Petroleum Science >2012, Issue 3: 389-399 DOI: https://doi.org/10.1007/s12182-012-0223-8
Synthesis and evaluation of some new oxazolones and imidazolones as antioxidant additives for Egyptian lubricating oils Open Access
文章信息
作者:Ahmed El-Mekabaty,Osman M. O. Habib,Hussein M. Hassan and Evelin B.Moawad
作者单位:
Department of Chemistry, Faculty of Science, Mansoura University, Mansoura 35516, Egypt;Department of Chemistry, Faculty of Science, Mansoura University, Mansoura 35516, Egypt;Department of Chemistry, Faculty of Science, Mansoura University, Mansoura 35516, Egypt;Department of Chemistry, Faculty of Science, Mansoura University, Mansoura 35516, Egypt
投稿时间:2011-11-15
引用方式:El-Mekabaty, A., Habib, O.M.O., Hassan, H.M. et al. Pet. Sci. (2012) 9: 389. https://doi.org/10.1007/s12182-012-0223-8
文章摘要
Oxazolone derivative 2 was utilized as a key intermediate for synthesis of some new oxazolone and imidazolone derivatives. Reaction of oxazolone derivative 2 with diamines under different conditions afforded the corresponding imidazolone derivatives 3-8, respectively. Moreover, oxazolone 2 reacted with some heterocyclic amines in glacial acetic acid giving the corresponding imidazolone derivatives 9-14, respectively. Cyclocondensation of thiosemicarbazide with compound 2 in dry pyridine afforded compound 15. Addition of secondary amines to olefin double bond of compound 2 gave the corresponding addition products 16-19, respectively. Michael addition of compound 2 with some active methylene compounds afforded oxazolone derivatives 20-23, respectively. These prepared products were evaluated as antioxidant and corrosion inhibitors for gasoline lubricating oil and compounds 6a-c, 10 and 15 exhibited the highest antioxidant and anticorrosive activities. The effect of concentration of additives was studied to recommend the optimum concentration to be used. The results showed, for additive 15, 0.1 g for 1 L oil was the more effective concentration. Measurements for thermal analysis and of surface tension of oil after oxidation were also carried out.
关键词
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Oxazolone, imidazolone, benzoimidazole, surface tension, thermal stability, antioxidant additives.