Reaction kinetics of glycerol acetal formation via transacetalization with 1,1-diethoxyethane

Xi Hong, Omar McGiveron, Aspi K. Kolah, Alvaro Orjuela, Lars Peereboom, Carl T. Lira, Dennis J. Miller

    Research output: Contribution to journalArticle

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    Abstract

    The kinetics of glycerol transacetalization with 1,1-diethoxyethane in ethanol over Amberlyst-15 cationic exchange resin catalyst at 25-40°C have been investigated. The reaction must be run with DEE as the limiting reactant to avoid over-acetalization of glycerol, and below 50°C to avoid formation of byproducts from DEE such as ethyl vinyl ether. A second order kinetic model describes the transacetalization reaction satisfactorily with a rate constant of 1.1×10-4m6/kmol/kgcat/s at 40°C and an activation energy of 58.6kJ/mol. The equilibrium constant for the reaction is 900kmol/m3 at 40°C, and the heat of reaction is estimated at -20.6kJ/mol. The reverse reaction has little influence on rate at reactant conversions less than 50%. The model and reaction conditions identified provide a framework to develop and better understand processes for glycerol acetalization.

    Original languageEnglish (US)
    Pages (from-to)374-381
    Number of pages8
    JournalChemical Engineering Journal
    Volume222
    DOIs
    StatePublished - Apr 5 2013

    Profile

    kinetics
    Glycerol
    reaction kinetics
    ether
    activation energy
    ethanol
    resin
    catalyst
    Kinetics
    Anthralin
    Equilibrium constants
    Reaction kinetics
    Byproducts
    Ethers
    Rate constants
    Ethanol
    Resins
    Activation energy
    Catalysts
    Afferent Loop Syndrome

    Keywords

    • 1,1-Diethoxyethane
    • Acetals
    • Glycerol
    • Kinetics
    • Transacetalization

    ASJC Scopus subject areas

    • Chemical Engineering(all)
    • Chemistry(all)
    • Industrial and Manufacturing Engineering
    • Environmental Chemistry

    Cite this

    Reaction kinetics of glycerol acetal formation via transacetalization with 1,1-diethoxyethane. / Hong, Xi; McGiveron, Omar; Kolah, Aspi K.; Orjuela, Alvaro; Peereboom, Lars; Lira, Carl T.; Miller, Dennis J.

    In: Chemical Engineering Journal, Vol. 222, 05.04.2013, p. 374-381.

    Research output: Contribution to journalArticle

    Hong X, McGiveron O, Kolah AK, Orjuela A, Peereboom L, Lira CT et al. Reaction kinetics of glycerol acetal formation via transacetalization with 1,1-diethoxyethane. Chemical Engineering Journal. 2013 Apr 5;222:374-381. Available from, DOI: 10.1016/j.cej.2013.02.023

    Hong, Xi; McGiveron, Omar; Kolah, Aspi K.; Orjuela, Alvaro; Peereboom, Lars; Lira, Carl T.; Miller, Dennis J. / Reaction kinetics of glycerol acetal formation via transacetalization with 1,1-diethoxyethane.

    In: Chemical Engineering Journal, Vol. 222, 05.04.2013, p. 374-381.

    Research output: Contribution to journalArticle

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    abstract = "The kinetics of glycerol transacetalization with 1,1-diethoxyethane in ethanol over Amberlyst-15 cationic exchange resin catalyst at 25-40°C have been investigated. The reaction must be run with DEE as the limiting reactant to avoid over-acetalization of glycerol, and below 50°C to avoid formation of byproducts from DEE such as ethyl vinyl ether. A second order kinetic model describes the transacetalization reaction satisfactorily with a rate constant of 1.1×10-4m6/kmol/kgcat/s at 40°C and an activation energy of 58.6kJ/mol. The equilibrium constant for the reaction is 900kmol/m3 at 40°C, and the heat of reaction is estimated at -20.6kJ/mol. The reverse reaction has little influence on rate at reactant conversions less than 50%. The model and reaction conditions identified provide a framework to develop and better understand processes for glycerol acetalization.",
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    AU - Peereboom,Lars

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