Reactions of Terpenes Catalyzed by Heteropoly Compounds: Valorization of Biorenewables

Gusevskaya, Elena V.

doi:10.1002/cctc.201400052

Cited by 52 publications

(14 citation statements)

References 75 publications

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“…α-Terpineol and α-terpinyl ethers and esters are widely used in the flavor industry. In particular, α-terpinyl methyl ether is a compound with grapefruit-like smell 281 .…”

Section: α-Terpineol and α-Terpinyl Ether/ester Productionmentioning

confidence: 99%

Heteropolycompounds as catalysts for biomass product transformations

et al. 2016

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“…α-Terpineol and α-terpinyl ethers and esters are widely used in the flavor industry. In particular, α-terpinyl methyl ether is a compound with grapefruit-like smell 281 .…”

Section: α-Terpineol and α-Terpinyl Ether/ester Productionmentioning

confidence: 99%

Heteropolycompounds as catalysts for biomass product transformations

et al. 2016

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“…La importancia de la producción del terpineol se debe también a sus propiedades antimicrobianas (Oyedemi y col., 2009(Oyedemi y col., :1280(Oyedemi y col., -1286. Generalmente el terpineol es obtenido a partir de la hidratación del α-pineno, o en menor grado del limoneno, ambos monoterpenos componentes de aceites esenciales muy utilizados como sustratos para la producción de sabores y fragancias (Gusevskaya, 2014(Gusevskaya, :1506(Gusevskaya, -1515Rottava y col., 2010:1128-1131, Baptistella, y col., 2009:1069-1071. Estas reacciones utilizan catalizadores sólidos como zeolitas beta, modificadas con cationes metálicos por intercambio iónico (Yadav y col., 2009:101-109), materiales laminares tipo cobalto-molibdato (Salamanca y col., 2009:93-100), y heteropoliácidos (Avila y col., 2008(Avila y col., :1460(Avila y col., -1462Robles-Dutenhefner y col., 2001:33-42).…”

Section: Introductionunclassified

Uso de Emulsiones Pickering en la Reaccion de Obtención de Terpineol a partir de Aceite Esencial de Pomelo

Velasco

Cáceres

Zambón

et al. 2020

RTyC

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ResumenEl objetivo de este trabajo fue aumentar el rendimiento y selectividad en la reacción de obtención de α-terpineol a partir de limoneno, componente mayoritario del aceite esencial de pomelo, con el uso de emulsiones pickering de agua:aceite. Se utilizaron carbón activado, bentonita, sílica y alúmina como sólidos estabilizantes de la emulsión. Se caracterizaron las emulsiones midiendo su conductividad en distintas relaciones agua:aceite para determinar el punto donde ocurre la inversión de fase de la emulsión. Se prepararon las emulsiones pickering de tipo aceite/agua (o/w), estableciendo las concentraciones másicas óptimas de cada sólido. El rendimiento máximo obtenido en α-terpineol fue de un 43 % utilizando sílica, un 36 % más que en medio de reacción sin sólidos. También se logró reutilizar los sólidos dos veces sin diferencias en el rendimiento de la reacción.Palabras clave: pickering, emulsión, α-terpineol, limoneno. AbstractThe aim of this work was to increase the yield and selectivity in the reaction of obtaining α-terpineol from limonene, a major component of the grapefruit essential oil, with the use of water:oil pickering emulsions. The stabilizing solids of the emulsion were activated carbon, bentonite, silica and alumina. The emulsions were characterized by measuring their conductivity in different water:oil ratios to determine the point where the phase inversion of the emulsion occurs. The oil/water (o/w) type pickering emulsions were prepared, establishing the optimum mass concentrations of each solid. The maximum yield obtained in α-terpineol was 43% using silica, 36% more than in reaction medium without solids. It was also possible to reuse the solids twice without differences in the yield of the reaction.

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“…However, in the case of perfumery, terpenes such as limonene and β‐pinene play a minor role in the aromas despite their presence in highest concentration. In this regard, processes for the sustainable production of higher value (oxygenated) terpenes derivatives from these citrus by‐products are now explored and established . In this study, we focused on the catalytic transformation of the most abundant compounds, limonene preferentially, into the mono‐epoxides.…”

Section: Introductionmentioning

confidence: 99%

Selective Formation of Epoxylimonene Catalyzed by Phosphonyl/Arsonyl Derivatives of Trivacant Polyoxotungstates at Low Temperature

Makrygenni

Vanmairis²,

Taourit³

et al. 2019

Eur J Inorg Chem

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The catalytic performances of three organophosphonyl/arsonyl derivatives of POMs were evaluated for the epoxidation of limonene in acetonitrile, using aqueous H2O2 as the oxidant. All three W‐based POMs catalysts operated without any additional transition‐metal ions and displayed excellent conversion for limonene at temperatures varying from 4 to 50 °C. Furthermore, the use of B,α‐[NaHAsW9O33{P(O)R}2]3– (R = tBu, ‐CH2CH2CO2H) complexes led to the complete conversion of limonene to epoxylimonene at 4 °C. The selectivity of the reaction was modulated by varying the reaction solvent, and it was found that allylic reactions were favored in ethanol. The effect of the catalyst protonation was also investigated by DFT calculations, highlighting the role of protons in the epoxidation process.

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Reactions of Terpenes Catalyzed by Heteropoly Compounds: Valorization of Biorenewables

Cited by 52 publications

References 75 publications

Heteropolycompounds as catalysts for biomass product transformations

Heteropolycompounds as catalysts for biomass product transformations

Uso de Emulsiones Pickering en la Reaccion de Obtención de Terpineol a partir de Aceite Esencial de Pomelo

Selective Formation of Epoxylimonene Catalyzed by Phosphonyl/Arsonyl Derivatives of Trivacant Polyoxotungstates at Low Temperature

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