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Article Dans Une Revue Polymer Chemistry Année : 2014

Fatty acid-based (bis) 6-membered cyclic carbonates as efficient isocyanate free poly(hydroxyurethane) precursors

Résumé

(Bis) 6-membered cyclic carbonates were prepared from methyl 10-undecenoate, which is produced from ricinoleic acid, a main constituent of castor oil. Kinetic studies on these new fatty acid-based 6-membered cyclic carbonates revealed that they are much more reactive than their homologs, 5-membered ones (30 times). Poly(hydroxyurethane)s (PHUs) were then synthesized from these bis 6-membered cyclic carbonates at a temperature as low as room temperature and in the solvent or bulk. Unexpectedly, chemical gels were obtained. The latter were the consequence of side reactions of carbonate ring-opening with the hydroxyl groups of the formed poly(hydroxyurethane)s. Quenching with a large excess of hexylamine enabled the breaking-up of the gel with the formation of urea linkages.
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Dates et versions

hal-01366250 , version 1 (22-11-2019)

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Lise Maisonneuve, Anne-Laure Wirotius, Carine Alfos, Etienne Grau, Henri Cramail. Fatty acid-based (bis) 6-membered cyclic carbonates as efficient isocyanate free poly(hydroxyurethane) precursors. Polymer Chemistry, 2014, 5 (21), pp.6142-6147. ⟨10.1039/c4py00922c⟩. ⟨hal-01366250⟩

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