Skip to main content
Log in

Enzymatic Synthesis of Biodiesel from Transesterification Reactions of Vegetable Oils and Short Chain Alcohols

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

Abstract

Biodiesel synthesis by alcoholysis of three vegetable oils (soybean, sunflower and rice bran) catalyzed by three commercial lipases (Novozym 435, Lipozyme TL-IM and Lipozyme RM-IM), and the optimization of the enzymes stability over repeated batches is described. The effects of the molar ratio of alcohol to oil and the reaction temperature with methanol, ethanol, propanol and butanol were also studied. All three enzymes displayed similar reaction kinetics with all three oils and no significant differences were observed. However, each lipase displayed the highest alcoholysis activity with a different alcohol. Novozym 435 presented higher activity in methanolysis, at a 5:1 methanol:oil molar ratio; Lipozyme TL-IM presented higher activity in ethanolysis, at a 7:1 ethanol:oil molar ratio; and Lipozyme RM-IM presented higher activity in butanolysis, at a 9:1 butanol:oil molar ratio. The optimal temperature was in the range of 30–35 °C for all lipases. The assessment of enzyme stability over repeated batches was carried out by washing the immobilized enzymes with different solvents (n-hexane, water, ethanol, or propanol) after each batch. When washing with n-hexane, approximately 90% of the enzyme activity remained after seven synthesis cycles.

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
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Salis A, Monduzzi M, Solinas V (2007) Use of lipases for the production of biodiesel. In: Polaina J, MacCabe AP (eds) Industrial enzymes: structure, function and applications. Springer, Dordrecht, pp 317–339

    Google Scholar 

  2. Knothe G, Van Gerpen J, Krahl J (2005) The biodiesel handbook. AOCS Press, Champaign

    Google Scholar 

  3. Nelson LA, Foglia TA, Marmer WN (1996) Lipase-catalyzed production of biodiesel. J Am Oil Chem Soc 73:1191–1195

    Article  CAS  Google Scholar 

  4. Wu WH, Foglia TA, Marmer WN, Phillips JG (1999) Optimizing production of ethyl esters of grease using 95% ethanol by response surface methodology. J Am Oil Chem Soc 76:517–521

    Article  CAS  Google Scholar 

  5. Fukuda H, Kondo A, Noda H (2001) Biodiesel fuel production by transesterification of oils. J Biosci Bioeng 92:405–416

    Article  CAS  Google Scholar 

  6. Kose O, Tuter M, Aksoy HA (2002) Immobilized Candida antarctica lipase-catalyzed alcoholysis of cotton seed oil in a solvent-free medium. Bioresour Technol 83:125–129

    Article  CAS  Google Scholar 

  7. Iso M, Chen BX, Eguchi M, Kudo T, Shrestha S (2001) Production of biodiesel fuel from triglycerides and alcohol using immobilized lipase. J Mol Catal B-Enzym 16:53–58

    Article  CAS  Google Scholar 

  8. Noureddini H, Gao X, Philkana RS (2005) Immobilized Pseudomonas cepacia lipase for biodiesel fuel production from soybean oil. Bioresour Technol 96:769–777

    Article  CAS  Google Scholar 

  9. Salis A, Pinna M, Monduzzi M, Solinas V (2005) Biodiesel production from triolein and short chain alcohols through biocatalysis. J Biotechnol 119:291–299

    Article  CAS  Google Scholar 

  10. Soumanou MM, Bornscheuer UT (2003) Lipase-catalyzed alcoholysis of vegetable oils. Eur J Lipid Sci Technol 105:656–660

    Article  CAS  Google Scholar 

  11. Xu YY, Du W, Zeng J, Liu DH (2004) Conversion of soybean oil to biodiesel fuel using Lipozyme TL IM in a solvent-free medium. Biocatal Biotransform 22:45–48

    Article  CAS  Google Scholar 

  12. Nie KL, Xie F, Wang F, Tan TW (2006) Lipase catalyzed methanolysis to produce biodiesel: optimization of the biodiesel production. J Mol Catal B-Enzym 43:142–147

    Article  CAS  Google Scholar 

  13. Kaieda M, Samukawa T, Kondo A, Fukuda H (2001) Effect of methanol and water contents on production of biodiesel fuel from plant oil catalyzed by various lipases in a solvent-free system. J Biosci Bioeng 91:12–15

    Article  CAS  Google Scholar 

  14. Shieh CJ, Liao HF, Lee CC (2003) Optimization of lipase-catalyzed biodiesel by response surface methodology. Bioresour Technol 88:103–106

    Article  CAS  Google Scholar 

  15. Rodrigues RC, Volpato G, Ayub MAZ, Wada K (2008) Lipase-catalyzed ethanolysis of soybean oil in a solvent-free system using central composite design and response surface methodology. J Chem Technol Biotechnol 83:849–854

    Article  CAS  Google Scholar 

  16. Belafi-Bako K, Kovacs F, Gubicza L, Hancsok J (2002) Enzymatic biodiesel production from sunflower oil by candida antarctica lipase in a solvent-free system. Biocatal Biotransform 20:437–439

    Article  CAS  Google Scholar 

  17. Soumanou MM, Bornscheuer UT (2003) Improvement in lipase-catalyzed synthesis of fatty acid methyl esters from sunflower oil. Enzyme Microb Technol 33:97–103

    Article  CAS  Google Scholar 

  18. Knothe G (2005) Dependence of biodiesel fuel properties on the structure of fatty acid alkyl esters. Fuel Process Technol 86:1059–1070

    Article  CAS  Google Scholar 

  19. AOAC (1975) Official methods of analysis. Association of Official Agricultural Chemists, Washington DC

    Google Scholar 

  20. Cocks LV, Van Rede C (1966) Laboratory handbook for oils and fats analysis. Academic Press, London

    Google Scholar 

  21. Hernandez-Martin E, Otero C (2008) Different enzyme requirements for the synthesis of biodiesel: Novozym 435 and Lipozyme TL-IM. Bioresour Technol 99:277–286

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors wish to thank CNPq and CAPES for their financial support of this research and for the scholarship of the first author.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Marco Antônio Záchia Ayub.

About this article

Cite this article

Rodrigues, R.C., Volpato, G., Wada, K. et al. Enzymatic Synthesis of Biodiesel from Transesterification Reactions of Vegetable Oils and Short Chain Alcohols. J Am Oil Chem Soc 85, 925–930 (2008). https://doi.org/10.1007/s11746-008-1284-0

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11746-008-1284-0

Keywords

Navigation