The conversion of woody oils into E-octadec-9-enedioic acid and multiple-shape memory polyamides

Although tremendous efforts have been made to convert woody oils into valuable chemicals, most of the known protocols still require multi-step procedures and rigorous conditions. Herein, a highly efficient method for converting woody oils into long-chain unsaturated dicarboxylic acid was reported. Such a strategy holds promises for opening new routes for utilizing woody oils. Firstly, self-metathesis of fatty acids from Rubber seed oil (RSO), Sapium sebiferum oil (SSO) and High oleic Canola oil (HOCO) were optimized. Pure E -octadec-9-enedioic acid monomer (C18) was obtained, and confirmed by 1 H NMR and FTIR spectra. The prepared dicarboxylic acid was then experienced condensation polymerization with 1,6-hexamethylenediamine. The chemical structures of the obtained polyamides were investigated by FTIR and 13 C NMR spectra. DSC , TGA, DMA, and tensile testing was used to explored their thermal and mechanical properties. Interestingly, due to the existence of broad melting and glass transition, the prepared polyamides possess multiple-shape memory properties.