Semicarbazide and thiosemicarbazide containing butylated hydroxytoluene moiety: New potential antioxidant additives for synthetic lubricating oil

Sazeli, Syabilah and Nath, Amit R. and Ahmad, Mohd Hafiz and Zulkifli, Nurin Wahidah Mohd and Johan, Mohd Rafie and Yehye, Wageeh A. and Voon, Lee Hwei (2021) Semicarbazide and thiosemicarbazide containing butylated hydroxytoluene moiety: New potential antioxidant additives for synthetic lubricating oil. RSC Advances, 11 (13). pp. 7138-7145. ISSN 2046-2069, DOI https://doi.org/10.1039/d0ra10626g.

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Abstract

New multipotent antioxidants (MPAOs), namely semicarbazides and thiosemicarbazides bearing thiolated butylated hydroxytoluene (BHT), were synthesized. The antioxidant activity of the synthesized compounds was evaluated using in vitro DPPH assay. Compounds containing thiosemicarbazides (5a `-h `) were found more active in free radical scavenger than semicarbazides (5a-h). Among the other compounds, compound 5f ` (IC50 of 25.47 +/- 0.42 mu M) showed the best antioxidant activity against DPPH radicals compared to standard antioxidant butylated hydroxytoluene (BHT). Based on DPPH results, compound 5f ` and its corresponding semicarbazide 5f were blended into trimethylolpropane trioleate (TMPTO) and isothermal differential scanning calorimetry (DSC) was carried out for the investigation of oxidative stability. At 125 degrees C isothermal DSC, TMPTO with 0.25 wt% of 5f ` showed 1.5 times higher oxidation stability than its corresponding semicarbazide 5f and was 2 times better than BHT. It was anticipated that due to the strong auto-synergistic effect, compound 5f ` showed promising oxidative stability to TMPTO by protecting from pre-mature oxidative degradation.

Item Type: Article
Funders: Universiti Malaya[GC001C-14AET], Universiti Malaya[PG272-2015B], Universiti Malaya[FP127-2019A], Ministry of Education, Malaysia[GC001C-14AET], Ministry of Education, Malaysia[PG272-2015B]
Uncontrolled Keywords: Multipotent antioxidants;Synthesized compounds;Free radical scavenger
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Engineering
Depositing User: Ms Zaharah Ramly
Date Deposited: 18 Aug 2022 03:13
Last Modified: 18 Aug 2022 03:13
URI: http://eprints.um.edu.my/id/eprint/28838

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