Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)

Inexpensive and low-viscosity Protic Acidic Ionic Liquids (PAILs) of N-metheyl-2-pyrrolidone formate, acetate, and propionate abbreviated as [Hnmp][HCOO], [Hnmp][CH3COO] and [Hnmp][CH3CH2COO] respectively, were prepared and characterized by FT-IR and H-NMR. Deep oxidative and extractive desulfurizat...

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Main Authors: Azam Akbari, Hojatollah Haji Andevary
Format: Article
Language:English
Published: Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR 2020-06-01
Series:Iranian Journal of Chemistry & Chemical Engineering
Subjects:
Online Access:http://www.ijcce.ac.ir/article_34744_8d14ed2d4424659d414da83ad6a71d83.pdf
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spelling doaj-6d4e8e8f23a14680920748a38fc9775d2021-01-23T19:52:15ZengIranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECRIranian Journal of Chemistry & Chemical Engineering 1021-99861021-99862020-06-01393819210.30492/ijcce.2020.3474434744Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)Azam Akbari0Hojatollah Haji Andevary1Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186 Tehran, I.R. IRANMazandaran University of Science and Technology, Babol, I.R. IRANInexpensive and low-viscosity Protic Acidic Ionic Liquids (PAILs) of N-metheyl-2-pyrrolidone formate, acetate, and propionate abbreviated as [Hnmp][HCOO], [Hnmp][CH3COO] and [Hnmp][CH3CH2COO] respectively, were prepared and characterized by FT-IR and H-NMR. Deep oxidative and extractive desulfurization of a simulated oil and a real diesel containing 1000 ppmw sulfur were studied under the catalysis of the proposed PAILs without additional carboxylic acid and extraction solvent in the system. The desulfurization efficiency in this study was influenced by both amounts of PAILs and concentration of the produced peroxy acids from H2O2. Comparing to [Hnmp][HCOO], [Hnmp][CH3COO] and [Hnmp][CH3CH2COO] had a relatively higher extraction ability however the weaker acidic properties of them resulted in a lower activation of H2O2 to produce peroxy acids and finally led to lower oxidative desulfurization (ODS) efficiency in the same condition. Additionally, the neutralization reaction may not be efficiently gone to the right hand by weaker acids. The effects of the main process variables were studied in detail. The highest desulfurization yield of 97% for BT and 99% for DBT and 4,6-DMDBT, were achieved using [Hnmp][HCOO] in the ODS system at a temperature of 40 °C, H2O2/sulfur molar ratio of 10, VPAIL/Voil of 0.2, and a reaction time of 90 min. The immiscibility of the proposed PAILs in this study with the oil phase caused the easy separation of them after desulfurization. The possible ODS pathway was also proposed.http://www.ijcce.ac.ir/article_34744_8d14ed2d4424659d414da83ad6a71d83.pdfoxidative desulfurizationionic liquidcarboxylic acidcatalystthiophenic compounds
collection DOAJ
language English
format Article
sources DOAJ
author Azam Akbari
Hojatollah Haji Andevary
spellingShingle Azam Akbari
Hojatollah Haji Andevary
Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)
Iranian Journal of Chemistry & Chemical Engineering
oxidative desulfurization
ionic liquid
carboxylic acid
catalyst
thiophenic compounds
author_facet Azam Akbari
Hojatollah Haji Andevary
author_sort Azam Akbari
title Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)
title_short Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)
title_full Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)
title_fullStr Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)
title_full_unstemmed Catalytic Oxidative-Extractive Deep Desulfurization of Diesel Fuel by N-methyl-2-pyrrolidone-Based Protic Acidic Ionic Liquids (PAILs)
title_sort catalytic oxidative-extractive deep desulfurization of diesel fuel by n-methyl-2-pyrrolidone-based protic acidic ionic liquids (pails)
publisher Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR
series Iranian Journal of Chemistry & Chemical Engineering
issn 1021-9986
1021-9986
publishDate 2020-06-01
description Inexpensive and low-viscosity Protic Acidic Ionic Liquids (PAILs) of N-metheyl-2-pyrrolidone formate, acetate, and propionate abbreviated as [Hnmp][HCOO], [Hnmp][CH3COO] and [Hnmp][CH3CH2COO] respectively, were prepared and characterized by FT-IR and H-NMR. Deep oxidative and extractive desulfurization of a simulated oil and a real diesel containing 1000 ppmw sulfur were studied under the catalysis of the proposed PAILs without additional carboxylic acid and extraction solvent in the system. The desulfurization efficiency in this study was influenced by both amounts of PAILs and concentration of the produced peroxy acids from H2O2. Comparing to [Hnmp][HCOO], [Hnmp][CH3COO] and [Hnmp][CH3CH2COO] had a relatively higher extraction ability however the weaker acidic properties of them resulted in a lower activation of H2O2 to produce peroxy acids and finally led to lower oxidative desulfurization (ODS) efficiency in the same condition. Additionally, the neutralization reaction may not be efficiently gone to the right hand by weaker acids. The effects of the main process variables were studied in detail. The highest desulfurization yield of 97% for BT and 99% for DBT and 4,6-DMDBT, were achieved using [Hnmp][HCOO] in the ODS system at a temperature of 40 °C, H2O2/sulfur molar ratio of 10, VPAIL/Voil of 0.2, and a reaction time of 90 min. The immiscibility of the proposed PAILs in this study with the oil phase caused the easy separation of them after desulfurization. The possible ODS pathway was also proposed.
topic oxidative desulfurization
ionic liquid
carboxylic acid
catalyst
thiophenic compounds
url http://www.ijcce.ac.ir/article_34744_8d14ed2d4424659d414da83ad6a71d83.pdf
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AT hojatollahhajiandevary catalyticoxidativeextractivedeepdesulfurizationofdieselfuelbynmethyl2pyrrolidonebasedproticacidicionicliquidspails
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