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Highly selective hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in batch and continuous flow reactors

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Organization
Abstract
In our study, heterogeneous catalysts based on different active metal nanoparticles (Pt, Pd, and Ru) and supports (carbon, silica, and alumina) were systematically tested in hydrogenation of limonene under mild reaction conditions (room temperature, 3 bar H-2). The heterogeneous catalyst Pt/C was found highly active and selective for the reduction of limonene into the partial hydrogenation product (+)-p-1-menthene. Pt/C and Pt/Al2O3 are the most active systems among the series of commercially available catalysts that have been investigated. The catalytic activity and stability of Pt/C remained high throughout the recycling tests under batch conditions and thus allowed for the implementation of this catalytic system into continuous flow operations. The selective hydrogenation of the terminal over the internal C=C bond of limonene was rationalized by detailed kinetic studies which revealed an 8-fold difference in reaction rate between the two reactions.
Keywords
Limonene, Selective hydrogenation, Continuous flow, Heterogeneous catalysis, Biomass conversion, CARBON-DIOXIDE, LIMONENE, NANOPARTICLES, MONOTERPENES, REDUCTION, ADDITIVES, PRESSURE, OLEFINS, DIENES, LIQUID

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MLA
Rubulotta, Giuliana, et al. “Highly Selective Hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in Batch and Continuous Flow Reactors.” ACS SUSTAINABLE CHEMISTRY & ENGINEERING, vol. 5, no. 5, 2017, pp. 3762–67.
APA
Rubulotta, G., Luska, K. L., Urbina Blanco, C. A., Eifert, T., Palkovits, R., Quadrelli, E. A., … Leitner, W. (2017). Highly selective hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in batch and continuous flow reactors. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 5(5), 3762–3767.
Chicago author-date
Rubulotta, Giuliana, Kylie L. Luska, César Alejandro Urbina Blanco, Tobias Eifert, Regina Palkovits, Elsje Alessandra Quadrelli, Chloé Thieuleux, and Walter Leitner. 2017. “Highly Selective Hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in Batch and Continuous Flow Reactors.” ACS SUSTAINABLE CHEMISTRY & ENGINEERING 5 (5): 3762–67.
Chicago author-date (all authors)
Rubulotta, Giuliana, Kylie L. Luska, César Alejandro Urbina Blanco, Tobias Eifert, Regina Palkovits, Elsje Alessandra Quadrelli, Chloé Thieuleux, and Walter Leitner. 2017. “Highly Selective Hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in Batch and Continuous Flow Reactors.” ACS SUSTAINABLE CHEMISTRY & ENGINEERING 5 (5): 3762–3767.
Vancouver
1.
Rubulotta G, Luska KL, Urbina Blanco CA, Eifert T, Palkovits R, Quadrelli EA, et al. Highly selective hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in batch and continuous flow reactors. ACS SUSTAINABLE CHEMISTRY & ENGINEERING. 2017;5(5):3762–7.
IEEE
[1]
G. Rubulotta et al., “Highly selective hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in batch and continuous flow reactors,” ACS SUSTAINABLE CHEMISTRY & ENGINEERING, vol. 5, no. 5, pp. 3762–3767, 2017.
@article{8627282,
  abstract     = {In our study, heterogeneous catalysts based on different active metal nanoparticles (Pt, Pd, and Ru) and supports (carbon, silica, and alumina) were systematically tested in hydrogenation of limonene under mild reaction conditions (room temperature, 3 bar H-2). The heterogeneous catalyst Pt/C was found highly active and selective for the reduction of limonene into the partial hydrogenation product (+)-p-1-menthene. Pt/C and Pt/Al2O3 are the most active systems among the series of commercially available catalysts that have been investigated. The catalytic activity and stability of Pt/C remained high throughout the recycling tests under batch conditions and thus allowed for the implementation of this catalytic system into continuous flow operations. The selective hydrogenation of the terminal over the internal C=C bond of limonene was rationalized by detailed kinetic studies which revealed an 8-fold difference in reaction rate between the two reactions.},
  author       = {Rubulotta, Giuliana and Luska, Kylie L. and Urbina-Blanco, César A. and Eifert, Tobias and Palkovits, Regina and Quadrelli, Elsje Alessandra and Thieuleux, Chloé and Leitner, Walter},
  issn         = {2168-0485},
  journal      = {ACS SUSTAINABLE CHEMISTRY & ENGINEERING},
  keywords     = {Limonene,Selective hydrogenation,Continuous flow,Heterogeneous catalysis,Biomass conversion,CARBON-DIOXIDE,LIMONENE,NANOPARTICLES,MONOTERPENES,REDUCTION,ADDITIVES,PRESSURE,OLEFINS,DIENES,LIQUID},
  language     = {eng},
  number       = {5},
  pages        = {3762--3767},
  title        = {Highly selective hydrogenation of R-(+)-Limonene to (+)-p-1-Menthene in batch and continuous flow reactors},
  url          = {http://dx.doi.org/10.1021/acssuschemeng.6b02381},
  volume       = {5},
  year         = {2017},
}

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