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One-Pot Synthesis of Menthol from Citral over Ni/H-β-38 Extrudates Containing Bentonite Clay Binder in Batch and Continuous Reactors Full article

Journal Organic Process Research & Development
ISSN: 1083-6160 , E-ISSN: 1520-586X
Output data Year: 2023, Volume: 2023, Number: 27, Pages: 295–310 Pages count : 16 DOI: 10.1021/acs.oprd.2c00337
Tags citral menthol shaped catalyst clay binder Ni precursors trickle-bed
Authors Simakova Irina L. 1 , Vajglová Zuzana 2 , Martínez-Klimov Mark 2 , Eränen Kari 2 , Peurla Markus 3 , Mäki-Arvela Päivi 2 , Murzin Dmitry Yu. 2
Affiliations
1 Boreskov Institute of Catalysis, pr. Ak. Lavrentieva 5, 630090Novosibirsk, Russia
2 Johan Gadolin Process Chemistry Centre, Åbo Akademi University, Henriksgatan 2, 20500Turku/Åbo, Finland
3 Institute of Biomedicine, University of Turku, Kiinamyllynkatu 10, 20520Turku, Finland

Funding (2)

1 Ministry of Science and Higher Education of the Russian Federation 0239-2021-0008
2 Academy of Finland

Abstract: Optimization of bifunctional Ni catalysts was performed to enhance the catalytic performance in the one-pot synthesis of commercially valuable menthol from citral. The effect of nickel precursors (nitrate, chloride, acetate, and sulfate) and the addition of bentonite clay was investigated in citral transformations in a batch reactor at 70 °C and 10 bar hydrogen, demonstrating higher activity for the Ni-H-β-38-bentonite composite derived from a nickel nitrate precursor, which can be attributed to a higher surface area, optimal Brønsted to Lewis acidity and metal particle size, as well as the egg-shell distribution of Ni particles. H-β-38 impregnated with nickel nitrate, followed by calcination and reduction, was shaped with bentonite as a binder to give extrudates for exploring the citral transformations in the trickle-bed reactor at 50–70 °C and 10 bar hydrogen. The highest selectivity to the desired menthols of 45% was obtained with 70% stereoselectivity to the menthol isomer at 70 °C. The apparent activation energy for citral transformations to menthols of 18.6 kJ/mol indicated the presence of mass transfer limitations. Catalytic activity was linked with the physical-chemical properties, which were characterized by transmission electron microscopy, X-ray diffraction, temperature-programmed reduction, Fourier transform infrared spectroscopy with pyridine, N2 physisorption, and inductively coupled plasma–optical emission spectrometry methods.
Cite: Simakova I.L. , Vajglová Z. , Martínez-Klimov M. , Eränen K. , Peurla M. , Mäki-Arvela P. , Murzin D.Y.
One-Pot Synthesis of Menthol from Citral over Ni/H-β-38 Extrudates Containing Bentonite Clay Binder in Batch and Continuous Reactors
Organic Process Research & Development. 2023. V.2023. N27. P.295–310. DOI: 10.1021/acs.oprd.2c00337 WOS Scopus РИНЦ AN OpenAlex
Dates:
Submitted: Oct 25, 2022
Published online: Jan 30, 2023
Published print: Feb 17, 2023
Identifiers:
Web of science: WOS:000926709900001
Scopus: 2-s2.0-85147209908
Elibrary: 53845434
Chemical Abstracts: 2023:199590
OpenAlex: W4318539164
Citing:
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Scopus 4
Web of science 3
Elibrary 3
OpenAlex 4
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