Synthesis of Some Novel Antioxidant and Anticorrosive Additives for Egyptian Lubricating Oils

Abstract

The starting oxazolone 1 was reacted with p-aminophenol in glacial acetic acid to afford imidazolone 2, which afforded Mannich base 3 via the reaction with piperidine and paraformaldehyde. Moreover, the reaction of 2 with ethylchloroacetate or chloroacetic acid in dry acetone gave the corresponding imidazolones 4 and 5, respectively. Compound 4 reacted with benzylamine or 4-chlorobenzaldehyde to furnish 6 and 7, respectively. On the other hand, oxazolone 1 reacted with hydrazines in glacial acetic acid to afford the 1,2,4-triazines 11–15. Representative compounds of the synthesized products were established and evaluated as antioxidant and corrosion inhibitors for gasoline lube oils.     

Synthesis and evaluation of some new oxazolones and imidazolones as antioxidant additives for Egyptian lubricating oils

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.     

Synthesis of a stabilized version of the imidazolone DNA lesion

Imidazolone (dIz) is an abundant, highly mutagenic, and rather unstable DNA lesion that can cause dG-->dC transversion mutations. dIz is generated in DNA by a variety of oxidative processes such as type I photooxidation. Herein we report the synthesis of a carbocyclic nucleoside analogue of dIz and of DNA containing this stabilized lesion analogue. The carbocyclic modification protects this lesion analogue from anomerization. As the repair of the lesion analogue by DNA glycosylases is not possible, this analogue should allow cocrystallization studies together with wild-type repair enzymes. Characterization of the lesion analogue was performed by using spectroscopic methods and enzymatic digestion experiments of the oligonucleotides.     

Synthesis and Characterization of Photochromic Imidazolone Azopolycyanurates

Abstract

Photochromic imidazolone azopolycyanurates containing mercury dithizonate moiety have been prepared by interfacial polycondensation technique. All the azopolycyanurates have been characterized by their IR spectra, viscosity, molecular weight by GPC and thermogravimetry. The film of PMMA blended with photochromic imidazolone azopolycyanurate shows a very good photochromic effect on exposure to sunlight and regains its original colour on removal of sunlight. The change of return to the original colour have been measured using Beckman DK-2A Ratio Recording Spectrophotometer.     

The Evaluation of Some Heterocycles as Antioxidant Additives for Lubricating Oils

Abstract

2-Phenyl-4-thienylidene-2-oxazolin-5-one I was prepared and reacted with 2-aminothiazole, p-aminophenol, and p-aminoacetophenone in the presence of acetic acid containing catalytic amounts of freshly fused sodium acetate to give the corresponding imidazolone derivatives II, III, and IV, respectively. A Claisen reaction of IV with ethylacetate gave the corresponding imidazolone V, which on reaction with phenylhydrazine in ethanol afforded the corresponding pyrazolinoimidazolone VI. On the other hand, I reacted with o- and p-phenylenediamines in ethanol and yielded the corresponding o- and p-aminophenylcarboxamide of α-phenyl carboxamido-β-thiophenoacrylic acids VII and VIII, respectively. The prepared products were evaluated as antioxidant additives for Egyptian lube oils. Some of these products showed good results.     

酰胺咪唑啉酮缓蚀性研究

设计合成了两类新型水溶性酰胺咪唑啉酮化合物，利用失重法测定了其在盐酸溶液中对碳钢片的缓蚀效率，应用吸附理论和Sekine方法处理实验数据，发现酰胺咪唑啉酮在盐酸溶液中能在碳钢表面产生吸附，且吸附方式基本服从Langmuir吸附规律，认为这种吸附是产生缓蚀作用的重要原因。     

水溶性咪唑啉酮类缓蚀剂的合成及性能研究

合成了一种新型有效的水溶性取代咪唑啉酮缓蚀剂 ,对其进行了水溶性、缓蚀性测试     

高效液相色谱法测定1-氯甲酰基-2-咪唑烷酮的量

报道了用HPLC法对 1 氯甲酰基 2 咪唑烷酮进行定量测定 ,讨论了影响分析结果的主要因素 ,如流动相。发现样品量在 0 5～ 2 5mg范围内线性关系良好 ,精密度高。这为该产品的工业化生产提供了一个较好的分析方法