Investigating the Thermodynamics and Kinetics of Catechin Pyrolysis for Environmentally Friendly Binders

The thermodynamics and kinetics of the pyrolysis of (+)-catechin, a building block of the condensed tannins found in recipes for sustainable binders, are evaluated at the DLPNO-CCSD­(T) level and compared to other methods from quantum chemistry. Using the climbing image nudged elastic band method co...

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Bibliographic Details
Published in:ACS omega 2023-04, Vol.8 (14), p.12693-12701
Main Authors: Kraus, Jakob, Kortus, Jens
Format: Article
Language:English
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Summary:The thermodynamics and kinetics of the pyrolysis of (+)-catechin, a building block of the condensed tannins found in recipes for sustainable binders, are evaluated at the DLPNO-CCSD­(T) level and compared to other methods from quantum chemistry. Using the climbing image nudged elastic band method coupled with transition state optimization, minimum energy paths and highest-energy transition states are identified for the first two pyrolysis steps, a catechol split-off with subsequent dehydrogenation. While the catechol split-off path was very smooth, the dehydrogenation featured an additional transition state in the form of an OH group rotation. The combined reaction was judged endothermic in the range of 0 to 1250 K and exergonic at 1000 K and above. It is shown that the catechol split-off is the rate-determining step of the pyrolysis of catechin, which is equivalent to kinetic inhibition at all investigated temperatures.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.2c07756