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Unsaturated Polyamides from Bio‐Based Z‐octadec‐9‐enedioic Acid
Authors:Francis Pardal  Slim Salhi  Brigitte Rousseau  Martine Tessier  Sylvain Claude  Alain Fradet
Institution:1. Université Pierre et Marie Curie‐Paris6, Laboratoire de Chimie des Polymères, Courrier 184, 4 Place Jussieu, Paris, F‐75005 France CNRS, UMR 7610, Paris, France;2. ONIDOL, 12 avenue George V, 75008 Paris, France
Abstract:A series of polyamides based on Z‐octadec‐9‐enedioic acid, a bio‐based unsaturated monomer, and aliphatic‐, cycloaliphatic‐, or benzylic diamines were synthesized and characterized by 1H and 13C NMR analysis, size exclusion chromatography (SEC), DSC, and dynamic‐mechanical analysis (DMA). The high reaction temperature (250 °C) did not lead to the degradation of diacid unit double bonds and unsaturated polyamides were obtained. The aliphatic unsaturated polyamides are semi‐crystalline polymers of high molar mass, relatively flexible at room temperature. The cycloaliphatic unsaturated polyamides are semi‐crystalline or amorphous, present higher melting and glass transition temperatures and are much more rigid. The aliphatic and aliphatic–aromatic unsaturated polyamides present lower Tg and Tm as compared to their parent saturated polymers.
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Keywords:bio‐based  NMR  polyamides  synthesis  unsaturated
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