Improved thermo-oxidative stability of structurally modified waste cooking oil methyl esters for bio-lubricant application

Borugadda, Venu Babu; Goud, Vaibhav V.

doi:10.1016/j.jclepro.2015.06.046

Cited by 95 publications

(51 citation statements)

References 27 publications

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“…At low temperature, plant seed oils have tendency to form macro crystalline structures through uniform stacking of the triglyceride backbone and they restrict the free flow due to the loss of kinetic energy of the individual molecules during self-stacking [17]. Therefore, branching on the epoxidized fatty acid chains via ring opening reaction can disturb this stacking process, thereby low temperature properties can be enhanced.…”

Section: Pour Pointmentioning

confidence: 99%

Chemical/Structural Modification of Canola Oil and Canola Biodiesel: Kinetic Studies and Biodegradability of the Alkoxides

2017

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Canola oil and canola biodiesel derived alkoxides are prepared in the present investigation through a series of structural modifications. Epoxidation of canola oil and canola biodiesel were carried out by hydrogen peroxide using IR-120 as an acidic catalyst. The alkoxylation of epoxidized feedstocks was promoted using 2-propanol and tert-Butyl alcohol in the presence of montmorillonite catalyst and optimum reaction conditions were obtained for complete epoxide conversion to alkoxylated products as follows: reaction temperature of 90 • C, epoxide to alcohol molar ratio of 1:6, and reaction time between 6 and 8 h. The products were identified with one-and two-dimensional Nuclear Magnetic Resonance (NMR) techniques, and the kinetic and thermodynamic parameters of the alkoxylation reactions were also investigated. The thermo-oxidative stability, rheology, biodegradability and lubricity properties of the prepared alkoxides were determined using American Society for Testing and Materials (ASTM) and American Oil Chemists Society (AOCS) standard methods. Structural modification of the feedstocks enhanced the significant properties for lubrication and exhibited their potential application as gear and engine oils.

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Section: Pour Pointmentioning

confidence: 99%

Chemical/Structural Modification of Canola Oil and Canola Biodiesel: Kinetic Studies and Biodegradability of the Alkoxides

2017

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“…1 , the peak of the hydroxy group -OH 3000-3500 cm 1 did not appear in the spectrum of TMP ester. This indicated that the esterification reaction was complete 19 . The complete disappearance of C C double bonds at wavelength 1604 cm 1 in KO and appearance of C-O-C bands in esters 822 cm 1 signified that most of the double bonds were converted.…”

Section: Conversion and Yield Of Kotmpementioning

confidence: 93%

Viscous Flow Behaviour of Karanja Oil Based Bio-lubricant Base Oil

2018

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“…Vegetable oils and their derivatives, which are renewable, biodegradable, eco‐friendly and inexpensive natural resources, have the potential for use as substitutes for fossil resources for the production of chemicals or fuels . In recent years, increasing attention has been focused on the epoxidation of vegetable oils and their fatty acid methyl esters (FAMEs) via the introduction of a highly reactive oxirane ring, which would provide an alternative strategy to prepare a series of new value‐added chemicals or monomers for polymers from the bioderived oleochemicals . Currently, epoxides made from vegetable oils and their FAMEs have broad applications including plasticizers and polymer stabilizers , resins , and lubricants as well as intermediates for the productions of various alcohols, glycols, alkanolamines, polyols, polyurethanes, and epoxy resins .…”

Section: Introductionmentioning

confidence: 99%

“…vegetable oils and their fatty acid methyl esters (FAMEs) via the introduction of a highly reactive oxirane ring, which would provide an alternative strategy to prepare a series of new valueadded chemicals or monomers for polymers from the bioderived oleochemicals [4]. Currently, epoxides made from vegetable oils and their FAMEs have broad applications including plasticizers and polymer stabilizers [5][6][7], resins [8], and lubricants [9,10] as well as intermediates for the productions of various alcohols, glycols, alkanolamines, polyols, polyurethanes, and epoxy resins [11,12].…”

mentioning

confidence: 99%

Optimization of epoxidation of ricinoleic acid methyl ester by hydrogen peroxide and phase‐transfer catalyst using response surface methodology

Zhao

Chen

Liu

et al. 2017

Euro J Lipid Sci & Tech

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The epoxidation of ricinoleic acid methyl ester (RAME) has been investigated using an environmentally friendly oxidant (i.e., hydrogen peroxide) and a phase‐transfer catalyst ([π‐C5H5N(CH2)15CH3]3[PW4O16]) in dichloroethane. The response surface methodology (RSM), based on the Box–Behnken design was used to assess individual and interactive effects of the process variables and to optimize the epoxidation reaction condition. The coefficient of determination (R2 = 0.9544) obtained from analysis of the variance confirmed the suitability of the fitted model. The RSM analysis results indicated that the molar ratio of H2O2 to CC bonds and the reaction temperature are the most significant (P < 0.01) factors affecting the conversion of RAME epoxide. In addition, the interaction between the H2O2/CC molar ratio and the catalyst dosage also has significant effect (P < 0.05) on the conversion of RAME epoxide. The optimum reaction conditions for the epoxidation of RAME were H2O2: CC molar ratio of 1.93:1, catalyst dosage of 3.11 wt% (substrate:catalyst molar ratio = 207), reaction temperature of 52°C, and reaction time of 75 min, under which a conversion of 94.52% could be achieved. The epoxidation of RAME by hydrogen peroxide and the (π‐C5H5N[CH2]15CH3)3(PW4O16) phase‐transfer catalyst followed pseudo‐first order kinetics with an activation energy (Ea) of approximately 21.6 kJ/mol. The reaction process is a mass‐transfer control process. Practical applications: RSM was found to be a useful technique for optimizing epoxidation of RAME. The high conversion of the epoxidation of RAME indicates that (π‐C5H5N[CH2]15CH3)3(PW4O16) is a very efficient phase‐transfer catalyst for the epoxidation of RAME under the mild conditions mentioned above. The epoxidized RAME have the potential to be used as biolubricants, surfactants, biobased polymers, and surface‐active compounds for high‐value cosmetic. The epoxidized ricinoleic acid methyl ester (RAME) have great potential to be used as biolubricants, biobased polymers, and surface‐active compounds in a variety of industries. RAME is epoxidized using an environmentally friendly oxidant (hydrogen peroxide) and a phase‐transfer catalyst ([p‐C5H5N(CH2)15CH3]3[PW4O16]) in dichloroethane. The high conversion (94.52%) is achieved by using response surface methodology to optimize the epoxidation reaction variables.

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Improved thermo-oxidative stability of structurally modified waste cooking oil methyl esters for bio-lubricant application

Cited by 95 publications

References 27 publications

Chemical/Structural Modification of Canola Oil and Canola Biodiesel: Kinetic Studies and Biodegradability of the Alkoxides

Chemical/Structural Modification of Canola Oil and Canola Biodiesel: Kinetic Studies and Biodegradability of the Alkoxides

Viscous Flow Behaviour of Karanja Oil Based Bio-lubricant Base Oil

Optimization of epoxidation of ricinoleic acid methyl ester by hydrogen peroxide and phase‐transfer catalyst using response surface methodology

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