Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 10, Issue 20, Pages 6642-6656Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.2c00441
Keywords
alpha-Pinene oxide isomerization; Kinetic modeling; trans-Carveol; Campholenic aldehyde; Hierarchical beta zeolites
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Funding
- National Research Foundation of Ukraine [2020.02/0335]
- Verkhovna Rada of Ukraine
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In this study, hierarchical beta zeolites and micromesoporous materials were characterized and tested for a-pinene oxide isomerization. It was found that low crystalline micromesoporous materials favored the production of trans-carveol, while highly crystalline hierarchical beta zeolites favored the formation of campholenic aldehyde.
Hierarchical beta zeolites obtained in the concentrated reaction mixtures (H2O/Si = 2.5) and micromesoporous materials synthesized using a dual-template approach from a zeolite beta precursor were rigorously characterized and tested in a sustainable and environmentally friendly process of a-pinene oxide isomerization. The highest yield of trans-carveol (42%) with chemopreventive activity of mammary carcinogenesis was achieved over low crystalline micromesoporous materials characterized by well-developed mesoporosity, an increased fraction of weak-to-medium Bronsted acid sites and low Bronsted and Lewis acid sites (BAS/LAS) ratio. In turn, highly crystalline hierarchical beta zeolites with a lower mesopore volume and the mesopore surface area, stronger Bronsted acidity, and a higher BAS/LAS ratio favored the formation of campholenic aldehyde (31% yield). The mechanism of the desired product and byproducts formation was discussed and its feasibility was confirmed by kinetic modeling.
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