• DOI:10.1039/C5PY01964H
• Corpus ID: 102082087

Activated lipidic cyclic carbonates for non-isocyanate polyurethane synthesis

@article{Lamarzelle2016ActivatedLC,
  title={Activated lipidic cyclic carbonates for non-isocyanate polyurethane synthesis},
  author={Océane Lamarzelle and P. Durand and Anne-Laure Wirotius and Guillaume Chollet and {\'E}tienne Grau and Henri Cramail},
  journal={Polymer Chemistry},
  year={2016},
  volume={7},
  pages={1439-1451}
}

• Océane Lamarzelle, P. Durand, +3 authors H. Cramail
• Published 9 February 2016
• Chemistry
• Polymer Chemistry

Activated 5-membered cyclic carbonates were prepared from glycerol and fatty acid derivatives. Ester and ether moieties were introduced in the β position to the cyclic carbonate, in order to enhance its reactivity towards amines. 1H NMR kinetic investigation of the aminolysis of these cyclic carbonates demonstrated a higher reactivity compared to the one of alkyl substituted cyclic carbonates. In the case of ester-activated carbonates, a reactivity similar to the one of 6-membered ring cyclic carbonates was observed. Moreover, these carbonates exhibited amidation side-reactions with amines that could be however prevented by decreasing the temperature to room temperature. Poly(hydroxyurethane)s (PHUs) were then synthesized from these activated 5-membered ring cyclic carbonates at 70 °C in DMF (1 mol L−1) and exhibited molar masses up to 13700 g mol−1 with Tg in the range −26 to −10 °C.