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Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils

We report novel supramolecular polymers, which possess a reversed viscosity/temperature profile. To this end, we developed a series of ditopic monomers featuring two self-complementary binding sites, either the guanidiniocarbonyl pyrrole carboxylic acid (GCP) or the aminopyridine carbonyl pyrrole ca...

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Autores principales: Ostwaldt, Jan-Erik, Hirschhäuser, Christoph, Maier, Stefan K, Schmuck, Carsten, Niemeyer, Jochen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7814181/
https://www.ncbi.nlm.nih.gov/pubmed/33519997
http://dx.doi.org/10.3762/bjoc.17.11
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author Ostwaldt, Jan-Erik
Hirschhäuser, Christoph
Maier, Stefan K
Schmuck, Carsten
Niemeyer, Jochen
author_facet Ostwaldt, Jan-Erik
Hirschhäuser, Christoph
Maier, Stefan K
Schmuck, Carsten
Niemeyer, Jochen
author_sort Ostwaldt, Jan-Erik
collection PubMed
description We report novel supramolecular polymers, which possess a reversed viscosity/temperature profile. To this end, we developed a series of ditopic monomers featuring two self-complementary binding sites, either the guanidiniocarbonyl pyrrole carboxylic acid (GCP) or the aminopyridine carbonyl pyrrole carboxylic acid (ACP). At low temperatures, small cyclic structures are formed. However, at elevated temperatures, a ring–chain transformation leads to the formation of a supramolecular polymer. We demonstrate that this effect is dependent on the concentration of the solution and on the polarity of the solvent. This effect can counteract the loss of viscosity of the solvent at elevated temperatures, thus opening an application of our systems as viscosity index improvers (VIIs) in working fluids. This was tested for different motor oils and led to the identification of one compound as a promising VII.
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spelling pubmed-78141812021-01-29 Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils Ostwaldt, Jan-Erik Hirschhäuser, Christoph Maier, Stefan K Schmuck, Carsten Niemeyer, Jochen Beilstein J Org Chem Full Research Paper We report novel supramolecular polymers, which possess a reversed viscosity/temperature profile. To this end, we developed a series of ditopic monomers featuring two self-complementary binding sites, either the guanidiniocarbonyl pyrrole carboxylic acid (GCP) or the aminopyridine carbonyl pyrrole carboxylic acid (ACP). At low temperatures, small cyclic structures are formed. However, at elevated temperatures, a ring–chain transformation leads to the formation of a supramolecular polymer. We demonstrate that this effect is dependent on the concentration of the solution and on the polarity of the solvent. This effect can counteract the loss of viscosity of the solvent at elevated temperatures, thus opening an application of our systems as viscosity index improvers (VIIs) in working fluids. This was tested for different motor oils and led to the identification of one compound as a promising VII. Beilstein-Institut 2021-01-12 /pmc/articles/PMC7814181/ /pubmed/33519997 http://dx.doi.org/10.3762/bjoc.17.11 Text en Copyright © 2021, Ostwaldt et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Ostwaldt, Jan-Erik
Hirschhäuser, Christoph
Maier, Stefan K
Schmuck, Carsten
Niemeyer, Jochen
Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils
title Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils
title_full Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils
title_fullStr Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils
title_full_unstemmed Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils
title_short Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils
title_sort supramolecular polymers with reversed viscosity/temperature profile for application in motor oils
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7814181/
https://www.ncbi.nlm.nih.gov/pubmed/33519997
http://dx.doi.org/10.3762/bjoc.17.11
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