Synthesis of Epoxide and Polyol Compounds as Intermediates for Biolubricant from Soybean Oil

Muhammad Said (1), Bobbie Rizkie Mandhala Hermanto (2), Muhammad Aidil Defitra (3), Febri Sandi (4), Risky Vernando (5)
(1) Chemical Engineering Department, Faculty of Engineering, Sriwijaya University, Jl. Raya Palembang – Prabumulih, Km. 32, Inderalaya, OganIlir, 30662, South-Sumatera Province, Indonesia
(2) Chemical Engineering Department, Faculty of Engineering, Sriwijaya University, Jl. Raya Palembang – Prabumulih, Km. 32, Inderalaya, OganIlir, 30662, South-Sumatera Province, Indonesia
(3) Chemical Engineering Department, Faculty of Engineering, Sriwijaya University, Jl. Raya Palembang – Prabumulih, Km. 32, Inderalaya, OganIlir, 30662, South-Sumatera Province, Indonesia
(4) Chemical Engineering Department, Faculty of Engineering, Sriwijaya University, Jl. Raya Palembang – Prabumulih, Km. 32, Inderalaya, OganIlir, 30662, South-Sumatera Province, Indonesia
(5) Chemical Engineering Department, Faculty of Engineering, Sriwijaya University, Jl. Raya Palembang – Prabumulih, Km. 32, Inderalaya, OganIlir, 30662, South-Sumatera Province, Indonesia
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How to cite (IJASEIT) :
Said, Muhammad, et al. “Synthesis of Epoxide and Polyol Compounds As Intermediates for Biolubricant from Soybean Oil”. International Journal on Advanced Science, Engineering and Information Technology, vol. 10, no. 1, Feb. 2020, pp. 374-80, doi:10.18517/ijaseit.10.1.10463.
Biolubricant derived from vegetable oils is one of alternatives to substitute petroleum based lubricant. The biolubricant is environmental friendly, biodegradable, non toxic and renewable since it is derived from the vegetable oils. Soybean oil is potential as raw material for synthesis epoxide compound as intermediate substances for biolubricant since it has properties of high viscosity, low volatility, thermal stablity, vaporization stability and biodegradable. Polyol compound was produced through hydroxylation process of epoxide compound derived from the vegetable oils. The research aims to synthesize the epoxide compound from soybean oil, polyol compound synthesis from the epoxide compound and to determine kinetic reaction constants of the epoxidation and hydroxylation reactions. The process synthesis of the epoxide compound, as well as, polyol was carried out in a stirred glass reactors equipped with temperature measurement. The epoxidation reaction was carried out at 60 oC, 70 oC, and 80 oC with reaction time of 30 to 180 minutes with 30 minutes interval, while the hydroxylation reaction was carried out at 45 oC, 50 oC, 55 oC, and 60 oC with reaction time of 30 to 120 minutes with 30 minute interval. The highest conversion of soybean oil in epoxidation process was achieved 53.90 % at 70 oC and 120 minutes reaction time. The kinetic reaction constant for epoxidation reaction was achieved kep = 0.0046 min-1 at 70 oC. The highest conversion of hydroxylation process was achieved 91.52 % at 45 oC and 120 minutes reaction time. The kinetic reaction constant for hydroxylation reaction was achieved khd = 0.5528 min-1 at at 45 oC.

Precidential Decree Republic of Indonesia No. 5, National Energy Policy, 2006.

Y. Gerbig, S. I. U. Ahmed, F. A. Gerbig, and H. Haefke, “Suitability of vegetable oils as industrial lubricants,“ Journal of Synthesis Lubricant, vol. 21, pp. 177 - 191, Oct. 2004.

S. Gupta, R. Kumar, S. Tyagi, and P. V. C. Rao, “Using microwave technology in biolubricants production enhances product yields and reduces reaction time,“ (2012) Production of biolubricant base stock. [Online]. Available : www.digitalrefining.com/article/1000654.

M. Y. Koh., T. I. M. Ghazi., and A. Idris, “Synthesis of palm based biolubricant in an oscillatory flow reactor (OFR), “ Industrial Crops and Products, vol. 52, pp. 567 - 574, Oct. 2013.

J. McNutt and Q.S. He, “Development of biolubricants from vegetable oils via chemical modification, “ Journal of Industrial and Engineering Chemistry, vol. 36, pp. 1-12, Feb. 2016.

J. C. J. Bart, E. Gucciardi, and S. Cavallaro, Biolubricants Science and Technology, 1st ed., Cambridge : Woodhead Publishing Limited, 2013.

BPS, Produksi Bahan Bakar Minyak, 2014.

A. R. Lansdown, Tribology in Practice Series : Lubrication and Lubricant Selection: A Practical Guide, 3rd ed., ASME Press, Champaign, IL, 2004.

J. Hagstrom, USDA to Set Requirements for Agencies to Purchase Bio-based Products, in Govexec.com (2005).

S. M. Alves, B. S. Barros, M. F. Trajano, K. S. B. Riberiro, and E. Moura, “Tribological behaviour of vegetable oil-based lubricants with nanoparticles of oxides in boundary lubrication conditions,” Tribology International Journal, vol. 65, pp. 28 - 36, Apr.2013.

P. Nagendramma and S. Kaul, “Development of ecofriendly/biodegradable lubricants: An overview,” Journal of Renewable and Sustainable Energy Review, vol. 16, pp. 764 - 774, Oct. 2011.

R.V. Sharma and A. K. Dalai, “Synthesis of bio-lubricant from epoxy canola oil using sulfated Ti-SBA-15 catalyst, “ Journal of Applied Catalyst B: Environment, vol. 142, pp. 604-614, June 2013.

D. Kania, R. Yunus, R. Omar, S. A. Rashid, and B. M. Jan, “A review of biolubricants in drilling fluids: Recent research, performance, and applications,“ Journal of Petroleum Science and Engineering, vol. 135, pp. 177-184, Sept. 2015.

F. M. T. Luna, B. S. Rocha, E. M. R. Jr, M. C. G. Alburqueque, D. C. S. Azevedo, and C. L. C. Jr, Assestment of biodegradability and oxidation stability of mineral, vegetable and synthetic oil samples” Journal of Industrial Crops and Products, vol.33, pp. 579-583, Jan.2011.

C. S. Madankar, A. K. Dalai, and S. N. Naik, Green synthesis of biolubricant base stock from canola oil,”Journal of Industrial Crops and Products, vol. 44, pp. 139-144, 2013.

J. W. Bredsguard, T. D. Thompson, S. C. Cermak and T. A. Isbell, Environmentally Friendly and Biobased Lubricants, Milton : CRC Press LLC, 2016.

E. K. Heikal, M.S. Elmelawy, S. A. Khalil, and N. M. Elbasuny, ”Manufacturing of environment friendly biolubricants from vegetables oils,” Egyptian Journal of Petroleum, vol 26, pp. 53 - 59, March 2016.

J. Oh, S. Yang, C. Kim., I. Choi., and J. H. Kim, “ Synthesis of biolubricants using sulphated zirconia catalysts,” Applied Catalyst A: General, vol. 455, pp. 164 - 171, Jan. 2013.

R. Yunus, A. Fakhru’lRazi, T. L. Ooi, R. Omar, and A. Idris, “Synthesis of palm oil based trimethylolpropane esters with improved pour points, “Industrial Engineering Chemical Research, vol. 44, pp. 8178 - 8183, Sept. 2005.

N. W. M. Zulkifli, S. S. N. Azman, M. A. Kalam, H. H. Masjuki, R. Yunus, and M. Gulzar, “Lubricity of bio-based lubricant derived from different chemically modified fatty acid methyl ester, “ Tribology International, vol. 93, pp. 555 - 562, March 2015.

G.S. Dodos, D. Karonis, F. Zannikos, and E. Lois, “Renewable fuels and lubricants from Lunaria annua L, “ Journal of Industrial Crops and Products, vol. 75, pp. 43-50, May 2015.

M.S. Silva, E.L. Foletto, S.M. Alves, T.N.C. Dantas, and A.A.D. Neto, “New hydraulic biolubricants based on passion fruit and moringa oilsand their epoxy, “ Journal of Industrial Crops and Products, vol. 69, pp. 362-370, Feb. 2015.

C.J. Reeves, P. L. Menezes, T. C. Jen, and M. R. Lovell, “The influence of fatty acids on tribological and thermal properties of natural oils as sustainable biolubricants, “ Tribology International, vol. 90, pp. 123-134, Apr. 2015.

C. P. D. Valle, J. S. Rodrigues, L. M. U. D. Vechine, A. P. Cunha, J. Q. Malveira, and F. M. T. Luna, N. M. P. S. Ricardo, ”Chemical Modification of Tilapia oil for biolubricant applications,” Journal of Cleaner Production, vol. 191, pp. 158 -166, Apr. 2018.

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