Immediate epoxidation of cyclohexene at room temperature using mesoporous flower-like NiO nanoparticles
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Immediate epoxidation of cyclohexene at room temperature using mesoporous flower‑like NiO nanoparticles Mohamed Abboud1 Received: 9 July 2020 / Accepted: 2 September 2020 © Akadémiai Kiadó, Budapest, Hungary 2020
Abstract Flower-like mesoporous NiO nanoparticles (NPs) were synthesised by surfactantassisted chemical precipitation process and evaluated as a catalyst for the epoxidation of cyclohexene using meta-chloroperoxybenzoic acid (m-CPBA) as an oxidizing agent at room temperature and 1 atm. The mesoporous NiO (MesoNiO) showed an exceptional catalytic activity for the epoxidation of cyclohexene to produce cyclohexene oxide in the optimized conditions, exhibiting an immediate reaction at room temperature with high conversion (91%) and medium selectivity (53%), using m-CPBA/cyclohexene ratio of 1.5 in C H3CN/CH2Cl2 (1:1 v/v) as a solvent. The catalytic activity of MesoNiO was compared to bulk NiO (BulkNiO). Only 65% conversion with 58% selectivity were obtained with BulkNiO. The reusability of MesoNiO catalyst has been also investigated. During four successive cycles, the conversion of cyclohexene decreased gradually to 63% for MesoNiO and to 50% for Bulk NiO with a constant cyclohexene oxide selectivity for both materials.
* Mohamed Abboud [email protected]; [email protected] 1
Catalysis Research Group (CRG), Department of Chemistry, College of Science, King Khalid University, P.O. Box 9004, Abha 61413, Saudi Arabia
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Vol.:(0123456789)
Reaction Kinetics, Mechanisms and Catalysis
Graphic Abstract
Keywords Flower-like mesoporous NiO · Cyclohexene epoxidation · m-CPBA · Immediate epoxidation · Room temperature
Introduction In recent years, transition metal oxides (TMOs) nanoparticles (NPs) have attracted much attention in different fields including catalysis, [1] due to their interesting electronic, magnetic, and catalytic properties. Many reports [2] showed their good performance as catalysts for different reactions in terms of reactivity, and selectivity. To extend the applications of TMOs NPs in catalysis many efforts have been done to tailor their size, to improve their morphology, and to hence their surface area. Nickel oxide (NiO) is one of the most promising TMOs. NiO NPs have been applied as heterogeneous catalyst for many organic transformations [3, 4]. Since these NPs are eco-friendly, inexpensive, easy to synthesis and reusable, they may be considered as very promising heterogeneous catalysts. One of the most important sectors in present-day chemical industry consists of catalytic oxidation processes [5]. The epoxidation reaction of olefins represents an important and significant oxidation process for the industrial production of many commodity chemicals.[6, 7]. Among the most important epoxides is the cyclohexene oxide, which has been used for many important applications such as the preparation of polymers, dyes, pharmaceuticals, pesticides, perfumery products [8]. In last decade, great efforts have been made to develop efficient and selective catalysts for the epoxidation of cyclo
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