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Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics

In spite of the progress that has made so far in the recent years regarding the synthesis of bio-based polymers and in particular polyesters, only few references address the optimisation of these new reactions with respect to conversion and reaction time. Related to this aspect, we here describe the...

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Autores principales: Gavrila, Ionela, Raffa, Patrizio, Picchioni, Francesco
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6415047/
https://www.ncbi.nlm.nih.gov/pubmed/30966283
http://dx.doi.org/10.3390/polym10030248
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author Gavrila, Ionela
Raffa, Patrizio
Picchioni, Francesco
author_facet Gavrila, Ionela
Raffa, Patrizio
Picchioni, Francesco
author_sort Gavrila, Ionela
collection PubMed
description In spite of the progress that has made so far in the recent years regarding the synthesis of bio-based polymers and in particular polyesters, only few references address the optimisation of these new reactions with respect to conversion and reaction time. Related to this aspect, we here describe the transesterification reaction of two different acetalised galactarate esters with a model aliphatic diol, 1,6-hexanediol. The kinetics of these two apparently similar reactions is compared, with a focus on the conversion while varying the concentration of a di-butyltin oxide catalyst (DBTO), respectively, the used N(2) flow-rate. During the first stage of polymerisation, the molecular weight of the end-products is more than doubled when using a 250 mL/min flow as opposed to an almost static N(2) pressure. Additionally, the resulted pre-polymers are subjected to further polycondensation and the comparison between the obtained polyesters is extended to their thermal, mechanical and dielectrical characterisation. The influence of the acetal groups on the stability of the polyesters in acidic conditions concludes the study.
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spelling pubmed-64150472019-04-02 Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics Gavrila, Ionela Raffa, Patrizio Picchioni, Francesco Polymers (Basel) Article In spite of the progress that has made so far in the recent years regarding the synthesis of bio-based polymers and in particular polyesters, only few references address the optimisation of these new reactions with respect to conversion and reaction time. Related to this aspect, we here describe the transesterification reaction of two different acetalised galactarate esters with a model aliphatic diol, 1,6-hexanediol. The kinetics of these two apparently similar reactions is compared, with a focus on the conversion while varying the concentration of a di-butyltin oxide catalyst (DBTO), respectively, the used N(2) flow-rate. During the first stage of polymerisation, the molecular weight of the end-products is more than doubled when using a 250 mL/min flow as opposed to an almost static N(2) pressure. Additionally, the resulted pre-polymers are subjected to further polycondensation and the comparison between the obtained polyesters is extended to their thermal, mechanical and dielectrical characterisation. The influence of the acetal groups on the stability of the polyesters in acidic conditions concludes the study. MDPI 2018-02-28 /pmc/articles/PMC6415047/ /pubmed/30966283 http://dx.doi.org/10.3390/polym10030248 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Gavrila, Ionela
Raffa, Patrizio
Picchioni, Francesco
Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics
title Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics
title_full Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics
title_fullStr Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics
title_full_unstemmed Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics
title_short Acetalised Galactarate Polyesters: Interplay between Chemical Structure and Polymerisation Kinetics
title_sort acetalised galactarate polyesters: interplay between chemical structure and polymerisation kinetics
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6415047/
https://www.ncbi.nlm.nih.gov/pubmed/30966283
http://dx.doi.org/10.3390/polym10030248
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