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Synthesis of trans-limonene bis-epoxide by stereoselective epoxidation of (R)-(+)-limonene

Lookup NU author(s): Abdul Rehman, Faisal Saleem, Dr Valentine Eze, Professor Adam Harvey

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Abstract

© 2020 Elsevier Ltd. Naturally occurring terpenes have been identified as key starting materials for bio-based polymers such as non-isocyanate polyurethanes (NIPUs), having a broad range of applications such as thermoset materials, elastomers, or thermoplastics, etc. In this study, synthesis of trans-limonene bis-epoxide (trans-LBE) was carried out via stereoselective di-bromohydration of both the exocyclic and endocyclic double bonds of (R)-(+)-limonene. The effects of various parameters such as reaction temperature, (R)-(+)-limonene:N-bromosuccinimide (NBS) molar ratio and reaction time were investigated. As a result, a 97 % yield of trans-LBE was achieved using 1:2 (R)-(+)-limonene: NBS molar ratio at 60 °C after 5 min of reaction time.

Publication metadata

Author(s): Rehman A, Russell E, Saleem F, Javed F, Ahmad S, Eze VC, Harveya A

Publication type: Article

Publication status: Published

Journal: Journal of Environmental Chemical Engineering

Year: 2021

Volume: 9

Issue: 1

Print publication date: 01/02/2021

Online publication date: 03/11/2020

Acceptance date: 23/10/2020

ISSN (electronic): 2213-3437

Publisher: Elsevier Ltd

URL: https://doi.org/10.1016/j.jece.2020.104680

DOI: 10.1016/j.jece.2020.104680

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