |
2019-04-01 |
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 (Tm) and initial decomposition point (Td) 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%. |
topic |
protic ionic liquids density viscosity electrical conductivity dissociation constants deoxidation reaction |
url |
https://www.frontiersin.org/article/10.3389/fchem.2019.00196/full |
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