Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways

Based on above background, quinolinium, 8-hydroxy-quinolinium, and benzothiazolium ionic liquids, containing the acidic anions of methanesulfonate ([CH3SO3]−), phosphate ([H2PO4]<sup...

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Autores principales:	Zhaojin Zhang, Yinan Li, Jing Gao, Alula Yohannes, Hang Song, Shun Yao
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	ionic liquids denitrogenation extraction pyridine quinoline aniline Physics QC1-999 Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/557a4768402a4ee7860225725ca42eaa
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spelling	oai:doaj.org-article:557a4768402a4ee7860225725ca42eaa2021-11-25T18:59:25ZRemoval of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways10.3390/separations81102162297-8739https://doaj.org/article/557a4768402a4ee7860225725ca42eaa2021-11-01T00:00:00Zhttps://www.mdpi.com/2297-8739/8/11/216https://doaj.org/toc/2297-8739Based on above background, quinolinium, 8-hydroxy-quinolinium, and benzothiazolium ionic liquids, containing the acidic anions of methanesulfonate ([CH<sub>3</sub>SO<sub>3</sub>]<sup>−</sup>), phosphate ([H<sub>2</sub>PO<sub>4</sub>]<sup>−</sup>), <i>p</i>-toluenesulfonate ([<i>p</i>-TSA]<sup>−</sup>), and bisulfate ([HSO<sub>4</sub>]<sup>−</sup>) were synthesized. After comparison, the aqueous solution of benzothiazole bisulfate [HBth][HSO<sub>4</sub>] was selected as the most ideal extractant for removing pyridine and aniline. Meanwhile, benzothiazole bisulfate [HBth][HSO<sub>4</sub>] solution was found as the best one for removing quinoline from simulated oil. Then, the single stage extraction and two-step extraction were used in the extraction for the simulated oil containing pyridine, quinoline or aniline, and their mixture, respectively. Their denitrogenation performance on their N-removal effect was compared on the basis of structural features, and main extraction conditions were further investigated, including mass ratio of IL to water, mass ratio of IL to oil, and temperature. Furthermore, the extraction process was described by two kinetic equations. Recovery and reuse of IL were realized by back-extraction and liquid-liquid separation, and a related mechanism was speculated, according to all the experimental results. Finally, based on the developed method for preparing complex adsorbent tablets, corresponding immobilized IL was used to remove target objects, by solid phase extraction, in order to extend separation ways, which was more easily recovered after extraction.Zhaojin ZhangYinan LiJing GaoAlula YohannesHang SongShun YaoMDPI AGarticleionic liquidsdenitrogenationextractionpyridinequinolineanilinePhysicsQC1-999ChemistryQD1-999ENSeparations, Vol 8, Iss 216, p 216 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	ionic liquids denitrogenation extraction pyridine quinoline aniline Physics QC1-999 Chemistry QD1-999
spellingShingle	ionic liquids denitrogenation extraction pyridine quinoline aniline Physics QC1-999 Chemistry QD1-999 Zhaojin Zhang Yinan Li Jing Gao Alula Yohannes Hang Song Shun Yao Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways
description	Based on above background, quinolinium, 8-hydroxy-quinolinium, and benzothiazolium ionic liquids, containing the acidic anions of methanesulfonate ([CH<sub>3</sub>SO<sub>3</sub>]<sup>−</sup>), phosphate ([H<sub>2</sub>PO<sub>4</sub>]<sup>−</sup>), <i>p</i>-toluenesulfonate ([<i>p</i>-TSA]<sup>−</sup>), and bisulfate ([HSO<sub>4</sub>]<sup>−</sup>) were synthesized. After comparison, the aqueous solution of benzothiazole bisulfate [HBth][HSO<sub>4</sub>] was selected as the most ideal extractant for removing pyridine and aniline. Meanwhile, benzothiazole bisulfate [HBth][HSO<sub>4</sub>] solution was found as the best one for removing quinoline from simulated oil. Then, the single stage extraction and two-step extraction were used in the extraction for the simulated oil containing pyridine, quinoline or aniline, and their mixture, respectively. Their denitrogenation performance on their N-removal effect was compared on the basis of structural features, and main extraction conditions were further investigated, including mass ratio of IL to water, mass ratio of IL to oil, and temperature. Furthermore, the extraction process was described by two kinetic equations. Recovery and reuse of IL were realized by back-extraction and liquid-liquid separation, and a related mechanism was speculated, according to all the experimental results. Finally, based on the developed method for preparing complex adsorbent tablets, corresponding immobilized IL was used to remove target objects, by solid phase extraction, in order to extend separation ways, which was more easily recovered after extraction.
format	article
author	Zhaojin Zhang Yinan Li Jing Gao Alula Yohannes Hang Song Shun Yao
author_facet	Zhaojin Zhang Yinan Li Jing Gao Alula Yohannes Hang Song Shun Yao
author_sort	Zhaojin Zhang
title	Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways
title_short	Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways
title_full	Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways
title_fullStr	Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways
title_full_unstemmed	Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways
title_sort	removal of pyridine, quinoline, and aniline from oil by extraction with aqueous solution of (hydroxy)quinolinium and benzothiazolium ionic liquids in various ways
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/557a4768402a4ee7860225725ca42eaa
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Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways

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