Triester derivatives of oleic acid: The effect of chemical structure on low temperature, thermo-oxidation and tribological properties

作者: Jumat Salimon , Nadia Salih , Emad Yousif

DOI: 10.1016/J.INDCROP.2012.01.019

关键词: Pour pointMineral oilCalorimetryBiodegradationChemical modificationOrganic chemistryOleic acidChemistryChemical structureVolatility (chemistry)

摘要: Abstract Due to the strict regulations imposed on mineral oil-based lubricants because of their non-biodegradable wastes, development and applications biolubricants are increasing daily. Plant oils being investigated as a potential source environmentally favorable biodegradability, renewability, viscosity–temperature relationship, low volatility excellent lubrication performance. However, use plant has some restriction, most critical oxidative stability low-temperature problems. This paper presents systematic modifications improve physicochemical tribological properties oil derivatives. Thin-film micro-oxidation testing pressure differential scanning calorimetry were used compare thermo-oxidative stabilities. The results showed that among oleic acid-based triester compounds, 2-ethylhexyl 9-(myristoxy)-10-(heptanoyloxy)octadecanoate ( 9 ) had lowest pour point (−47.19 °C) while 9-(caprooxy)-10-(heptanoyloxy)octadecanoate 5 highest onset temperature (103.10 °C) amount volatile loss insoluble deposits at 89.17% 78.51%, respectively. Overall, data indicate biolubricant basestocks based this chemical modification offer great for industrial products.

参考文章(32)
Karen Von Bernewitz, Carlos Velez, In-Sek Rhee, Evaluation of Environmentally Acceptable Hydraulic Fluids. NLGI spokesman. ,vol. 60, pp. 28- 35 ,(1995)
Jumat Salimon, N. Salih, E. Yousif, Synthetic Biolubricant Basestocks from Epoxidized Ricinoleic Acid: Improved Low Temperature Properties Kemija u industriji : Časopis kemičara i kemijskih inženjera Hrvatske. ,vol. 60, pp. 127- 134 ,(2011)
E. P. Kingsbury, The Heat of Adsorption of a Boundary Lubricant Tribology Transactions. ,vol. 3, pp. 30- 33 ,(1960) , 10.1080/05698196008972383
Hans Schuster, Louis A Rios, Patrick P Weckes, Wolfgang F Hoelderich, None, Heterogeneous catalysts for the production of new lubricants with unique properties Applied Catalysis A-general. ,vol. 348, pp. 266- 270 ,(2008) , 10.1016/J.APCATA.2008.07.004
S. J. Randles, Environmentally considerate ester lubricants for the automotive and engineering industries Journal of Synthetic Lubrication. ,vol. 9, pp. 145- 161 ,(1992) , 10.1002/JSL.3000090205
Brajendra K. Sharma, Atanu Adhvaryu, Zengshe Liu, Sevim Z. Erhan, Chemical modification of vegetable oils for lubricant applications Journal of the American Oil Chemists' Society. ,vol. 83, pp. 129- 136 ,(2006) , 10.1007/S11746-006-1185-Z
Bryan R. Moser, Sevim Z. Erhan, Preparation and evaluation of a series of α‐hydroxy ethers from 9,10‐epoxystearates European Journal of Lipid Science and Technology. ,vol. 109, pp. 206- 213 ,(2007) , 10.1002/EJLT.200600257
L.O Brockway, J Karle, Electron diffraction study of oleophobic films on copper, iron and aluminum Journal of Colloid Science. ,vol. 2, pp. 277- 287 ,(1947) , 10.1016/0095-8522(47)90029-9
Kenneth M. Doll, Brajendra K. Sharma, Sevim Z. Erhan, Synthesis of Branched Methyl Hydroxy Stearates Including an Ester from Bio-Based Levulinic Acid Industrial & Engineering Chemistry Research. ,vol. 46, pp. 3513- 3519 ,(2007) , 10.1021/IE070127Y
Todd L. Kurth, Girma Biresaw, Atanu Adhvaryu, Cooperative adsorption behavior of fatty acid methyl esters from hexadecane via coefficient of friction measurements Journal of the American Oil Chemists' Society. ,vol. 82, pp. 293- 299 ,(2005) , 10.1007/S11746-005-1069-2