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    Mechanisms of Propylene Glycol and Triacetin Pyrolysis
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    † IBM Research−Zurich, Säumerstrasse 4, 8803 Rüschlikon, Switzerland
    ‡ Philip Morris International R&D, Quai Jeanrenaud 5, 2000 Neuchâtel, Switzerland
    § University of Twente, Faculty EEMCS, P.O. Box 217, 7500 AE Enschede, The Netherlands
    *E-mail: [email protected]. Phone: +41 (0) 44 724 8933. Fax: +41 (0) 44 724 8958.
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    The Journal of Physical Chemistry A

    Cite this: J. Phys. Chem. A 2012, 116, 18, 4602–4609
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    https://doi.org/10.1021/jp300997d
    Published April 18, 2012
    Copyright © 2012 American Chemical Society
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    Abstract

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    Propylene glycol and triacetin are chemical compounds, commonly used as food additives. Though the usage of the pure chemicals is not considered harmful when used as dietary supplements, little is known about the nature of their thermal degradation products and the impact they may have on human health. For these reasons, in this manuscript we investigate the thermal decomposition mechanisms of both neutral propylene glycol and triacetin in the gas phase by a novel simulation framework. This is based on a free energy sampling methodology followed by an accurate energy refinement. Structures, Gibbs free energy barriers, and rate constants at 800 K were computed for the different steps involved in the two pyrolytic processes. The thermal decomposition mechanisms found theoretically for propylene glycol and triacetin were validated by a qualitative experimental investigation using gas-phase chromatography–mass spectroscopy, with excellent agreement. The results provide a validation of the novel simulation framework and shed light on the potential hazard to the health that propylene glycol and triacetin may have when exposed to high temperatures.

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    Cartesian coordinates (for transition structures), PBE barrier heights, and mass spectra (for unknown compounds only). This material is available free of charge via the Internet at http://pubs.acs.org/.

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    Cite this: J. Phys. Chem. A 2012, 116, 18, 4602–4609
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    https://doi.org/10.1021/jp300997d
    Published April 18, 2012
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