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Published in: Clean Technologies and Environmental Policy 4/2018

22-09-2017 | Original Paper

Hydroesterification of bio-oils over HZSM-5, BETA and Y zeolites

Authors: Omid Mowla, Eric Kennedy, Michael Stockenhuber

Published in: Clean Technologies and Environmental Policy | Issue 4/2018

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Abstract

The primary aim of this research is to study the influence of various experimental parameters on the reaction in order to establish the optimum conditions for which the highest conversion level of zeolite-catalysed oil hydroesterification (two-step reaction: oil hydrolysis and fatty acid esterification) can be achieved. The experimental results indicate that optimising the reaction temperature and stirring rate (providing adequate mass transfer rate and preventing the diffusion limitations) are the main factors to reach into the optimal catalytic performance. An inadequate concentration of water and alcohol can lead to incomplete conversion of the oil during the hydrolysis and fatty acid esterification steps. Exceeding stoichiometric values during hydrolysis (excess H2O) or esterification (excess CH3OH) does not enhance the conversion level of the oil and can act adversely on the extent of hydroesterification. In excess of 95% of the original zeolite activity was recovered via calcination in air during studies of catalyst deactivation.

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Appendix
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Literature
go back to reference Abbas AS, Albayati TM, Alismaeel ZT, Doyle AM (2016) Kinetics and mass transfer study of oleic acid esterification over prepared nanoporous HY zeolite. Iraqi J Chem Pet Eng 17(1):47–60 Abbas AS, Albayati TM, Alismaeel ZT, Doyle AM (2016) Kinetics and mass transfer study of oleic acid esterification over prepared nanoporous HY zeolite. Iraqi J Chem Pet Eng 17(1):47–60
go back to reference Aguieiras ECG, Cavalcanti-Oliveira ED, de Castro AM, Langone MAP, Freire DMG (2014) Biodiesel production from Acrocomia aculeata acid oil by (enzyme/enzyme) hydroesterification process: use of vegetable lipase and fermented solid as low-cost biocatalysts. Fuel 135:315–321CrossRef Aguieiras ECG, Cavalcanti-Oliveira ED, de Castro AM, Langone MAP, Freire DMG (2014) Biodiesel production from Acrocomia aculeata acid oil by (enzyme/enzyme) hydroesterification process: use of vegetable lipase and fermented solid as low-cost biocatalysts. Fuel 135:315–321CrossRef
go back to reference Amarasinghe U, Gunasena M, Gunasekera M (2015) Effect of ion exchange resin catalyst on hydrolysis of ethyl acetate. In: 19th annual symposium of engineering research unit, University of Moratuwa Moratuwa, Sri Lanka: 43–46 Amarasinghe U, Gunasena M, Gunasekera M (2015) Effect of ion exchange resin catalyst on hydrolysis of ethyl acetate. In: 19th annual symposium of engineering research unit, University of Moratuwa Moratuwa, Sri Lanka: 43–46
go back to reference Chenard Diaz G, Leite GGT, Reyes Cruz Y, Gomes Aranda DA, Almarales Arceo A, Furtado NC, Taft CA (2013) Biodiesel by hydroesterification of oil from the microalgae Scenedesmus dimorphus. Lett Organ Chem 10(4):263–268CrossRef Chenard Diaz G, Leite GGT, Reyes Cruz Y, Gomes Aranda DA, Almarales Arceo A, Furtado NC, Taft CA (2013) Biodiesel by hydroesterification of oil from the microalgae Scenedesmus dimorphus. Lett Organ Chem 10(4):263–268CrossRef
go back to reference Cho J, Kim DM (2007) Comparison of distillation arrangement for the recovery process of dimethyl sulfoxide. Korean J Chem Eng 24(3):438–444CrossRef Cho J, Kim DM (2007) Comparison of distillation arrangement for the recovery process of dimethyl sulfoxide. Korean J Chem Eng 24(3):438–444CrossRef
go back to reference Di Serio M, Ledda M, Cozzolino M, Minutillo G, Tesser R, Santacesaria E (2006) Transesterification of soybean oil to biodiesel by using heterogeneous basic catalysts. Ind Eng Chem Res 45(9):3009–3014CrossRef Di Serio M, Ledda M, Cozzolino M, Minutillo G, Tesser R, Santacesaria E (2006) Transesterification of soybean oil to biodiesel by using heterogeneous basic catalysts. Ind Eng Chem Res 45(9):3009–3014CrossRef
go back to reference Diamantopoulos N, Panagiotaras D, Nikolopoulos D (2015) Comprehensive review on the biodiesel production using solid acid heterogeneous catalysts. J Thermodyn Catal 6(143):2 Diamantopoulos N, Panagiotaras D, Nikolopoulos D (2015) Comprehensive review on the biodiesel production using solid acid heterogeneous catalysts. J Thermodyn Catal 6(143):2
go back to reference Diaz GC, Cruz YR, Leite GG, Aranda DA, Arceo AA, Furtado NC, Taft CA (2013) Hydroesterification of nannochloropsis oculata microalga’s biomass to biodiesel using as catalyst pure niobium oxide (Nb2O5), niobium oxide supported on alumina (Nb2O5/Al2O3) and niobium oxide impregnated with phosphoric acid (Nb2O5/H3PO4). Curr Organ Chem 17(12):1350–1357CrossRef Diaz GC, Cruz YR, Leite GG, Aranda DA, Arceo AA, Furtado NC, Taft CA (2013) Hydroesterification of nannochloropsis oculata microalga’s biomass to biodiesel using as catalyst pure niobium oxide (Nb2O5), niobium oxide supported on alumina (Nb2O5/Al2O3) and niobium oxide impregnated with phosphoric acid (Nb2O5/H3PO4). Curr Organ Chem 17(12):1350–1357CrossRef
go back to reference Ejikeme P, Anyaogu I, Ejikeme C, Nwafor N, Egbuonu C, Ukogu K, Ibemesi J (2010) Catalysis in biodiesel production by transesterification processes-An insight. J Chem 7(4):1120–1132 Ejikeme P, Anyaogu I, Ejikeme C, Nwafor N, Egbuonu C, Ukogu K, Ibemesi J (2010) Catalysis in biodiesel production by transesterification processes-An insight. J Chem 7(4):1120–1132
go back to reference Gervajio GC (2005) Fatty acids and derivatives from coconut oil. Bailey’s Industrial Oil and Fat Products Gervajio GC (2005) Fatty acids and derivatives from coconut oil. Bailey’s Industrial Oil and Fat Products
go back to reference Goswami D, De S, Basu J (2012) Effects of process variables and additives on mustard oil hydrolysis by porcine pancreas lipase. Braz J Chem Eng 29(3):449–460CrossRef Goswami D, De S, Basu J (2012) Effects of process variables and additives on mustard oil hydrolysis by porcine pancreas lipase. Braz J Chem Eng 29(3):449–460CrossRef
go back to reference Haas MJ, McAloon AJ, Yee WC, Foglia TA (2006) A process model to estimate biodiesel production costs. Bioresour Technol 97(4):671–678CrossRef Haas MJ, McAloon AJ, Yee WC, Foglia TA (2006) A process model to estimate biodiesel production costs. Bioresour Technol 97(4):671–678CrossRef
go back to reference Jamieson GS, Baughman WF (1920) The chemical composition of cottonseed oil. J Frankl Inst 190(2):265–266CrossRef Jamieson GS, Baughman WF (1920) The chemical composition of cottonseed oil. J Frankl Inst 190(2):265–266CrossRef
go back to reference Kanicky JR, Shah DO (2002) Effect of degree, type, and position of unsaturation on the pKa of long-chain fatty acids. J Colloid Interface Sci 256(1):201–207CrossRef Kanicky JR, Shah DO (2002) Effect of degree, type, and position of unsaturation on the pKa of long-chain fatty acids. J Colloid Interface Sci 256(1):201–207CrossRef
go back to reference King J, Holliday R, List G (1999) Hydrolysis of soybean oil. in a subcritical water flow reactor. Green Chem 1(6):261–264CrossRef King J, Holliday R, List G (1999) Hydrolysis of soybean oil. in a subcritical water flow reactor. Green Chem 1(6):261–264CrossRef
go back to reference Kirumakki SR, Nagaraju N, Chary KV (2006) Esterification of alcohols with acetic acid over zeolites Hβ, HY and HZSM5. Appl Catal A Gen 299:185–192CrossRef Kirumakki SR, Nagaraju N, Chary KV (2006) Esterification of alcohols with acetic acid over zeolites Hβ, HY and HZSM5. Appl Catal A Gen 299:185–192CrossRef
go back to reference Kumari A, Mahapatra P, Garlapati VK, Banerjee R (2009) Enzymatic transesterification of Jatropha oil. Biotechnol Biofuels 2(1):1–6CrossRef Kumari A, Mahapatra P, Garlapati VK, Banerjee R (2009) Enzymatic transesterification of Jatropha oil. Biotechnol Biofuels 2(1):1–6CrossRef
go back to reference Kusdiana D, Saka S (2004) Two-step preparation for catalyst-free biodiesel fuel production. Appl Biochem Biotechnol 115(1–3):781–791CrossRef Kusdiana D, Saka S (2004) Two-step preparation for catalyst-free biodiesel fuel production. Appl Biochem Biotechnol 115(1–3):781–791CrossRef
go back to reference Kuss VV, Kuss AV, da Rosa RG, Aranda DAG, Cruz YR (2015) Potential of biodiesel production from palm oil at Brazilian Amazon. Renew Sustain Energy Rev 50:1013–1020CrossRef Kuss VV, Kuss AV, da Rosa RG, Aranda DAG, Cruz YR (2015) Potential of biodiesel production from palm oil at Brazilian Amazon. Renew Sustain Energy Rev 50:1013–1020CrossRef
go back to reference Leung DYC, Guo Y (2006) Transesterification of neat and used frying oil: optimization for biodiesel production. Fuel Process Technol 87(10):883–890CrossRef Leung DYC, Guo Y (2006) Transesterification of neat and used frying oil: optimization for biodiesel production. Fuel Process Technol 87(10):883–890CrossRef
go back to reference Liu X, Piao X, Wang Y, Zhu S, He H (2008) Calcium methoxide as a solid base catalyst for the transesterification of soybean oil to biodiesel with methanol. Fuel 87(7):1076–1082CrossRef Liu X, Piao X, Wang Y, Zhu S, He H (2008) Calcium methoxide as a solid base catalyst for the transesterification of soybean oil to biodiesel with methanol. Fuel 87(7):1076–1082CrossRef
go back to reference Maher K, Bressler D (2007) Pyrolysis of triglyceride materials for the production of renewable fuels and chemicals. Bioresour Technol 98(12):2351–2368CrossRef Maher K, Bressler D (2007) Pyrolysis of triglyceride materials for the production of renewable fuels and chemicals. Bioresour Technol 98(12):2351–2368CrossRef
go back to reference Mihalcik DJ, Mullen CA, Boateng AA (2011) Screening acidic zeolites for catalytic fast pyrolysis of biomass and its components. J Anal Appl Pyrolysis 92(1):224–232CrossRef Mihalcik DJ, Mullen CA, Boateng AA (2011) Screening acidic zeolites for catalytic fast pyrolysis of biomass and its components. J Anal Appl Pyrolysis 92(1):224–232CrossRef
go back to reference Milliren AL, Wissinger JC, Gottumukala V, Schall CA (2013) Kinetics of soybean oil hydrolysis in subcritical water. Fuel 108:277–281CrossRef Milliren AL, Wissinger JC, Gottumukala V, Schall CA (2013) Kinetics of soybean oil hydrolysis in subcritical water. Fuel 108:277–281CrossRef
go back to reference Ngaosuwan K, Lotero E, Suwannakarn K, Goodwin JG Jr, Praserthdam P (2009) Hydrolysis of triglycerides using solid acid catalysts. Ind Eng Chem Res 48(10):4757–4767CrossRef Ngaosuwan K, Lotero E, Suwannakarn K, Goodwin JG Jr, Praserthdam P (2009) Hydrolysis of triglycerides using solid acid catalysts. Ind Eng Chem Res 48(10):4757–4767CrossRef
go back to reference Patil KD, Kulkarni BD (2014) Kinetics studies on esterification reaction of acetic acid with iso-amyl alcohol over ion exchange resin as catalysts. Int J Eng Res 3(8):488–493CrossRef Patil KD, Kulkarni BD (2014) Kinetics studies on esterification reaction of acetic acid with iso-amyl alcohol over ion exchange resin as catalysts. Int J Eng Res 3(8):488–493CrossRef
go back to reference Pattiya A, Titiloye JO, Bridgwater AV (2008) Fast pyrolysis of cassava rhizome in the presence of catalysts. J Anal Appl Pyrolysis 81(1):72–79CrossRef Pattiya A, Titiloye JO, Bridgwater AV (2008) Fast pyrolysis of cassava rhizome in the presence of catalysts. J Anal Appl Pyrolysis 81(1):72–79CrossRef
go back to reference Rathod AP, Wasewar KL, Yoo CK (2014) Enhancement of esterification of propionic acid with isopropyl alcohol by pervaporation reactor. J Chem. doi:10.1155/2014/539341 Rathod AP, Wasewar KL, Yoo CK (2014) Enhancement of esterification of propionic acid with isopropyl alcohol by pervaporation reactor. J Chem. doi:10.​1155/​2014/​539341
go back to reference Ribeiro BD, Castro AMD, Coelho MAZ, Freire DMG (2011) Production and use of lipases in bioenergy: a review from the feedstocks to biodiesel production. Enzyme Res. doi:10.4061/2011/615803 Ribeiro BD, Castro AMD, Coelho MAZ, Freire DMG (2011) Production and use of lipases in bioenergy: a review from the feedstocks to biodiesel production. Enzyme Res. doi:10.​4061/​2011/​615803
go back to reference Salmi T, Murzin DY, Mäki-Arvela P, Kusema B, Holmbom B, Willför S, Wärnå J (2014) Kinetic modeling of hemicellulose hydrolysis in the presence of homogeneous and heterogeneous catalysts. AIChE J 60(3):1066–1077CrossRef Salmi T, Murzin DY, Mäki-Arvela P, Kusema B, Holmbom B, Willför S, Wärnå J (2014) Kinetic modeling of hemicellulose hydrolysis in the presence of homogeneous and heterogeneous catalysts. AIChE J 60(3):1066–1077CrossRef
go back to reference Smallwood LM, White RL (2014) Zeolite catalyzed hydrolysis in aqueous and ionic liquid media. J Biomass Biofuel 1(1):1–7 Smallwood LM, White RL (2014) Zeolite catalyzed hydrolysis in aqueous and ionic liquid media. J Biomass Biofuel 1(1):1–7
go back to reference Soares D, Pinto AF, Gonçalves AG, Mitchell DA, Krieger N (2013) Biodiesel production from soybean soapstock acid oil by hydrolysis in subcritical water followed by lipase-catalyzed esterification using a fermented solid in a packed-bed reactor. Biochem Eng J 81:15–23CrossRef Soares D, Pinto AF, Gonçalves AG, Mitchell DA, Krieger N (2013) Biodiesel production from soybean soapstock acid oil by hydrolysis in subcritical water followed by lipase-catalyzed esterification using a fermented solid in a packed-bed reactor. Biochem Eng J 81:15–23CrossRef
go back to reference Suwannakarn K (2008) Biodiesel production from high free fatty acid content feedstocks (Doctoral dissertation), Clemson University Suwannakarn K (2008) Biodiesel production from high free fatty acid content feedstocks (Doctoral dissertation), Clemson University
go back to reference Vieira SS, Magriotis ZM, Santos NA, Saczk AA, Hori CE, Arroyo PA (2013) Biodiesel production by free fatty acid esterification using lanthanum (La3+) and HZSM-5 based catalysts. Bioresour Technol 133:248–255CrossRef Vieira SS, Magriotis ZM, Santos NA, Saczk AA, Hori CE, Arroyo PA (2013) Biodiesel production by free fatty acid esterification using lanthanum (La3+) and HZSM-5 based catalysts. Bioresour Technol 133:248–255CrossRef
Metadata
Title
Hydroesterification of bio-oils over HZSM-5, BETA and Y zeolites
Authors
Omid Mowla
Eric Kennedy
Michael Stockenhuber
Publication date
22-09-2017
Publisher
Springer Berlin Heidelberg
Published in
Clean Technologies and Environmental Policy / Issue 4/2018
Print ISSN: 1618-954X
Electronic ISSN: 1618-9558
DOI
https://doi.org/10.1007/s10098-017-1423-0

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