Vegetable-based building-blocks for the synthesis of thermoplastic renewable polyurethanes and polyesters

Abstract : Fatty acid derivatives, viz, methyl oleate and methyl 10-undecenoate were systematically explored to obtain a set of monomers with defined functionality. More specifically, AB-type self-condensable monomers containing hydroxyl-acyl azide functionality and diols with pre-formed ester linkage were synthesized. A series of polyurethanes was prepared using two methods: (i) AB-type self-polycondensation reaction of hydroxyl-acyl azide moiety, and (ii) polymerization of diols with isophorone diisocyanate and methylene diphenyl diisocyanate. The diols were also reacted with a bio-sourced diester using organocatalyst to obtain a set of polyesters. The obtained polyurethanes and polyesters were thoroughly analyzed with fourier-transformed infrared, nuclear magnetic resonance, size exclusion chromatography, differential scanning calorimetry and thermogravimetric analysis experiments. The polymers displayed amorphous to semi-crystalline behaviors with regard to the structure of the monomers. Both, polyurethanes and polyesters displayed a good thermal stability with no significant weight loss below 200 degrees C.
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Submitted on : Friday, April 26, 2013 - 6:25:50 PM
Last modification on : Thursday, January 11, 2018 - 6:28:10 AM

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Arvind S. More, Lise Maisonneuve, Thomas Lebarbé, Benoît Gadenne, Carine Alfos, et al.. Vegetable-based building-blocks for the synthesis of thermoplastic renewable polyurethanes and polyesters. European Journal of Lipid Science and Technology, Wiley-VCH Verlag, 2013, 115 (1, SI), pp.61-75. ⟨10.1002/ejlt.201200172⟩. ⟨hal-00818424⟩

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