Fe/EuroPh catalysts for limonene oxidation to 1,2-epoxylimonene, its diol, carveol, carvone and perillyl alcohol

Młodzik, Jacek; Wróblewska, Agnieszka; Makuch, Edyta; Wróbel, Rafał; Michalkiewicz, Beata

doi:10.1016/j.cattod.2015.11.010

Cited by 37 publications

(17 citation statements)

References 30 publications

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“…The studies showed that the main directions of transformations of limonene were: epoxidation of limonene to 1,2-epoxylimonene, hydration of 1,2-epoxylimonene to diol, hydroxylation of limonene to perillyl alcohol, hydroxylation of limonene to carveol and oxidation of limonene to carvone [14,23,24]. We also observed the same directions of the reactions when we examined the catalyst in the form of an activated carbon EuroPh supported Fe [25].…”

Section: Introductionmentioning

confidence: 49%

“…A comparison of the results obtained in this work with our previous results obtained for the catalyst in the form of the activated carbon EuroPh (Ep) with the same content of Fe and in the same testing reaction [25] shows that Fe/NPC catalysts are more active than FeEP catalysts. This disparity is especially noticeable for the first two Fe contents (0.68 and 1.32 wt%), because for the Fe/NPC catalysts the first products were formed after 1 h, whereas for the FeEP catalysts only after 5 h. For the 0.68/NPC catalyst after 48 h the conversion of limonene was considerably lower (7 mol%) than for 0.68Ep (82 mol%) but it was possible to obtain very high perillyl alcohol selectivity (97-99 mol%), which is very beneficial when taking into account the applications of this compound.…”

Section: Resultsmentioning

confidence: 73%

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Fe/Nanoporous Carbon Catalysts Obtained from Molasses for the Limonene Oxidation Process

et al. 2016

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Section: Introductionmentioning

confidence: 49%

Section: Resultsmentioning

confidence: 73%

Fe/Nanoporous Carbon Catalysts Obtained from Molasses for the Limonene Oxidation Process

et al. 2016

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“…In the oxidations described in the above works [8][9][10][11][12][13], the usual main products were perillyl alcohol and carveol. These oxidation methods allow for a decrease in the large-scale production costs of these compounds because they use relatively inexpensive raw materials, very often of natural origin, and are performed at mild processing conditions.…”

Section: Introductionmentioning

confidence: 94%

“…An example of this was previously described by us for the oxidation of R-(? )-limonene, obtained from waste orange peels, over heterogeneous catalysts, such as, titanium silicate [8][9][10] or active carbons impregnated with Fe metal ions [11][12][13].…”

Section: Introductionmentioning

confidence: 99%

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Oxidation of limonene over molybdenum dioxide-containing nanoporous carbon catalysts as a simple effective method for the utilization of waste orange peels

Wróblewska

Makuch

Koren

et al. 2018

Reac Kinet Mech Cat

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A new method of the oxidation of natural limonene, obtained from waste orange peels, using relatively inexpensive MoO 2 -containing activated carbon catalysts is presented. The contents of molybdenum in the catalysts were equal to 0.68, 1.32, and 2.64 wt%, and these new materials were investigated using various instrumental methods (ICP-AES, XRD, SEM, and GC), as well as liquid nitrogen sorption. The oxidation of limonene was performed separately with H 2 O 2 and t-butyl hydroperoxide (TBHP) as the oxidants under the following conditions: temperature of 70°C, molar ratio of limonene/oxidant = 1:2, methanol concentration 95 wt%, catalyst content 2.45 wt%, and reaction times of 0.5-72 h. All catalysts were active in the oxidation of limonene. With H 2 O 2 as the oxidant, carveol (selectivity of 42-65 mol%) and perillyl alcohol (selectivity of 10-30 mol%) were the main products of the limonene oxidation, and carvone and 1,2-epoxylimonene diol were by-products. For the oxidations with TBHP, the conversion of limonene was lower than with hydrogen peroxide. This new environmentally friendly method allows for the transformation of organic waste material into industrially important value-added products.

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Recent Advances and Challenges in the Valorization of α‐Pinene toward Value‐Added Chemicals

Naikwadi,

Dabas,

Ravi

et al. 2023

Advanced Sustainable Systems

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The transformation of abundantly available bioresources into specialty chemicals, particularly as consumer products, remains an important pursuit in chemical research. In this sense, the valorization of bio‐oil strategies that utilize stable and easy‐to‐handle chemical entity not only creates application‐oriented products but also helps in avoiding the usage of toxic and hazardous chemical sources. Recently, the valorization of α‐pinene (readily/naturally available terpenic compounds) has been explored to prepare a wide range of processes to access perfumery products and remains fast‐growing research for industrial and societal applications. Considering the valorization of α‐pinene, challenges for the synthetic and selective preparation of perfumery chemicals are centered around the design of the catalyst and the setting up of the precise reaction conditions. Extensive research is employed using diverse catalytic approaches to utilize α‐pinene to prepare important perfumery intermediates. In this review, the state‐of‐the‐art, recent advances and challenges in the utilization of α‐pinene are reviewed, emphasizing two main products, i.e., α‐campholenic aldehyde and carveol via α‐pinene oxide isomerization, and discussed the pertinent role of various homogeneous and heterogeneous catalytic systems.

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Fe/EuroPh catalysts for limonene oxidation to 1,2-epoxylimonene, its diol, carveol, carvone and perillyl alcohol

Cited by 37 publications

References 30 publications

Fe/Nanoporous Carbon Catalysts Obtained from Molasses for the Limonene Oxidation Process

Fe/Nanoporous Carbon Catalysts Obtained from Molasses for the Limonene Oxidation Process

Oxidation of limonene over molybdenum dioxide-containing nanoporous carbon catalysts as a simple effective method for the utilization of waste orange peels

Recent Advances and Challenges in the Valorization of α‐Pinene toward Value‐Added Chemicals

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