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Environmental friendly method of the epoxidation of limonene with hydrogen peroxide over the Ti-SBA-15 catalyst

Wróblewska A., Malko M., Walasek M.

Polish Journal of Chemical Technology

2018

Vol. 20, nr 4

6--12

This work presents the studies on the epoxidation of limonene to 1,2-epoxylimonene with hydrogen peroxide and over the titanium-silicate Ti-SBA-15 catalyst. The main object of the research was a solvent effect on the epoxidation process. The influence of solvents, such as: methanol, toluene, propan-2-ol (isopropyl alcohol), acetonitrile and ethanol has been studied. Furthermore, the influence of temperature in the range of 0-120°C and the reaction time in the range of 0.25-48 h have been investigated. Gas chromatography and iodometric titration methods were used to establish the products of this process and amount of the unreacted hydrogen peroxide. 1,2-Epoxylimonene, 1,2-epoxylimonene diol, perillyl alcohol, carvone and carveol have been determined as the main products of this process. All these compounds are very valuable raw materials for organic syntheses, medicine or cosmetic and food industry.

Epoksydacja limonenu na wybranych katalizatorach tytanowo-silikalitowych

Gawarecka A., Wróblewska A., Pełech R.

Technical Issues

2015

nr 2

9--15

The studies on limonene epoxidation over the titanium silicate catalysts such as: TS-1, Ti-MWW, Ti-MCM-41 and Ti-SBA-15 with methanol or acetonitrile as solvents and with 30 wt% hydrogen peroxide as an oxidant were carried out. Limonene epoxidation was performed in the water bath, under reflux, at the temperature range of 70-100oC and during 60-180 minutes. After the appropriate reaction time a sample was taken from the reaction mixture and it was analyzed by the GC method. The best from the studied catalysts was TS-1. During the epoxidation with TS-1 catalyst, only 1,2-epoxylimonene was formed, without by-product, such as 1,2-epoxylimonene diol. During the epoxidations over other titanium silicate catalysts 1,2-epoxylimonene and its diol or only 1,2-epoxylimonene itself were formed. The aim of these studies was to determine to which compounds may limonene react at the reaction conditions and in the presence of titanium-silicate catalyst - qualitative research.