Investigation on Synthesis of Trimethylolpropane (TMP) Ester from Non-edible Oil

Nurazreen Shazwin Kamarudin  -  Faculty of Chemical Engineering, Universiti Teknologi MARA Malaysia, Malaysia
*Harumi Veny scopus  -  Faculty of Chemical Engineering, Universiti Teknologi MARA Malaysia, Malaysia
Nailah Fasihah Sidek  -  Faculty of Chemical Engineering, Universiti Teknologi MARA Malaysia, Malaysia
Faisal Abnisa  -  Department of Chemical and Materials Engineering, Faculty of Engineering, King Abdulaziz University, Saudi Arabia
Rozana Azrina Sazali  -  Faculty of Chemical Engineering, Universiti Teknologi MARA Malaysia, Malaysia
Noorhaliza Aziz  -  Faculty of Chemical Engineering, Pasir Gudang Campus, Johor Branch, Universiti Teknologi MARA, Malaysia
Received: 4 Sep 2020; Revised: 18 Oct 2020; Accepted: 19 Oct 2020; Published: 28 Dec 2020; Available online: 9 Nov 2020.
Open Access Copyright (c) 2020 Bulletin of Chemical Reaction Engineering & Catalysis
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Trimethylolpropane (TMP) ester is an eco-friendly lubricant that fully biodegradable and known as bio lubricant. In this study, TMP ester was produced from waste cooking oil and rubber seed oil through a two-step synthesis approach. The reaction is two stages transesterifications, in which the waste cooking oil and the rubber seed oil were first transesterified with methanol to produce methyl ester, followed by transesterification with TMP using para-Toluenesulfonic acid (p-TSA) as catalyst. Various effects of operating conditions were observed, such as reaction time, temperature and molar ratio of reactants. The TMP ester formation was determined based on the quantity of reactant conversion. The synthesized TMP ester was compared and characterized according to their properties. The results showed that the TMP ester from waste cooking oil (WCO) has shown better conversion compare to TMP ester from rubber seed oil (RSO), within a similar operating condition. The highest TMP ester conversion from WCO is 71%, at temperature of 150 ºC with molar ratio of FAME to TMP of 3:1 and catalyst amount of 2% (wt/wt). In addition, these polyol based esters from WCO and RSO exhibit appropriate basic properties for viscosity when compare with requirement standard of lubricant ISO VG46. Copyright © 2020 BCREC Group. All rights reserved


Keywords: biodiesel; rubber seed oil; waste cooking oil; biolubricant; transesterification; trimethylolpropane triester
Funding: Institute of Quality and Knowledge Advancement (INQKA) Universiti Teknologi MARA (UiTM)

Article Metrics:

  1. Wang, E., Ma, X., Tang, S., Yan, R., Wang, Y., Riley, W.W., Reaney, M.J.T. (2014). Synthesis and oxidative stability of trimethylolpropane fatty acid triester as a biolubricant base oil from waste cooking oil. Biomass and Bioenergy, 66, 371–378.
  2. Soni, S., Agarwal, M. (2014). Lubricants from renewable energy sources – a review. Green Chem. Lett. Rev., 7(4), 359–382.
  3. McNutt, J., He, Q. (2016). Development of biolubricants from vegetable oils via chemical modification. J. Ind. Eng. Chem., 36, 1–12.
  4. Salih, N., Salimon, J., Jantan, F.N. (2013). Synthesis and characterization of palm kernel oil based trimethylolpropane ester. Asian J. Chem., 25(17), 9751–9754.
  5. Menkiti, M.C., Ocheje, O., Agu, C.M. (2017). Production of environmentally adapted lubricant base stock from Jatropha curcas specie seed oil. Int. J. Ind. Chem., 8(2), 133–144.
  6. Kamalakar, K., Rajak, A.K., Prasad, R.B.N., Karuna, M.S.L. (2013). Rubber seed oil-based biolubricant base stocks: A potential source for hydraulic oils. Ind. Crops Prod., 51, 249–257.
  7. Sharma, U.C., Sachan, S., Trivedi, R.K. (2019). Viscous flow behaviour of karanja oil based biolubricant base oil. J. Oleo Sci., 67(1), 105–111.
  8. Wang, Y., Zhou, C., Zheng, G., Sun, Y. (2014). Synthesis and Optimization of Trimethylolpropane Rapeseed Oil Ester. Adv. Mater. Res., 1015, 610–614.
  9. Dodos, G.S., Zannikos, F., Lois, E. (2011). Utilization of Sesame Oil for the Production of Bio-based Fuels and Lubricants. 3rd Int. CEMEPE SECOTOX Conf., 1(1), 623–628.
  10. Salimon, J., Salih, N., Yousif, E. (2010), Biolubricants: Raw materials, chemical modifications and environmental benefits. Eur. J. Lipid Sci. Technol., 112, 519-530. DOI: 10.1002/ejlt.200900205
  11. Arbain, N.H., Salimon, J. (2011). The Effects of Various Acid Catalyst on the Esterification of Jatropha Curcas Oil based Trimethylolpropane Ester as Biolubricant Base Stock. Journal of Chemistry, 8, 789374. DOI: 10.1155/2011/789374
  12. Eze, V.C., Phan, A.N., Harvey, A.P. (2018). Intensi fi ed one-step biodiesel production from high water and free fatty acid waste cooking oils. Fuel, 220, 567–574.
  13. Talukder, M.M.R., Wu, J.C., Chua, L.P.L. (2010). Conversion of waste cooking oil to biodiesel via enzymatic hydrolysis followed by chemical esterification. Energy & Fuels, 24(3), 2016–2019.
  14. Umaru, M., Aris, M.I., Munnir, S.M., Aliyu, A.M., Aberuagba, F., Isaac, A.J. (2016). Statistical optimization of biolubricant production from Jatropha curcas oil using trimethylolpropane as a polyol. Proceedings of the World Congress on Engineering and Computer Science 2016,Vol II (WCECS 2016), October 19-21, 2016, San Francisco, USA, Page 1-6.
  15. Abd, H., Yunus, R., Rashid, U., Choong, T.S.Y., Al-Muhtaseb, A.H. (2012). Synthesis of palm oil-based trimethylolpropane ester as potential biolubricant: Chemical kinetics modeling. Chem. Eng. J., 200–202, 532–540.
  16. Karonis, D., Chilari, D. (2013). A Comparison Between Of Sodium Methoxide And Sodium Hydroxide Catalysts For Ethyl Esters Production. Proceedings of the 13th International Conference of Environmental Science and Technology, Athens, Greece, 5-7 September 2013, Page 1-8.
  17. Qiao, S., Shi, Y., Wang, X., Lin, Z., Jiang, Y. (2017). Synthesis of Biolubricant Trimethylolpropane Trioleate and Its Lubricant Base Oil Properties. Energy & Fuels, 31, 7185–7190.
  18. Faiz, M., Gunam, M., Idaty, T., Ghazi, M., Idris, A. (2012). Kinetic study of jatropha biolubricant from transesterification of jatropha curcas oil with trimethylolpropane : Effects of temperature. Ind. Crop. Prod., 38, 87–92.
  19. Heikal, E.K., Elmelawy, M., Khalil, S.A., Elbasuny, N. (2017). Manufacturing of environment friendly biolubricants from vegetable oils. Egypt. J. Pet., 26, 53–59.
  20. Masood, H., Yunus, R., Choong, T.S.Y., Rashid, U., Taufiq, Y.H. (2012). Synthesis and characterization of calcium methoxide as heterogeneous catalyst for trimethylolpropane esters conversion reaction. Appl. Catal. A Gen., 425–426, 184–190.
  21. Musa, U., Mohammed, I.A., Sadiq, M.M., Aberuagba, F., Olurinde, A.O., Obamina, R. (2015). Synthesis and Characterization of Tri-methylolpropane-Based Biolubricants from Castor Oil. Proceedings of the 45th Annual Conference of NSChE, 5-7 th Nov., 2015, Warri, Nigeria. Page 248 -253.
  22. Sanni, S.E., Emetere, E., Efeovbokhan, V.E., Udonne, J.D. (2017). Process Optimization of the Transesterification Processes of Palm Kernel and Soybean Oils for Lube Oil Synthesis. Int. J. Appl. Eng. Res., 12(14), 4113–4129.
  23. Panchal, T., Chauhan, D., Thomas, M., Patel, J. (2015). Bio-based grease A value added product from renewable resources. Ind. Crops Prod., 63, 48–52.
  24. Theam, K.L., Islam, A., Choo, Y.M., Taufiq-Yap, Y. H. (2015). Biodiesel from low cost palm stearin using metal doped methoxide solid catalyst. Ind. Crops Prod., 76, 281–289.
  25. Yunus, R., Idris, A. (2003). Preparation and Characterization of Trimethylolpropane Esters From Palm Kernel Oil Methyl Esters. J. Palm Oil Res., 15, 42–49.
  26. Yunus, R., Lye, O.T., Fakhru’l-Razi, A., Basri, S. (2002). A simple capillary column GC method for analysis of palm oil-based polyol esters. J. Am. Oil Chem. Soc., 79(11), 1075–1080.
  27. Nagendramma, P., Kaul, S. (2011). Development of ecofriendly/biodegradable lubricants: An overview. Renew. Sustain. Energy Rev., 16, 764–774.
  28. Chang, T.S., Masood, H., Yunus, R., Rashid, U., Choong, T.S.Y., Biak, D.R.A. (2012). Activity of calcium methoxide catalyst for synthesis of high oleic palm oil based trimethylolpropane triesters as lubricant base stock. Ind. Eng. Chem. Res., 51(15), 5438–5442.
  29. ASTM International (2011). Standard Test Method for Kinematic Viscosity of Transparent and Opaque Liquids (and Calculation of Dynamic Viscosity).
  30. ASTM International (2013). Standard Test Method for Pour Point of Petroleum Products.
  31. Li, W., Wang, X. (2015). Bio-lubricants Derived from Waste Cooking Oil with Improved Oxidation Stability and Low-temperature Properties. J. Oleo Sci. J. Oleo Sci, 64(4), 367–374.
  32. Borugadda, V.B., Goud, V.V. (2016). Improved thermo-oxidative stability of structurally modified waste cooking oil methyl esters for bio-lubricant application. J. Clean. Prod., 112, 4515–4524.
  33. Alang, M.B., Ndikontar, M.K., Sani, Y.M., Ndifon, P.T. (2018). Synthesis and Characterisation of a Biolubricant from Cameroon Palm Kernel Seed Oil Using a Locally Produced Base Catalyst from Plantain Peelings. Green Sustain. Chem., 8, 275–287.

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