Iqbal Muhammad, Knigge Remco Arjen, Heeres Hero Jan, Broekhuis Antonius A, Picchioni Francesco
Department of Chemistry, Institut Teknologi Bandung, Jalan Ganesha No. 10, 40132 Bandung, Indonesia.
ENgineering and TEchnology Institute Groningen (ENTEG), Chemical Product Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
Polymers (Basel). 2018 Oct 22;10(10):1177. doi: 10.3390/polym10101177.
Methyl oleate, methyl linoleate, and jatropha oil were fully epoxidized using in situ-generated performic acid. The epoxidized compounds were further reacted with furfurylamine in a solvent-free reaction to obtain furan-functionalized fatty esters which, then, functioned as oligomers for a network preparation. Thermoreversible crosslinking was obtained through a (retro) Diels⁻Alder reaction with bismaleimide, resulting in the formation of a brittle network for furan-functionalized methyl linoleate and jatropha oil. The furan-functionalized fatty esters were mixed with alternating (1,4)-polyketone reacted with furfurylamine (PK-Furan) for testing the mechanical and self-healing properties with DMTA and DSC, respectively. Full self-healing properties were found, and faster thermoreversibility kinetics were observed, compared to PK-Furan.
使用原位生成的过甲酸将油酸甲酯、亚油酸甲酯和麻风树油完全环氧化。环氧化后的化合物在无溶剂反应中与糠胺进一步反应,得到呋喃官能化的脂肪酸酯,然后这些酯用作制备网络的低聚物。通过与双马来酰亚胺的(逆)狄尔斯-阿尔德反应获得热可逆交联,从而形成了用于呋喃官能化亚油酸甲酯和麻风树油的脆性网络。将呋喃官能化的脂肪酸酯与交替的(1,4)-聚酮与糠胺反应产物(PK-呋喃)混合,分别用动态热机械分析(DMTA)和差示扫描量热法(DSC)测试其机械性能和自修复性能。发现其具有完全的自修复性能,并且与PK-呋喃相比,观察到了更快的热可逆动力学。