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Chemical Modification of Camelina Oil based Unsaturated Fatty Acid for Renewable Biolubricant Base Stock
Corresponding Author(s) : Lekha Charan Meher
Asian Journal of Chemistry,
Vol. 33 No. 1 (2021): Vol 33 Issue 1
Abstract
A green and eco-friendly method for preparation of oleochemicals from Camelina oil was developed for possible application for bio-lubricant basestocks, The steps involved are consisting of epoxidation of Camelina oil based fatty acid followed by further branching with wide range of alcohol such as 2-propanol, n-butanol, isoamyl alcohol and 2-ethylhexanol. These products were evaluated with physico-chemical properties such as acid value, oxirane oxygen content (OOC), hydroxyl value, low temperature properties, viscosity at 40 and 100 °C, viscosity index and characterized by FTIR, 1H NMR. The appearance of peak at 824 cm–1 in the FTIR spectra was due to the formation of epoxy group and broad peak appeared at 3500-3300 cm–1 is for hydrogen bonded O-H stretching vibration of hydroxy group. The 1H NMR spectra showed a signal at 2.9-3.2 ppm region indicated CH-proton attached to the oxygen atom of the both epoxy group for epoxidized product, peaks for newly formed secondary alcohols emerged at 4.25-3.35 in alkoxy derivatives. The Camelina based synthetic product may find application in biolubricants base stock.
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- A. Adhvaryu, Z. Liu and S.Z. Erhan, Ind. Crops Prod., 21, 113 (2005); https://doi.org/10.1016/j.indcrop.2004.02.001
- A. Bírová, A. Pavlovièová and J. Cvenros, J. Synth. Lubr., 18, 291(2002); https://doi.org/10.1002/jsl.3000180405
- Y.M. Shashidhara and S.R. Jayaram, Tribol. Int., 43, 1073 (2010); https://doi.org/10.1016/j.triboint.2009.12.065
- D. Hörner, Lubr. Sci., 18, 327 (2002); https://doi.org/10.1002/jsl.3000180407
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- N.S. Battersby, S.E. Pack and R.J. Watkinson, Chemosphere, 24, 1989 (1992); https://doi.org/10.1016/0045-6535(92)90247-O
- R. Becker and A. Knorr, Lubr. Sci., 8, 95 (1996); https://doi.org/10.1002/ls.3010080202
- J. Salimon and N. Salih, Eur. J. Sci. Res., 31, 583 (2009).
- J. Salimon and N. Salih, Eur. J. Sci. Res., 32, 216 (2009).
- S.Z. Erhan, Bailey’s Industrial Oil and Fat Products (2005).
- J. Salimon, N. Salih and E. Yousif, Arab. J. Chem., 5, 193 (2012); https://doi.org/10.1016/j.arabjc.2010.09.001
- E.B. Mubofu, Sustain. Chem. Processes, 4, 11 (2016); https://doi.org/10.1186/s40508-016-0055-8
- T.A. Isbell and S.C. Cermak, J. Am. Oil Chem. Soc., 79, 1227 (2002); https://doi.org/10.1007/s11746-002-0632-1
- M.G. Kulkarni and S.B. Sawant, J. Am. Oil Chem. Soc., 80, 1033 (2003); https://doi.org/10.1007/s11746-003-0816-8
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- B.R. Moser, Biofuels, 3, 193 (2012); https://doi.org/10.4155/bfs.12.6
- N. Kim, Y. Li and X.S. Sun, Ind. Crops Prod., 64, 1 (2015); https://doi.org/10.1016/j.indcrop.2014.10.025
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- IS-548 (Part I): Methods of Sampling and Test for Oils and Fats: Part I−Methods of Sampling Physical and Chemical (1964).
- AOCS Official Method Cd, 9-57, In: Official Method and Recommended Practices of the AOCS (1997).
- A.J. Durbetaki, Anal. Chem., 28, 2000 (1956); https://doi.org/10.1021/ac60120a055
- American Society for Testing Materials (ASTM), (D 445-97), Standard Test Method for Kinematic Viscosity of Transparent and Opaque Liquids (The Calculation of Dynamic Viscosity), ASTM, West Conshohocken,PA, USA, pp. 1-9 (1997).
- N. Sharma, L. C. Meher, K. Chandra, M. Mittal, S. K. Dwivedi and M. Bala, J. Energy Res. Environ. Technol., 4,257(2017).
- H.S. Hwang, A. Adhvaryu and S.Z. Erhan, J. Am. Oil Chem. Soc., 80, 811 (2003); https://doi.org/10.1007/s11746-003-0777-y
- T. Vlèek and Z.S. Petrovic, J. Am. Oil Chem. Soc., 83, 247 (2006); https://doi.org/10.1007/s11746-006-1200-4
- E. Alexandri, R. Ahmed, H. Siddiqui, M. Choudhary, C. Tsiafoulis and I. Gerothanassis, Mol., 22, 1663 (2017);https://doi.org/10.3390/molecules22101663
- A. Adhvaryu and S.Z. Erhan, Ind. Crops Prod., 15, 247 (2002); https://doi.org/10.1016/S0926-6690(01)00120-0
- A. Biswas, A. Adhvaryu, S.H. Gordon, S.Z. Erhan and J.L. Willett, J. Agric. Food Chem., 53, 9485 (2005);https://doi.org/10.1021/jf050731o
References
A. Adhvaryu, Z. Liu and S.Z. Erhan, Ind. Crops Prod., 21, 113 (2005); https://doi.org/10.1016/j.indcrop.2004.02.001
A. Bírová, A. Pavlovièová and J. Cvenros, J. Synth. Lubr., 18, 291(2002); https://doi.org/10.1002/jsl.3000180405
Y.M. Shashidhara and S.R. Jayaram, Tribol. Int., 43, 1073 (2010); https://doi.org/10.1016/j.triboint.2009.12.065
D. Hörner, Lubr. Sci., 18, 327 (2002); https://doi.org/10.1002/jsl.3000180407
L.R. Rudnick and S.Z. Erhan, Natural Oils as Lubricants, Boca Raton, FL: CRC Press, Chap. 21, pp. 353-360 (2006).
N.S. Battersby, S.E. Pack and R.J. Watkinson, Chemosphere, 24, 1989 (1992); https://doi.org/10.1016/0045-6535(92)90247-O
R. Becker and A. Knorr, Lubr. Sci., 8, 95 (1996); https://doi.org/10.1002/ls.3010080202
J. Salimon and N. Salih, Eur. J. Sci. Res., 31, 583 (2009).
J. Salimon and N. Salih, Eur. J. Sci. Res., 32, 216 (2009).
S.Z. Erhan, Bailey’s Industrial Oil and Fat Products (2005).
J. Salimon, N. Salih and E. Yousif, Arab. J. Chem., 5, 193 (2012); https://doi.org/10.1016/j.arabjc.2010.09.001
E.B. Mubofu, Sustain. Chem. Processes, 4, 11 (2016); https://doi.org/10.1186/s40508-016-0055-8
T.A. Isbell and S.C. Cermak, J. Am. Oil Chem. Soc., 79, 1227 (2002); https://doi.org/10.1007/s11746-002-0632-1
M.G. Kulkarni and S.B. Sawant, J. Am. Oil Chem. Soc., 80, 1033 (2003); https://doi.org/10.1007/s11746-003-0816-8
J. Zubr, Ind. Crops Prod., 6, 113 (1997); https://doi.org/10.1016/S0926-6690(96)00203-8
B.R. Moser, Biofuels, 3, 193 (2012); https://doi.org/10.4155/bfs.12.6
N. Kim, Y. Li and X.S. Sun, Ind. Crops Prod., 64, 1 (2015); https://doi.org/10.1016/j.indcrop.2014.10.025
Z. Petrovic, A. Guo and I. Javni, Process for the Preparation Of Vegetable Oil-Based Polyols and Electroninsulating Casting Compounds Created from Vegetable Oil-based Polyols, US Patent 6,107,433 (2003).
IS-548 (Part I): Methods of Sampling and Test for Oils and Fats: Part I−Methods of Sampling Physical and Chemical (1964).
AOCS Official Method Cd, 9-57, In: Official Method and Recommended Practices of the AOCS (1997).
A.J. Durbetaki, Anal. Chem., 28, 2000 (1956); https://doi.org/10.1021/ac60120a055
American Society for Testing Materials (ASTM), (D 445-97), Standard Test Method for Kinematic Viscosity of Transparent and Opaque Liquids (The Calculation of Dynamic Viscosity), ASTM, West Conshohocken,PA, USA, pp. 1-9 (1997).
N. Sharma, L. C. Meher, K. Chandra, M. Mittal, S. K. Dwivedi and M. Bala, J. Energy Res. Environ. Technol., 4,257(2017).
H.S. Hwang, A. Adhvaryu and S.Z. Erhan, J. Am. Oil Chem. Soc., 80, 811 (2003); https://doi.org/10.1007/s11746-003-0777-y
T. Vlèek and Z.S. Petrovic, J. Am. Oil Chem. Soc., 83, 247 (2006); https://doi.org/10.1007/s11746-006-1200-4
E. Alexandri, R. Ahmed, H. Siddiqui, M. Choudhary, C. Tsiafoulis and I. Gerothanassis, Mol., 22, 1663 (2017);https://doi.org/10.3390/molecules22101663
A. Adhvaryu and S.Z. Erhan, Ind. Crops Prod., 15, 247 (2002); https://doi.org/10.1016/S0926-6690(01)00120-0
A. Biswas, A. Adhvaryu, S.H. Gordon, S.Z. Erhan and J.L. Willett, J. Agric. Food Chem., 53, 9485 (2005);https://doi.org/10.1021/jf050731o