首页|Development of polyols analogous to neopentyl glycol and trimethylolpropane for the production of oleic acid-based biolubricants

Development of polyols analogous to neopentyl glycol and trimethylolpropane for the production of oleic acid-based biolubricants

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© 2024 Elsevier LtdVegetable oils and animal fats have been known and used as lubricants and fuels since ancient times. However, the chain structure of the triacylglycerols (TAGs) generate limitations that discourage the use of these raw materials as lubricants. As an alternative to improve the physicochemical and thermo-oxidative characteristics of natural oils, the use of polyols without the β-hydrogens in the triacylglycerols structure is an efficient solution for the production of biolubricants. In this context, a series of polyols, analogous to trimethylolpropane (TMP) and neopentyl glycol (NPG) was synthesised and applied in the synthesis of polyol esters based on oleic acid. These esters were prepared by homogeneous catalysis using p-toluenesulfonic acid (p-TSA) and are intended for use as biolubricants. The synthesised polyols were characterized by one and two-dimensional NMR. The derived polyol esters were purified and had their structure confirmed by 1H and 13C NMR, infrared spectroscopy, and mass spectrometry. The polyol esters showed high viscosity index (189 – 222), thermo-oxidative stability (Tonset between 258 and 285 °C), and low melting points (between –19.4 and –47.6 °C). Furthermore, polyol esters showed reduced friction coefficients (0.021 – 0.041) and scar wear diameter on the metallic surface (0.274 – 0.448 mm). In addition to the satisfactory results of thermal stability and lubricity, which suggest the potential of these molecules as lubricants, all molecules were considered environmentally safe when evaluated through the Zebrafish toxicity model.

Aquatic toxicityNeopentyl glycol analogousOleic acidTribological behaviourTrimethylolpropane analogous

Ramos Moreira D.、Nery Ferreira E.、Bezerra Mota Gomes Arruda T.、Maria Pontes Silva Ricardo N.、Worman M.、Maier M.E.、Roberto Campos Flexa Ribeiro Filho P.、Morais Ribeiro da Silva L.、Eduardo Arruda Rodrigues F.、Murilo Tavares de Luna F.、Liberato Petzhold C.

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Laboratory of Polymers and Materials Innovation Department of Organic and Inorganic Chemistry Federal University of Ceará||Department of Organic and Inorganic Chemistry Federal University of CearáDepartment of Organic and Inorganic Chemistry Federal University of Ceará||Institut für Organische Chemie Universität Tübingen||

Laboratory of Polymers and Materials Innovation Department of Organic and Inorganic Chemistry Federal University of Ceará

Institut für Organische Chemie Universität Tübingen

Department of Mechanical Engineering State University of Maranhão Paulo VI University City

Department of Food Engineering Federal University of Ceará

Federal Institute of Ceará Campus Caucaia

Department of Chemical Engineering Lubricants Research Center Federal University of Ceará

Chemistry Institute Federal University of Rio Grande do Sul

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2025

Fuel: A journal of fuel science

Fuel: A journal of fuel science

ISSN:0016-2361
年,卷(期):2025.381(Pt.1)
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