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Alkylation in Petroleum Processing

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Handbook of Petroleum Processing

Abstract

Motor fuel alkylation in the petroleum refining industry refers to the acid-catalyzed conversion of C3-C5 olefins with isobutane into highly branched C5-C12 isoparaffins collectively called alkylate, a valuable gasoline blending component. Alkylation reactions are catalyzed by liquid and solid acids.닑 HF alkylation and sulfuric acid alkylation are the most widely practiced commercial motor fuel alkylation processes and are the focus of this section.닑 In recent years, considerable development effort has gone into solid acid catalysts and processes that mitigate the hazards associated with HF and H2SO4. Several of these processes have been offered commercially, but have not caught on because of high recycle isobutane requirements and high capital costs associated with catalyst regeneration.닑 A new wave of ionic liquid catalysts is currently nearing commercialization.

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References

  • Anon, Hydrofluoric Acid Alkylation (The Phillips Petroleum Company, 1946)

    Google Scholar 

  • S. Aschauer et al., Liquid-phase isobutane/butene alkylation using promoted Lewis-acidic IL-catalysts. Catal. Lett. 141(10), 1405–1419 (2011)

    Article  Google Scholar 

  • T. Chou et al., World Patent WO 90/00534, (1990a)

    Google Scholar 

  • T. Chou et al., World Patent WO 90/00533, (1990b)

    Google Scholar 

  • A. Corma, A. Orchilles, Microp. Mesop. Mater. 35–36, 21 (2000)

    Article  Google Scholar 

  • A. de Angelis et al., Catal. Today 65, 363 (2001)

    Article  Google Scholar 

  • S. Elomari, T. Harris, Chevron USA, U.S. Patent 7,732,363, (2010)

    Google Scholar 

  • S. Elomari et al., Chevron USA, U.S. Patent 7,432,409, (2008)

    Google Scholar 

  • J. Gieseman, V. Amico, E. van Broekhoven, The Alkyclean TM Alkylation Process: New Technology Eliminates Liquid Acids. Paper AM-06-41 at NPRA 2006 annual meeting, Salt Lake City, 19–21 Mar 2006

    Google Scholar 

  • T. Harris et al., Chevron USA, U.S. Patent 7,531,707, (2009)

    Google Scholar 

  • J.H.D. Hooper, Chem. Ind. 20, 683 (1986)

    Google Scholar 

  • C.P. Huang et al., Effects of additives on the properties of chloroaluminate ionic liquids catalyst for alkylation of isobutane and butene. Appl. Catal. A Gen. 277(1–2), 41–43 (2004)

    Article  Google Scholar 

  • A. Huss Jr., I.D. Johnson, U.S. Patent 5,221,777, (1993)

    Google Scholar 

  • V.M. Ipatieff, A.V. Grosse, J. Am. Chem. Soc. 37, 1616 (1935)

    Article  Google Scholar 

  • E.C. Jernigan, J.E. Gwyn, E.L. Claridge, Chem. Eng. Prog. 61(11), 94 (1965)

    MATH  Google Scholar 

  • M. Kojima, J. Kocal, U.S. Patent 5,391,527, (1995)

    Google Scholar 

  • C. Lacroix et al., Akzo, U. S. Patent 5,731,101, (1998)

    Google Scholar 

  • Z. Liu et al., China University of Petroleum, Beijing, “Reaction performance of isobutane alkylation catalyzed by a composite Ionic liquid at short contact time”. AIChE J. 60(6), 2244–2253 (2014)

    Article  Google Scholar 

  • P. Nascimento et al., U.S. Patent 6,225,517, (2001)

    Google Scholar 

  • G.S. Nivarthy et al., Microp. Mesop. Mater. 22, 379 (1998)

    Article  Google Scholar 

  • H. Olivier-Bourbigou et al., IFP, U.S. Patent 7,256,152, (2002)

    Google Scholar 

  • H. Pines, ChemTech. 150 March (1982)

    Google Scholar 

  • C.M. Roeseler, D.J. Shields, S.M. Black, C.D. Gosling, Improved Solid Catalyst Alkylation Technology for Clean Fuels: The Alkylene Process. Paper at the NPRA annual meeting, San Antonio, 17–19 Mar 2002

    Google Scholar 

  • C.C. Sadler, U.S. Patent 8,373,014, 2013

    Google Scholar 

  • L. Schilder et al., Effective and intrinsic kinetics of liquid-phase Isobutane/2-Butene alkylation catalyzed by chloroaluminate Ionic liquids. Ind. Eng. Chem. Res. 52, 1877–1885 (2013)

    Article  Google Scholar 

  • K.R.J. Seddon, Chem. Tech. Biotech. 68, 351–356 (1997)

    Article  Google Scholar 

  • F.B. Sprow, Ind. Eng. Chem. Process Des. Dev. 8(2), 254 (1969)

    Article  Google Scholar 

  • M. Stocker et al., Catal. Lett. 28, 203 (1994)

    Article  Google Scholar 

  • H. Timken et al., Chevron USA, Patent 7,432,408, (2008)

    Google Scholar 

  • P. Wasserscheid, W. Keim, Ionic liquids – new solutions for transition metal catalysis. Angew. Chem. Int. Ed. 39, 3772–3789 (2000)

    Article  Google Scholar 

  • J. Weitkamp, Stud. Surf. Sci. Catal. 5, 65 (1980)

    Article  Google Scholar 

  • T. Welton, Room temperature Ionic liquids. Solvents for synthesis and catalysis. Chem. Rev. 99, 2071–2083 (1999)

    Article  Google Scholar 

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Correspondence to Douglas A. Nafis .

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Nafis, D.A., Detrick, K.A., Mehlberg, R.L. (2014). Alkylation in Petroleum Processing. In: Treese, S., Jones, D., Pujado, P. (eds) Handbook of Petroleum Processing. Springer, Cham. https://doi.org/10.1007/978-3-319-05545-9_5-1

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  • DOI: https://doi.org/10.1007/978-3-319-05545-9_5-1

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