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Mitigating crystallization of saturated FAMEs in biodiesel 6: The binary phase behavior of 1, 2-dioleoyl-3-stearoyl sn-glycerol – Methyl stearate

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  • Mohanan, Athira
  • Bouzidi, Laziz
  • Narine, Suresh S.

Abstract

The derivatives of vegetable oils with specific chemical structures, such as TAG (triacylglycerols) having mixed straight and kinked moieties, have proven very effective in lowering the crystallization of biodiesel. SOO (1, 2-dioleoyl-3-stearoyl sn-glycerol)/MeS (methyl stearate) is part of a series of studies of TAG/FAME (fatty acid methyl ester) binary model systems conducted to establish structure–function relationships of lipid-based cold flow improvers in biodiesel with a particular attention to the effect of molecular symmetry in contrast with a previously published study of the OSO (1, 3-dioleoyl-2-stearoyl sn-glycerol)/MeS binary system. The phase behavior of several SOO/MeS mixtures were investigated at different length scales with XRD (X-ray diffraction), DSC (differential scanning calorimetry) and PLM (polarized light microscope). A complete phase diagram including the transformation lines, crystal structure and microstructure was constructed. The solubility behavior was discussed using a simple thermodynamic model based on the Hildebrand equation and pair interactions. The asymmetric position of the oleic moieties of SOO was shown to be crucial in modifying the thermal transformation behavior of MeS. The findings may be used to design effective crystallization modifiers of biodiesel based on particular structural determinants, and underscores the importance of symmetry in such designs.

Suggested Citation

  • Mohanan, Athira & Bouzidi, Laziz & Narine, Suresh S., 2016. "Mitigating crystallization of saturated FAMEs in biodiesel 6: The binary phase behavior of 1, 2-dioleoyl-3-stearoyl sn-glycerol – Methyl stearate," Energy, Elsevier, vol. 100(C), pages 273-284.
    • Handle: RePEc:eee:energy:v:100:y:2016:i:c:p:273-284
    DOI: 10.1016/j.energy.2016.01.096
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    References listed on IDEAS

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    1. Mohanan, Athira & Bouzidi, Laziz & Li, Shaojun & Narine, Suresh S., 2016. "Mitigating crystallization of saturated fames in biodiesel: 1. Lowering crystallization temperatures via addition of metathesized soybean oil," Energy, Elsevier, vol. 96(C), pages 335-345.
    2. Baker, Mark & Bouzidi, Laziz & Narine, Suresh S., 2015. "Mitigating crystallization of saturated FAMEs (fatty acid methyl esters) in biodiesel: 2. The phase behavior of 2-stearoyl diolein–methyl stearate binary system," Energy, Elsevier, vol. 83(C), pages 647-657.
    3. Smith, Paul C. & Ngothai, Yung & Dzuy Nguyen, Q. & O'Neill, Brian K., 2010. "Improving the low-temperature properties of biodiesel: Methods and consequences," Renewable Energy, Elsevier, vol. 35(6), pages 1145-1151.
    4. Cao, Leichang & Wang, Jieni & Liu, Cheng & Chen, Yanwei & Liu, Kuojin & Han, Sheng, 2014. "Ethylene vinyl acetate copolymer: A bio-based cold flow improver for waste cooking oil derived biodiesel blends," Applied Energy, Elsevier, vol. 132(C), pages 163-167.
    5. Mohanan, Athira & Darling, Bruce & Bouzidi, Laziz & Narine, Suresh S., 2015. "Mitigating crystallization of saturated FAMES (fatty acid methyl esters) in biodiesel. 3. The binary phase behavior of 1,3-dioleoyl-2-palmitoyl glycerol – Methyl palmitate – A multi-length scale struc," Energy, Elsevier, vol. 86(C), pages 500-513.
    6. Mohanan, Athira & Bouzidi, Laziz & Narine, Suresh S., 2016. "Mitigating crystallization of saturated FAMES (fatty acid methyl esters) in biodiesel: 4. The phase behavior of 1,3-dioleoyl-2-palmitoyl glycerol – Methyl stearate binary system," Energy, Elsevier, vol. 96(C), pages 242-252.
    7. Cao, Leichang & Wang, Jieni & Liu, Kuojin & Han, Sheng, 2014. "Ethyl acetoacetate: A potential bio-based diluent for improving the cold flow properties of biodiesel from waste cooking oil," Applied Energy, Elsevier, vol. 114(C), pages 18-21.
    8. Sorate, Kamalesh A. & Bhale, Purnanand V., 2015. "Biodiesel properties and automotive system compatibility issues," Renewable and Sustainable Energy Reviews, Elsevier, vol. 41(C), pages 777-798.
    9. Makarevičienė, Violeta & Kazancev, Kiril & Kazanceva, Irina, 2015. "Possibilities for improving the cold flow properties of biodiesel fuel by blending with butanol," Renewable Energy, Elsevier, vol. 75(C), pages 805-807.
    10. Mohanan, Athira & Bouzidi, Laziz & Li, Shaojun & Narine, Suresh S., 2015. "Mitigating crystallization of saturated FAMES in biodiesel: 5. The unusual phase behavior of a structured triacylglycerol dimer and methyl palmitate binary system," Energy, Elsevier, vol. 93(P1), pages 1011-1021.
    11. Obed M. Ali & Talal Yusaf & Rizalman Mamat & Nik R. Abdullah & Abdul Adam Abdullah, 2014. "Influence of Chemical Blends on Palm Oil Methyl Esters’ Cold Flow Properties and Fuel Characteristics," Energies, MDPI, vol. 7(7), pages 1-17, July.
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