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Synthesis and tribological investigation of 4-vinyl guaiacol–based thioether derivatives as multifunctional additives and their interactions with the tribo surface using quantum chemical calculations
Journal of Saudi Chemical Society ( IF 5.6 ) Pub Date : 2020-10-21 , DOI: 10.1016/j.jscs.2020.10.002
Venkateshwarlu Kontham , Korlipara V. Padmaja , Devarapaga Madhu

Novel 4-vinyl guaiacol based thioether derivatives were synthesized in a three-step reaction procedure by thiol-ene coupling as the key step. The synthesized compounds were characterised by spectroscopic techniques and evaluated for their tribological and antioxidant properties in two different base oils namely epoxy2-ethylhexyl esters of karanja fatty acids (EKE) and dioctyl sebacate (DOS). It was found that the synthesized products were exhibited superior antioxidant performance compared to butylated hydroxytoluene (BHT). All the three synthesized additives were improved the tribological properties of the base oil EKE and DOS. Dithio derivative at 0.75 wt% reduced the wear scar diameter by 36% and at 1 wt% improved the weld point by 33% of base oil EKE. Surface and elemental analysis result suggests that in the tribochemical process the synthesized thioether derivatives decompose and form an effective tribofilms on interacting surfaces. X-ray Photoelectron Spectroscopy (XPS) of the surface lubricated with base oil containing DMFD was evidence for the formation of tribofilm with FeS, FeSO4 and Fe2O3. The antiwear behaviour of the additives was well correlated with quantum chemical calculations. Overall the dithio derivative is more effective as antiwear, extreme pressure and antioxidant bio lubricant additive than other thioether derivatives.



中文翻译:

合成和摩擦学研究基于4-乙烯基愈创木酚的硫醚衍生物作为多功能添加剂及其与摩擦表面的相互作用的量子化学计算

通过三步反应过程,以硫醇-烯偶联为关键步骤,合成了基于4-乙烯基愈创木酚的新型硫醚衍生物。通过光谱技术对合成的化合物进行了表征,并评估了它们在两种不同的基础油中的摩擦学性能和抗氧化性能,这两种基础油分别是:karanja脂肪酸的环氧2-乙基己酯(EKE)和癸二酸二辛酯(DOS)。发现与丁基化羟基甲苯(BHT)相比,合成产物表现出优异的抗氧化性能。三种合成添加剂均改善了基础油EKE和DOS的摩擦学性能。0.75 wt%的二硫代衍生物使磨损痕迹直径减少了36%,而1 wt%的情况下,基础油EKE的焊接点提高了33%。表面和元素分析结果表明,在摩擦化学过程中,合成的硫醚衍生物分解并在相互作用的表面上形成有效的摩擦膜。用含DMFD的基础油润滑的表面的X射线光电子能谱(XPS)证明了FeS,FeSO形成了摩擦膜4和Fe 2 O 3。添加剂的抗磨性能与量子化学计算密切相关。总体而言,二硫代衍生物作为抗磨剂,极压和抗氧化剂生物润滑剂添加剂比其他硫醚衍生物更有效。

更新日期:2020-10-30
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