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The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts

This paper deals with a new heterogeneous catalyst for the second step in the two‐step oxidative cleavage of unsaturated fatty acids triglycerides derived from vegetable oil, a reaction aimed at the synthesis of azelaic and pelargonic acids. The former compound is a bio‐monomer for the synthesis of...

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Autores principales: Vassoi, Andrea, Tabanelli, Tommaso, Sacchetti, Annalisa, Di Gioia, Francesca, Capuzzi, Luigi, Cavani, Fabrizio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8251944/
https://www.ncbi.nlm.nih.gov/pubmed/33760369
http://dx.doi.org/10.1002/cssc.202100322
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author Vassoi, Andrea
Tabanelli, Tommaso
Sacchetti, Annalisa
Di Gioia, Francesca
Capuzzi, Luigi
Cavani, Fabrizio
author_facet Vassoi, Andrea
Tabanelli, Tommaso
Sacchetti, Annalisa
Di Gioia, Francesca
Capuzzi, Luigi
Cavani, Fabrizio
author_sort Vassoi, Andrea
collection PubMed
description This paper deals with a new heterogeneous catalyst for the second step in the two‐step oxidative cleavage of unsaturated fatty acids triglycerides derived from vegetable oil, a reaction aimed at the synthesis of azelaic and pelargonic acids. The former compound is a bio‐monomer for the synthesis of polyesters; the latter, after esterification, is used in cosmetics and agrochemicals. The reaction studied offers an alternative to the currently used ozonization process, which has severe drawbacks in terms of safety and energy consumption. The cleavage was carried out with oxygen, starting from the glycol (dihydroxystearic acid triglyceride), the latter obtained by the dihydroxylation of oleic acid triglyceride. The catalysts used were based on Cu(2+), in the form of either an alumina‐supported oxide or a mixed, spinel‐type oxide. The CuO/Al(2)O(3) catalyst could be recovered, regenerated, and recycled, yielding promising results for further industrial exploitation.
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spelling pubmed-82519442021-07-07 The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts Vassoi, Andrea Tabanelli, Tommaso Sacchetti, Annalisa Di Gioia, Francesca Capuzzi, Luigi Cavani, Fabrizio ChemSusChem Full Papers This paper deals with a new heterogeneous catalyst for the second step in the two‐step oxidative cleavage of unsaturated fatty acids triglycerides derived from vegetable oil, a reaction aimed at the synthesis of azelaic and pelargonic acids. The former compound is a bio‐monomer for the synthesis of polyesters; the latter, after esterification, is used in cosmetics and agrochemicals. The reaction studied offers an alternative to the currently used ozonization process, which has severe drawbacks in terms of safety and energy consumption. The cleavage was carried out with oxygen, starting from the glycol (dihydroxystearic acid triglyceride), the latter obtained by the dihydroxylation of oleic acid triglyceride. The catalysts used were based on Cu(2+), in the form of either an alumina‐supported oxide or a mixed, spinel‐type oxide. The CuO/Al(2)O(3) catalyst could be recovered, regenerated, and recycled, yielding promising results for further industrial exploitation. John Wiley and Sons Inc. 2021-05-04 2021-06-08 /pmc/articles/PMC8251944/ /pubmed/33760369 http://dx.doi.org/10.1002/cssc.202100322 Text en © 2021 The Authors. ChemSusChem published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Vassoi, Andrea
Tabanelli, Tommaso
Sacchetti, Annalisa
Di Gioia, Francesca
Capuzzi, Luigi
Cavani, Fabrizio
The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts
title The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts
title_full The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts
title_fullStr The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts
title_full_unstemmed The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts
title_short The Oxidative Cleavage of 9,10‐Dihydroxystearic Triglyceride with Oxygen and Cu Oxide‐based Heterogeneous Catalysts
title_sort oxidative cleavage of 9,10‐dihydroxystearic triglyceride with oxygen and cu oxide‐based heterogeneous catalysts
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8251944/
https://www.ncbi.nlm.nih.gov/pubmed/33760369
http://dx.doi.org/10.1002/cssc.202100322
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