Immediate epoxidation of cyclohexene at room temperature using mesoporous flower-like NiO nanoparticles

Abboud, Mohamed

doi:10.1007/s11144-020-01864-y

Cited by 10 publications

(5 citation statements)

References 34 publications

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“…For the commercial manufacturing of several bulk chemicals, the epoxidation reaction of olefins constitutes an essential and substantial oxidation process . Cyclohexene oxide, one of the most significant epoxides, is employed in many applications, including creating polymers, dyes, medicines, insecticides, and fragrance goods . In the industry, the chlorohydrin method and stoichiometric quantities of organic peroxy acids are both often used for selective epoxidation of an alkene CC double bond.…”

Section: Introductionmentioning

confidence: 99%

“…2 Cyclohexene oxide, one of the most significant epoxides, is employed in many applications, including creating polymers, dyes, medicines, insecticides, and fragrance goods. 3 In the industry, the chlorohydrin method and stoichiometric quantities of organic peroxy acids are both often used for selective epoxidation of an alkene C=C double bond. Higher olefins tend to be oxidized with the support of various kinds of heterogeneous metal catalysts incorporating peroxides like H 2 O 2 or (TBHP) tert -butyl hydroperoxide as an oxidant.…”

Section: Introductionmentioning

confidence: 99%

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Selective Oxidation of Cyclohexene over the Mesoporous H-Beta Zeolite on Copper/Nickel Bimetal Catalyst in Continuous Reactor

Tumuluri,

Abu-Dahrieh,

Mathiyalagan

et al. 2024

ACS Omega

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The copper/nickel−metal on commercial H-Beta zeolite supports was synthesized with different wt % (Ni) of 5, 10, 15, and 20, and was used in the cyclohexene epoxidation process. The synthesized catalyst has been used in a continuous reactor for the cyclohexene epoxidation process, with mild conditions and H 2 O 2 as an oxidant. The catalytic performance was ascertained by adjusting parameters such as the temperature, pressure, WHSV, reaction time, and solvents. The catalytic performance showed the resulting yield in both cyclohexene conversion and selectivity was more than 98.5%. The catalyst's textural attributes, morphology, chemical composition, and stability were determined using FT-IR, XRD, BET, HR-SEM, and TPD. The most active catalyst among those that were synthesized was evaluated, and the reaction parameters were selected to optimize yield and conversion. The H-Beta/Cu/Ni (15%) catalyst has the best conversion (98.5%) and selectivity (100%) for cyclohexene among the catalysts examined. Cu and Ni(15%) metals were successfully added to the H-Beta zeolite, causing little damage to the crystalline structure and resulting in good reusability over five cycles, as well as little loss of catalytic selectivity. Acetonitrile was the solvent that provided the highest conversion and selectivity among the others. These findings show that H-Beta/Cu/Ni bimetallic catalysts have the potential to be effective epoxidation catalysts. Because of their outstanding conversion and selectivity, the continuous reaction technique used in this work makes them appropriate for industrial production-level applications.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Selective Oxidation of Cyclohexene over the Mesoporous H-Beta Zeolite on Copper/Nickel Bimetal Catalyst in Continuous Reactor

Tumuluri,

Abu-Dahrieh,

Mathiyalagan

et al. 2024

ACS Omega

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“…Stoichiometric halogenating agents and bases were consumed to obtain the desired epoxides. By comparison, as shown in Scheme (b), heterogeneous catalytic epoxidation of lower olefins can be accomplished in one step with hydrogen peroxide as the oxidizing agent, but noble metal catalysts (Ag-base) and accelerators (Cs, Re, Cu, and Au) are always required. , The most traditional method is direct epoxidation, where stoichiometric peroxy acid is consumed to accomplish the epoxidation reaction via a five-cycle transition state (TS) as shown in Scheme (f) . After this process, the oxidants peroxy acid will be downgraded to release a carboxylic acid.…”

Section: Introductionmentioning

confidence: 99%

“…13,14 The most traditional method is direct epoxidation, where stoichiometric peroxy acid is consumed to accomplish the epoxidation reaction via a five-cycle transition state (TS) as shown in Scheme 1(f). 15 After this process, the oxidants peroxy acid will be downgraded to release a carboxylic acid.…”

Section: ■ Introductionmentioning

confidence: 99%

Benzoic Acid: Electrode-Regenerated Molecular Catalyst to Boost Cycloolefin Epoxidation

Luo,

Wu,

et al. 2023

J. Am. Chem. Soc.

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Stoichiometric oxidants are always consumed in organic oxidation reactions. For example, olefins react with peroxy acids to be converted to epoxy, while the oxidant, peroxy acid, is downgraded to carboxylic acid. In this paper, we aim to regenerate carboxylic acid into peroxy acid through electric water splitting at the anode, in order to construct an electrochemical catalytic cycle to accomplish the cycloolefin epoxidation reaction. Benzoic acid, which can be strongly adsorbed onto the anode and rapidly converted to peroxy acid, was selected to catalyze the cycloolefin epoxidation. Furthermore, the peroxybenzoic acid will be further activated on the electrode to fulfill the epoxidation and release the benzoic acid to complete the catalytic cycle. In this designed reaction cycle, benzoic acid acts as a molecular catalyst with the assistance of the electrode-generated reactive oxygen species (ROS). This method can successfully reform the consumable oxidants to molecular catalysts, which can be generalized to other green organic syntheses.

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“…Recently, Ni-based heterogeneous catalysts have been employed for various organic transformations such as hydrogenation reactions of aromatics [ 33 ], oxidation of hydrocarbons [ 34 , 35 , 36 ], production of synthesis gas [ 37 ], steam reforming [ 38 ], methanation [ 39 ], isomerization of hydrocarbons [ 40 ], hydrocracking [ 41 ], etc. [ 42 , 43 , 44 ].…”

Section: Introductionmentioning

confidence: 99%

Efficient Oxidation of Cyclohexane over Bulk Nickel Oxide under Mild Conditions

et al. 2022

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Nickel oxide powder was prepared by simple calcination of nickel nitrate hexahydrate at 500 °C for 5 h and used as a catalyst for the oxidation of cyclohexane to produce the cyclohexanone and cyclohexanol—KA oil. Molecular oxygen (O2), hydrogen peroxide (H2O2), t-butyl hydrogen peroxide (TBHP) and meta-chloroperoxybenzoic acid (m-CPBA) were evaluated as oxidizing agents under different conditions. m-CPBA exhibited higher catalytic activity compared to other oxidants. Using 1.5 equivalent of m-CPBA as an oxygen donor agent for 24 h at 70 °C, in acetonitrile as a solvent, NiO powder showed exceptional catalytic activity for the oxidation of cyclohexane to produce KA oil. Compared to different catalytic systems reported in the literature, for the first time, about 85% of cyclohexane was converted to products, with 99% KA oil selectivity, including around 87% and 13% selectivity toward cyclohexanone and cyclohexanol, respectively. The reusability of NiO catalyst was also investigated. During four successive cycles, the conversion of cyclohexane and the selectivity toward cyclohexanone were decreased progressively to 63% and 60%, respectively, while the selectivity toward cyclohexanol was increased gradually to 40%.

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Immediate epoxidation of cyclohexene at room temperature using mesoporous flower-like NiO nanoparticles

Cited by 10 publications

References 34 publications

Selective Oxidation of Cyclohexene over the Mesoporous H-Beta Zeolite on Copper/Nickel Bimetal Catalyst in Continuous Reactor

Selective Oxidation of Cyclohexene over the Mesoporous H-Beta Zeolite on Copper/Nickel Bimetal Catalyst in Continuous Reactor

Benzoic Acid: Electrode-Regenerated Molecular Catalyst to Boost Cycloolefin Epoxidation

Efficient Oxidation of Cyclohexane over Bulk Nickel Oxide under Mild Conditions

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