Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst
The atom-efficient esterification of phosphoric acid was investigated for the selective synthesis of phosphate mono-esters using an acid treated niobium oxide catalyst, avoiding the use of amines as is common in literature. Kinetic studies revealed that the heterogeneous catalyst exhibited higher se...
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Format: | Article |
Language: | English |
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Elsevier
2025-06-01
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Series: | Tetrahedron Green Chem |
Online Access: | http://www.sciencedirect.com/science/article/pii/S2773223125000020 |
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author | Jens Wéry Sofia Radelicki Thomas J.N. Hooper Margot Houbrechts Kwinten Janssens Wouter Stuyck Dimitrios Sakellariou Dirk E. De Vos |
author_facet | Jens Wéry Sofia Radelicki Thomas J.N. Hooper Margot Houbrechts Kwinten Janssens Wouter Stuyck Dimitrios Sakellariou Dirk E. De Vos |
author_sort | Jens Wéry |
collection | DOAJ |
description | The atom-efficient esterification of phosphoric acid was investigated for the selective synthesis of phosphate mono-esters using an acid treated niobium oxide catalyst, avoiding the use of amines as is common in literature. Kinetic studies revealed that the heterogeneous catalyst exhibited higher selectivity for mono-esters compared to homogeneous acid catalysts, as supported by calculation of the relative reactivity of mono-ester and phosphoric acid with different catalysts. To characterize the catalyst, its Hammett acidity value (H0) was determined, while solid state 31P NMR enabled studying the adsorption of H3PO4. Due to the mild acidity of the niobium oxide, alcohols with acid-sensitive functions, including substituted double bonds, could be phosphorylated, enabling the synthesis of surfactants such as oleyl phosphate. |
format | Article |
id | doaj-art-6eabf9f2dd28407caf6cfcc1842831f3 |
institution | Kabale University |
issn | 2773-2231 |
language | English |
publishDate | 2025-06-01 |
publisher | Elsevier |
record_format | Article |
series | Tetrahedron Green Chem |
spelling | doaj-art-6eabf9f2dd28407caf6cfcc1842831f32025-01-21T04:13:25ZengElsevierTetrahedron Green Chem2773-22312025-06-015100063Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalystJens Wéry0Sofia Radelicki1Thomas J.N. Hooper2Margot Houbrechts3Kwinten Janssens4Wouter Stuyck5Dimitrios Sakellariou6Dirk E. De Vos7Centre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumCentre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumCentre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumCentre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumCentre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumCentre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumCentre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumCorresponding author.; Centre for Membrane Separations, Adsorption, Catalysis and Spectroscopy for Sustainable Solutions (cMACS), Department of Microbial and Molecular Systems (M2S), KU Leuven, Celestijnenlaan 200F, Post Box 2454, 3001, Leuven, BelgiumThe atom-efficient esterification of phosphoric acid was investigated for the selective synthesis of phosphate mono-esters using an acid treated niobium oxide catalyst, avoiding the use of amines as is common in literature. Kinetic studies revealed that the heterogeneous catalyst exhibited higher selectivity for mono-esters compared to homogeneous acid catalysts, as supported by calculation of the relative reactivity of mono-ester and phosphoric acid with different catalysts. To characterize the catalyst, its Hammett acidity value (H0) was determined, while solid state 31P NMR enabled studying the adsorption of H3PO4. Due to the mild acidity of the niobium oxide, alcohols with acid-sensitive functions, including substituted double bonds, could be phosphorylated, enabling the synthesis of surfactants such as oleyl phosphate.http://www.sciencedirect.com/science/article/pii/S2773223125000020 |
spellingShingle | Jens Wéry Sofia Radelicki Thomas J.N. Hooper Margot Houbrechts Kwinten Janssens Wouter Stuyck Dimitrios Sakellariou Dirk E. De Vos Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst Tetrahedron Green Chem |
title | Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst |
title_full | Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst |
title_fullStr | Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst |
title_full_unstemmed | Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst |
title_short | Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst |
title_sort | selective synthesis of phosphate mono esters with an acidic modified niobium oxide catalyst |
url | http://www.sciencedirect.com/science/article/pii/S2773223125000020 |
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