Efficient and sustainable V-catalyzed oxidative desulfurization of fuels assisted by ionic liquids

Alessia Coletti; Federica Sabuzi; Barbara Floris; Pierluca Galloni; Valeria Conte

Volume 46 Issue 9

Sep. 2018

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Alessia Coletti, Federica Sabuzi, Barbara Floris, Pierluca Galloni, Valeria Conte. Efficient and sustainable V-catalyzed oxidative desulfurization of fuels assisted by ionic liquids[J]. Journal of Fuel Chemistry and Technology, 2018, 46(9): 1121-1129.

Citation:

Alessia Coletti, Federica Sabuzi, Barbara Floris, Pierluca Galloni, Valeria Conte. Efficient and sustainable V-catalyzed oxidative desulfurization of fuels assisted by ionic liquids[J]. Journal of Fuel Chemistry and Technology, 2018, 46(9): 1121-1129.

Citation:

Alessia Coletti, Federica Sabuzi, Barbara Floris, Pierluca Galloni, Valeria Conte. Efficient and sustainable V-catalyzed oxidative desulfurization of fuels assisted by ionic liquids[J]. Journal of Fuel Chemistry and Technology, 2018, 46(9): 1121-1129.

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Efficient and sustainable V-catalyzed oxidative desulfurization of fuels assisted by ionic liquids

1.
Department of Chemical Science and Technologies, University of Rome Tor Vergata, via della Ricerca Scientifica snc, Rome 00133, Italy
2.
BT-InnoVaChem srl, Academic Spin-Off, c/o University of Rome Tor Vergata, via della Ricerca Scientifica snc, Rome 00133, Italy

Funds: The project was supported by the University of Rome "Tor Vergata", SUSCARE project. Alessia Coletti and Federica Sabuzi contributed equally to the manuscript

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Corresponding author: Pierluca Galloni, E-mail: p.galloni@bt-innovachem.com; Valeria Conte, E-mail: valeria.conte@uniroma2.it
Received Date: 2018-06-14
Rev Recd Date: 2018-08-06

Available Online: 2021-01-23

Publish Date: 2018-09-10

Abstract

Abstract

Fuel desulfurization is an appealing topic for the chemical industry since severe environmental regulations regarding SO₂ emissions have been legislated in many countries. In order to reduce the amount of sulfur-containing compounds in fuels, responsible for high SO_x emission levels, a green chemistry approach is compulsory. In this paper, vanadium salen and salophen complexes were used in the oxidation of a model aromatic sulfide, such as dibenzothiophene (DBT), in the presence of H₂O₂ as green oxidant. The oxidative process was successfully coupled with the extraction of the oxidized compounds by ionic liquids. The system resulted highly selective for sulfide oxidation, showing poor reactivity toward the oxidation of alkenes and allowing a significant reduction of S content in a model benzine. To note, the use of microwave in place of standard heating allowed to obtain 98% of DBT oxidation and almost complete sulfur extraction in the model fuel in 1000 s. For these reasons, this system was considered an easy, rapid and clean process to achieve fuel desulfurization.
- fuel desulfurization,
- V-catalysis,
- sustainability,
- ionic liquids,
- microwaves

Alessia Coletti and Federica Sabuzi contributed equally to the manuscript

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References(35)

References

[1]	AL-DEGS Y S, EL-SHEIKH A H, AL BAKAIN R Z, NEWMAN A P, AL-GHOUTI M A. Conventional and upcoming sulfur-cleaning technologies for petroleum fuel:A review[J]. Energy Technol, 2016, 4(6):679-699. doi: 10.1002/ente.201500475
[2]	KUMAR S, SRIVASTAVA V C, MADHUSUDAN NANOTI S. Extractive desulfurization of gas oils:A perspective review for use in petroleum refineries[J]. Sep Purif Rev, 2017, 46(4):319-347. doi: 10.1080/15422119.2017.1288633
[3]	SHANG H, DU W, LIU Z, ZHANG H. Development of microwave induced hydrodesulfurization of petroleum streams:A review[J]. J Ind Eng Chem, 2013, 19(4):1061-1069. doi: 10.1016/j.jiec.2012.12.044
[4]	BONIEK D, FIGUEIREDO D, DOS SANTOS A F B, DE RESENDE STOIANOFF M A. Biodesulfurization:A mini review about the immediate search for the future technology[J]. Clean Technol Environ Policy, 2015, 17(1):29-37. doi: 10.1007/s10098-014-0812-x
[5]	MOHEBALI G, BALL A S. Biodesulfurization of diesel fuels-Past, present and future perspectives[J]. Int Bioterior Biodegrad, 2016, 110:163-180. doi: 10.1016/j.ibiod.2016.03.011
[6]	YU M, ZHANG N, FAN L, ZHANG C, HE X, ZHENG M, LI Z. Removal of organic sulfur compounds from diesel by adsorption on carbon materials[J]. Rev Chem Eng, 2015, 31(1):27-43. https://www.researchgate.net/publication/272370464_Removal_of_organic_sulfur_compounds_from_diesel_by_adsorption_on_carbon_materials
[7]	XUE M, WEN P, CHITRAKAR R, OOI K, FENG Q. Screening of inorganic adsorbents for selective adsorption of thiophene from model gasoline[J]. Sep Sci Technol, 2012, 47(13):1926-1936. doi: 10.1080/01496395.2012.665116
[8]	QIN L, JIA X, YANG Y, LIU X. Porous carbon microspheres:An excellent support to prepare surface molecularly imprinted polymers for selective removal of dibenzothiophene in fuel oil[J]. Ind Eng Chem Res, 2016, 55(6):1710-1719. doi: 10.1021/acs.iecr.5b02837
[9]	QIN L, SHI W, LIU W, YANG Y, LIU X, XU B. Surface molecularly imprinted polymers grafted on ordered mesoporous carbon nanospheres for fuel desulfurization[J]. RSC Adv, 2016, 6(15):12504-12513. doi: 10.1039/C5RA23582K
[10]	AFZALINIA A, MIRZAIE A, NIKSERESHT A, MUSABEYGI T. Ultrasound-assisted oxidative desulfurization process of liquid fuel by phosphotungstic acid encapsulated in a interpenetrating amine-functionalized Zn(Ⅱ)-based MOF as catalyst[J]. Ultrason Sonochem, 2017, 34:713-720. doi: 10.1016/j.ultsonch.2016.07.006
[11]	BHADRA B N, YOON SONG J, KHAN N A, HWA JHUNG S. TiO₂ containing carbon derived from a metal-organic framework composite:A highly active catalyst for oxidative desulfurization[J]. ACS Appl Mater Interfaces, 2017, 9(36):31192-31202. doi: 10.1021/acsami.7b10336
[12]	WANG X S, LI L, LIANG J, HUANG Y B, CAO R. Boosting oxidative desulfurization of model and real gasoline over phosphotungstic acid encapsulated in metal-organic frameworks:The window size matters[J]. ChemCatChem, 2017, 9(6):971-979. doi: 10.1002/cctc.v9.6
[13]	DAI C, ZHANG J, HUANG C, LEI Z. Ionic liquids in selective oxidation:Catalysts and solvents[J]. Chem Rev, 2017, 117(10):6929-6983. doi: 10.1021/acs.chemrev.7b00030
[14]	JA'FARI M, EBRAHIMI S L, KHOSRAVI-NIKOU M R. Ultrasound-assisted oxidative desulfurization and denitrogenation of liquid hydrocarbon fuels:A critical review[J]. Ultrason Sonochem, 2018, 40(A):955-968. http://cn.bing.com/academic/profile?id=acb0669f2968a3d56fba22140c29fe51&encoded=0&v=paper_preview&mkt=zh-cn
[15]	ZHAO H, BAKER G A. Oxidative desulfurization of fuels using ionic liquids:A review[J]. Front Chem Sci Eng, 2015, 9(3):262-279. doi: 10.1007/s11705-015-1528-0
[16]	ABRO R, ABDELTAWAB A A, AL-DEYAB S S, YU G, BASIT QAZI A, GAO S, CHEN X. A review of extractive desulfurization of fuel oils using ionic liquids[J]. RSC Adv, 2014, 4(67):35302-35317. doi: 10.1039/C4RA03478C
[17]	IBRAHIM M H, HAYYAN M, HASHIM M A, HAYYAN A. The role of ionic liquids in desulfurization of fuels:A review[J]. Renewable Sustainable Energy Rev, 2017, 76:1534-1549. doi: 10.1016/j.rser.2016.11.194
[18]	LI Y, ZHANG M, ZHU W, LI M, XIONG J, ZHANG Q, WEIA Y, LI H. One-pot synthesis and characterization of tungsten-containing meso-ceria with enhanced heterogenous oxidative desulfurization in fuels[J]. RSC Adv, 2016, 6(73):68922-68928. doi: 10.1039/C6RA06081A
[19]	GONZÁLEZ-GARCÍA O, CEDE O-CAERO L. V-Mo based catalysts for oxidative desulfurization of diesel fuel[J]. Catal Today, 2009, 48(1):42-48. http://cn.bing.com/academic/profile?id=1fb2fbd457af4b0bda4d88c484b7fc08&encoded=0&v=paper_preview&mkt=zh-cn
[20]	GUO T, JIANG W, RUAN Y, DONG L, LIU H, LI H, ZHU W, LI H. Superparamagnetic Mo-containing core-shell microspheres for catalytic oxidative desulfurization of fuel[J]. Colloid Surface A, 2018, 537:243-249. doi: 10.1016/j.colsurfa.2017.10.016
[21]	TOMSKII I S, VISHNETSKAYA M V, VAKHRUSHIN P A, TOMSKAYA L A. Oxidative desulfurization of straight-run diesel fraction on vanadium-molybdenum catalysts[J]. Petrol Chem, 2017, 57(10):908-913. doi: 10.1134/S0965544117100188
[22]	ABDUL-KADHIM W, ASYRAK DERAMAN M, BAHARI ABDULLAH S, NIZAM TAJUDDIN S, YUSOFF M M, TAUFIQ-YAP Y H, RAHIM M H A. Efficient and reusable iron-zinc oxide catalyst for oxidative desulfurization of model fuel[J]. JECE, 2017, 5(2):1645-1656. http://cn.bing.com/academic/profile?id=b11a15e4b4727cb1318571b074720c4a&encoded=0&v=paper_preview&mkt=zh-cn
[23]	ZHAO R, WANG J, ZHANG D, SUN Y, HAN B, TANG N, WANG N, LI K. Biomimetic oxidative desulfurization of fuel oil in ionic liquids catalyzed by Fe (Ⅲ) porphyrins[J]. Appl Catal A:Gen, 2017, 532:26-31. doi: 10.1016/j.apcata.2016.12.008
[24]	BANISHARIF F, DEHGHANI M R, CAMPOS-MARTIN J M. Oxidative desulfurization of diesel using vanadium-substituted dawson-type emulsion catalysts[J]. Energy Fuels, 2017, 31(5):5419-5427. doi: 10.1021/acs.energyfuels.6b02791
[25]	CONTE V, FABBIANESI F, FLORIS B, GALLONI P, SORDI D, ARENDS I W C E, BONCHIO M, REHDER D, BOGDAL D. Vanadium-catalyzed, microwave-assisted oxidations with H₂O₂ in ionic liquids[J]. Pure Appl Chem, 2009, 81(7):1265-1277. doi: 10.1351/PAC-CON-08-09-19
[26]	FLORIS B, SABUZI F, COLETTI A, CONTE V. Sustainable vanadium-catalyzed oxidation of organic substrates with H₂O₂[J]. Catal Today, 2017, 285:49-56. doi: 10.1016/j.cattod.2016.11.006
[27]	MAURYA M R, ARYA A, KUMAR A, KUZNETSOV M L, AVECILLA F, COSTA PESSOA J. Polymer-bound oxidovanadium(iv) and dioxidovanadium(v) complexes as catalysts for the oxidative desulfurization of model fuel diesel[J]. Inorg Chem, 2010, 49(14):6586-6600. doi: 10.1021/ic1004209
[28]	MOTA A, BUTENKO N, HALLETT J P, CORREIA I. Application of V^ⅣO(acac)₂ type complexes in the desulfurization of fuels with ionic liquids[J]. Catal Today, 2012, 196(1):119-125. doi: 10.1016/j.cattod.2012.03.037
[29]	OGUNLAJA A S, ALADE O S, TSHENTU Z R. Vanadium(Ⅳ) catalysed oxidation of organosulfur compounds in heavy fuel oil[J]. C R Chim, 2017, 20(2):164-168. doi: 10.1016/j.crci.2016.04.007
[30]	COLETTI A, GALLONI P, SARTOREL A, CONTE V, FLORIS B. Salophen and salen oxo vanadium complexes as catalysts of sulfides oxidation with H₂O₂:Mechanistic insights[J]. Catal Today, 2012, 192(1):44-55. doi: 10.1016/j.cattod.2012.03.032
[31]	BERTINI S, COLETTI A, FLORIS B, CONTE V, GALLONI P. Investigation of VO-salophen complexes electronic structure[J]. J Inorg Biochem, 2015, 147:44-53. doi: 10.1016/j.jinorgbio.2015.03.003
[32]	BIZZARRI C, CONTE V, FLORIS B, GALLONI P. Solvent effects of ionic liquids:Investigation of ferrocenes as electrochemical probes[J]. J Phys Org Chem, 2011, 24(4):327-334. doi: 10.1002/poc.1759
[33]	LENTINI S, GALLONI P, GARCIA-BOSCH I, COSTAS M, CONTE V. Ionic liquids as reaction media in catalytic oxidations with manganese and iron pyridyl triazacyclononane complexes[J]. Inorg Chim Acta, 2014, 410:60-64. doi: 10.1016/j.ica.2013.10.016
[34]	FLORIS B, SABUZI F, GALLONI P, CONTE V. The beneficial sinergy of MW irradiation and ionic liquids in catalysis of organic reactions[J]. Catalysts, 2017, 7(9):261. doi: 10.3390/catal7090261
[35]	VEKARIYA R L. A review of ionic liquids:Applications towards catalytic organic transformations[J]. J Mol Liq, 2017, 227:44-60. doi: 10.1016/j.molliq.2016.11.123