Oxidative degradation of synthetic ester and its influence on tribological behavior

Abstract The oxidative degradation process and oxidation mechanism of di-2-ethylhexyl sebacate (DEHS) were studied in present work. GC–MS results revealed that 2-ethyl-1-hexanol and mono (2-ethylhexyl) sebacate were major degradation products in the liquid phase. Further investigation of degradation mechanism of DEHS showed that oxidation reactions and hydrolysis were main factors degradation of DEHS. The four-ball test results showed that chemical composition changes of DEHS during oxidation could significantly influence its tribological behavior. The formation of hydroperoxides in the initial oxidation period could seriously deteriorate lubrication properties of DEHS. However, as the oxidation proceeded, high polar products (acids, alcohols and monoesters) formed could significantly improve the anti-wear and friction-reducing properties of DEHS.

[1]  P. Hauser,et al.  Measuring Thermal Degradation of a Polyol Ester Lubricant in Liquid Phase , 2005 .

[2]  H. S. Nagaraj,et al.  Oxidation Chemistry of a Pentaerythritol Tetraester Oil , 1999 .

[3]  Diana C.S. Azevedo,et al.  Thermo-Oxidative Stability of Mineral Naphthenic Insulating Oils: Combined Effect of Antioxidants and Metal Passivator , 2004 .

[4]  P. Hauser,et al.  Novel Testing System for Evaluating the Thermal Stability of Polyol Ester Lubricants , 2004 .

[5]  J. L. Duda,et al.  Evaluation of liquid phase oxidation products of ester and mineral oil lubricants , 1984 .

[6]  Md. Abdul Maleque,et al.  Effect of mechanical factors on tribological properties of palm oil methyl ester blended lubricant , 2000 .

[7]  V. Makarevičienė,et al.  The influence of Oxidation on Tribological Properties of Rapeseed Oil , 2011 .

[8]  C. J. Hammond,et al.  A mechanistic study of the liquid phase autoxidation of nonan-5-one , 2006 .

[9]  F. Rounds Effects of hydroperoxides on wear as measured in four-ball wear tests , 1993 .

[10]  S. Q. Rizvi A Comprehensive Review of Lubricant Chemistry, Technology, Selection, and Design , 2009 .

[11]  C. M. Murphy,et al.  Oxidation Characteristics of Some Diester Fluids , 1952 .

[12]  Matthew T. Siniawski,et al.  Influence of fatty acid additives on the tribological performance of sunflower oil , 2010 .

[13]  J. L. Duda,et al.  The Chemical Degradation of Ester Lubricants , 1979 .

[14]  G. Stachowiak,et al.  Boundary Lubrication Performance of Free Fatty Acids in Sunflower Oil , 2004 .

[15]  Gwidon Stachowiak,et al.  Boundary Lubrication Properties of Oxidised Sunflower Oil , 2003 .

[16]  E. Klaus,et al.  Thermal Characteristics of Some Organic Esters , 1970 .

[17]  R. Shubkin Synthetic lubricants and high-performance functional fluids , 1992 .

[18]  S. Siouris,et al.  Thermodynamic Properties of Pentaerythritol-Based Species Involved in Degradation of Aviation Gas Turbine Lubricants , 2010 .

[19]  Sukirno,et al.  Oxidative Degradation of Mineral Oil under Tribocontact and Ineffectiveness of Inhibitors , 1999 .

[20]  J. Vižintin,et al.  Lubricating properties of rapeseed oils compared to mineral oils under a high load oscillating movement , 2000 .

[21]  Christine S. Grant,et al.  Effects of Antioxidants on the Thermal Degradation of a Polyol Ester Lubricant Using GPC , 2006 .

[22]  Ronald L. Shubkin,et al.  Synthetic Lubricants And High- Performance Functional Fluids, Revised And Expanded , 1999 .

[23]  John B. Butt,et al.  Experimental and Modeling Study of Kinetics and Selectivity in the Oxidation of a Poly(.alpha.-olefin) Lubricant , 1995 .

[24]  C. Saba,et al.  Gas Chromatographic Monitoring of Hydroxyl Components in Oxidized Turbine Engine Lubricants , 2003 .

[25]  H. Sakamoto,et al.  Elucidation of Lubrication Mechanism of Vegetable Oils and Their Effective Application , 2008 .

[26]  P. Aswath,et al.  The Role of Antioxidants on the Oxidation Stability of Oils with F-ZDDP and ZDDP, and Chemical Structure of Tribofilms Using XANES , 2009 .

[27]  M. A. Fazal,et al.  Effect of temperature on tribological properties of palm biodiesel , 2010 .

[28]  R. Paulmer,et al.  Evaluation of thermo-oxidative characteristics of gear oils by different techniques: Effect of antioxidant chemistry , 2005 .