Laprise Courtney M, Hawboldt Kelly A, Kerton Francesca M, Kozak Christopher M
Department of Chemistry, Memorial University of Newfoundland, St. John's, Newfoundland, A1B 3X7, Canada.
Department of Process Engineering, Memorial University of Newfoundland, St. John's, Newfoundland, A1C 5S7, Canada.
Macromol Rapid Commun. 2021 Feb;42(3):e2000339. doi: 10.1002/marc.202000339. Epub 2020 Aug 9.
Waste-derived fish oil (FO) can be epoxidized and reacted with CO to produce a cyclic carbonate containing material. Upon reaction with a bioderived amine, this leads to the formation of nonisocyanate polyurethane materials. The FO used is extracted from the by-products produced at fish processing plants, including heads, bones, skin, and viscera. Three different methods are used for the epoxidation of the FO: (i) oxidation by 3-chloroperoxybenzoic acid, (ii) oxidation by hydrogen peroxide and acetic acid, catalyzed by sulfuric acid, and (iii) oxidation by hydrogen peroxide catalyzed by formic acid. Synthesized FO epoxides are reacted with CO to yield FO cyclic carbonates with high conversions. The products are characterized by H and C NMR spectroscopy, IR spectroscopy, thermogravimetric analysis, and viscometry. Using a biomass-derived amine, nonisocyanate polyurethane materials are synthesized. This process can lead to new opportunities in waste management, producing valuable materials from a resource that is otherwise underutilized.
废弃衍生鱼油（FO）可进行环氧化并与一氧化碳反应，生成含环状碳酸酯的材料。与生物衍生胺反应后，会形成非异氰酸酯聚氨酯材料。所用的鱼油是从鱼类加工厂产生的副产品中提取的，包括鱼头、鱼骨、鱼皮和内脏。鱼油环氧化采用三种不同方法：（i）用3 - 氯过氧苯甲酸氧化；（ii）在硫酸催化下用过氧化氢和乙酸氧化；（iii）在甲酸催化下用过氧化氢氧化。合成的鱼油环氧化物与一氧化碳反应，以高转化率生成鱼油环状碳酸酯。通过氢核磁共振光谱、碳核磁共振光谱、红外光谱、热重分析和粘度测定对产物进行表征。使用生物质衍生胺合成非异氰酸酯聚氨酯材料。该过程可为废物管理带来新机遇，从原本未充分利用的资源中生产出有价值的材料。
