Catalyst‐Free Ring Opening Synthesis of Biodegradable Poly(ester‐urethane)s Using Isosorbide Bio‐Based Initiator

Abstract

Polycaprolactones are obtained via ring opening polymerization of ε‐caprolactone in catalyst‐free condition. The polymerization is initiated in bulk, using isosorbide‐based amino‐alcohol as a biosourced initiator. The ratio of initiator to ε‐caprolactone, as well as to temperature, is optimized in order to tune the hydroxyl number (Nr. OH) and the average molecular weight of the polymers. In addition, these biocompatible polyesters are used as soft‐block to prepare thermoplastic poly(esterurethane)s elastomers via a simple one‐pot catalyst‐free polymerization. The successful synthesis of poly(esterurethane)s is confirmed by Fourier transform‐infrared spectroscopy, and the thermal properties are studied by differential scanning calorimetry. These novel materials exhibit glass transition temperatures ranging from 7 to 38 °C. The biodegradability of these elastomers is evaluated by enzymatic degradation tests performed at rt in phosphate buffer solution (pH ≈ 7.4). The mass loss of polymer films is around 3% after 4 weeks. Scan electron as well as atomic force microscopies are used to show the degradation patterns.

Analysis of the Bis(benzoylacetonato)zirconium(IV) Chloride Complex Compound Mulliken Charge Used As a Catalyst in the Ring Opening Polymerization of ε-Caprolactone

“…2. Previously, the other research groups had obtained similar 13 C NMR PCL spectra to those obtained in this study [26][27][28]. The peak obtained in the range of 173.5 ppm was carbon in the carbonyl group (-C a ).…”

Sustainable cycloaliphatic polyurethanes: from synthesis to applications

“…These polyester polyols (55a) were used for the synthesis of PUs with HDI. 335 Secondly, a condensation reaction was This journal is © The Royal Society of Chemistry 2023 performed for polyester polyols (59a) between isosorbide and various dicarboxylic acids such as a-ketoglutaric acid, dimer fatty acid and azelaic acid. TPUs and coatings were prepared using these polyester polyols and MDI or HDI.…”