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Licensed Unlicensed Requires Authentication Published by De Gruyter August 31, 2020

Separation and purification of fatty acids by membrane technology: a critical review

  • Enmin Lv , Shaoxuan Ding , Jie Lu EMAIL logo , Weiming Yi EMAIL logo and Jincheng Ding EMAIL logo

Abstract

Fatty acids (FAs) are a very important group of raw materials for chemical industry, and the technology of separating or purifying the FAs from the reaction product mixture has always been the hotspot of research. Membrane processes for separation of FAs are being increasingly reported. Compared with conventional FAs separation methods, membrane separation has the advantages of low energy consumption, system compactness, high separation efficiency, easy scale-up, high available surface area per unit volume and low working temperatures, thereby attracting considerable attention of many researchers. In this regards, this paper critically reviewed the developments of methods for FAs separation and purification, and the future prospects of coupling membrane technology with hydrolysis for enhanced production of FAs.


Corresponding authors: Jincheng Ding, College of Chemical Engineering, Shandong University of Technology, 266 Xincun West Road, Zibo, Shandong255000, China, E-mail: ; ; Jie Lu, Department of Resources and Environmental Engineering, Shandong University of Technology, 266 Xincun West Road, Zibo, Shandong255000, China, E-mail: ; ; and Weiming Yi, Shandong Research Center of Engineering and Technology for Clean Energy, Agricultural Engineering and Food Science, Shandong University of Technology, 266 Xincun West Road, Zibo, Shandong255000, China, E-mail:

Funding source: National Natural Science Foundation of China

Award Identifier / Grant number: N0. 51536009

Funding source: Zibo City Integration Development Project

Award Identifier / Grant number: No. 2019ZBXC392

Acknowledgments

This work was supported by the National Natural Science Foundation of China (No. 51536009) & Zibo City Integration Development Project (Grant No. 2019ZBXC392). The authors also wish to express their thanks to Zibo Jinxuan Resources and Environmental Technology Development Co. Ltd. for their sincere help during this work.

  1. Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: None declared.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

Ahmad, H., S. K. Kamarudin, U. A. Hasran, and W. R. W. Daud. 2010. “Overview of Hybrid Membranes for Direct-Methanol Fuel-Cell Applications.” International Journal of Hydrogen Energy 35: 2160–75, https://doi.org/10.1016/j.ijhydene.2009.12.054.Search in Google Scholar

Abedini, R., M. Omidkhah, and F. Dorosti. 2014. “Hydrogen Separation and Purification with Poly (4-Methyl-1-Pentyne)/MIL 53 Mixed Matrix Membrane Based on Reverse Selectivity.” International Journal of Hydrogen Energy 39: 7897–909, https://doi.org/10.1016/j.ijhydene.2014.03.027.Search in Google Scholar

Akanbi, T. O., J. L. Adcock, and C. J. Barrow. 2013. “Selective Concentration of EPA and DHA Using Thermomyces Lanuginosus Lipase Is Due to Fatty Acid Selectivity and Not Regioselectivity.” Food Chemistry 138: 615–20, https://doi.org/10.1016/j.foodchem.2012.11.007.Search in Google Scholar

Alenezi, R., G. A. Leeke, R. C. D. Santos, and A. R. Khan. 2009. “Hydrolysis Kinetics of Sunflower Oil under Subcritical Water Conditions.” Chemical Engineering Research and Design 87: 867–73, https://doi.org/10.1016/j.cherd.2008.12.009.Search in Google Scholar

Alicieo, T. V. R., E. S. Mendes, N. C. Pereira, and O. C. Motta Lima. 2002. “Membrane Ultrafiltration of Crude Soybean Oil.” Desalination 148: 99–102, https://doi.org/10.1016/s0011-9164(02)00660-4.Search in Google Scholar

Atadashi, I. M., M. K. Aroua, A. R. Abdul Aziz, and N. M. N. Sulaiman. 2011. “Membrane Biodiesel Production and Refining Technology: A Critical Review.” Renewable and Sustainable Energy Reviews 15: 5051–62, https://doi.org/10.1016/j.rser.2011.07.051.Search in Google Scholar

Avila, A. M., and E. L. Arancibia. 2016. “On a Rational Performance Evaluation for the Development of Inorganic Membrane Technology in Gas Separation and Membrane Reactors.” International Journal of Chemical Reactor Engineering 14: 175–85, https://doi.org/10.1515/ijcre-2015-0219.Search in Google Scholar

Barnebey, H. L., and A. C. Brown. 1948. “Continuous Fat Splitting Plants Using the Colgate-Emery Process.” Journal of the American Oil Chemists Society 25: 95–9, https://doi.org/10.1007/bf02579733.Search in Google Scholar

Berger, R., and W. McPherson. 1979. “Fractional Distillation.” Journal of the American Oil Chemists Society 56 (11Part1): 743A–744A, https://doi.org/10.1007/bf02667433.Search in Google Scholar

Brown, J. B., and D. K. Kolb. 1955. “Applications of Low Temperature Crystallization in the Separation of the Fatty Acids and Their Compounds.” Progress in the Chemistry of Fats & Other Lipids 3: 57–94, https://doi.org/10.1016/0079-6832(55)90004-5.Search in Google Scholar

Bottino, N. R., G. A. Vandenburg, and R. Reiser. 1967. “Resistance of Certain Long-Chain Polyunsaturated Fatty Acids of Marine Oils to Pancreatic Lipase Hydrolysis.” Lipids 2: 489–93, https://doi.org/10.1007/bf02533177.Search in Google Scholar

Carniel, N., G. L. Zabot, M. Paliga, M. L. Mignoni, M. A. Mazzuti, W. L. Priamo, J. V. Oliveira, M. D. Luccio, and M. V. Tres. 2017. “Desolventizing of Jatropha Curcas Oil from Azeotropes of Solvents Using Ceramic Membranes.” Environmental Technology 38: 2928–38, https://doi.org/10.1080/09593330.2017.1282986.Search in Google Scholar

Carretier, S., G. Lesage, A. Grasmick, and M. Heran. 2015. “Water and Nutrients Recovering from Livestock Manure by Membrane Processes.” Canadian Journal of Chemical Engineering 93: 225–33, https://doi.org/10.1002/cjce.22125.Search in Google Scholar

Chawla, P., and J. M. Deman. 1990. “Measurement of the Size Distribution of Fat Crystals Using a Laser Particle Counter.” Journal of the American Oil Chemists Society 67: 329–32, https://doi.org/10.1007/bf02539684.Search in Google Scholar

Charcosset, C. 2006. “Membrane Processes in Biotechnology: an Overview.” Biotechnology Advances 24: 482–92, https://doi.org/10.1016/j.biotechadv.2006.03.002.Search in Google Scholar

Ciriminna, R., F. Meneguzzo, R. Delisi, and M. Pagliaro. 2017. “Enhancing and Improving the Extraction of Omega-3 from Fish Oil.” Sustain Chem Phar 5: 54–9, https://doi.org/10.1016/j.scp.2017.03.001.Search in Google Scholar

da Silva, E. C., P. R. Mendes, Y. C. Brito, M. R. Meneghetti, and S. M. P. Meneghetti. 2016. “Hydrolysis of Triacylglyceridesin the Presence of Tin (IV) Catalysts.” Catalysis Communications 78: 7–10, https://doi.org/10.1016/j.catcom.2016.01.032.Search in Google Scholar

Demmerle, R. L. 1947. “Emersol Process: a Staff Report.” Industrial & Engineering Chemistry Research 39: 126–31, https://doi.org/10.1021/ie50446a011.Search in Google Scholar

Doleček, P., and J. Cakl. 1998. “Permeate Flow in Hexagonal 19-channel Inorganic Membrane under Filtration and Backflush Operating Modes.” Journal of Membrane Science 149: 171–79.10.1016/S0376-7388(98)00195-1Search in Google Scholar

Dong, H., L. Zhao, L. Zhang, H. Chen, C. Gao, and W. S. Winston Ho. 2015. “High-flux Reverse Osmosis Membranes Incorporated with NaY Zeolite Nanoparticles for Brackish Water Desalination.” Journal of Membrane Science 476: 373–83, https://doi.org/10.1016/j.memsci.2014.11.054.Search in Google Scholar

Dorosti, F., M. Omidkhah, and R. Abedini. 2014. “Fabrication and Characterization of matrimid/MIL-53 Mixed Matrix Membrane for CO2/CH4 Separation.” Chemical Engineering Research and Design 92: 2439–48, https://doi.org/10.1016/j.cherd.2014.02.018.Search in Google Scholar

Dorostia, F., M. Omidkhaha, and R. Abedinib. 2015. “Enhanced CO2/CH4 Separation Properties of Asymmetric Mixed Matrix Membrane by Incorporating Nano-Porous ZSM-5 and MIL-53 Particles into Matrimid®5218.” Journal of Natural Gas Science and Engineering 25: 88–102, https://doi.org/10.1016/j.jngse.2015.04.033.Search in Google Scholar

Eller, F. J., J. A. Teel, and D. E. Palmquist. 2011. “Continuous Hydrolysis of Cuphea Seed Oil in Subcritical Water.” Journal of the American Oil Chemists Society 88: 1455–61, https://doi.org/10.1007/s11746-011-1798-8.Search in Google Scholar

Escorsim, A. M., F. Hamerski, L. P. Ramos, M. L. Corazza, and C. S. Cordeiro. 2019. “Multifunctionality of Zinc Carboxylate to Produce Acylglycerols, Free Fatty Acids and Fatty Acids Methyl Esters.” Fuel 244: 569–79, https://doi.org/10.1016/j.fuel.2019.01.178.Search in Google Scholar

Fu, X., X. Zhu, K. Gao, and J. Duan. 1995. “Oil and Fat Hydrolysis with Lipase from Aspergillus Sp.” Journal of the American Oil Chemists Society 72: 527–531, https://doi.org/10.1007/bf02638852.Search in Google Scholar

Ghasemian, S., M. A. Sahari, M. Barzegar, and H. A. Gavlighi. 2016a. “Omega-3 Polyunsaturated Fatty Acids Concentration Using Synthesized Poly-Vinylidene Fluoride (PVDF) Asymmetric Membranes.” Journal of the American Oil Chemists Society 93: 1201–10, https://doi.org/10.1007/s11746-016-2876-8.Search in Google Scholar

Ghasemian, S., M. A. Sahari, M. Barzegar, and H. A. Gavlighi. 2015. “Concentration of Omega-3 Polyunsaturated Fatty Acids by Polymeric Membrane.” International Journal of Food Science and Technology 50: 2411–18, https://doi.org/10.1111/ijfs.12907.Search in Google Scholar

Ghasemian, S., M. A. Sahari, M. Barzegar, and H. A. Gavlighi. 2016b. “Omega-3 Polyunsaturated Fatty Acids Concentration Using Synthesized Poly-Vinylidene Fluoride (PVDF) Asymmetric Membranes.” Journal of the American Oil Chemists Society 93: 1201–10, https://doi.org/10.1007/s11746-016-2876-8.Search in Google Scholar

Ghasemian, S., M. A. Sahari, M. Barzegar, and H. A. Gavlighi. 2017. “Omega-3 PUFA Concentration by a Novel PVDF Nano-Composite Membrane Filled with Nano-Porous Silica Particles.” Food Chemistry 230: 454–62, https://doi.org/10.1016/j.foodchem.2017.02.135.Search in Google Scholar PubMed

Ghosh, M. 2007. “Review on Recent Trends in Rice Bran Oil Processing.” Journal of the American Oil Chemists Society 84: 315–24, https://doi.org/10.1007/s11746-007-1047-3.Search in Google Scholar

Gloyer, S. W. 1949. “Refining and Fractionating Soybean Oil with Furfural.” Journal of the American Oil Chemists Society 26: 162–66, https://doi.org/10.1007/bf02656054.Search in Google Scholar

Gomes, M. C. S., P. A. Arroyo, and N. C. Pereira. 2011. “Biodiesel Production from Degummed Soybean Oil and Glycerol Removal Using Ceramic Membrane.” Journal of Membrane Science 378: 453–61, https://doi.org/10.1016/j.memsci.2011.05.033.Search in Google Scholar

Golijan, J., D. D. Milinčić, R. Petronijević, M. B. Pešić, M. B. Barać, M. Sečanski, S. Lekić, and A. Ž. Kostić. 2019. “The Fatty Acid and Triacylglycerol Profiles of Conventionally and Organically Produced Grains of Maize, Spelt and Buckwheat.” Journal of Cereal Science 90: 102845, https://doi.org/10.1016/j.jcs.2019.102845.Search in Google Scholar

Guo, Y., J. H. Hardesty, V. M. Mannari, and J. L. MassingillJr. 2007. “Hydrolysis of Epoxidized Soybean Oil in the Presence of Phosphoric Acid.” Journal of the American Oil Chemists Society 84: 929–35, https://doi.org/10.1007/s11746-007-1126-5.Search in Google Scholar

Han, Y., E. M. Lv, L. L. Ma, J. Lu, K. X. Chen, and J. C. Ding. 2015. “Coupling Membrane Pervaporation with a Fixed-Bed Reactor for Enhanced Esterification of Oleic Acid with Ethanol.” Energy Conversion and Management 106: 1379–86, https://doi.org/10.1016/j.enconman.2015.10.075.Search in Google Scholar

Haraldsson, G. 1984. “Separation of Saturated/unsaturated Fatty Acids.” Journal of the American Oil Chemists Society 61: 219–222, https://doi.org/10.1007/bf02678772.Search in Google Scholar

Harris, L., J. Rosen-Kligvasser, and M. Davidovich-Pinhas. 2019. “Gelation of Oil Using Combination of Different Free Fatty Acids.” Food Structure 21: 100121, https://doi.org/10.1016/j.foostr.2019.100121.Search in Google Scholar

Holliday, R. L., J. W. King, and G. R. List. 1997. “Hydrolysis of Vegetable Oils in Subcritical and Supercritical Water.” Industrial & Engineering Chemistry Research 36: 932–35, https://doi.org/10.1021/ie960668f.Search in Google Scholar

Hua, F. L., Y. F. Tsang, Y. J. Wang, S. Y. Chan, H. Chua, and S. N. Sin. 2007. “Performance Study of Ceramic Microfiltration Membrane for Oily Wastewater Treatment.” Chemical Engineering Journal 128: 169–75, https://doi.org/10.1016/j.cej.2006.10.017.Search in Google Scholar

Jadhav, S. V., P. Häyrynen, K. V. Marathe, V. K. Rathod, R. L. Keiski, and G. D. Yadav. 2017. “Experimental and Modeling Assessment of Sulfate and Arsenic Removal from Mining Wastewater by Nanofiltration.” International Journal of Chemical Reactor Engineering 16 (1), https://doi.org/10.1515/ijcre-2016-0103.Search in Google Scholar

James, B. J., Y. Jing, and X. D. Chen. 2003. “Membrane Fouling during Filtration of Milk-A Microstructural Study.” Journal of Food Engineering 60: 431–37, https://doi.org/10.1016/s0260-8774(03)00066-9.Search in Google Scholar

Javier Benítez, F., J. L. Acero, A. I. Leal, and M. González. 2009. “The Use of Ultrafiltration and Nanofiltration Membranes for the Purification of Cork Processing Wastewater.” Journal of Hazardous Materials 162: 1438–45, https://doi.org/10.1016/j.jhazmat.2008.06.036.Search in Google Scholar

Kahveci, D., and X. Xu. 2011. “Repeated Hydrolysis Process Is Effective for Enrichment of Omega 3 Polyunsaturated Fatty Acids in Salmon Oil by Candida Rugosa Lipase.” Food Chemistry 129: 1552–58, https://doi.org/10.1016/j.foodchem.2011.05.142.Search in Google Scholar

Kapoor, R., and U. K. Patil. 2011. “Importance and Production of Omega-3 Fatty Acids from Natural Sources.” International Food and Research Journal 18: 493–99.Search in Google Scholar

Knezevic, Z., L. Mojovic, and B. Adnadjevic. 1998. “Palm Oil Hydrolysis by Lipase from candida Cylindracea Immobilized on Zeolite Type Y.” Enzyme and Microbial Technology 22: 275–80, https://doi.org/10.1016/s0141-0229(97)00187-7.Search in Google Scholar

Koris, A., and G. Vatai. 2002. “Dry Degumming of Vegetable Oils by Membrane Filtration.” Desalination 148: 149–53, https://doi.org/10.1016/s0011-9164(02)00669-0.Search in Google Scholar

Krishna Kumar, N. S., and D. N. Bhowmick. 1996. “Separation of Fatty Acids/triacylglycerol by Membranes.” Journal of the American Oil Chemists Society 73: 399–401, https://doi.org/10.1007/bf02523439.Search in Google Scholar

Lan, Y., C. Coetsier, C. Causserand, and K. G. Serrano. 2015. “Feasibility of Micropollutants Treatment by Coupling Nanofiltration and Electrochemical Oxidation: Case of Hospital Wastewater.” International Journal of Chemical Reactor Engineering 13: 153–59, https://doi.org/10.1515/ijcre-2014-0136.Search in Google Scholar

Lascaray, L. 1952. “Industrial Fat Splitting.” Journal of the American Oil Chemists Society 29: 362–66, https://doi.org/10.1007/bf02631459.Search in Google Scholar

Linder, M., E. Matouba, J. Fanni, and M. Parmentier. 2002. “Enrichment of Salmon Oil with N-3 PUFA by Lipolysis, Filtration and Enzymatic Re-esterification.” European Journal of Lipid Science and Technology 104: 455–62, https://doi.org/10.1002/1438-9312(200208)104:8<455::aid-ejlt455>3.0.co;2-q.10.1002/1438-9312(200208)104:8<455::AID-EJLT455>3.0.CO;2-QSearch in Google Scholar

Linfield, W. M., R. A. Barauskas, L. Sivieri, S. Serota, and R. W. Stevenson. 1984. “Enzymatic Fat Hydrolysis and Synthesis.” Journal of the American Oil Chemists Society 61: 191–95, https://doi.org/10.1007/bf02678767.Search in Google Scholar

Liu, S. C., C. H. Zhang, P. Z. Hong, and H. W. Ji. 2006. “Concentration of Docosahexaenoic Acid (DHA) and Eicosapentaenoic Acid (EPA) of Tuna Oil by Urea Complexation: Optimization of Process Parameters.” Journal of Food Engineering 73: 203–09, https://doi.org/10.1016/j.jfoodeng.2005.01.020.Search in Google Scholar

Loef, M., J. W. Schoones, M. Kloppenburg, and A. Ioan-Facsinay. 2019. “Fatty Acids and Osteoarthritis: Different Types, Different Effects.” Joint Bone Spine 86: 451–58, https://doi.org/10.1016/j.jbspin.2018.07.005.Search in Google Scholar PubMed

Luo, H., K. Xue, W. Y. Fan, C. Li, G. Z. Nan, and Z. M. Li. 2014. “Hydrolysis of Vegetable Oils to Fatty Acids Using Brønsted Acidic Ionic Liquids as Catalysts.” Industrial & Engineering Chemistry Research 53: 11653–58, https://doi.org/10.1021/ie501524z.Search in Google Scholar

Lv, E. M., S. X. Ding, J. Lu, L. X. Du, Z. Li, J. X. Li, S. G. Zhang, and J. C. Ding. 2018. “An Integrated Process of Catalytic Hydrolysis and Membrane Separation for Fatty Acids Production from Lard Oil.” Canadian Journal of Chemical Engineering 96: 2014–24, https://doi.org/10.1002/cjce.23156.Search in Google Scholar

Lv, E. M., S. X. Ding, J. Lu, Z. Li, L. X. Du, S. G. Zhang, and J. C. Ding. 2019. “Response Surface Methodology Optimization and Kinetic Study of Ultrafiltration-Enhanced, SCER-Catalyzed Hydrolysis of Lard.” International Journal of Chemical Reactor Engineering 17 (8), https://doi.org/10.1515/ijcre-2018-0241.Search in Google Scholar

Ma, L. L., Y. Han, K. A. Sun, J. Lu, and J. C. Ding. 2015a. “Optimization of Acidified Oil Esterification Catalyzed by Sulfonated Cation Exchange Resin Using Response Surface Methodology.” Energy Conversion and Management 98: 46–53, https://doi.org/10.1016/j.enconman.2015.03.092.Search in Google Scholar

Ma, L. L., Y. Han, K. A. Sun, J. Lu, and J. C. Ding. 2015b. “Kinetic and Thermodynamic Studies of the Esterification of Acidified Oil Catalyzed by Sulfonated Cation Exchange Resin.” Journal Energy Chemistry 24: 456–62, https://doi.org/10.1016/j.jechem.2015.07.001.Search in Google Scholar

Ma, L. L., E. M. Lv, L. X. Du, Y. Han, J. Lu, and J. C. Ding. 2017. “A Flow-Through Tubular Catalytic Membrane Reactor Using Zirconium Sulfate Tetrahydrate-Impregnated Carbon Membranes for Acidified Oil Esterification.” Journal of the Energy Institute 90: 875–83, https://doi.org/10.1016/j.joei.2016.08.007.Search in Google Scholar

Ma, L. L., E. M. Lv, L. X. Du, J. Lu, and J. C. Ding. 2016. “Statistical Modeling/optimization and Process Intensification of Microwave-Assisted Acidified Oil Esterification.” Energy Conversion and Management 122: 411–18, https://doi.org/10.1016/j.enconman.2016.06.001.Search in Google Scholar

Mah, S. K., C. P. Leo, T. Y. Wu, and S. P. Chai. 2012a. “A Feasibility Investigation on Ultrafiltration of Palm Oil and Oleic Acid Removal from Glycerin Solutions: Flux Decline, Fouling Pattern, Rejection and Membrane Characterizations.” Journal of Membrane Science 389: 245–56, https://doi.org/10.1016/j.memsci.2011.10.037.Search in Google Scholar

Mah, S. K., C. K. Chuah, W. P. Cathie Lee, and S. P. Chai. 2012b. “Ultrafiltration of Palm Oil–Oleic Acid-Glycerin Solutions: Fouling Mechanism Identification, Fouling Mechanism Analysis and Membrane Characterizations.” Separation and Purification Technology 98: 419–31, https://doi.org/10.1016/j.seppur.2012.07.020.Search in Google Scholar

Masri, A. N., M. I. Abdul Mutalib, W. Z. N. Yahya, N. F. Aminuddin, and J. M. Leveque. 2020. “Rapid Esterification of Fatty Acid Using Dicationic Acidic Ionic Liquid Catalyst via Ultrasonic-Assisted Method.” Ultrasonics Sonochemistry 60: 104732, https://doi.org/10.1016/j.ultsonch.2019.104732.Search in Google Scholar PubMed

Mansir, N., Y. H. Taufiq-Yap, U. Rashid, and I. M. Lokman. 2017. “Investigation of Heterogeneous Solid Acid Catalyst Performance on Low Grade Feedstocks for Biodiesel Production: A Review.” Energy Conversion and Management 141: 171–82, https://doi.org/10.1016/j.enconman.2016.07.037.Search in Google Scholar

McNeill, G. P., and P. E. Sonnet. 1995. “Isolation of Erucic Acid from Rapeseed Oil by Lipase-Catalyzed Hydrolysis.” Journal of the American Oil Chemists Society 72: 213–8, https://doi.org/10.1007/bf02638902.Search in Google Scholar

Mereddy, R., A. Chan, K. Fanning, N. Nirmal, and Y. Sultanbawa. 2016. “Betalain Rich Functional Extract with Reduced Salts and Nitrate Content from Red Beetroot (Beta Vulgaris L.) Using Membrane Separation Technology.” Food Chemistry 215: 311–17.10.1016/j.foodchem.2016.07.132Search in Google Scholar PubMed

Mohammadi, M., Z. Habibi, S. Dezvarei, M. Yousefi, and M. Ashjari. 2015. “Selective Enrichment of Polyunsaturated Fatty Acids by Hydrolysis of Fish Oil Using Immobilized and Stabilized Rhizomucor Miehei Lipase Preparations.” Food and Bioproducts Processing 94: 414–21, https://doi.org/10.1016/j.fbp.2014.05.007.Search in Google Scholar

Nagesha, G. K., R. Subramanian, and K. Udaya Sankar. 2003. “Processing of Tocopherol and FA Systems Using a Nonporous Denser Polymeric Membrane.” Journal of the American Oil Chemists Society 80: 397–402, https://doi.org/10.1007/s11746-003-0710-4.Search in Google Scholar

Nakahara, T., T. Yokochi, T. Higashihara, S. Tanaka, T. Yaguchi, and D. Honda. 1996. “Production of Docosahexaenoic and Docosapentaenoic Acids by Schizochytrium Sp. Isolated from Yap Islands.” Journal of the American Oil Chemists Society 73: 1421–6, https://doi.org/10.1007/bf02523506.Search in Google Scholar

Ngaosuwan, K., E. Lotero, K. Suwannakarn, J. G. GoodwinJr, and P. Praserthdam 2009. “Hydrolysis of Triglycerides Using Solid Acid Catalysts.” Industrial & Engineering Chemistry Research 48: 4757–67, https://doi.org/10.1021/ie8013988.Search in Google Scholar

Novello, Z., M. V. Tres, M. F. Silva, J. V. Oliveira, and M. D. Luccio. 2015. “Separation of Soybean Oil from Liquefied N-Butane and Liquefied Petroleum Gas by Membrane Separation Process.” Canadian Journal of Chemical Engineering 93: 96–101, https://doi.org/10.1002/cjce.22106.Search in Google Scholar

Nwuha, V. O. 1996. “Influence of Cleansers on a Polysulphone Membrane Used for Milk Ultrafiltration.” International Journal of Food Science and Technology 31: 27–36, https://doi.org/10.1111/j.1365-2621.1996.25-320.x.Search in Google Scholar

Okada, T., and M. T. Morrissey. 2007. “Production of N-3 Polyunsaturated Fatty Acid Concentrate from Sardine Oil by Lipase-Catalyzed Hydrolysis.” Food Chemistry 103: 1411–9, https://doi.org/10.1016/j.foodchem.2006.10.057.Search in Google Scholar

Pagliero, C., M. Mattea, N. Ochoa, and J. Marchese. 2007. “Fouling of Polymeric Membranes during Degumming of Crude Sunflower and Soybean Oil.” Journal of Food Engineering 78: 194–7, https://doi.org/10.1016/j.jfoodeng.2005.09.015.Search in Google Scholar

Panda, S. R., N. Bhandaru, R. Mukherjee, and S. De. 2015. “Ultrafiltration of Oily Waste Water: Contribution of Surface Roughness in Membrane Properties and Fouling Characteristics of Polyacrylonitrile Membranes.” Canadian Journal of Chemical Engineering 93: 2031–42, https://doi.org/10.1002/cjce.22313.Search in Google Scholar

Passino, H. J. 1949. “The Solexol Process.” Industrial & Engineering Chemistry Research 41: 280–7, https://doi.org/10.1021/ie50470a016.Search in Google Scholar

Paris, J., P. Guichardon, and F. Charbit. 2002. “Transport Phenomena in Ultrafiltration: a New Two-Dimensional Model Compared with Classical Models.” Journal of Membrane Science 207: 43–58, https://doi.org/10.1016/s0376-7388(01)00752-9.Search in Google Scholar

Patil, T. A., T. S. Raghunathan, and H. S. Shankar. 1988. “Thermal Hydrolysis of Vegetable Oils and Fats. 2. Hydrolysis in Continuous Stirred Tank Reactor.” Industrial & Engineering Chemistry Research 27: 735–9, https://doi.org/10.1021/ie00077a002.Search in Google Scholar

Pelaquim, F. P., F. C. de Matos, L. P. Cardoso, E. A. C. Batista, A. J. de Almeida Meirelles, and M. C. da Costa. 2019. “Solid-liquid Phase Equilibrium Diagrams of Binary Mixtures Containing Fatty Acids, Fatty Alcohol Compounds and Tripalmitin Using Differential Scanning Calorimetry.” Fluid Phase Equilibria 497: 19–32, https://doi.org/10.1016/j.fluid.2019.05.020.Search in Google Scholar

Penha, F. M., K. Rezzadori, M. C. Proner, G. Zin, L. A. Fogaça, J. C. C. Petrus, J. Vladimir de Oliveira, and M. D. Luccio. 2015. “Evaluation of Permeation of Macauba Oil and N-Hexane Mixtures through Polymeric Commercial Membranes Subjected to Different Pre-treatments.” Journal of Food Engineering 155: 79–86, https://doi.org/10.1016/j.jfoodeng.2015.01.020.Search in Google Scholar

Pinto, J. S. S., and F. M. Lanças. 2006. “Hydrolysis of Corn Oil Using Subcritical Water.” Journal of the Brazilian Chemical Society 17: 85–9, https://doi.org/10.1590/s0103-50532006000100013.Search in Google Scholar

Rubio-Rodríguez, N., S. Beltrán, I. Jaime, S. M. de Diego, M. T. Sanz, and J. R. Carballido. 2010. “Production of Omega-3 Polyunsaturated Fatty Acid Concentrates: A Review.” Innov Food Science Emerg 11: 0–12, https://doi.org/10.1016/j.ifset.2009.10.006.Search in Google Scholar

Sarmento, L. A. V., C. B. Spricigo, J. C. C. Petrus, L. H. C. Carlson, and R. A. F. Machado. 2004. “Performance of Reverse Osmosis Membranes in the Separation of Supercritical CO2 and Essential Oils.” Journal of Membrane Science 237: 71–6, https://doi.org/10.1016/j.memsci.2004.02.021.Search in Google Scholar

Saracco, G., H. W. J. P. Neomagus, G. F. Versteeg, and W. P. M. Van Swaaij. 1999. “High-temperature Membrane Reactors: Potential and Problems.” Chemical Engineering Science 54: 1997–2017, https://doi.org/10.1016/s0009-2509(99)00009-3.Search in Google Scholar

Salimon, J., B. M. Abdullah, and N. Salih. 2011. “Hydrolysis Optimization and Characterization Study of Preparing Fatty Acids from Jatropha Curcas Seed Oil.” Chemistry Central Journal 5: 67, https://doi.org/10.1186/1752-153x-5-67.Search in Google Scholar

Satyarthi, J. K., D. Srinivas, and P. Ratnasamy. 2011. “Hydrolysis of Vegetable Oils and Fats to Fatty Acids over Solid Acid Catalysts.” Applied Catalysis A: General 391: 427–35, https://doi.org/10.1016/j.apcata.2010.03.047.Search in Google Scholar

Sharma, A., S. P. Chaurasia, and A. K. Dalai. 2013. “Enzymatic Hydrolysis of Cod Liver Oil for the Fatty Acids Production.” Catalysis Today 207: 93–100, https://doi.org/10.1016/j.cattod.2012.05.006.Search in Google Scholar

Shahidi, F., and U. N. Wanasundara. 1998. “Omega-3 Fatty Acid Concentrates: Nutritional Aspects and Production Technologies.” Trends in Food Science & Technology 9: 230–40, https://doi.org/10.1016/s0924-2244(98)00044-2.Search in Google Scholar

Simopoulos, A. P. 1991. “Omega-3 Fatty Acids in Health and Disease and in Growth and Development.” American Journal of Clinical Nutrition 54: 438–63, https://doi.org/10.1201/9781003066453-6.Search in Google Scholar

Smith, A. E. 1952. “The Crystal Structure of the Urea–Hydrocarbon Complexes.” Acta Crystallographica 5: 224–35, https://doi.org/10.1107/s0365110x52000629.Search in Google Scholar

Smith, B., and M. S. Shantha. 2007. “Membrane Reactor Based Hydrogen Separation from Biomass Gas-A Review of Technical Advancements and Prospects.” International Journal of Chemical Reactor Engineering 5: 301–12, https://doi.org/10.2202/1542-6580.1450.Search in Google Scholar

Stein, W. 1968. “The Hydrophilization Process for the Separation of Fatty Materials.” Journal of the American Oil Chemists Society 45: 471–74, https://doi.org/10.1007/bf02655512.Search in Google Scholar

Sun, K. A., J. Lu, L. L. Ma, Y. Han, Z. J. Fu, and J. C. Ding. 2015. “A Comparative Study on the Catalytic Performance of Different Types of Zeolites for Biodiesel Production.” Fuel 158: 848–54, https://doi.org/10.1016/j.fuel.2015.06.048.Search in Google Scholar

Tanak, Y., J. Hirano, and T. Funada. 1992. “Concentration of Docosahexaenoic Acid in Glyceride by Hydrolysis of Fish Oil Withcandida Cylindracealipase.” Journal of the American Oil Chemists Society 69: 1210–14, https://doi.org/10.1007/bf02637682.Search in Google Scholar

Tengku-Rozaina, T. M., and E. J. Birch. 2013. “Enrichment of Omega-3 Fatty Acids of Refined Hoki Oil.” Journal of The American Oil Chemists Society 90: 1111–9, https://doi.org/10.1007/s11746-013-2260-x.Search in Google Scholar

Tennison, S. 2000. “Current Hurdles in the Commercial Development of Inorganic Membrane Reactors.” Membrane Technology 2000: 4–9, https://doi.org/10.1016/s0958-2118(01)80001-x.Search in Google Scholar

Torres, J. J., N. E. Rodriguez, J. T. Arana, N. A. Ochoa, J. Marchese, and C. Pagliero. 2017. “Ultrafiltration Polymeric Membranes for the Purification of Biodiesel from Ethanol.” Journal of Cleaner Production 141: 641–7, https://doi.org/10.1016/j.jclepro.2016.09.130.Search in Google Scholar

Üstün, G., S. Güner, G. Arer, S. Türkay, and A. T. Erciyes. 1997. “Enzymatic Hydrolysis of Anchovy Oil: Production of Glycerides Enriched in Polyunsaturated Fatty Acids.” Applied Biochemistry and Biotechnology 68: 171–86, https://doi.org/10.1007/bf02785989.Search in Google Scholar PubMed

Wang, W., T. L. Turner, L. F. Stikeleather, and W. L. Roberts. 2012. “Exploration of Process Parameters for Continuous Hydrolysis of Canola Oil, Camelina Oil and Algal Oil.” Chemical Engineering and Processing 57: 51–8, https://doi.org/10.1016/j.cep.2012.04.001.Search in Google Scholar

Xie, W. L., and H. Wang. 2020. “Immobilized Polymeric Sulfonated Ionic Liquid on Core-Shell Structured Fe3O4/SiO2 Composites: A Magnetically Recyclable Catalyst for Simultaneous Transesterification and Esterifications of Low-Cost Oils to Biodiesel.” Renewable Energy 145: 1709–19, https://doi.org/10.1016/j.renene.2019.07.092.Search in Google Scholar

Xie, W. L., Y. X. Han, and H. Y. Wang. 2018. “Magnetic Fe3O4/MCM-41 Composite-Supported Sodium Silicate as Heterogeneous Catalysts for Biodiesel Production.” Renewable Energy 125: 675–81, https://doi.org/10.1016/j.renene.2018.03.010.Search in Google Scholar

Xie, W. L., and F. Wan. 2019. “Immobilization of Polyoxometalate-Based Sulfonated Ionic Liquids on UiO-66-2COOH Metal-Organic Frameworks for Biodiesel Production via One-Pot Transesterification-Esterification of Acidic Vegetable Oils.” Chemical Engineering Journal 365: 40–50, https://doi.org/10.1016/j.cej.2019.02.016.Search in Google Scholar

Yang, L. Y., A. Kuksis, and J. J. Myher. 1990. “Lipolysis of Menhaden Oil Triacylglycerols and the Corresponding Fatty Acid Alkyl Esters by Pancreatic Lipase In Vitro: A Reexamination.” The Journal of Lipid Research 31: 137–47.10.1016/S0022-2275(20)42768-3Search in Google Scholar

Yokochi, T., M. T. Usita, Y. Kamisaka, T. Nakahara, and O. Suzuki. 1990. “Increase in the γ-linolenic Acid Content by Solvent Winterization of Fungal Oil Extracted from Mortierella Genus.” Journal of the American Oil Chemists Society 67 (11): 846–51, https://doi.org/10.1007/bf02540504.Search in Google Scholar

Yow, C. J., and K. Y. Liew. 2002. “Hydrolysis of Palm Olein Catalyzed by Solid Heteropolyacids.” Journal of the American Oil Chemists Society 79: 357–61, https://doi.org/10.1007/s11746-002-0488-4.Search in Google Scholar

Yow, C. J., and K. Y. Liew. 1999. “Hydrolysis of Palm Oil Catalyzed by Macroporous Cation-Exchanged Resin.” Journal of the American Oil Chemists Society 76: 529–33, https://doi.org/10.1007/s11746-999-0036-0.Search in Google Scholar

Zhu, X., A. Dudchenko, X. Gu, and D. Jassby. 2017. “Surfactant-stabilized Oil Separation from Water Using Ultrafiltration and Nanofiltration.” Journal of Membrane Science 529: 159–69, https://doi.org/10.1016/j.memsci.2017.02.004.Search in Google Scholar

Zhuang, J., J. Xu, X. Wang, Z. Li, W. Han, and Z. Wang. 2017. “Improved Microfiltration of Prehydrolysis Liquor of Wood from Dissolving Pulp Mill by Flocculation Treatments for Hemicellulose Recovery.” Separation and Purification Technology 176: 159–63, https://doi.org/10.1016/j.seppur.2016.12.005.Search in Google Scholar

Zilch, K. T. 1979. “Separation of Fatty Acids.” Journal of the American Oil Chemists Society 56: 739A–742A, https://doi.org/10.1042/bj0201356.Search in Google Scholar PubMed PubMed Central

Received: 2019-12-12
Accepted: 2020-06-20
Published Online: 2020-08-31

© 2020 Walter de Gruyter GmbH, Berlin/Boston

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