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Degradable high Tg sugar-derived polycarbonates from isosorbide and dihydroxyacetone

dc.contributor.authorGarcía Gallego, Sandra 
dc.contributor.authorHult, Daniel
dc.contributor.authorIngverud, Tobias
dc.contributor.authorAndrén, Oliver C. J.
dc.contributor.authorMalkoch, Michael
dc.date.accessioned2019-01-21T11:06:54Z
dc.date.available2019-01-21T11:06:54Z
dc.date.issued2018-03-12
dc.identifier.bibliographicCitationPolymer chemistry, 2018, v.9, n.17, p. 2238-2246en
dc.identifier.issn1759-9954
dc.identifier.urihttp://hdl.handle.net/10017/35559
dc.description.abstractPolycarbonates 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.en
dc.format.mimetypeapplication/pdfen
dc.language.isoengen
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)en
dc.rights© Royal Society of Chemistry, 2018en
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/en
dc.subjectPolycarbonatesen
dc.subjectisosorbideen
dc.subjectdihydroxyacetoneen
dc.subjectstep-growth polymerizationen
dc.subjectimidazolen
dc.titleDegradable high Tg sugar-derived polycarbonates from isosorbide and dihydroxyacetoneen
dc.typeinfo:eu-repo/semantics/articleen
dc.subject.ecienciaQuímicaes_ES
dc.subject.ecienciaChemistryen
dc.contributor.affiliationUniversidad de Alcalá. Departamento de Química Orgánica y Química Inorgánica
dc.date.updated2019-01-11T11:25:03Z
dc.type.versioninfo:eu-repo/semantics/publishedVersionen
dc.identifier.doi10.1039/C8PY00256H
dc.relation.projectIDinfo:eu-repo/grantAgreement/Swedish Research Council/VR/2011-5358/2010-435/2015-04779/Knut and Alice Wallenberg Foundation/KAW/2012-0196/H2020/Marie Sklodowska-Curie/655649.en
dc.rights.accessRightsinfo:eu-repo/semantics/openAccessen
dc.identifier.uxxiAR/0000028383
dc.identifier.publicationtitlePolymer chemistryen
dc.identifier.publicationvolume9
dc.identifier.publicationlastpage2246
dc.identifier.publicationfirstpage2238


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