Degradable high Tg sugar-derived polycarbonates from isosorbide and dihydroxyacetone
Polycarbonates from isosorbide and dihydroxyacetone (DHA) have been synthesised using organocatalytic step-growth polymerization of their corresponding diols and bis-carbonylimidazolide monomers. By the choice of the feed ratio and monomer activation, either isosorbide or ketal protected DHA, random...
| Autores: | , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2018 |
| País: | España |
| Institución: | Universidad de Alcalá (UAH) |
| Repositorio: | e_Buah Biblioteca Digital Universidad de Alcalá |
| Idioma: | inglés |
| OAI Identifier: | oai:ebuah.uah.es:10017/35559 |
| Acceso en línea: | http://hdl.handle.net/10017/35559 https://dx.doi.org/10.1039/C8PY00256H |
| Access Level: | acceso abierto |
| Palabra clave: | Polycarbonates isosorbide dihydroxyacetone step-growth polymerization imidazol Química Chemistry |
| Sumario: | Polycarbonates from isosorbide and dihydroxyacetone (DHA) have been synthesised using organocatalytic step-growth polymerization of their corresponding diols and bis-carbonylimidazolide monomers. By the choice of the feed ratio and monomer activation, either isosorbide or ketal protected DHA, random and alternating poly(Iso-co-DHA) carbonates have been formed. Thermal properties by DSC and TGA were herein strongly correlated to the monomer composition. Dilution studies using 1H-NMR spectroscopy of a model compound DHA-diethyl carbonate in CD3CN and D2O highlighted the influence of alfa-substituents on the keto/hydrate equilibrium of DHA. Further kinetics studies in the pH* range of 4.7 to 9.6 serve to show the hydrolytic pH-profile of DHA-carbonates. The hydrolytic degradation of deprotected polymer pellets shows an increased degradation with increasing DHA content. Pellets with a random or alternating configuration show different characteristics in terms of mass loss and molecular weight loss profile over time. |
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