Synthesis, characterisation, and performance evaluation of tri-armed phenolic antioxidants. Issue 28 (9th July 2020)

• Record Type: Journal Article
• Authors: Higgins, Clare L.; Filip, Sorin V.; Afsar, Ashfaq; Hayes, Wayne
• Is Part Of: Tetrahedron letters. Volume 61:Issue 28(2020)
• Publication Date: 2020-07-09
• Subjects: Glycerol -- Triethanolamine -- Triisopropanolamine -- Tri-armed phenolic antioxidants -- Oxidative stability studies; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.152127
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Novel tri-armed phenolic antioxidants. Enhancement of the oxidative stability of automotive lubricating oils. Excellent solubility in automotive lubricating oils. Abstract: In this study, a series of core units (glycerol, triethanolamine and triisopropanolamine derivatives) were investigated for their use in tri-armed phenolic antioxidants. The antioxidant ability of these tri-armed phenolic compounds featuring different core units were then evaluated in a hydrocarbon lubricant using differential scanning calorimetry (DSC) and compared to the commercially available antioxidants Irganox L135 and Irganox L57. An impressive oxidation induction time of ca. 9–12 min was observed for the glycerol based antioxidants when compared to the commercial antioxidants ( ca. 4–6 min), whereas in contrast in the case of triethanolamine and triisopropanolamine derived antioxidants, a solubilising unit was incorporated in order to provide appropriate solubility within the hydrocarbon medium and revealed an excellent oxidation induction time of ca. 11–12 min.