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Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst

The synthesis of selected polyoxyethylene–polyoxypropylene block copolymer (poloxamer) fatty acid monoesters is presented. Organotin homogeneous catalyst Sn bis(2-ethylhexanoate) effectively catalyzed the esterification reaction of (EO)–(PO)–(EO) block copolymer (poloxamer) with fatty acids. The rea...

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Autores principales: Nowicki, Janusz, Woch, Julia, Mościpan, Małgorzata, Robaszkiewicz, Andrzej, Grabowski, Rafał, Semeniuk, Izabela, Erfurt, Karol
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5686269/
https://www.ncbi.nlm.nih.gov/pubmed/29200814
http://dx.doi.org/10.1007/s11743-017-2020-2
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author Nowicki, Janusz
Woch, Julia
Mościpan, Małgorzata
Robaszkiewicz, Andrzej
Grabowski, Rafał
Semeniuk, Izabela
Erfurt, Karol
author_facet Nowicki, Janusz
Woch, Julia
Mościpan, Małgorzata
Robaszkiewicz, Andrzej
Grabowski, Rafał
Semeniuk, Izabela
Erfurt, Karol
author_sort Nowicki, Janusz
collection PubMed
description The synthesis of selected polyoxyethylene–polyoxypropylene block copolymer (poloxamer) fatty acid monoesters is presented. Organotin homogeneous catalyst Sn bis(2-ethylhexanoate) effectively catalyzed the esterification reaction of (EO)–(PO)–(EO) block copolymer (poloxamer) with fatty acids. The reaction proceeded in high yield and high selectivity to monoesters. Content of diesters in final products was below 1 wt%. The new protocol opened up a high yield and high selective method for the synthesis of poloxamer fatty acid monoesters. These products are potentially interesting for industrial applications, e.g. in lubricants, cosmetics and, in particular, as potential emulsifying agents compatible with hydrocarbon bases, such as paraffin. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s11743-017-2020-2) contains supplementary material, which is available to authorized users.
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spelling pubmed-56862692017-11-28 Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst Nowicki, Janusz Woch, Julia Mościpan, Małgorzata Robaszkiewicz, Andrzej Grabowski, Rafał Semeniuk, Izabela Erfurt, Karol J Surfactants Deterg Original Article The synthesis of selected polyoxyethylene–polyoxypropylene block copolymer (poloxamer) fatty acid monoesters is presented. Organotin homogeneous catalyst Sn bis(2-ethylhexanoate) effectively catalyzed the esterification reaction of (EO)–(PO)–(EO) block copolymer (poloxamer) with fatty acids. The reaction proceeded in high yield and high selectivity to monoesters. Content of diesters in final products was below 1 wt%. The new protocol opened up a high yield and high selective method for the synthesis of poloxamer fatty acid monoesters. These products are potentially interesting for industrial applications, e.g. in lubricants, cosmetics and, in particular, as potential emulsifying agents compatible with hydrocarbon bases, such as paraffin. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s11743-017-2020-2) contains supplementary material, which is available to authorized users. Springer Berlin Heidelberg 2017-09-26 2017 /pmc/articles/PMC5686269/ /pubmed/29200814 http://dx.doi.org/10.1007/s11743-017-2020-2 Text en © The Author(s) 2017 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided 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.
spellingShingle Original Article
Nowicki, Janusz
Woch, Julia
Mościpan, Małgorzata
Robaszkiewicz, Andrzej
Grabowski, Rafał
Semeniuk, Izabela
Erfurt, Karol
Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst
title Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst
title_full Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst
title_fullStr Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst
title_full_unstemmed Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst
title_short Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst
title_sort selective synthesis of polyoxyethylene–polyoxypropylene block copolymer (poloxamer) fatty acid monoesters over homogeneous organotin catalyst
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5686269/
https://www.ncbi.nlm.nih.gov/pubmed/29200814
http://dx.doi.org/10.1007/s11743-017-2020-2
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