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Beckmann Rearrangement of Cyclohexanone Oxime Using Nanocrystalline Titanium Silicalite-1 (TS-1)

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For the Beckmann rearrangement of cyclohexanone oxime into -caprolactam, the monomer of nylon-6 are of great industrial importance. The conventional method uses concentrated sulfuric acid or oleum as a catalyst and produces ammonium sulfate as a by-product. Among solid acids, zeolites have been found to exhibit superior property for Beckmann rearrangement of cyclohexanone oxime. However, the active sites inside the micropores imposes severe mass transfer constrains. Hierarchical porous zeolite contains micro, meso and macro pores in the same material to overcome the mass transfer constrains. The present paper aims to synthesize hierarchical nanocrystalline TS-1 using dual template approach for liquid-phase Beckmann rearrangement of cyclohexanone oxime. The catalyst was characterized by several techniques. The reaction parameters such as, catalyst loading, concentration of cyclohexanone oxime, reaction temperature, influence of solvent and catalyst reusability were studied. The hierarchical nanocrystalline TS-1 catalyst was found to be superior activity (94%) and selective towards the formation of ε-caprolactam (>99%) at mild reaction condition. In addition, these catalysts have excellent reusability and can be used instead of sulfuric acid for selective production of ε-caprolactam. Finally, the catalyst tested here is suitable for carrying out the Beckmann rearrangement of bulky oximes.

Keywords: Beckmann Rearrangement; Cyclohexanone Oxime; Nanocrystalline Titanium Silicalite-1 (TS-1); ε-caprolactam

Document Type: Research Article

Affiliations: 1: Department of Chemistry, Faculty of Sciences and Arts, King Abdulaziz University, Rabigh-21911, Saudi Arabia 2: Department of Chemistry, Faculty of Science for Girls, King Abdulaziz University, Jeddah, P.O. Box-55075-21534, Saudi Arabia 3: Department of Chemistry, College of Science and Arts, Najran University, P.O. Box-1988, Najran-11001, Saudi Arabia

Publication date: 01 March 2017

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  • Journal for Nanoscience and Nanotechnology (JNN) is an international and multidisciplinary peer-reviewed journal with a wide-ranging coverage, consolidating research activities in all areas of nanoscience and nanotechnology into a single and unique reference source. JNN is the first cross-disciplinary journal to publish original full research articles, rapid communications of important new scientific and technological findings, timely state-of-the-art reviews with author's photo and short biography, and current research news encompassing the fundamental and applied research in all disciplines of science, engineering and medicine.
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