US EPA

7444934 

Journal Article 

Non-isocyanate route to biobased polyurethanes and polyureas via AB-type self-polycondensation 

Calle, M; Lligadas, G; Ronda, JC; Galia, M; Cadiz, V 

2016 

Yes 

European Polymer Journal
ISSN: 0014-3057 

Elsevier Ltd 

84 

837-848 

English 

10.1016/j.eurpolymj.2016.04.022 

WOS:000390181800068 

Polyurethanes and polyureas from renewable castor oil-derived 10-undecenoic acid were synthesized using the AB-type self-condensation approach. ω-Hydroxy- or ω-amino methyl carbamate ester precursor monomers were prepared under mild conditions from cysteamine methyl carbamate by thiol-ene addition. Synthesis of cysteamine carbamate and the self-condensable monomers derived of 10-undecenol or 10-undecenylamine was studied by using different synthetic conditions. Two different polymers, a polyurethane and a polyurea, were prepared using conventional catalysts thus following a non-isocyanate route. The proposed synthetic approach constitutes a general route that allows for the easy preparation of methyl carbamate monomers not only from renewable (limonene, myrcene, geraniol, etc.), but also from petroleum-derived unsaturated substrates. © 2016 Elsevier Ltd 

Renewable chemicals; AB-type monomers; Thermoplastic polyurethane/polyurea; Non-isocyanate synthesis; Thiol-ene addition