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Journal of the American Oil Chemists' Society

, Volume 89, Issue 3, pp 513–522 | Cite as

Lubricity-Enhancing Low-Temperature Diesel Fuel Additives

  • Sunmin Wang
  • Jianheng Shen
  • Martin J. T. ReaneyEmail author
Original Article

Abstract

Branched chain alkyl esters have lower crystallization temperatures than those with straight chain headgroups. We investigated the effect of branched chain headgroups on the cold flow properties and lubricity of alkyl esters. Commercial grade canola methyl ester was transformed into branched chain alkyl esters through a two or three-stage base-catalyzed transesterification reaction with 1-methoxy-2-propanol and 3-methyl-1-butanol. Conversion rates between 85 and 95% were achieved. The alkyl esters exhibited improved cold flow properties. The pour points were reduced from −12 to −27 °C as a result of incorporating branched headgroups. Addition of 0.1 or 0.2% (v/v) 1-methoxy-2-propyl alkyl ester improved the lubricity of a commercial pre-production ultra low sulfur diesel (ULSD) fuel, as determined by increased lubricity number and reduced wear scar diameter. The inclusion of methyl-tert butyl ether or ethanolamides additives to ULSD containing alkyl esters had an antagonistic effect on lubricity. The branched-chain alkyl esters have the potential to be used as lubricity-enhancing and low-temperature fuel additives.

Keywords

Branched-chain alkyl ester 1H-NMR spectroscopy Cold flow properties Fuel additive Lubricity 

Notes

Acknowledgments

Authors acknowledge funding support from Milligan Bio-Tech Inc. (Foam Lake, Saskatchewan, Canada), and Agriculture Development Fund of the Government of Saskatchewan. Lubricity tests were conducted at the Department of Mechanical Engineering, University of Saskatchewan. Thanks to L. Young for proofreading the manuscript.

References

  1. 1.
    Lee I, Johnson LA, Hammond EG (1995) Use of branched-chain esters to reduce the crystallization temperature of biodiesel. J Am Oil Chem Soc 72:1155–1160CrossRefGoogle Scholar
  2. 2.
    Dmytryshyn SL, Dalai AK, Chaudhari ST, Mishra HK, Reneay MJ (2004) Synthesis and characterization of vegetable oil derived esters: evaluation for their additives properties. Bioresour Technol 92:55–64CrossRefGoogle Scholar
  3. 3.
    Weyenberg T (2007) Improving biodiesel handling and operability in cold weather. Biodiesel MagazineGoogle Scholar
  4. 4.
    Huang C, Wilson D (2000) Improving the cold flow properties of biodiesel. In: Proceeding from 91st AOCS Annual Meeting, San Diego, CaliforniaGoogle Scholar
  5. 5.
    Chiu CW, Schumacher LG, Suppes GJ (2004) Impact of cold flow improvers on soybean biodiesel blend. Biomass Bioenergy 27:485–491CrossRefGoogle Scholar
  6. 6.
    Moser BR, Cermak SC, Isbell TA (2008) Evaluation of castor and lesquerella oil derivatives as additives in biodiesel and ultra low sulfur diesel fuels. Energy Fuels 22:1349–1352CrossRefGoogle Scholar
  7. 7.
    Selvidge C (2006) Low temperature biodiesel diesel blend. US Patent Appln. no. 20050674799PGoogle Scholar
  8. 8.
    Lee I, Johnson LA, Hammond EG (1996) Reducing the crystallization temperature of biodiesel by winterizing methyl soyate. J Am Oil Chem Soc 73:631–636CrossRefGoogle Scholar
  9. 9.
    Lang X, Dalai AK, Bakhshi NN, Reaney MJ, Hertz PB (2001) Preparation and characterization of bio-diesels from various bio-oils. Bioresour Technol 80:53–62CrossRefGoogle Scholar
  10. 10.
    Bringe NA (2005) Soybean oil composition for biodiesel. In: Knothe G, Van Gerpen J, Krahl J (eds) The biodiesel handbook. AOCS Press, Champaign, pp 161–164Google Scholar
  11. 11.
    Kinney AJ, Clemente TE (2005) Modifying soybean oil for enhanced performance in biodiesel blends. Fuel Process Technol 86:1137–1147CrossRefGoogle Scholar
  12. 12.
    Knothe G (2008) “Designer” biodiesel: optimizing fatty ester composition to improve fuel properties. Energy Fuel 22:1358–1364CrossRefGoogle Scholar
  13. 13.
    Hernqvist L (1988) Crystal structures of fats and fatty acids. In: Garti N, Sato K (eds) Crystallization and polymorphism of fats and fatty acids. Marcel Dekker, Inc, New YorkGoogle Scholar
  14. 14.
    Dunn RO (2009) Cold-flow properties of soybean oil fatty acid monoalkyl ester admixtures. Energy Fuels 23:4082–4091CrossRefGoogle Scholar
  15. 15.
    Yori JC, D’Amato MA, Grau JM, Pieck CL, Vera CR (2006) Depression of the cloud point of biodiesel by reaction over solid acids. Energy Fuels 20:2721–2726CrossRefGoogle Scholar
  16. 16.
    Wei D, Spikes H (1986) The lubricity of diesel fuels. Wear 111:217–235CrossRefGoogle Scholar
  17. 17.
    Anastopoulos G, Lois E, Serdari A, Zanikos F, Stournas S, Kalligeros S (2001) Lubrication properties of low-sulfur diesel fuels in the presence of specific types of fatty acid derivatives. Energy Fuels 15:106–112CrossRefGoogle Scholar
  18. 18.
    Beimesch BJ, Zehler, ER (2000) Lubricants for diesel. US Patent No. 6,080,212Google Scholar
  19. 19.
    Knothe G, Steidley KR (2005) Lubricity of components of biodiesel and petrodiesel. The origin of biodiesel lubricity. Energy Fuels 19:1192–1200CrossRefGoogle Scholar
  20. 20.
    Topaiboul S, Chollacoop N (2010) Biodiesel as a lubricity additive for ultra low sulfur diesel. Songklanakarin J Sci Technol 32:153–156Google Scholar
  21. 21.
    Knothe G (2000) Monitoring a progressing transesterification reaction by fiber-optic near infrared spectroscopy with correlation to 1H nuclear magnetic resonance spectroscopy. J Am Oil Chem Soc 77:489–493CrossRefGoogle Scholar
  22. 22.
    Knothe G (2001) Analytical methods used in the production and fuel quality assessment of biodiesel. Trans Am Soc Agr Eng 44:193–200Google Scholar
  23. 23.
    Kulkarni MG, Dalai AK, Bakhshi NN (2006) Utilization of green seed canola oil for biodiesel production. J Chem Technol Biotechnol 81:1886–1893CrossRefGoogle Scholar

Copyright information

© AOCS 2011

Authors and Affiliations

  • Sunmin Wang
    • 1
  • Jianheng Shen
    • 1
  • Martin J. T. Reaney
    • 1
    Email author
  1. 1.Department of Plant SciencesUniversity of SaskatchewanSaskatoonCanada

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