Epoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst

This work presents the results of our research on the epoxidation of 1,5,9-cyclododecatriene (CDT) with hydrogen peroxide over the Ti-MCM-41 catalyst. The influence of the following parameters on the course of the process was investigated: temperature, CDT:H<sub>2</sub>O<sub>2</...

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Autores principales: Agnieszka Wróblewska, Marcin Kujbida, Grzegorz Lewandowski, Adrianna Kamińska, Zvi C. Koren, Beata Michalkiewicz
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:5fefbe9f3ff24d7a8598a78f06f75e6e2021-11-25T17:06:49ZEpoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst10.3390/catal111114022073-4344https://doaj.org/article/5fefbe9f3ff24d7a8598a78f06f75e6e2021-11-01T00:00:00Zhttps://www.mdpi.com/2073-4344/11/11/1402https://doaj.org/toc/2073-4344This work presents the results of our research on the epoxidation of 1,5,9-cyclododecatriene (CDT) with hydrogen peroxide over the Ti-MCM-41 catalyst. The influence of the following parameters on the course of the process was investigated: temperature, CDT:H<sub>2</sub>O<sub>2</sub> molar ratio, solvent composition and its type, and catalyst content. The highest selectivity of CDT transformation to 1,2-epoxy-5,9-cyclododecadiene (ECDD)—approximately 100 mol%, the highest yet reported—was obtained at the CDT conversion of 13 mol% and with the following parameter values: a catalyst content of 5 wt%; a molar ratio of CDT:H<sub>2</sub>O<sub>2</sub> = 2; isopropyl alcohol (i-PrOH) as the solvent, with a composition of 80 wt% in the reaction mixture; a temperature of 80 °C; and a reaction time of 240 min. The highest conversion of CDT (37 mol%) was obtained at the ECDD selectivity of 56 mol% and using the following process parameters: a catalyst content of 5 wt%; a molar ratio of CDT:H<sub>2</sub>O<sub>2</sub> = 0.5; i-PrOH used as the solvent, with solvent composition of 80 wt%; a temperature of 80 °C; and a reaction time of 60 min. It should be emphasized that the CDT conversion obtained in the current study is higher (by 9 mol%) than that described in the literature on heterogeneous catalysts.Agnieszka WróblewskaMarcin KujbidaGrzegorz LewandowskiAdrianna KamińskaZvi C. KorenBeata MichalkiewiczMDPI AGarticle1,5,9-cyclododecatriene1,2-epoxy-5,9-cyclododecadienehydrogen peroxideTi-MCM-41Chemical technologyTP1-1185ChemistryQD1-999ENCatalysts, Vol 11, Iss 1402, p 1402 (2021)
institution DOAJ
collection DOAJ
language EN
topic 1,5,9-cyclododecatriene
1,2-epoxy-5,9-cyclododecadiene
hydrogen peroxide
Ti-MCM-41
Chemical technology
TP1-1185
Chemistry
QD1-999
spellingShingle 1,5,9-cyclododecatriene
1,2-epoxy-5,9-cyclododecadiene
hydrogen peroxide
Ti-MCM-41
Chemical technology
TP1-1185
Chemistry
QD1-999
Agnieszka Wróblewska
Marcin Kujbida
Grzegorz Lewandowski
Adrianna Kamińska
Zvi C. Koren
Beata Michalkiewicz
Epoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst
description This work presents the results of our research on the epoxidation of 1,5,9-cyclododecatriene (CDT) with hydrogen peroxide over the Ti-MCM-41 catalyst. The influence of the following parameters on the course of the process was investigated: temperature, CDT:H<sub>2</sub>O<sub>2</sub> molar ratio, solvent composition and its type, and catalyst content. The highest selectivity of CDT transformation to 1,2-epoxy-5,9-cyclododecadiene (ECDD)—approximately 100 mol%, the highest yet reported—was obtained at the CDT conversion of 13 mol% and with the following parameter values: a catalyst content of 5 wt%; a molar ratio of CDT:H<sub>2</sub>O<sub>2</sub> = 2; isopropyl alcohol (i-PrOH) as the solvent, with a composition of 80 wt% in the reaction mixture; a temperature of 80 °C; and a reaction time of 240 min. The highest conversion of CDT (37 mol%) was obtained at the ECDD selectivity of 56 mol% and using the following process parameters: a catalyst content of 5 wt%; a molar ratio of CDT:H<sub>2</sub>O<sub>2</sub> = 0.5; i-PrOH used as the solvent, with solvent composition of 80 wt%; a temperature of 80 °C; and a reaction time of 60 min. It should be emphasized that the CDT conversion obtained in the current study is higher (by 9 mol%) than that described in the literature on heterogeneous catalysts.
format article
author Agnieszka Wróblewska
Marcin Kujbida
Grzegorz Lewandowski
Adrianna Kamińska
Zvi C. Koren
Beata Michalkiewicz
author_facet Agnieszka Wróblewska
Marcin Kujbida
Grzegorz Lewandowski
Adrianna Kamińska
Zvi C. Koren
Beata Michalkiewicz
author_sort Agnieszka Wróblewska
title Epoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst
title_short Epoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst
title_full Epoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst
title_fullStr Epoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst
title_full_unstemmed Epoxidation of 1,5,9-Cyclododecatriene with Hydrogen Peroxide over Ti-MCM-41 Catalyst
title_sort epoxidation of 1,5,9-cyclododecatriene with hydrogen peroxide over ti-mcm-41 catalyst
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/5fefbe9f3ff24d7a8598a78f06f75e6e
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AT grzegorzlewandowski epoxidationof159cyclododecatrienewithhydrogenperoxideovertimcm41catalyst
AT adriannakaminska epoxidationof159cyclododecatrienewithhydrogenperoxideovertimcm41catalyst
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AT beatamichalkiewicz epoxidationof159cyclododecatrienewithhydrogenperoxideovertimcm41catalyst
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