Journal
POLYMER CHEMISTRY
Volume 9, Issue 17, Pages 2238-2246Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8py00256h
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Funding
- Swedish Research Council VR [2011-5358, 2010-435, 2015-04779]
- Knut and Alice Wallenberg Foundation KAW [2012-0196]
- European Union under the Marie Sklodowska-Curie Grant [655649]
- Swedish Research Council [2015-04779] Funding Source: Swedish Research Council
- Vinnova [2015-04779] Funding Source: Vinnova
- Marie Curie Actions (MSCA) [655649] Funding Source: Marie Curie Actions (MSCA)
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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 H-1-NMR spectroscopy of a model compound DHA-diethyl carbonate in CD3CN and D2O highlighted the influence of alpha-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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