A computational investigation of the decomposition of acetic acid in H-SSZ-13 and its role in the initiation of the MTO process

Huber, Philipp; Pleßow, Philipp N.

doi:10.1039/d2cy01779b

Catal. Sci. Technol.

2023

DOI: 10.1039/d2cy01779b

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A computational investigation of the decomposition of acetic acid in H-SSZ-13 and its role in the initiation of the MTO process

Philipp Huber

Philipp N. Pleßow

Abstract: The zeolite-catalyzed reaction of acetic acid is important in the direct utilization of biomass and also plays a role in the reactivity of oxygenates in the methanol-to-olefins (MTO) process.

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Cited by 5 publications

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Revealing the Mechanism of Ketonization of Acetic Acid on HBEA Zeolite via Metadynamics Simulations

Liu,

Zhao,

Liu

et al. 2024

ChemCatChem

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Ketonization of biomass‐derived carboxylic acids offers a promising approach to remove oxygen and upgrade into valuable chemicals. However, the mechanism on Brønsted acid site (BAS) confined in micropores of zeolite remains elusive, due to the difficulty to observe the reaction intermediates experimentally and to locate the transition state via static density functional theory (DFT) calculations. Herein, ketonization of acetic acid on HBEA at 673 K was studied by metadynamics simulations based on DFT. The first reaction step was the concerted protonation and dehydroxylation of acetic acid, resulting in an electrophilic acylium cation and H2O (ΔG‡ = 1.53 eV). The subsequent likely steps, including C‐C coupling through the nucleophilic attack of acetic acid (path I), ketene (path II), and 1,1‐dihydroxyethene and (path III) toward acylium cation were tracked and compared. The high barriers for formation of more nucleophilic intermediates of ketene and 1,1‐dihydroxyethene made the overall path II and III less favorable than the direct coupling between acetic acid and acylium cation (path I, ΔG‡ = 2.15 eV). These results indicate that acylium cation is a key intermediate, and the C‐C coupling between acetic acid and acylium cation via nucleophilic attach is the most favorable path on BAS confined in zeolite.

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Revealing the Mechanism of Ketonization of Acetic Acid on HBEA Zeolite via Metadynamics Simulations

Liu,

Zhao,

Liu

et al. 2024

ChemCatChem

View full text Add to dashboard Cite

show abstract

Potential of (La-)NiCu catalysts for the hydrodeoxygenation of 4-(2-furanyl)-3-buten-2-one into fuels: Investigation of support and La addition

Vandevyvere,

Sabbe,

Smirnov

et al. 2024

Applied Catalysis A: General

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A minireview to ketene chemistry in zeolite catalysis

Chen,

Cnudde

2024

Chinese Journal of Structural Chemistry

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A computational investigation of the decomposition of acetic acid in H-SSZ-13 and its role in the initiation of the MTO process

Abstract: The zeolite-catalyzed reaction of acetic acid is important in the direct utilization of biomass and also plays a role in the reactivity of oxygenates in the methanol-to-olefins (MTO) process.

Cited by 5 publications

References 170 publications

Revealing the Mechanism of Ketonization of Acetic Acid on HBEA Zeolite via Metadynamics Simulations

Revealing the Mechanism of Ketonization of Acetic Acid on HBEA Zeolite via Metadynamics Simulations

Potential of (La-)NiCu catalysts for the hydrodeoxygenation of 4-(2-furanyl)-3-buten-2-one into fuels: Investigation of support and La addition

A minireview to ketene chemistry in zeolite catalysis

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