Abstract
Calophyllum inophyllum oil (CIO) is a non-edible vegetable oil that has poor oxidative and thermal stability. These limitations can be ameliorated by certain chemical modifications. In the present study, CIO is chemically modified by a two-stage transesterification process using methanol followed by epoxidation. The present study attempts to develop a green-cutting fluid using multistage chemically modified CIO. The fatty acid profile of CIO is evaluated by the Gas chromatography- Mass spectroscopy method and the chemical modification of CIO is confirmed using Fourier Transform Infrared spectroscopy. The lubricant properties such as tribological, thermal, and physical properties, oxidation stability, and chemical properties of CIO and modified CIO (MCIO), are evaluated and compared initially as per ASTM, AOCS, and Indian Standards, respectively. Then the CIO and MCIO-based cutting fluids are formulated based on the emulsion stability test results conducted as per ASTM standards. The kinematic viscosity, tribological properties, and corrosion stability of the vegetable oil-based cutting fluids are then evaluated and compared with that of the commercial cutting fluids such as Servocut and Quakercut as per ASTM standards. The performance evaluation of the vegetable oil-based cutting fluid with commercial cutting fluids is performed using a pin-on-disc apparatus with the help of an L16 orthogonal array. The experimental results indicated that the MCIO has superior oxidative stability and a better viscosity index compared to CIO. The modification of CIO has shown a slight improvement of 3 °C in its pour point. Whereas, the TGA curve indicated that the MCIO is not even completely degraded at 800 °C compared to CIO, which completely degraded by 552 °C. The final base fluid, EMCIO (emulsified MCIO) has shown a very low coefficient of friction (COF) value of 0.023 compared to commercial cutting fluids. From the Taguchi and ANOVA analysis for performance evaluation using pin on disc, it was observed that cutting fluids used is the most influencing parameter for COF (53.89%), weight loss (24.02%)., and surface roughness (46.86%). The present study has developed a green cutting fluid with multistage chemically modified CIO with better shelf life, superior oxidation stability, and better viscosity index that can replace commercial cutting fluids and the effect of cutting fluid used alone and with other parameters such as load and speed on the COF, weight loss, and surface roughness has also been investigated, which makes the work more novel.
Similar content being viewed by others
Data availability
Data will be made available on request.
References
Abdalla, H. S., Baines, W., McIntyre, G., & Slade, C. (2007). Development of novel sustainable neat-oil metal working fluids for stainless steel and titanium alloy machining. Part 1. Formulation development. The International Journal of Advanced Manufacturing Technology, 34(1–2), 21–33.
Adhvaryu, A., & Erhan, S. Z. (2002). Epoxidized soybean oil as a potential source of high-temperature lubricants. Industrial Crops and Products, 15(3), 247–254.
Adhvaryu, A., Erhan, S. Z., & Perez, J. M. (2004). Tribological studies of thermally and chemically modified vegetable oils for use as environmentally friendly lubricants. Wear, 257(3–4), 359–367.
Afifah, A. N., Syahrullail, S., Azlee, N. I. W., & Rohah, A. M. (2021). Synthesis and tribological studies of epoxidized palm stearin methyl ester as a green lubricant. Journal of Cleaner Production, 280, 124320.
Afifah, A. N., Syahrullail, S., Azlee, N. I. W., Sidik, N. A. C., Yahya, W. J., & Abd Rahim, E. (2019). Biolubricant production from palm stearin through enzymatic transesterification method. Biochemical Engineering Journal, 148, 178–184.
Angulo, B., Fraile, J. M., Gil, L., & Herrerías, C. I. (2018). Bio-lubricants production from fish oil residue by transesterification with trimethylolpropane. Journal of Cleaner Production, 202, 81–87.
Arita, S., Komariah, L. N., Andalia, W., Hadiah, F., & Ramayanti, C. (2023). Taguchi experiment design for DES K2CO3-glycerol performance in RBDPO transesterification. Emerging Science Journal, 7(3), 917–927.
Arumugam, S., Sriram, G., & Subadhra, L. (2012). Synthesis, chemical modification and tribological evaluation of plant oil as bio-degradable low temperature lubricant. Procedia Engineering, 38, 1508–1517.
Atabani, A. E., & da Silva César, A. (2014). Calophyllum inophyllum L.-A prospective non-edible biodiesel feedstock. Study of biodiesel production, properties, fatty acid composition, blending and engine performance. Renewable and Sustainable Energy Reviews, 37, 644–655.
Attia, N. K., El-Mekkawi, S. A., Elardy, O. A., & Abdelkader, E. A. (2020). Chemical and rheological assessment of produced biolubricants from different vegetable oils. Fuel, 271, 117578.
Azahar, W. N. A. W., Jaya, R. P., Hainin, M. R., Bujang, M., & Ngadi, N. (2016). Chemical modification of waste cooking oil to improve the physical and rheological properties of asphalt binder. Construction and Building Materials, 126, 218–226.
Bashiri, S., Ghobadian, B., Soufi, M. D., & Gorjian, S. (2021). Chemical modification of sunflower waste cooking oil for biolubricant production through epoxidation reaction. Materials Science for Energy Technologies, 4, 119–127.
Bennett, E. O. (1983). Water based cutting fluids and human health. Tribology International, 16(3), 133–136.
Bilal, S., Nuhu, M., & Kasim, S. A. (2013). Production of biolubricant from Jatropha curcas seed oil. Journal of Chemical Engineering and Materials Science, 4(6), 72–79.
Birova, A., Pavlovičová, A., & Cvenroš, J. (2002). Lubricating oils based on chemically modified vegetable oils. Journal of Synthetic Lubrication, 18(4), 291–299.
Borugadda, V. B., & Goud, V. V. (2014). Epoxidation of castor oil fatty acid methyl esters (COFAME) as a lubricant base stock using heterogeneous ion-exchange resin (IR-120) as a catalyst. Energy Procedia, 54, 75–84.
Borugadda, V. B., & Goud, V. V. (2016). Improved thermo-oxidative stability of structurally modified waste cooking oil methyl esters for bio-lubricant application. Journal of Cleaner Production, 112, 4515–4524.
Cai, S., Zhou, X., Chen, J., Yu, H., & Zhou, C. (2012). Transesterification reaction reduce viscosity of vegetable insulating oil. In 2012 International Conference on High Voltage Engineering and Application (pp. 648–650). IEEE.
Chauhan, P. S. (2013). Epoxidation in karanja oil for biolubricant applications. International Journal of Pharmaceutical and Biological Science Archive, 1(1), 61–70.
Chen, S., Wu, T., Fang, Y., & Zhao, C. (2022). Synthesis of T-Type low-viscosity hydrocarbon bio-lubricant from fatty acid methyl esters and coconut oil. Renewable Energy, 186, 280–287.
do Valle, C. P., Rodrigues, J. S., Fechine, L. M. U. D., Cunha, A. P., Malveira, J. Q., Luna, F. M. T., & Ricardo, N. M. P. S. (2018). Chemical modification of Tilapia oil for biolubricant applications. Journal of Cleaner Production, 191, 158–166.
Edla, S., Krishna, A., Karthik, G. V. S., Arif, M. M., & Rani, S. (2021). Potential use of transesterified vegetable oil blends as base stocks for metalworking fluids and cutting forces prediction using machine learning tool. Biomass Conversion and Biorefinery, 1–12.
Edla, S., Thampi, A. D., Prasannakumar, P., & Rani, S. (2022). Evaluation of physicochemical, tribological and oxidative stability properties of chemically modified rice bran and karanja oils as viable lubricant base stocks for industrial applications. Tribology International, 173, 107631.
Encinar, J. M., González, J. F., & Pardal, A. (2012). Transesterification of castor oil under ultrasonic irradiation conditions. Preliminary Results. Fuel Processing Technology, 103, 9–15.
Encinar, J. M., Nogales, S., & González, J. F. (2020). Biodiesel and biolubricant production from different vegetable oils through transesterification. Engineering Reports, 2(12), e12190.
Erhan, S. Z., Sharma, B. K., & Perez, J. M. (2006). Oxidation and low temperature stability of vegetable oil-based lubricants. Industrial Crops and Products, 24(3), 292–299.
Farfan-Cabrera, L. I., Gallardo-Hernández, E. A., Gómez-Guarneros, M., Pérez-González, J., & Godínez-Salcedo, J. G. (2020). Alteration of lubricity of Jatropha oil used as bio-lubricant for engines due to thermal ageing. Renewable Energy, 149, 1197–1204.
Farfan-Cabrera, L. I., Gallardo-Hernández, E. A., Pérez-González, J., Marín-Santibáñez, B. M., & Lewis, R. (2019). Effects of Jatropha lubricant thermo-oxidation on the tribological behaviour of engine cylinder liners as measured by a reciprocating friction test. Wear, 426, 910–918.
Fox, N. J., & Stachowiak, G. W. (2007). Vegetable oil-based lubricants—a review of oxidation. Tribology International, 40(7), 1035–1046.
Ghazi, T. I., Gunam Resul, M. F. M., & Idris, A. (2010). Production of an improved biobased lubricant from Jatropha curcas as renewable source. In Proceedings of Third International Symposium on Energy from Biomass and Waste, by CISA, Environmental Sanitary Engineering Centre (Venice) Italy.
Ghodrati, M., Mousavi-Kamazani, M., & Zinatloo-Ajabshir, S. (2020). Zn3V3O8 nanostructures: Facile hydrothermal/solvothermal synthesis, characterization, and electrochemical hydrogen storage. Ceramics International, 46(18), 28894–28902.
Habibullah, M., Masjuki, H. H., Kalam, M. A., Gulzar, M., Arslan, A., & Zahid, R. (2015). Tribological characteristics of Calophyllum inophyllum–based TMP (trimethylolpropane) ester as energy-saving and biodegradable lubricant. Tribology Transactions, 58(6), 1002–1011.
Hamzeh, S., Mahmoudi-Moghaddam, H., Zinatloo-Ajabshir, S., Amiri, M., & Nasab, S. A. R. (2024). Eco-friendly synthesis of mesoporous praseodymium oxide nanoparticles for highly efficient electrochemical sensing of carmoisine in food samples. Food Chemistry, 433, 137363.
Hawa, A., Salaemae, P., Abdulmatin, A., Ongwuttiwat, K., & Prachasearee, W. (2023). Properties of palm oil ash geopolymer containing alumina powder and field para rubber latex. Civil Engineering Journal, 9(05), 1271.
Hernández-Cruz, M. C., Meza-Gordillo, R., Domínguez, Z., Rosales-Quintero, A., Abud-Archila, M., Ayora-Talavera, T., & Villalobos-Maldonado, J. J. (2021). Optimization and characterization of in situ epoxidation of chicken fat with peracetic acid. Fuel, 285, 119127.
Hwang, H.-S., & Erhan, S. Z. (2001). Modification of epoxidized soybean oil for lubricant formulations with improved oxidative stability and low pour point. Journal of the American Oil Chemists’ Society, 78(12), 1179–1184.
Janković, M. R., Govedarica, O. M., & Sinadinović-Fišer, S. V. (2020). The epoxidation of linseed oil with in situ formed peracetic acid: A model with included influence of the oil fatty acid composition. Industrial Crops and Products, 143, 111881.
Kamil, R. N. M., Yusup, S., & Rashid, U. (2011). Optimization of polyol ester production by transesterification of Jatropha-based methyl ester with trimethylolpropane using Taguchi design of experiment. Fuel, 90(6), 2343–2345.
Lawal, S. A. (2013). A review of application of vegetable oil-based cutting fluids in machining non- ferrous metals. Indian Journal of Science and Technology, 6(1), 3951–3956.
Lovell, M., Higgs, C. F., Deshmukh, P., & Mobley, A. (2006). Increasing formability in sheet metal stamping operations using environmentally friendly lubricants. Journal of Materials Processing Technology, 177(1–3), 87–90.
Madankar, C. S., Pradhan, S., & Naik, S. N. (2013). Parametric study of reactive extraction of castor seed (Ricinus communis L.) for methyl ester production and its potential use as bio lubricant. Industrial Crops and Products, 43, 283–290.
Makkar, H. P. S., Becker, K., Sporer, F., & Wink, M. (1997). Studies on nutritive potential and toxic constituents of different provenances of Jatropha curcas. Journal of Agricultural and Food Chemistry, 45(8), 3152–3157.
Mang, T., & Dresel, W. (2007). Lubricants and lubrication. John Wiley and Sons.
Marques, J. P. C., Rios, Í. C., Parente, E. J. S., Jr., Quintella, S. A., Luna, F. M. T., & Cavalcante, C. L., Jr. (2020). Synthesis and characterization of potential bio-based lubricant basestocks via epoxidation process. Journal of the American Oil Chemists’ Society, 97(4), 437–446.
Mobarak, H. M., Mohamad, E. N., Masjuki, H. H., Kalam, M. A., Al Mahmud, K. A. H., Habibullah, M., & Ashraful, A. M. (2014). The prospects of biolubricants as alternatives in automotive applications. Renewable and Sustainable Energy Reviews, 33, 34–43.
Mohanraj, T., & Radhika, N. (2021). Biolubricants. In Tribology and Sustainability (pp. 143–161). CRC Press.
Nogales-Delgado, S., Encinar, J. M., & Cortés, Á. G. (2021). High oleic safflower oil as a feedstock for stable biodiesel and biolubricant production. Industrial Crops and Products, 170, 113701.
Nor, N. M., Derawi, D., & Salimon, J. (2017). Chemical modification of epoxidized palm oil for biolubricant application. Malaysian Journal of Analytical Sciences, 21(6), 1423–1431.
Ogunniyi, D. S. (2006). Castor oil: A vital industrial raw material. Bioresource Technology, 97(9), 1086–1091.
Oh, J., Yang, S., Kim, C., Choi, I., Kim, J. H., & Lee, H. (2013). Synthesis of biolubricants using sulfated zirconia catalysts. Applied Catalysis a: General, 455, 164–171.
Pandey, R. K., Wood, R. J. K., & Bijwe, J. (2017). Green tribology. Surface Topography: Metrology and Properties. IOP Publishing.
Pranav, P., Sneha, E., & Rani, S. (2021). Vegetable oil-based cutting fluids and its behavioral characteristics in machining processes : A review. Industrial Lubrication and Tribology. https://doi.org/10.1108/ILT-12-2020-0482
Prasannakumar, P., Edla, S., Thampi, A. D., Arif, M., & Santhakumari, R. (2022). A comparative study on the lubricant properties of chemically modified Calophyllum inophyllum oils for bio-lubricant applications. Journal of Cleaner Production, 339, 130733.
Prasannakumar, P., Sankarannair, S., Bose, C., Santhakumari, R., & Jyothi, S. N. (2023). Influence of techniques on synthesizing cashew nut shell oil as a prospective biolubricant on its physicochemical, tribological, and thermal behaviors. Journal of Cleaner Production, 401, 136717.
Rani, S. (2017). The evaluation of lubricant properties and environmental effect of bio-lubricant developed from rice bran oil. International Journal of Surface Science and Engineering, 11(5), 403–417.
Resul, M. F. M. G., Ghazi, T. I. M., & Idris, A. (2012). Kinetic study of jatropha biolubricant from transesterification of jatropha curcas oil with trimethylolpropane: Effects of temperature. Industrial Crops and Products, 38, 87–92.
Rizvi, S. Q. A. (2009). A Comprehensive Review of Lubricant Chemistry. Technology, Selection, and Design, 100–112.
Rudnick, L. R. (2020). Synthetics, mineral oils, and bio-based lubricants: Chemistry and technology. CRC Press.
Sabarinath, S., Prabha Rajeev, S., Rajendra Kumar, P. K., & Prabhakaran Nair, K. (2020). Development of fully formulated eco-friendly nanolubricant from sesame oil. Applied Nanoscience, 10(2), 577–586.
Sabarinath, S., Sreenidhi, P. R., Rajendrakumar, P. K., Nair, K. P., Padil, V. V. T., Koshy, C. P., & Pranav, P. (2023). experimental investigations of sesame oil-based nano-lubricant in four-stroke SI engine. Transactions of the Indian Institute of Metals, 76(9), 2581–2585.
Sankaran Nair, S., Prabhakaran Nair, K., & Rajendrakumar, P. K. (2018). Micro and nanoparticles blended sesame oil bio-lubricant: Study of its tribological and rheological properties. Micro and Nano Letters, 13(12), 1743–1746.
Satyanarayana, M., & Muraleedharan, C. (2011). Comparative studies of biodiesel production from rubber seed oil, coconut oil, and palm oil including thermogravimetric analysis. Energy Sources, Part a: Recovery, Utilization, and Environmental Effects, 33(10), 925–937.
Schneider, M. P. (2006). Plant-oil-based lubricants and hydraulic fluids. Journal of the Science of Food and Agriculture, 86(12), 1769–1780.
Siler-Marinkovic, S., & Tomasevic, A. (1998). Transesterification of sunflower oil in situ. Fuel, 77(12), 1389–1391.
Sneha, E., Akhil, R. B., Krishna, A., Rani, S., & Kumar, S. A. (2020). Formulation of bio-lubricant based on modified rice bran oil with stearic acid as an anti-wear additive. Proceedings of the Institution of Mechanical Engineers, Part J: Journal of Engineering Tribology, 1350650120977381.
Sukri, A. S., Saripuddin, M., & Talanipa, R. (2023). Potential erosion in mining, oil palm plantations, and watersheds reforestation areas. Civil Engineering Journal, 9(9), 2193–2204.
Thampi, A. D., John, A. R., Rani, S., & Arif, M. M. (2020a). Chemical modification and tribological evaluation of pure rice Bran oil as base stocks for biodegradable lubricants. Journal of The Institution of Engineers (India): Series E, 1–6.
Thampi, A. D., John, A. R., Arif, M. M., & Rani, S. (2020b). Evaluation of the tribological properties and oxidative stability of epoxidized and ring opened products of pure rice bran oil. Proceedings of the Institution of Mechanical Engineers, Part J: Journal of Engineering Tribology, 1350650120950535.
Wagner, H., Luther, R., & Mang, T. (2001). Lubricant base fluids based on renewable raw materials: Their catalytic manufacture and modification. Applied Catalysis a: General, 221(1–2), 429–442.
Wu, X., Zhang, X., Yang, S., Chen, H., & Wang, D. (2000). The study of epoxidized rapeseed oil used as a potential biodegradable lubricant. Journal of the American Oil Chemists’ Society, 77(5), 561–563.
Xu, J., Kong, L., Deng, L., Mazza, G., Wang, F., Baeyens, J., & Nie, K. (2021). The conversion of linoleic acid into hydroxytetrahydrofuran-structured bio-lubricant. Journal of Environmental Management, 291, 112692.
Yunus, R., Fakhrul I-Razi, A., Ooi, T. L., Iyuke, S. E., & Idris, A. (2003). Preparation and characterization of trimethylolpropane esters from palm kernel oil methyl esters. Journal of Oil Palm Research, 15(2), 42–49.
Zaid, M., Singh, Y., Kumar, A., & Gupta, S. (2020). Development of the Calophyllum inophyllum based biolubricant and their tribological analysis at different conditions. Materials Today: Proceedings, 26, 2582–2585.
Zainal, N. A., Zulkifli, N. W. M., Gulzar, M., & Masjuki, H. H. (2018). A review on the chemistry, production, and technological potential of bio-based lubricants. Renewable and Sustainable Energy Reviews, 82, 80–102.
Zinatloo-Ajabshir, S., Esfahani, M. H., Marjerrison, C. A., Greedan, J., & Behzad, M. (2023). Enhanced electrochemical hydrogen storage performance of lanthanum zirconium oxide ceramic microstructures synthesized by a simple approach. Ceramics International, 49(23), 37415–37422.
Zinatloo-Ajabshir, S., Mahmoudi-Moghaddam, H., Amiri, M., & Akbari Javar, H. (2024a). A green and simple procedure to synthesize dysprosium cerate plate-like nanostructures and their application in the electrochemical sensing of mesalazine. Journal of Materials Science: Materials in Electronics, 35(7), 500.
Zinatloo-Ajabshir, S., Morassaei, M. S., & Salavati-Niasari, M. (2019). Eco-friendly synthesis of Nd2Sn2O7–based nanostructure materials using grape juice as green fuel as photocatalyst for the degradation of erythrosine. Composites Part b: Engineering, 167, 643–653.
Zinatloo-Ajabshir, S., Rakhshani, S., Mehrabadi, Z., Farsadrooh, M., Feizi-Dehnayebi, M., Rakhshani, S., et al. (2024b). Novel rod-like [Cu (phen) 2 (OAc)]·PF6 complex for high-performance visible-light-driven photocatalytic degradation of hazardous organic dyes: DFT approach, Hirshfeld and fingerprint plot analysis. Journal of Environmental Management, 350, 119545.
Zinatloo-Ajabshir, S., & Salavati-Niasari, M. (2019). Preparation of magnetically retrievable CoFe2O4@ SiO2@ Dy2Ce2O7 nanocomposites as novel photocatalyst for highly efficient degradation of organic contaminants. Composites Part b: Engineering, 174, 106930.
Zinatloo-Ajabshir, S., Salehi, Z., & Salavati-Niasari, M. (2018). Green synthesis and characterization of Dy2Ce2O7 nanostructures using Ananas comosus with high visible-light photocatalytic activity of organic contaminants. Journal of Alloys and Compounds, 763, 314–321.
Acknowledgements
The authors acknowledge the Central Laboratory for Instrumentation and Facilitation (CLIF), University of Kerala- Kariavattom Campus, Thiruvananthapuram, Kerala, India for carrying out FTIR, and TGA of the oil samples. The authors would also like to acknowledge Care-Keralam, Thrissur, Kerala, India for carrying out the fatty acid analysis by GC-MS.
Author information
Authors and Affiliations
Contributions
Pranav Prasannakumar: Conceptualization, Investigation, Methodology, Formal analysis, Writing- original draft preparation. Rani Santhakumari: Conceptualization, Methodology, Supervision, Validation, Writing- review & editing. Ananthan D Thampi: Investigation, Methodology, Formal analysis, Writing- original draft preparation. Edla Sneha: Conceptualization, Methodology, Validation. KS Adithyan: Formal analysis, Writing- original draft preparation. S Sabarinath: Validation.
Corresponding author
Ethics declarations
Conflict of interest
The author(s) declared no potential conflicts of interest with respect to the research, authorship, and/or publication of this article.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Prasannakumar, P., Santhakumari, R., Thampi, A.D. et al. Epoxidation of Calophyllum inophyllum oil fatty acid methyl esters as a potential base-stock for green cutting fluid. Environ Dev Sustain (2024). https://doi.org/10.1007/s10668-024-05018-1
Received:
Accepted:
Published:
DOI: https://doi.org/10.1007/s10668-024-05018-1