Purification of Lactic Acid Produced by Fermentation: Focus on Non-traditional Distillation Processes

References

• Dobbin, L. (1931) The Collected Papers of Carl Wilhelm Scheele; Bell & Sons: London.
   Google Scholar
• Joglekar, H.G., Rahman, I., Babu, S., Kulkarni, B.D., and Joshi, A. (2006) Comparative assessment of downstream processing options for lactic acid. Sep. Purif. Technol. 52: 1–17.
   Web of Science ®Google Scholar
• Jong, E., Higson, A., Walsh, P., and Wellisch, M. (2012) Bio-based chemicals value added products from biorefineries. IEA Bioenergy. Task 42 Biorefinery.
   Google Scholar
• Pal, P., Sikder, J., Roy, S., and Giorno, L. (2009) Process intensification in lactic acid production: A review of membrane based processes. Chem. Eng. Process. 49: 1549–1559.
   Web of Science ®Google Scholar
• López-Garzón, C.S., and Straathof, A.J.J. (2014) Recovery of carboxylic acids produced by fermentation. Biotechnol. Adv. 32: 873–904.
   PubMed Web of Science ®Google Scholar
• Kumar, R., Mahajani, S.M., Nanavati, H., and Noronha, S.B. (2006) Recovery of lactic acid by batch reactive distillation. J. Chem. Technol. Biotechnol. 81: 1141–1150.
   Web of Science ®Google Scholar
• Chen, L., Zeng, A., Dong, H., Li, Q., and Niu, C. (2012) A novel process for recovery and refining of l-lactic acid from fermentation broth. Bioresour. Technol. 112: 280–284.
   PubMed Web of Science ®Google Scholar
• Batistella, C.B., Moraes, E.B., Maciel Filho, R., and Maciel, M.R.W. (2002) Molecular distillation rigorous modeling and simulation for recovering vitamin E from vegetal oils. Appl. Biochem. Biotechnol. 98–100:1187–1206.
   PubMed Web of Science ®Google Scholar
• Guilherme, A.A., Pinto, G.A.S., and Rodrigues, S. (2009) Avaliação da produção de ácido lático por Leuconostoc mesenteroides B512F em xarope de caju. Ciênc. Tecnol. Aliment. 29(4): 738–747.
   Google Scholar
• Silveira, M.S. (2009) Utilização do suco de caju clarificado para produção de ácido lático pelo Lactobacillus casei B-442. Msc Thesis, Universidade Federal do Ceará, Fortaleza, Brazil (in Portuguese).
   Google Scholar
• Li, Z., Lu, J., Yang, Z., Han, L., and Tan, T. (2012) Utilization of white rice bran for production of L-lactic acid. Biomass Bioenergy 39: 53–58.
   Web of Science ®Google Scholar
• Nakano, S., Ugwu, C.U., and Tokiwa, Y. (2012) Efficient production od D-(-)-lactic acid from broken rice by Lactobacillus delbrueckii using Ca(OH)2 as a neutralizing agent. Bioresour. Technol. 104: 791–794.
   PubMed Web of Science ®Google Scholar
• Wang, L., Zhao, B., Liu, B., Yu, B., Ma, C., Su, F., Hua, D., Li, Q., Ma, Y., and Xu, P. (2010) Efficient production of L-lactic acid from corncob molasses, a waste byproduct in xylitol production, by a newly isolated xylose utilizing Bacillus sp. Strain. Bioresour. Technol. 101: 7908–7915.
   PubMed Web of Science ®Google Scholar
• Abdel-Rahman, M.A., Tashiro, Y., and Sonomoto, K. (2011) Lactic acid production from lignocellulose-derived sugars using lactic acid bacteria: Overview and limits. J. Biotechnol. 156: 286–301.
   PubMed Web of Science ®Google Scholar
• Li, Y., Shahbazi, A. (2006) Lactic acid recovery from cheese whey fermentation broth using combined ultrafiltration and nanofiltration membranes. Appl. Biochem. Biotechnol. 129–132:985–996.
   PubMed Web of Science ®Google Scholar
• Calabia, B.P. and Tokiwa, Y. (2007) Production of D-lactic acid from sugarcane molasses, sugarcane juice and sugar beet juice by Lactobacillus delbrueckii. Biotechnol. Lett. 29: 1329–1332.
   PubMed Web of Science ®Google Scholar
• Lunelli, B.H., Atala, D.I.P., Oliveira, N., Wolf Maciel, M.R., and Maciel Filho, R. (2010) Ethyl lactate production using reactive distillation: Experimental and simulation. J. Biotechnol. 150: 569.
   Web of Science ®Google Scholar
• Abdel-Rahman, M.A., Tashiro, Y., and Sonomoto, K. (2013) Recent advances in lactic acid production by microbial fermentation processes. Biotechnol. Adv. 31: 877–902.
   PubMed Web of Science ®Google Scholar
• Vaidya, A.N., Pandey, R.A., Mudliar, S., Suresh Kumar, M., Chakrabarti, T., and Devotta, S. (2005) Production and recovery of lactic acid for polylactide—An overview. Crit. Rev. Env. Sci. Technol. 35: 429–467.
   Web of Science ®Google Scholar
• Datta, R. and Henry, M. (2006) Lactic acid: Recent advances in products, processes and technologies-a review. J. Chem. Technol. Biotechnol. 81: 1119–1129.
   Web of Science ®Google Scholar
• Galactic. http://www.lactic.com/en-us/products/productrange/galacid%E2%84%A2.aspx ( accessed May 2016).
   Google Scholar
• Wankat, P.C. (2007) Equilibrium Staged Separations; 2nd ed. Prentice Hall: New York.
   Google Scholar
• Lunelli, B.H. (2010) Produção e controle da síntese do éster de ácido acrílico através da fermentação do ácido láctico. Thesis (PhD), University of Campinas, Campinas, Brazil (in Portuguese).
   Google Scholar
• Kumar, S., Mavely, T.R., and Babu, B.V. (2010) Reactive extration of carboxylic acids (Butyric-, Lactic-, Tartaric-, Itaconic-, Succinic- and Citric Acids) using tri-n-butylphosphate (TBP) dissolved in 1-dodecanol and n-octane (1:1 v/v). In International Symposium & 63RD Annual Session of IICHE in Association with International Partners (CHEMCON-2010), Annamalai.
   Google Scholar
• Eli, B.H. High purity magnesium lactate from steepwater. US Patent 3,429,777, 1969.
   Google Scholar
• Kwak, H., Hwang, D.W., Hwang, Y.K., and Chang, J-S. (2012) Recovery of alkyl lactate from ammonium lactate by an advanced precipitation process. Sep. Purif. Technol. 93: 25–32.
   Web of Science ®Google Scholar
• Min, D-J., Choi, K.H., Chang, Y.K., and Kim, J-H. (2011) Effect of operating parameters on precipitation for recovery of lactic acid from calcium lactate fermentation broth. Korean J. Chem. Eng. 28(10): 1969–1974.
   Web of Science ®Google Scholar
• Rauch, M., Gerner, F., and Wecker, A.M. In Ullmanns Encyklopadie der technischen Chemie, 3rd ed., vol. 12, W. Forest, Weinheim: Verlag Chemie, 1960.
   Google Scholar
• Seader, J.D. and Henley, E.J. (2005) Separation Process Principles, 2nd ed.; Wiley:U.S.A.
   Google Scholar
• Alkaya, E., Kaptan, S., Ozkan, L., Uludag-demirer, S., and Demirer, G.N. (2009) Recovery of acids from anaerobic acidification broth by liquid–liquid extraction. Chemosphere 77: 1137–1142.
   PubMed Web of Science ®Google Scholar
• Krzyzaniak, A., Leeman, M., Vossebeld, F., Visser, T.J., Schuur, B., and Haan, A.B. (2013) Novel extractants for the recovery of fermentation derived lactic acid. Sep. Purif. Technol. 111: 82–89.
   Web of Science ®Google Scholar
• Matsumoto, M., Takahashi, T., and Fukushima, K. (2003) Synergistic extraction of lactic acid with alkylamine and tri-nbutylphosphate: Effects of amines, diluents and temperature. Sep. Purif. Technol. 33: 89–93.
   Web of Science ®Google Scholar
• Gao, M.T., Shimamura, T., Ishida, N., Nagamori, E., Takahashi, H., Uemoto, S., Omasa, T., and Ohtake, H. (2009) Extractive lactic acid fermentation with tri-ndecylamine as the extractant. Enzyme Microb. Technol. 44: 350–354.
   Web of Science ®Google Scholar
• Kurzrock, T. and Weuster-Botz, D. (2010) Recover of succinic acid from fermentation broth. Biotechnol. Lett. 32: 331–339.
   PubMed Web of Science ®Google Scholar
• Dey, P. and Pal, P. (2013) Modelling and simulation of continuous L (+) lactic acid production from sugarcane juice in membrane integrated hybrid-reactor system. Biochem. Eng. J. 79: 15–24.
   Web of Science ®Google Scholar
• Ecker, J., Raab, T., and Harasek, M. (2012) Nanofiltration as key technology for the separation of LA and AA. J. Membrane Sci. 389: 389–398.
   Web of Science ®Google Scholar
• Pal, P. and Dey, P. (2013) Process intensification in lactic acid production by three stage membrane integrated hybrid reactor system. Chem. Eng. Process. 64: 1–9.
   Web of Science ®Google Scholar
• Wang, C., Li, Q., Wang, D., and Xing, J. (2014) Improving the lactic acid production of Actinobacillus succinogenes by using a novel fermentation and separation integration system. Process Biochem. 49: 1245–1250.
   Web of Science ®Google Scholar
• Tugtas, A.E. (2011) Fermentative organic acid production and separation. Fen Bilimleri Dergisi. 23: 70–82.
   Google Scholar
• Filachione, E.M., Lengel, J.H., and Fisher, C.H. (1945) Preparation of methyl lactate. Ind. Eng. Chem. 37: 388–390.
   Web of Science ®Google Scholar
• Filachione, E.M. and Fisher, C.H. (1946) Purification of lactic acid. Ind. Eng. Chem. 38: 228–232.
   Web of Science ®Google Scholar
• Kumar, H. and Alén, R. (2015) Recovery of aliphatic low-molecular-mass carboxylic acids from hardwood kraft black liquor. Sep. Purif. Technol. 142: 293–298.
   Web of Science ®Google Scholar
• Petlyuk, F.B. (2004) Distillation Theory and Its Application to Optimal Design of Separation Units; Cambridge University Press:U.S.A.
   Google Scholar
• Cockrem, M.C.M. and Johnson, P.D. (1993) Recovery of lactate esters and lactic acid from fermentation broth. Patent WO1993000440 A1.
   Google Scholar
• Mo, L., Shao-Tong, J.S., Li-Jun, P., Zhi, Z., and Shui-Zhong, L. (2011) Design and control of reactive distillation for hydrolysis of methyl lactate. Chem. Eng. Res. Des. 89: 2199–2206.
   Web of Science ®Google Scholar
• Sanz, M.T., Murga, R., Beltrán, S., and Cabezas, J.L. (2004) Kinetic study for the reactive system of lactic acid esterification with methanol: Methyl lactate hydrolysis reaction. Ind. Eng. Chem. Res., 43: 2049–2053.
   Web of Science ®Google Scholar
• Xu, S-L., Zheng, T., and Xu, S-M. (2004) The study of refining L-Lactic acid by molecular distillation. J. Chem. Eng. Chin. Univ. 18: 246–24.
   Google Scholar
• Perry, R.H. and Chilton, C.H. (1999) Chemical Engineers’ Handbook, 7th ed.; Mc-Graw-Hill:U.S.A.
   Google Scholar
• Taylor, R. and Krishna, R. (2000) Modelling reactive distillation. Chem. Eng. Sci. 55: 5183–5229.
   Web of Science ®Google Scholar
• Sharma, M.M. and Mahajani, S.M. (2002) Reactive distillation: Status and Future Directions; Wiley-VCH: Weinheim, 3–29.
   Google Scholar
• Seo, Y., Hong, W.H., and Hong, T.H. (1999) Effects of operation variables on the recovery of lactic acid in a batch distillation process with chemical reactions. Korean J. Chem. Eng, 16: 556–561.
   Web of Science ®Google Scholar
• Towler, G.P. and Frey, S.J. (2000) Reactive distillation. In Reactive Separation Processes; Kulprathipanja, S., ed.; Taylor and Francis: Philadelphia.
   Google Scholar
• Stankiewicz, A. and Moulijn, J.A. (2000) Process intensification: Transforming chemical engineering. Chem. Eng. Prog. 96: 22–34.
   Web of Science ®Google Scholar
• Harmsen, G.J. (2007) Reactive distillation: The front-runner of industrial process intensification A full review of commercial applications, research, scale-up, design and operation. Chem. Eng. Process. 46: 774–780.
   Web of Science ®Google Scholar
• Helfferich, F. (1962) Ion Exchange; McGraw-Hill: New York, 335–360.
   Google Scholar
• Su, C-Y., Yu, C-C., Chien, I-L., and Ward, J.D. (2013) Plant-wide economic comparison of lactic acid recovery processes by reactive distillation with different alcohols. Ind. Eng. Chem. Res. 52: 11070–11083.
   Web of Science ®Google Scholar
• Dirkzwager, H., Petrus, L., Petrus-Hoogenbosch, C.J.M., and Poveda-Martinez, P. (2010) Process for reactive distillation of a carboxylic acid. US Patent 7718039B2.
   Google Scholar
• Miller, D.J., Asthana, N., Kolah, A., and Lira, C.T. (2010) Process for production of organic acid esters. US Patent 7652167B2.
   Google Scholar
• Rao, V.V.B., Kumar, P.S., Sailu, C., and Rao, S.R.M. (2014) Recovery of lactic acid by reactive distillation. J. Appl. Sci. 14 (12): 1289–1293.
   Google Scholar
• Asthana, N., Kolah, A., Vu, D.T., Lira, C.T., and Miller, D. (2005) A continuous reactive separation process for ethyl lactate formation. Org. Process Res. Dev. 9: 599–607.
   Web of Science ®Google Scholar
• Kumar, R., Nanavati, H., Noronha, S.B., and Mahajani, S.M. (2006) A continuous process for the recovery of lactic acid by reactive distillation. J. Chem. Technol. Biotechnol. 81: 1767–1777.
   Web of Science ®Google Scholar
• Thotla, S. and Mahajani, S. (2009) Reactive distillation with side draw. Chem. Eng. Process. 48: 927–937.
   Web of Science ®Google Scholar
• Komesu, A., Martins, P.F., Lunelli, B.H., Maciel Filho, R., and Wolf Maciel, M.R. (2015) Lactic acid purification by reactive distillation system using design of experiments. Chem. Eng. Process. 95: 26–30.
   Web of Science ®Google Scholar
• Edreder, E.A., Mujtaba, I.M., and Emtir, M. (2011) Optimal operation of different types of batch reactive distillation columns used for hydrolysis of methyl lactate to lactic acid. Chem. Eng. J. 172: 467–475.
   Web of Science ®Google Scholar
• Mujtaba, I.M., Edreder, E.A., and Emtir, M. (2012) Significant thermal energy reduction in lactic acid production process. Appl. Energy 89: 74–80.
   Web of Science ®Google Scholar
• Aqar, D.Y., Rahmanian, N., and Mujtaba, I.M. (2016) Methyl lactate synthesis using batch reactive distillation: Operational challenges and strategy for enhanced performance. Sep. Purif. Technol. 158: 193–203.
   Web of Science ®Google Scholar
• Su, C-Y., Yu, C-C., Chien, I-L., and Ward, J.D. (2015) Control of highly interconnected reactive distillation processes: Purification of raw lactic acid by esterification and hydrolysis. Ind. Eng. Chem. Res. 54: 6932–6940.
   Web of Science ®Google Scholar
• Rocha, R.S. (2008) Determinação experimental de correntes do processo de destilação molecular de resíduos de petróleo e extensão da curva PEV. Thesis (Msc), University of Campinas, Brazil (in Portuguese).
   Google Scholar
• Batistella, CB. (1996) Modelagem e simulação de destiladores moleculares de filme descendente e centrífugo. Thesis (Msc), University of Campinas, Campinas, Brazil (in Portuguese).
   Google Scholar
• Sbaite, P.D. (2005) Extensão da Curva de Ponto de Ebulição Verdadeiro para Petróleos Pesados Nacionais através do Processo de Destilação Molecular. Thesis (PhD), University of Campinas, Brazil (in Portuguese).
   Google Scholar
• Tovar, L.P. (2008) Purificação do óleo essencial de “Cymbopogon citratus” para a concentração de citral utilizando a destilação molecular. Thesis (Msc), University of Campinas, Brazil (in Portuguese).
   Google Scholar
• Winter, A., Linan, L.Z., Batistella, C., Maciel, M.R.W., Maciel Filho, R., and Medina, L. (2006) Split fraction of basic lubricant oils by falling film molecular distiller. CHISA 2006. 17th International Congress of Chemical and Process Engineering, Prague, Czech Republic, 27–31 August.
   Google Scholar
• Batistella, C.B. (1999) Tecnologia da Destilação Molecular: da Modelagem Matemática à Obtenção de Dados Experimentais Aplicada a Produtos de Química Fina. Thesis (PhD), University of Campinas, Campinas, Brazil (in Portuguese).
   Google Scholar
• Pope Scientific Inc., http://www.popeinc.com/uploads/files/literature/Bulletin%201.pdf ( accessed July 2000).
   Google Scholar
• Lutišan, J. and Cvengroš, J. (1995) Mean free path of molecular distillation. Chem. Eng. J. 56: 39–50.
   Web of Science ®Google Scholar
• Gorak, A. and Schoenmakers, H. (2014) Distillation: Operation and applications; Elsevier:United Kingdom.
   Google Scholar
• Myers Vacuum Repair Services, Inc., http://www.myers-vacuum.com/update15/vacuum-stills/pilot-15-centrifugal-distillation-system ( accessed June 2016).
   Google Scholar
• Nascimento Lima, N.M., Liñan, L.Z., Manenti, F., Maciel Filho, R., Wolf Maciel, M.R., Embiruçu, M., and Medina, L.C. (2011) Fuzzy cognitive approach of a molecular distillation process. Chem. Eng. Res. Des. 89: 471–479.
   Web of Science ®Google Scholar
• Fregolente, L.V., Fregolente, P.B.L., Chicuta, A.M., Batistella, C.B., Maciel Filho, R., and Maciel, M.R.W. (2007) Effect of operating conditions on the concentration of monoglycerides using molecular distillation. Chem. Eng. Res. Des. 85(A11): 1524–1528.
   Web of Science ®Google Scholar
• Tovar, L.P., Wolf-Maciel, M.R., Winter, A., Maciel-Filho, R., Batistella, C.B., and Medina, L.C. (2013) Centrifugal reactive-molecular distillation from high-boiling-point petroleum fractions. 1. Mathematical modeling, screening variables, and experimental validation. Ind. Eng. Chem. Res. 52: 7956–7974.
   Web of Science ®Google Scholar
• Cvengroš, J., Lutišan, J., and Micov, M. (2000) Feed temperature influence on the efficiency of a molecular evaporator. Chem. Eng. J., 78: 61–67.
   Web of Science ®Google Scholar
• Wang, S., Gu, Y., Liu, Q., Yao, Y., Guo, Z., Luo, Z., and Cen, K. (2009) Separation of bio-oil molecular distillation. Fuel Process Technol. 90: 738–745.
   Web of Science ®Google Scholar
• Sales-Cruz, M. and Gani, R. (2005) Short-Path evaporation for chemical product modelling analysis and design. European Symposium on Computer Aided Process Engineering, vol. 15, 841–846.
   Google Scholar
• Winter, A., Batistella, C.B., Wolf Maciel, M.R., Maciel Filho, R., Lopes, M.S., and Medina, L.C. (2007) A true boiling point curve through molecular distillation using framol correlation. 8th International Conference on Chemical and Process Engineering (Icheap 8), Gulf of Naples.
   Google Scholar
• Maciel, R., Batistella, C.B., Sbaite, P., Winter, A., Vasconcelos, C.J.G., Maciel, M.R.W., Gomes, A., Medina, L, and Kunert, R. (2006) Evaluation of atmospheric and vacuum residues using molecular distillation and optimization. Petrol Sci. Technol. 24: 275–283.
   Web of Science ®Google Scholar
• Batistella, C.B., Moraes, E.B., Maciel Filho, R., and Wolf-Maciel, M.R. (2006) Mathematical development for scaling-up of molecular distillators: Strategy and test with recovering carotenoids from palm oil. 16th European Symposium on Computer Aided Process Engineering and 9th International Symposium on Process Systems Engineering, 1113–1118.
   Google Scholar
• Martins, P.F. (2006) Estudos e experimentos para a concentração de tocoferóis e fitoesteróis por meio da destilação molecular. Thesis (PhD), University of Campinas, Campinas, Brazil (in Portuguese).
   Google Scholar
• Li, Y. and Xu, S-L. (2014) DSMC simulation of vapor flow in molecular distillation. Vacuum 110: 40–46.
   Web of Science ®Google Scholar
• Sales-Cruz, M. and Gani, R. (2006) Computer-aided modelling of short-path evaporation for chemical product purification, analysis and design. Chem. Eng. Res. Des. 84: 583–594.
   Web of Science ®Google Scholar
• Lutišan, J., Cvengroš, J., and Micov, M. (2002) Heat and mass transfer in the evaporating film of a molecular evaporator. Chem. Eng. J. 85: 225–234.
   Web of Science ®Google Scholar
• Kawala, Z. and Dakiniewicz, P. (2002) Influence of evaporation space geometry on rate of distillation in high-vacuum evaporator. Sep. Sci. Technol. 37: 1877–1895.
   Web of Science ®Google Scholar
• Wei, Q., Han, Z.W., Ba, I.D.M., Yan, Z.H., and Zhao, X.M. (2004) Study on recovery and purification of l-lactic acid. Proceedings of the 4th International Conference on Separation Science and Technology: Frontiers on Separation Science and Technology, Nanning, Guangxi, China, 717–723.
   Google Scholar
• Komesu, A., Martins, P.F., Lunelli, B.H., Oliveira, J., Maciel Filho, R., and Wolf Maciel, M.R. (2014) Evaluation of lactic acid purification from fermentation broth by hybrid short path evaporation using factorial experimental design. Sep. Purif. Technol. 136: 233–240.
   Web of Science ®Google Scholar
• Yu J, Zeng A, Yuan X, Zhang X, and Ju J. (2015) Optimizing and scale-up strategy of molecular distillation for the purification of lactic acid from fermentation broth. Sep. Sci. Technol. 50: 2518–2524.
   Web of Science ®Google Scholar
• Van Gansbeghe, F., Bogaert, J.-C., Malhaize, E., Gansberghe, M.V., and Wolff, F. (2002) Method for purifying lactic acid. US Patent 6489508 B1.
   Google Scholar
• Van Gansbeghe, F., Bogaert, J.-C., Malhaize, E., Gansberghe, M.V., and Wolff, F. (1998) Method for purifying lactic acid. Patent WO1998055442 A1.
   Google Scholar
• Van Breugel, J., Van Krieken, J., Baró, A.C., Lancis, J.M.V., and Vila, M.C. (2002) Method of industrial-scale purification of lactic acid. US Patent 6630603 B1.
   Google Scholar
• Winkelaar, H.M., Breugel, J.V., Vila, M.C., and Lancis, J.M.V. (2008) Purification of aqueous solutions of organic acids. US Patent 7410556 B1.
   Google Scholar
• Winkelaar, H.M., Breugel, J.V., Lancis, J.M.V., and Vila, M.C. (2011) Purification of aqueous solutions of organic acids. US Patent 7875153 B2.
   Google Scholar
• Winkelaar, H.M., Breugel, J.V., Vila, M.C., and Lancis, J.M.V. (2012) Purification of aqueous solutions of organic acids. US Patent 8192589 B2.
   Google Scholar
• Leboreiro, J. (2016) Novel lactic acid recovery process. Patent WO 2016007865 A1.
   Google Scholar
• Lei, Z. and Chen, B. (2013) Distillation. Separation and Purification Technologies in Biorefineries, 1st ed.; John Wiley & Sons, Ltd:United Kingdom.
   Google Scholar