Synthesis and characterization of azidated Adenopus breviflorus benth seed oil

摘要

Azidation of plant seed oils was re-investigated using methods reported in the literature, to re-examine if triacylglycerol backbone, important for maintaining biodegradability in plant oil products is retained in the final azidated oil. Reaction of NaN 3 with epoxidized Adenopus breviflorus oil (EADBO) using NH 4 Cl as catalyst (Method A), gave acidolysis products and mixture of products containing triacylglycerol backbone. Reaction of EADBO with NaN 3 in water using an ionic liquid, 1-methyl imidazolium tetrafluoroborate ([Hmim]BF 4 ? ), as catalyst (Method B), generated a product containing only triacylglycerol backbone while product of reaction of EADBO with NaN 3 in DMF, using [Hmim]BF 4 ? catalyst (Method C) gave highest yield but did not contain any triacylglycerol backbone. Thus, Method B was best for environmentally friendliness of its azidated product. Azido compounds generally prepared from petrochemicals may now be prepared from plant oil source using method B for preparation of biodegradable vicinal hydroxyl triglyceride which is very versatile in surfactant industries.