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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...

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Detalles Bibliográficos
Autores principales: Dannecker, Patrick-Kurt, Meier, Michael A. R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2019
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.
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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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