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Molecules 2014, 19(12), 19907-19922; doi:10.3390/molecules191219907

The Epoxidation of Limonene over the TS-1 and Ti-SBA-15 Catalysts

Institute of Organic Chemical Technology, West Pomeranian University of Technology Szczecin, Pułaskiego 10, Szczecin 70-322, Poland
Received: 23 October 2014 / Revised: 19 November 2014 / Accepted: 21 November 2014 / Published: 28 November 2014
(This article belongs to the Special Issue Zeolite Chemistry)
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Abstract

Limonene belongs to a group of very important intermediates used in the production of fine chemicals. This monoterpene compound can be obtained from peels of oranges or lemon which are a (biomass) waste from the orange juice industry. Thus, limonene is a renewable, easy available and a relatively cheap compound. This work presents preliminary studies on the process of limonene epoxidation over zeolite type catalysts such as: TS-1 and Ti-SBA-15. In these studies methanol was used as a solvent and as an oxidizing agent a 60 wt % hydrogen peroxide solution was applied. The activity of each catalyst was investigated for four chosen temperatures (0 °C, 40 °C, 80 °C and 120 °C). The reaction time was changed from 0.5 to 24 h. For each catalyst the most beneficial conditions (the appropriate temperature and the reaction time) have been established. The obtained results were compared and the most active catalyst was chosen. These studies have also shown different possible ways of limonene transformation, not only in the direction of 1,2-epoxylimonene and its corresponding diol, but also in direction of carveol, carvone and perillyl alcohol—compounds with a lot of applications. The possible mechanisms of formation of the allylic oxidation products were proposed. View Full-Text
Keywords: limonene epoxidation; 1,2-epoxylimonene, TS-1; Ti-SBA-15; hydrogen peroxide, biomass limonene epoxidation; 1,2-epoxylimonene, TS-1; Ti-SBA-15; hydrogen peroxide, biomass
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Wróblewska, A. The Epoxidation of Limonene over the TS-1 and Ti-SBA-15 Catalysts. Molecules 2014, 19, 19907-19922.

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