Upgrading castor oil: From heptanal to non-isocyanate poly(amide-hydroxyurethane)s

Publication date: 25 August 2017
Source:Polymer, Volume 124
Author(s): L. Ruiz, A. Aghmiz, A.M. Masdeu-Bultó, G. Lligadas, J.C. Ronda, M. Galià, V. Cádiz
Intensive research has recently been carried out to synthesize non-isocyanate polyurethanes (NIPUs) from five-membered cyclic carbonates and amines as a sustainable route to industrial relevant polyurethanes. Herein, an activated disubstituted cyclic carbonate and methyl ester containing monomer CE was prepared using castor oil based heptanal and CO2. Good results for the catalytic cycloaddition have been obtained using renewable sugar cane bagasse in combination with TBAB, and this system has been shown to be recyclable. A novel poly(amide-hydroxyurethane) (PAHU) was obtained by bulk ring-opening and amidation polymerization of high reactive CE with 1,6-diaminohexane at low temperature and in absence of catalyst. PAHU contains aliphatic pendant moieties allowing its self-assembling into nanoparticles in aqueous solution, showing potential application in catalysis or drug delivery among other applications.

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