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Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs)
Recently, R. Mülhaupt et al. introduced the first high yielding synthesis of erythritol bis(carbonate) from erythritol with diphenyl carbonate (DPC) as reagent. They utilized it as monomer for the synthesis of non-isocyanate polyurethanes (NIPUs). Here, we present a significantly more sustainable pr...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6614550/ https://www.ncbi.nlm.nih.gov/pubmed/31285479 http://dx.doi.org/10.1038/s41598-019-46314-5 |
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author | Dannecker, Patrick-Kurt Meier, Michael A. R. |
author_facet | Dannecker, Patrick-Kurt Meier, Michael A. R. |
author_sort | Dannecker, Patrick-Kurt |
collection | PubMed |
description | Recently, R. Mülhaupt et al. introduced the first high yielding synthesis of erythritol bis(carbonate) from erythritol with diphenyl carbonate (DPC) as reagent. They utilized it as monomer for the synthesis of non-isocyanate polyurethanes (NIPUs). Here, we present a significantly more sustainable procedure for the carbonate formation regarding solvent, carbonyl source, reaction temperature, reaction time, reduced pressure during the reaction, simplicity of the workup as well as recycling of reagents. Catalysed by triazabicyclodecene (TBD), dimethyl carbonate as solvent as well as reagent leads to selective product formation and facile product separation by filtration. After addition of new starting materials, the mixture of catalyst and DMC was reused up to 8 times without loss of catalytic activity. |
format | Online Article Text |
id | pubmed-6614550 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-66145502019-07-17 Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs) Dannecker, Patrick-Kurt Meier, Michael A. R. Sci Rep Article Recently, R. Mülhaupt et al. introduced the first high yielding synthesis of erythritol bis(carbonate) from erythritol with diphenyl carbonate (DPC) as reagent. They utilized it as monomer for the synthesis of non-isocyanate polyurethanes (NIPUs). Here, we present a significantly more sustainable procedure for the carbonate formation regarding solvent, carbonyl source, reaction temperature, reaction time, reduced pressure during the reaction, simplicity of the workup as well as recycling of reagents. Catalysed by triazabicyclodecene (TBD), dimethyl carbonate as solvent as well as reagent leads to selective product formation and facile product separation by filtration. After addition of new starting materials, the mixture of catalyst and DMC was reused up to 8 times without loss of catalytic activity. Nature Publishing Group UK 2019-07-08 /pmc/articles/PMC6614550/ /pubmed/31285479 http://dx.doi.org/10.1038/s41598-019-46314-5 Text en © The Author(s) 2019 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Dannecker, Patrick-Kurt Meier, Michael A. R. Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs) |
title | Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs) |
title_full | Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs) |
title_fullStr | Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs) |
title_full_unstemmed | Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs) |
title_short | Facile and Sustainable Synthesis of Erythritol bis(carbonate), a Valuable Monomer for Non-Isocyanate Polyurethanes (NIPUs) |
title_sort | facile and sustainable synthesis of erythritol bis(carbonate), a valuable monomer for non-isocyanate polyurethanes (nipus) |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6614550/ https://www.ncbi.nlm.nih.gov/pubmed/31285479 http://dx.doi.org/10.1038/s41598-019-46314-5 |
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