Skip to main content

Advertisement

Log in

Oxidative Removal of Organo-sulfur Species via H2O2 Oxidation Catalyzed by Lacunary Keggin 11-tungstophosphates

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

The lacunary Keggin 11-tungstophosphates were evaluated as catalysts for the oxidation of dibenzothiophene with hydrogen peroxide as oxidant in normal octane/acetonitrile biphasic system. The Na5[PW11O39Ni] exhibited good catalytic activity with the desulfurization efficiency above 99.5%. The key factors affecting the reaction, including amount of catalyst, O/S molar ratio, catalyst dosage and initial sulfur content, were investigated, whereby the favorable conditions were determined. The presence and the oxidative effect of the peroxo-heteropoly species in the oxidative reaction were determined in the contrast experiments. Moreover, the Na5[PW11O39Ni] catalyst was confirmed to have a high potential for deep desulfurization of diesel oil.

Graphical Abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Scheme 1

Similar content being viewed by others

References

  1. Qian EW (2008) Development of novel nonhydrogenation desulfurization process-oxidative desulfurization of distillate. J Jpn Petrol Inst 51(1):14–31

    Article  CAS  Google Scholar 

  2. Song C (2003) An overview of new approaches to deep desulfurization for ultra-clean gasoline, diesel fuel and jet fuel. Catal Today 86(1–4):211–263

    Article  CAS  Google Scholar 

  3. Röthlisberger A, Prins R (2005) Intermediates in the hydrodesulfurization of 4, 6-dimethyl-dibenzothiophene over Pd/γ-Al2O3. J Catal 235(1):229–240

    Article  CAS  Google Scholar 

  4. Babich IV, Moulijn JA (2003) Science and technology of novel processes for deep desulfurization of oil refinery streams: a review. Fuel 82(6):607–631

    Article  CAS  Google Scholar 

  5. Yang RT, Hernández-Maldonado AJ, Yang FH (2003) Desulfurization of transportation fuels with zeolites under ambient conditions. Science 301(5629):79–81

    Article  CAS  PubMed  Google Scholar 

  6. Mondal S, Chakrabarti SK (2006) Studies of accretion flows around rotating black holes–II. Standing shocks in the pseudo-Kerr geometry. Mon Not R Astron Soc 371(3):1418–1426

    Article  Google Scholar 

  7. Liu SZ, Wang BH, Cui BC, Sun LL, Fuel,. Liu S, Wang B, Cui B et al (2008) Deep desulfurization of diesel oil oxidized by Fe (VI) systems. Fuel 87(3):422–428 2008; 87): 422–428.

    Article  CAS  Google Scholar 

  8. Cedeño-Caero L, Gomez-Bernal H, Fraustro-Cuevas A et al (2008) Oxidative desulfurization of synthetic diesel using supported catalysts: part III. Support effect on vanadium-based catalysts. Catal Today 133:244–254

    Article  CAS  Google Scholar 

  9. Chica A, Corma A, Dómine ME (2006) Catalytic oxidative desulfurization (ODS) of diesel fuel on a continuous fixed-bed reactor. J Catal 242(2):299–308

    Article  CAS  Google Scholar 

  10. García-Gutiérrez JL, Fuentes GA, Hernández-Terán ME et al (2008) Ultra-deep oxidative desulfurization of diesel fuel by the Mo/Al2O3-H2O2 system: the effect of system parameters on catalytic activity. Appl Catal a-Gen 334(1–2):366–373

    Article  CAS  Google Scholar 

  11. Lü H, Gao J, Jiang Z et al (2006) Ultra-deep desulfurization of diesel by selective oxidation with [C18H37N(CH3)3]4[H2NaPW10O36] catalyst assembled in emulsion droplets. J Catal 239(2):369–375

    Article  CAS  Google Scholar 

  12. Yu G, Lu S, Chen H et al (2005) Diesel fuel desulfurization with hydrogen peroxide promoted by formic acid and catalyzed by activated carbon. Carbon 43(11):2285–2294

    Article  CAS  Google Scholar 

  13. Yazu K, Yamamoto Y, Furuya T et al (2001) Oxidation of dibenzothiophenes in an organic biphasic system and its application to oxidative desulfurization of light oil. Energy Fuels 15(6):1535–1536

    Article  CAS  Google Scholar 

  14. García-Gutiérrez JL, Fuentes GA, Hernández-Terán ME et al (2006) Ultra-deep oxidative desulfurization of diesel fuel with H2O2 catalyzed under mild conditions by polymolybdates supported on Al2O3. Appl Catal a-Gen 305(1):15–20

    Article  CAS  Google Scholar 

  15. Al-Shahrani F, Xiao T, Llewellyn SA et al (2007) Desulfurization of diesel via the H2O2 oxidation of aromatic sulfides to sulfones using a tungstate catalyst. Appl Catal B-Environ 73(3–4):311–316

    Article  CAS  Google Scholar 

  16. Zapata B, Pedraza F, Valenzuela MA (2005) Catalyst screening for oxidative desulfurization using hydrogen peroxide. Catal Today 106(1–4):219–221

    Article  CAS  Google Scholar 

  17. Wang R, Yu F, Zhang G et al (2010) Performance evaluation of the carbon nanotubes supported Cs2.5H0.5PW12O40 as efficient and recoverable catalyst for the oxidative removal of dibenzothiophene. Catal Today 150(1–2):37–41

    Article  CAS  Google Scholar 

  18. Wang R, Zhang G, Zhao H (2010) Polyoxometalate as effective catalyst for the deep desulfurization of diesel oil. Catal Today 149(1–2):117–121

    Article  CAS  Google Scholar 

  19. Te M, Fairbridge C, Ring Z (2001) Oxidation reactivities of dibenzothiophenes in polyoxometalate/H2O2 and formic acid/H2O2 systems. Appl Catal A-Gen 219(1–2):267–280

    Article  CAS  Google Scholar 

  20. Kozhevnikov IV (ed) (2002) Catalysts for fine chemical synthesis. Wiley, New Jersy

    Google Scholar 

  21. Otsuki S, Nonaka T, Takashima N et al (2000) Oxidative desulfurization of light gas oil and vacuum gas oil by oxidation and solvent extraction. Energy Fuels 14(6):1232–1239

    Article  CAS  Google Scholar 

  22. Pope MT (ed) (1983) Heteropoly and Isopoly Oxometalates. Springer, Berlin

    Google Scholar 

  23. Izumi Y, Urabe K, Onaka A. Zeolite (1992) Clay and heteropolyacid in organic reactions, Tokyo, VCH

    Google Scholar 

  24. Weakley TJR, Malik SA (1967) Heteropolyanions containing two different heteroatoms—I. J Inorg Nucl Chem 29(12):2935–2944

    Article  CAS  Google Scholar 

  25. Pizzio LR, Blanco MN (2007) Preparation and characterization of transition metal-modified lacunary Keggin 11-tungstophosphates supported on carbon. Mater Lett 61(3):719–724

    Article  CAS  Google Scholar 

  26. Aubry C, Chottard G, Platzer N et al (1991) Reinvestigation of epoxidation using tungsten-based precursors and hydrogen peroxide in a biphase medium. Inorg Chem 30(23):4409–4415

    Article  CAS  Google Scholar 

  27. Salles L, Aubry C, Thouvenot R et al (1994) 31P and 183W NMR spectroscopic evidence for novel peroxo species in the” H3[PW12O40]. cntdot. yH2O/H2O2″ system. Synthesis and X-ray structure of tetrabutylammonium (µ-Hydrogen phosphato) bis (µ-peroxo) bis (oxoperoxotungstate)(2-): a catalyst of olefin epoxidation in a biphase medium. Inorg Chem 33(5):871–878

    Article  CAS  Google Scholar 

Download references

Acknowledgements

Financial support from the National Natural Science Foundation of China (20976097; 21076116) and PetroChina Innovation Foundation (2010D-5006-0405) is gratefully acknowledged.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Rui Wang.

Ethics declarations

Conflict of interest

There are no conflicts to declare.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, H., Wang, R., Zhang, Y. et al. Oxidative Removal of Organo-sulfur Species via H2O2 Oxidation Catalyzed by Lacunary Keggin 11-tungstophosphates. Catal Lett 148, 2501–2509 (2018). https://doi.org/10.1007/s10562-018-2433-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-018-2433-1

Keywords

Navigation