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Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content

High boiling point phenolic reactive solvents like p-cresol could play a key role in improving the synthesis of aromatic polyesters with a high content of secondary diols such as isosorbide. Previously, our group showed that this method significantly improves the synthesis of poly(isosorbide succina...

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Detalles Bibliográficos
Autores principales: Bottega Pergher, Bruno, Girigan, Narcisa, Vlasblom, Sietse, Weinland, Daniel H., Wang, Bing, van Putten, Robert-Jan, Gruter, Gert-Jan M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10334470/
https://www.ncbi.nlm.nih.gov/pubmed/37441225
http://dx.doi.org/10.1039/d2py01578a
Descripción
Sumario:High boiling point phenolic reactive solvents like p-cresol could play a key role in improving the synthesis of aromatic polyesters with a high content of secondary diols such as isosorbide. Previously, our group showed that this method significantly improves the synthesis of poly(isosorbide succinate). In this work, terephthalic acid and 2,5-furandicarboxylic acid were used as building blocks for the synthesis of high T(g) polyesters with high isosorbide content (>30 mol% of diols) and high molecular weight (M(n) > 24 kg mol(−1)). A number of reactive and non-reactive solvents were tested in this work, and the results clearly point to a significant improvement when using reactive solvents, in terms of molecular weight and polycondensation time, especially for the case of p-cresol. The synthesis method was successfully scaled to 1 kg, showing promise for production at industrial scale. A method to remove these solvents (including end groups) from the polymers, which uses small excesses of isosorbide (1.5–3.0%) in the feed, is also presented.