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.

LanguageEnglish (US)
Pages374-381
Number of pages8
JournalChemical Engineering Journal
Volume222
DOIs
StatePublished - Apr 5 2013

Profile

Acetals
reaction kinetics
Glycerol
Reaction kinetics
kinetics
ether
activation energy
ethanol
resin
Kinetics
catalyst
Equilibrium constants
Byproducts
Ethers
Rate constants
Ethanol
Resins
Activation energy
Catalysts
1,1-diethoxyethane

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. 2013 ; Vol. 222. pp. 374-381
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