Skip to main content
Log in

Using Mettler Dropping Point Data from Dilute Soybean Oil-Triglyceride Mixtures to Estimate Thermodynamic Properties for Corresponding Pure Triglyceride

  • Original Paper
  • Published:
Journal of the American Oil Chemists' Society

Abstract

The enthalpy of fusion and melting temperature for ten symmetrical and seven asymmetrical triglycerides (TAGs) was estimated using mettler dropping points (MDP) of five concentrations of TAGs dissolved in a complex mixed solvent (soybean oil) and a modified Clapeyron equation, an approach we refer to as LIST estimation. The ten estimates generated using the LIST method were compared for accuracy to values measured using differential scanning calorimetry and MDP of pure TAG samples and to estimates calculated using effective carbon number and the Triglyceride Property Calculator. We find that LIST estimates for stearic acid and palmitic acid-based monoacid and symmetrical TAGs agree well with measured and calculated values using alternative methods. Conversely, LIST estimates for stearic acid and palmitic acid based asymmetrical TAGs diverge substantially from alternative estimates, suggesting that the LIST approach is inadequate in describing asymmetric TAGs using the assessed concentrations of TAG in soybean oil. Elaidic acid containing TAGs behaved uniquely, with LIST estimates for trielaidin not agreeing with alternative estimates yet LIST estimates for distearic–monoelaidic in both symmetric and asymmetric configurations agreeing well with alternative estimates. We conclude that the LIST approach of using MDP of a high melting pure TAGs dissolved in soybean oil can be, at minimum, a viable approach in estimating melting behavior properties of symmetric stearic and palmitic acid containing TAGs. Further investigation for the behavior of asymmetric stearic and palmitic acid containing TAGs in soybean oil is required. As such, using known enthalpies of symmetric stearic and palmitic acid containing TAGs, we should be able to estimate the solubility of a high melting pure TAG in soybean oil using MDP and Clapeyron’s equation.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. King AM, Garner WE (1936) 296. The melting points of long-chain carbon compounds. J R Chem Soc. doi:10.1039/JR9360001368

    Google Scholar 

  2. Garner WE, King AM (1929) CCXLII. Alteration in the heats of crystallisation of the normal monobasic acids. Part IV. J Chem Soc. doi:10.1039/JR9290001849

    Google Scholar 

  3. Garner WE, Madden FC, Rushbrooke JE (1926) CCCXXVIII. Alternation in the heats of crystallisation of the normal monobasic fatty acids. Part II. J Chem Soc 129:2491–2502

    Article  Google Scholar 

  4. Bailey AE (1950) Melting and solidification of fats. Interscience Publishers, New York

    Google Scholar 

  5. Timms RE (1978) Heats of fusion of glycerides. Chem Phys Lipids 21:113–129. doi:10.1016/0009-3084(78)90059-2

    Article  CAS  Google Scholar 

  6. Ollivon M, Perron R (1982) Measurements of enthalpies and entropies of unstable crystalline forms of saturated even monoacid triglycerides. Thermochim Acta 53:183–194. doi:10.1016/0040-6031(82)85007-7

    Article  CAS  Google Scholar 

  7. Wesdorp LH (1990) Liquid-multiple solid phase equilibria in fats: theory and experiments. Ph.D. Thesis, Delft University of Technology, The Netherlands

  8. Moorthy AS, Liu R, Mazzanti G, Wesdorp LH, Marangoni AG (2017) Estimating thermodynamic properties of pure triglyceride systems using the Triglyceride Property Calculator. J Am Oil Chem Soc 94:187–199. doi:10.1007/s11746-016-2935-1

  9. Seltz H (1934) Thermodynamics of solid solutions. I. Perfect solutions. J Am Chem Soc 56:307–311. doi:10.1021/ja01317a012

    Article  CAS  Google Scholar 

  10. Hannewijk J, Haighton AJ, Hendrikse PW (1964) Dilatometry of fats. In: Boekenoogen HA (ed) Analysis and characterization of oils, fats and fat products. Interscience Publishers, London, pp 119–182

    Google Scholar 

  11. Adlof RO, List GR (2003) Synthesis and analysis of symmetrical and nonsymmetrical disaturated/monounsaturated triacylglycerols. J Agric Food Chem 51:2096–2099

    Article  CAS  Google Scholar 

  12. Adlof RO, List GR (2007) Synthesis and physical properties of EOE and EEO, triacylglycerols containing elaidic and oleic fatty acids. J Am Oil Chem Soc: JAOCS 84:427–431. doi:10.1007/s11746-007-1056-2

    Article  CAS  Google Scholar 

  13. Adlof RO, List GR (2008) Synthesis and physical properties of symmetrical and non-symmetrical triacylglycerols containing two palmitic fatty acids. J Am Oil Chem Soc: JAOCS 85:99–104. doi:10.1007/s11746-007-1173-y

    Article  CAS  Google Scholar 

  14. Kodali DR, Atkinson D, Redgrave TG, Small DM (1987) Structure and polymorphism of 18-carbon fatty acyl triacylglycerols: effect of unsaturation and substitution in the 2-position. J Lipid Res 28:403–413

    CAS  Google Scholar 

  15. Wesdorp L, Van Meeteren J, De Jon S, Giessen R, Overbosch P, Grootscholten P, Struik M, Royers E, Don A, de Loos T (2012) Liquid-multiple solid phase equilibria in fats: theory and experiments. In: Marangoni AG, Wesdorp L (eds) Structure and properties of fat crystal networks, 2nd edn. CRC Press, Boca Raton, pp 241–418

    Chapter  Google Scholar 

Download references

Acknowledgements

This research was funded by the Natural Science and Engineering Research Council of Canada (NSERC) (05715-2015).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. G. Marangoni.

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Moorthy, A.S., List, G.R., Adlof, R.O. et al. Using Mettler Dropping Point Data from Dilute Soybean Oil-Triglyceride Mixtures to Estimate Thermodynamic Properties for Corresponding Pure Triglyceride. J Am Oil Chem Soc 94, 519–526 (2017). https://doi.org/10.1007/s11746-017-2963-5

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11746-017-2963-5

Keywords

Navigation