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Green Biodiesel Production from Various Plant Oils Using Nanobiocatalysts Under Different Conditions

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Abstract

The lipase-immobilized polyethyleneimine (PEI)- and polyacrylic acid (PAA)–coated magnetic silica nanocomposite particles (L-PEI-MS and L-PAA-MS, respectively) were prepared and applied at various transesterification reaction conditions. The reactions were carried out with soybean, sunflower, canola, and palm oils along with methanol or ethanol in the solvent-free and n-hexane systems. The highest fatty acid methyl ester (FAME) and fatty acid ethyl ester (FAEE) synthesis yields were obtained from the transesterification of palm oil, i.e., almost 7.7–10.2% higher than other oils. At the constant reaction conditions, the application of ethanol leads to higher (6.0–8.7%) reaction yields in comparison with methanol. In addition, irrespective of reaction conditions, the best performance was acquired by L-PEI-MS; e.g., the FAME and FAEE synthesis yield values of 81.2% and 88.3% were obtained from transesterification of palm oil in the solvent-free systems, respectively. Addition of n-hexane improved the synthesis of FAME and FAEE yield values to 88.9% and 93.3%, respectively, using L-PEI-MS. The transesterification reactions kinetics follows the Ping-Pong Bi-Bi mechanism with alcohol inhibition effects. The high catalytic performance of L-PEI-MS might be related to its hydrophobic nature, which enhances the accessibility of oil molecules to the immobilized lipases and hampers the deactivating effect of alcohol molecules on them.

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Abbreviations

PEI:

Polyethyleneimine

PAA:

Polyacrylic acid

MS:

Magnetic silica (Fe3O4 cluster@ SiO2) nanocomposite particles

PEI-MS:

PEI-coated magnetic silica nanocomposite particles

PAA-MS:

PAA-coated magnetic silica nanocomposite particles

L-PEI-MS:

Lipase-immobilized PEI-coated magnetic silica nanocomposite particles

L-PAA-MS:

Lipase-immobilized PAA-coated magnetic silica nanocomposite particles

FAME:

Fatty acid methyl esters

FAEE:

Fatty acid ethyl esters

V 0 :

Initial enzymatic reaction rate (mol L−1 min−1)

V max :

Maximum reaction rate (mol L−1 min−1)

\( {K}_m^A \) :

Michaelis constants of oil (mol L−1)

\( {K}_m^B \) :

Michaelis constants of alcohol (mol L−1)

\( {K}_i^B \) :

Inhibition constant of alcohol (mol L−1)

References

  1. Chen G, Liu J, Qi Y, Yao J, Yan B (2016) Biodiesel production using magnetic whole-cell biocatalysts by immobilization of Pseudomonas mendocina on Fe3O4-chitosan microspheres. Biochem Eng J 113:86–92

    CAS  Google Scholar 

  2. Amoah J, Ho SH, Hama S, Yoshida A, Kondo A (2016) Converting oils high in phospholipids to biodiesel using immobilized Aspergillus oryzae whole-cell biocatalysts expressing Fusarium heterosporum lipase. Biochem Eng J 105:10–15

    CAS  Google Scholar 

  3. Ying H, Zhang L, Wu D, Lei Q, Guo Y, Fang W (2017) Ionic strength-response hyperbranched polyglycerol/polyacrylic acid hydrogel for the reversible immobilization of enzyme and the synthesis of biodiesel. Energ Convers Manage 144:303–311

    CAS  Google Scholar 

  4. Pan H, Zhang L, Li X, Guo D (2017) Biosynthesis of the fatty acid isopropyl esters by engineered Escherichia coli. Enzym Microb Technol 102:49–52

    CAS  Google Scholar 

  5. Fan Y, Wang X, Zhang L, Li J, Yang L, Gao P, Zhou Z (2018) Lipase-catalyzed synthesis of biodiesel in ahydroxyl-functionalized ionic liquid. Chem Eng Res Des 132:199–207

    CAS  Google Scholar 

  6. Galeano JD, Mitchell DA, Krieger N (2017) Biodiesel production by solvent-free ethanolysis of palm oil catalyzed by fermented solids containing lipases of Burkholderia contaminans. Biochem Eng J 127:77–86

    CAS  Google Scholar 

  7. Moser BR (2011) Influence of extended storage on fuel properties of methyl esters prepared from canola, palm, soybean and sunflower oils. Renew Energy 36:1221–1226

    CAS  Google Scholar 

  8. Kareem SO, Falokun EI, Balogun SA, Akinloye OA, Omeike SO (2017) Enzymatic biodiesel production from palm oil and palm kernel oil using free lipase. Egypt J Petrol 26:635–642

    Google Scholar 

  9. Efe S, Akif Ceviz M, Temur H (2018) Comparative engine characteristics of biodiesels from hazelnut, corn, soybean, canola and sunflower oils on DI diesel engine. Renew Energy 119:142–151

    CAS  Google Scholar 

  10. Gagnon MD, Vasudevan PT (2011) Effects of solvent and enzyme source on transesterification activity. Energ Fuel 25:4669–4674

    CAS  Google Scholar 

  11. Fu B, Vasudevan PT (2009) Effect of organic solvents on enzyme-catalyzed synthesis of biodiesel. Energ Fuel 23:4105–4111

    CAS  Google Scholar 

  12. Pollardo AA, Lee H, Lee D, Kim S, Kim J (2018) Solvent effect on the enzymatic production of biodiesel from waste animal fat. J Clean Prod 185:382–388

    CAS  Google Scholar 

  13. Naranjo JC, Cordoba A, Giraldo L, Garcia VS, Moreno-Pirajan JC (2010) Lipase supported on granular activated carbon and activated carbon cloth as a catalyst in the synthesis of biodiesel fuel. J Mol Catal B Enzym 66:166–171

    CAS  Google Scholar 

  14. Verma P, Dwivedi G, Sharma MP (2017) Comprehensive analysis on potential factors of ethanol in Karanja biodiesel production and its kinetic studies. Fuel 188:586–594

    CAS  Google Scholar 

  15. Li Q, Xu J, Du W, Li Y, Liu D (2013) Ethanol as the acyl acceptor for biodiesel production. Renew Sust Energ Rev 25:742–748

    CAS  Google Scholar 

  16. Verma P, Sharma MP (2016) Comparative analysis of effect of methanol and ethanol on Karanja biodiesel production and its optimization. Fuel 180:164–174

    CAS  Google Scholar 

  17. Liu Y, Liu T, Wang X, Xu L, Yan Y (2011) Biodiesel synthesis catalyzed by Burkholderia cenocepacia lipase supported on macroporous resin NKA in solvent-free and isooctane systems. Energ Fuel 25:1206–1212

    CAS  Google Scholar 

  18. Kalantari M, Kazemeini M, Arpanaei A (2013) Evaluation of biodiesel production using lipase immobilized on magnetic silica nanocomposite particles of various structures. Biochem Eng J 79:267–273

    CAS  Google Scholar 

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

    CAS  PubMed  Google Scholar 

  20. He J, Xu Y, Ma H, Zhang Q, Evans DG, Duan X (2006) Effect of surface hydrophobicity/hydrophilicity of mesoporous supports on the activity of immobilized lipase. J Colloid Interf Sci 298:780–786

    CAS  Google Scholar 

  21. Ferrario V, Veny H, Angelis ED, Navarini L, Ebert C, Gardossi L (2013) Lipases immobilization for effective synthesis of biodiesel starting from coffee waste oils. Biomolecules 3:514–534

    PubMed  PubMed Central  Google Scholar 

  22. Esmaeilnejad-Ahranjani P, Kazemeini M, Singh G, Arpanaei A (2018) Effects of physicochemical characteristics of magnetically recoverable biocatalysts upon fatty acid methyl esters synthesis from oils. Renew Energy 116:613–622

    CAS  Google Scholar 

  23. Esmaeilnejad-Ahranjani P, Kazemeini M, Singh G, Arpanaei A (2015) Amine-functionalized magnetic nanocomposite particles for efficient immobilization of lipase: effects of functional molecule size on properties of the immobilized lipase. RSC Adv 5:33313–33327

    CAS  Google Scholar 

  24. Esmaeilnejad-Ahranjani P, Kazemeini M, Singh G, Arpanaei A (2016) Study of molecular conformation and activity-related properties of lipase immobilized onto core-shell structured polyacrylic acid-coated magnetic silica nanocomposite particles. Langmuir 32:3242–3252

    CAS  PubMed  Google Scholar 

  25. Talukder MMR, Das P, Fang TS, Wu JC (2011) Enhanced enzymatic transesterification of palm oil to biodiesel. Biochem Eng J 55:119–122

    CAS  Google Scholar 

  26. Xie W, Ma N (2010) Enzymatic transesterification of soybean oil by using immobilized lipase on magnetic nano-particles. Biomass Bioenergy 34:890–896

    CAS  Google Scholar 

  27. Volpato RCG, Wada K, Antonio M, Ayub Z (2008) Enzymatic synthesis of biodiesel from transesterification reactions of vegetable oils and short chain alcohols. J Am Oil Chem Soc 85:925–930

    Google Scholar 

  28. Giraldo L, Moreno-Pira JC (2012) Lipase supported on mesoporous materials as a catalyst in the synthesis of biodiesel from Persea americana mill oil. J Mol Catal B Enzym 77:32–38

    CAS  Google Scholar 

  29. Veny H, Aroua MK, Sulaiman NMN (2014) Kinetic study of lipase catalyzed transesterification of jatropha oil in circulated batch packed bed reactor. Chem Eng J 237:123–130

    CAS  Google Scholar 

  30. Al-Zuhair S, Ling FW, Jun LS (2007) Proposed kinetic mechanism of the production of biodiesel from palm oil using lipase. Process Biochem 42:951–960

    CAS  Google Scholar 

  31. Kuo CH, Peng LT, Kan SC, Liu YC, Shieh CJ (2013) Lipase-immobilized biocatalytic membranes for biodiesel production. Bioresour Technol 145:229–232

    CAS  PubMed  Google Scholar 

  32. Wang YD, Shen XY, Li ZL, Li X, Wang F, Nie XA, Jiang JC (2010) Immobilized recombinant Rhizopus oryzae lipase for the production of biodiesel in solvent free system. J Mol Catal B Enzym 67:45–51

    CAS  Google Scholar 

  33. Salis A, Pinna M, Monduzzi M, Solinas V (2008) Comparison among immobilised lipases on macroporous polypropylene toward biodiesel synthesis. J Mol Catal B Enzym 54:19–26

    CAS  Google Scholar 

  34. Guldhe A, Singh P, Kumari S, Rawat I, Permaul K, Bux F (2016) Biodiesel synthesis from microalgae using immobilized Aspergillus Niger whole cell lipase biocatalyst. Renew Energy 85:1002–1010

    CAS  Google Scholar 

  35. Tokuyama H, Naito A, Kato G (2018) Transesterification of triolein with ethanol using lipase-entrapped NIPA-co-PEGMEA gel beads. React Funct Polym 126:83–86

    CAS  Google Scholar 

  36. Li Y, Du W, Dai L, Liu D (2015) Kinetic study on free lipase NS81006-catalyzed biodiesel production from soybean oil. J Mol Catal B Enzym 121:22–27

    CAS  Google Scholar 

  37. Zhang DH, Li C, Zhi GY (2013) Kinetic and thermodynamic investigation of enzymatic L-ascorbyl acetate synthesis. J Biotechnol 168:416–420

    CAS  PubMed  Google Scholar 

  38. Lopresto CG, Calabro V, Woodley JM, Tufvesson P (2014) Kinetic study on the enzymatic esterification of octanoic acid and hexanol by immobilized Candida antarctica lipase B. J Mol Catal B Enzym 110:64–71

    CAS  Google Scholar 

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Funding

The research is financially supported by the National Institute of Genetic Engineering and Biotechnology of Iran.

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Correspondence to Ayyoob Arpanaei.

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Esmaeilnejad Ahranjani, P., Kazemeini, M. & Arpanaei, A. Green Biodiesel Production from Various Plant Oils Using Nanobiocatalysts Under Different Conditions. Bioenerg. Res. 13, 552–562 (2020). https://doi.org/10.1007/s12155-019-10022-9

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