Industrial Crops and Products ( IF 5.6 ) Pub Date : 2022-11-12 , DOI: 10.1016/j.indcrop.2022.115879 Huihui Gao , Xiankun Wu , Yaowen Hu , Mang Wu , Wei Liu , Zhongkai Wang
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 1H 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 13C 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.
中文翻译:
木本油转化为 E-octadec-9-烯二酸和多重形状记忆聚酰胺
尽管已经做出了巨大的努力将木本油转化为有价值的化学品,但大多数已知的协议仍然需要多步骤程序和严格的条件。本文报道了一种将木本油转化为长链不饱和二羧酸的高效方法。这种策略有望开辟利用木本油的新途径。首先,优化了橡胶籽油(RSO)、乌桕油(SSO)和高油酸菜籽油(HOCO)脂肪酸的自复分解。得到纯的E -octadec-9-烯二酸单体 (C18),并通过1H NMR和FTIR光谱。然后将制备的二羧酸与1,6-六亚甲基二胺进行缩聚。通过 FTIR 和13 C NMR 光谱研究了所得聚酰胺的化学结构。DSC、TGA、DMA 和拉伸测试用于探索它们的热和机械性能。有趣的是,由于广泛的熔融和玻璃化转变的存在,制备的聚酰胺具有多种形状记忆特性。