Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control

ilustraciones, diagramas

Autores:: Garcia, Cesar

Tipo de recurso:: Doctoral thesis

Fecha de publicación:: 2023

Institución:: Universidad Nacional de Colombia

Repositorio:: Universidad Nacional de Colombia

Idioma:: eng

id	UNACIONAL2_5d1e73f580793e4b0aa29c8d0146cf0b
oai_identifier_str	oai:repositorio.unal.edu.co:unal/84999
network_acronym_str	UNACIONAL2
network_name_str	Universidad Nacional de Colombia
repository_id_str
dc.title.eng.fl_str_mv	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control
dc.title.translated.spa.fl_str_mv	Produccion de lactato de n-butilo por destilacion reactiva: estimacion de estado, optimizacion y control avanzado
title	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control
spellingShingle	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control 620 - Ingeniería y operaciones afines::629 - Otras ramas de la ingeniería Destilación Química analítica Distillation Chemistry, analytic Green solvents Butyl lactate Reactive distillation Modeling and simulation Advanced control Solventes Verdes Lactato de butilo Destilación reactiva Modelo y simulación Control avanzado
title_short	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control
title_full	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control
title_fullStr	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control
title_full_unstemmed	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control
title_sort	Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control
dc.creator.fl_str_mv	Garcia, Cesar
dc.contributor.advisor.none.fl_str_mv	Gil, Iván Ochoa, Silvia Secchi, Argimiro
dc.contributor.author.none.fl_str_mv	Garcia, Cesar
dc.contributor.researchgroup.spa.fl_str_mv	procesos quimicos y bioquimicos
dc.contributor.orcid.spa.fl_str_mv	0000-0001-9271-450X
dc.contributor.cvlac.spa.fl_str_mv	Cesar Augusto Garcia
dc.contributor.scopus.spa.fl_str_mv	2875450
dc.contributor.researchgate.spa.fl_str_mv	Cesar García
dc.contributor.googlescholar.spa.fl_str_mv	Cesar Augusto García Echeverry
dc.subject.ddc.spa.fl_str_mv	620 - Ingeniería y operaciones afines::629 - Otras ramas de la ingeniería
topic	620 - Ingeniería y operaciones afines::629 - Otras ramas de la ingeniería Destilación Química analítica Distillation Chemistry, analytic Green solvents Butyl lactate Reactive distillation Modeling and simulation Advanced control Solventes Verdes Lactato de butilo Destilación reactiva Modelo y simulación Control avanzado
dc.subject.lemb.spa.fl_str_mv	Destilación Química analítica
dc.subject.lemb.eng.fl_str_mv	Distillation Chemistry, analytic
dc.subject.proposal.eng.fl_str_mv	Green solvents Butyl lactate Reactive distillation Modeling and simulation Advanced control
dc.subject.proposal.spa.fl_str_mv	Solventes Verdes Lactato de butilo Destilación reactiva Modelo y simulación Control avanzado
description	ilustraciones, diagramas
publishDate	2023
dc.date.accessioned.none.fl_str_mv	2023-11-28T13:35:22Z
dc.date.available.none.fl_str_mv	2023-11-28T13:35:22Z
dc.date.issued.none.fl_str_mv	2023-11-22
dc.type.spa.fl_str_mv	Trabajo de grado - Doctorado
dc.type.driver.spa.fl_str_mv	info:eu-repo/semantics/doctoralThesis
dc.type.version.spa.fl_str_mv	info:eu-repo/semantics/acceptedVersion
dc.type.coar.spa.fl_str_mv	http://purl.org/coar/resource_type/c_db06
dc.type.content.spa.fl_str_mv	Text
dc.type.redcol.spa.fl_str_mv	http://purl.org/redcol/resource_type/TD
format	http://purl.org/coar/resource_type/c_db06
status_str	acceptedVersion
dc.identifier.uri.none.fl_str_mv	https://repositorio.unal.edu.co/handle/unal/84999
dc.identifier.instname.spa.fl_str_mv	Universidad Nacional de Colombia
dc.identifier.reponame.spa.fl_str_mv	Repositorio Institucional Universidad Nacional de Colombia
dc.identifier.repourl.spa.fl_str_mv	https://repositorio.unal.edu.co/
url	https://repositorio.unal.edu.co/handle/unal/84999 https://repositorio.unal.edu.co/
identifier_str_mv	Universidad Nacional de Colombia Repositorio Institucional Universidad Nacional de Colombia
dc.language.iso.spa.fl_str_mv	eng
language	eng
dc.relation.references.spa.fl_str_mv	Afreen, A. Kumar, and R. Gupta. Lactic acid esters as green solvents for organic synthesis: A critical review. Chemosphere, 272(129605), 2021. Afaq Ahmad, Weihua Gao, and Sebastian Engell. A study of model adaptation in iterative real-time optimization of processes with uncertainties. Computers and Chemical Enginee- ring, 122:218–227, 2019. ISSN 00981354. doi: 10.1016/j.compchemeng.2018.08.001 Hyunsoo Ahn, Kwang Soon Lee, Mansuk Kim, and Juhyun Lee. Control of a reactive batch distillation process using an iterative learning technique. Korean Journal of Chemical Engineering, 31(1):6–11, 2014. ISSN 02561115. doi: 10.1007/s11814-013-0192-7. J. R. Almeida, M. S. R ́ıo, H. Pereira, and D. V. Evtuguin. Lactate esters as green solvents for lignocellulose processing: A review. Journal of Cleaner Production, 215:1261–1272, 2019 M. A. Ammar, M. A. El-Ansari, and A. H. M. Elwahy. Lactate esters as bio-based solvents for the extraction of bioactive compounds from natural sources. Separation and Purification Technology, 221:223–235, 2019. S. S. Anand, B. K. Philip, and H. M. Mehendale. Volatile Organic Compounds. In Ency- clopedia of Toxicology: Third Edition, pages 967–970. 2014. ISBN 9780123864543. doi: 10.1016/B978-0-12-386454-3.00358-4. P.T Anastas and Warner. Green Chemistry: Theory and Practice. Oxford University Press, 2000. F. A. Andersen. Safety assessment of cosmetic ingredients. International Journal of Toxi- cology, 17(SUPPL. 1):1–241, 1998. ISSN 10915818. doi: 10.1177/109158189801700101. Santiago Aparicio and Rafael Alcalde. The green solvent ethyl lactate: An experimental and theoretical characterization. Green Chemistry, 11(1):65–78, 2009. ISSN 14639262. doi: 10.1039/b811909k. Dhia Y. Aqar, Nejat Rahmanian, and Iqbal M. Mujtaba. Methyl lactate synthesis using batch reactive distillation: Operational challenges and strategy for enhanced performan- ce. Separation and Purification Technology, 158:193–203, 2016. ISSN 18733794. doi: 10.1016/j.seppur.2015.12.023. Navinchandra Asthana, Aspi Kolah, Dung T. Vu, Carl T. Lira, and Dennis J. Miller. A con- tinuous reactive separation process for ethyl lactate formation. Organic Process Research and Development, 9(5):599–607, 2005. ISSN 10836160. doi: 10.1021/op0500640. Navinchandra S. Asthana, Aspi K. Kolah, Dung T. Vu, Carl T. Lira, and Dennis J. Miller. A kinetic model for the esterification of lactic acid and its oligomers. Industrial and Enginee- ring Chemistry Research, 45(15):5251–5257, 2006. ISSN 08885885. doi: 10.1021/ie0513604. Alexandru T Balaban. Process Design Principles: Synthesis and Analysis, 2000. ISSN 0095- 2338 Domingos Barbosa and Michael F. Doherty. The simple distillation of homogeneous reac- tive mixtures. Chemical Engineering Science, 43(3):541–550, 1988. ISSN 00092509. doi: 10.1016/0009-2509(88)87015-5 Paola Andrea Bastidas Jim ́enez. Dise ̃no y montaje de un sistema piloto de destilaci ́on - reacci ́on para la producci ́on de acetato de isoamilo. PhD thesis, Universidad Nacional de Colombia, 2014 Lloyd Berg and Bozeman. Mont. Separation of lactate esters by extractive destillation, 1990 Dominik Bykowski, Agnieszka Grala, and Piotr Sobota. Conversion of lactides into ethyl lactates and value-added products. Tetrahedron Letters, 2014. ISSN 18733581. doi: 10.1016/j.tetlet.2014.07.103 Eduardo F. Camacho and Carlos Bordons. Model Predictive Control. Springer, 2nd edition, 2004 M. Nataly Castrillon and C. Silvia Ochoa. Design and control integration of a reactive distillation column for ethyl lactate production. 2017 IEEE 3rd Colombian Conference on Automatic Control, CCAC 2017 - Conference Proceedings, 2018-Janua:1–6, 2018. doi: 10.1109/CCAC.2017.8276470 Gabriel Charles and Bogin Charles. Normal butyl lactate, 1928 Dong Woo Cho, Jungin Shin, Moon Sam Shin, Won Bae, and Hwayong Kim. High- pressure phase behavior of propyl lactate and butyl lactate in supercritical carbon dio- xide. Journal of Chemical Thermodynamics, 47:177–182, 2012. ISSN 00219614. doi: 10.1016/j.jct.2011.10.010 James H. Clark, Fabien E I Deswarte, and Thomas J. Farmer. The integration of green chemistry into future biorefineries, 2009. ISSN 1932104X James H. Clark, Thomas J. Farmer, Andrew J. Hunt, and James Sherwood. Opportunities for bio-based solvents created as petrochemical and fuel products transition towards renewable resources, 2015. ISSN 14220067 European comission. http://ec.europa.eu/environment/industry/stationary /ied/legislation.htm, 2017 Cesar Augusto Correa Sanchez. Producci ́on de Acetato de Fusel Por Destilaci ́on Reactiva Producci ́on de Acetato de Fusel Por Destilaci ́on Reactiva. PhD thesis, Universidad nacional de Colombia, 2015 Shi Bao Dai, Hao Yeh Lee, and Cheng Liang Chen. Design and Economic Evaluation for Production of Ethyl Lactate via Reactive Distillation Combined with Various Separation Configurations. In Computer Aided Chemical Engineering, volume 44, pages 127–132. 2018. doi: 10.1016/B978-0-444-64241-7.50016-1 Stephane Dassy, Hughes Wiame, and Fernand C. Thyrion. Kinetics of the liquid pha- se synthesis and hydrolysis of butyl lactate catalysed by cation exchange resin. Jour- nal of Chemical Technology Biotechnology, 59(2):149–156, 1994. ISSN 10974660. doi: 10.1002/jctb.280590206 Patricia Delgado, Mar ́ıa Teresa Sanz, Sagrario Beltr ́an, and Luis Alberto N ́u ̃nez. Ethyl lactate production via esterification of lactic acid with ethanol combined with perva- poration. Chemical Engineering Journal, 165(2):693–700, 2010. ISSN 13858947. doi: 10.1016/j.cej.2010.10.009 Lucas Domingues, Phylipe Andrian Cussolin, Julio Lopes da Silva, Leonardo Hadlich de Oli- veira, and Mart ́ın Aznar. Liquid-liquid equilibrium data for ternary systems of wa- ter+lactic acid+C4-C7 alcohols at 298.2K and atmospheric pressure. Fluid Phase Equili- bria, 354:12–18, 2013. ISSN 03783812. doi: 10.1016/j.fluid.2013.06.007 David Duque, Jessica Arroyave, and Luisa Correa. Dise ̃no concep- tual, simulaci ́on y optimizaci ́on del proceso de producci ́on de Lacta- to de Etilo. Revista Virtual de Procesos Industriales, 2016. URL https://www.revistavirtualpro.com/biblioteca/diseno-conceptual-simulacion -y-optimizacion-del-proceso-de-produccion-de-lactato-de-etilo Martyn J. Earle and Kenneth R. Seddon. Ionic liquids. Green sol- vents for the future. Pure and Applied Chemistry, 72(7):1391– 1398, 2000. ISSN 1365-3075. doi: 10.1351/pac200072071391. URL http://www.degruyter.com/view/j/pac.2000.72.issue-7/pac200072071391/pac200072071391 Elmahboub A. Edreder, Iqbal M. Mujtaba, and Mansour Emtir. Optimization of Batch Reactive Distillation Process : Production of Lactic Acid. 20th European Symposium on Computer Aided Process Engineering ˆa€“ ESCAPE20, 2010 Peter Eyerer, Martin Weller, and Christof Hubner. Polymers ˆa€“ Opportunities and Risks II. 12 edition, 2010. ISBN 978-3-642-02796-3 M. Francisco, Vega, and O P ́erez. Optimizaci ́on Din ́amica para el Dise ̃no Integrado de procesos en Lazo Cerrado. XXIII Jornadas de Autom ́atica,, 2000 Ji Fuquan. Room-temperature curing ethyl lactate removal type silicone sealant, 2017 Cesar Garcia, Jessica Velandia, Mario C ́espedes, Gerardo Rodr ́ıguez, and Iv ́an D. Gil. Isobaric Vaporˆaˆ’Liquid Equilibrium for the Binary Mixture of 1ˆa€‘Butanol + Butyl Lˆa€‘Lactate at 1 and 5 kPa. Journal of Chemical and Engineering Data, pages 1–6, 2021. doi: 10.1021/acs.jced.0c01068 J. George Hayden and John P. O’Connell. A Generalized Method for Predicting Second Virial Coefficients. Industrial and Engineering Chemistry Process Design and Development, 14 (3), 1975. ISSN 01964305. doi: 10.1021/i260055a003 Martino Gauchi Georges and Teissier Remy. Continuous production of ethyl lactate, useful as solvent for cleaning and degreasing surfaces, involves esterifying lactic acid with ethanol and removing water by molecular sieve adsorption and distillation, 2004 Sergio A. C. Giraldo, Pr ̃Aamo A. Melo, and Argimiro R. Secchi. Tuning of model predictive controllers based on hybrid optimization. Processes, 10(2), 2022. ISSN 2227-9717. doi: 10.3390/pr10020351. URL https://www.mdpi.com/2227-9717/10/2/351 Fred Glover. A template for scatter search and path relinking. In Lecture Notes in Computer Science (including subseries Lecture Notes in Artificial Intelligence and Lec- ture Notes in Bioinformatics), volume 1363, pages 3–51, 1998. ISBN 3540641696. doi: 10.1007/bfb0026589 Grand View Research. Grand View Research, 2015. URL https://www.grandviewresearch.com/industry-analysis/bio-solvents-market Grand View Research. Grand View Research, 2016. URL https://www.grandviewresearch.com/industry-analysis/green-bio-based-solvents-market Devin W. Griffith, Lorenz T. Biegler, and Sachin C. Patwardhan. Robustly stable adaptive horizon nonlinear model predictive control. Journal of Process Control, 70:109–122, 2018. ISSN 09591524. doi: 10.1016/j.jprocont.2018.07.014 Katharina H ̈ackl and Werner Kunz. Some aspects of green solvents. Comptes Rendus Chimie, 21(6):572–580, 2018. ISSN 16310748. doi: 10.1016/j.crci.2018.03.010 Daniel Haßkerl, Sankaranarayanan Subramanian, Steven Markert, Stefanie Kaiser, and Se- bastian Engell. Multi-rate state estimation applied to a pilot-scale reactive distilla- tion process. Chemical Engineering Science, 185:256–281, 2018. ISSN 00092509. doi: 10.1016/j.ces.2018.04.018 Henrique Steinherz Hippert, Carlos Eduardo Pedreira, and Reinaldo Castro Souza. Neural networks for short-term load forecasting: A review and evaluation. IEEE Transactions on Power Systems, 16(1):44–55, 2001. ISSN 08858950. doi: 10.1109/59.910780 Qiuming Hu, Yinglan Li, Yan Li, Jianhong Xie, Jinbin Zhang, Renyi Xu, and Sun Tianwei. Energy-saving production process and apparatus of ethyl lactate, 2019 Koichi Iwakabe and Hitoshi Kosuge. Isobaric vapor-liquid-liquid equilibria with a newly developed still. Fluid Phase Equilibria, 192(1-2):171–186, 2001. ISSN 03783812. doi: 10.1016/S0378-3812(01)00631-8 Koichi Iwakabe and Hitoshi Kosuge. A correlation method for isobaric vapor-liquid and vapor-liquid-liquid equilibria data of binary systems. Fluid Phase Equilibria, 266(1-2): 202–210, 2008. ISSN 03783812. doi: 10.1016/j.fluid.2008.01.019 Amiya K. Jana and Sudip Banerjee. Neuro estimator-based inferential extended generic model control of a reactive distillation column. Chemical Engineering Research and Design, 130:284–294, 2018. ISSN 02638762. doi: 10.1016/j.cherd.2017.12.041 Philip G. Jessop. Searching for green solvents, 2011. ISSN 14639270 Zhongkai Jiang, Jumei Xu, Zuoxiang Zeng, Weilan Xue, and Shating Li. Kinetics of the esterification between lactic acid and isoamyl alcohol in the presence of silica gel-supported sodium hydrogen sulphate. Canadian Journal of Chemical Engineering, 96(9):1972–1978, 2018. ISSN 1939019X. doi: 10.1002/cjce.23127 Liu Jianwu, Zhang Yue, Yan Shenghu, and Shen Jiefa. Catalyst for preparing acrylic acid and butyl ester using lactic acid method and preparation method thereof, 2009 Yang Jichu, Ma Li, and Zhang Yang. Process for synthesizing ethyl lactate by catalytic rectifying method, 2005 Suleyman Karacan. Biodiesel production using reactive distillation column: Real time model predictive control in Matlab Simulink. International Journal of Energy Applications and Technologies, pages 107–114, 2018. doi: 10.31593/ijeat.437998 Rohit Kawathekar and James B. Riggs. Nonlinear model predictive control of a reactive distillation column. Control Engineering Practice, 15(2):231–239, 2007. ISSN 09670661. doi: 10.1016/j.conengprac.2006.07.004 Tobias Keller. Reactive Distillation. In Distillation: Equipment and Processes, pages 261– 294. 2014. ISBN 9780123868794. doi: 10.1016/B978-0-12-386878-7.00008-5 V. N. Kiva, E. K. Hilmen, and S. Skogestad. Azeotropic phase equilibrium diagrams: A survey. Chemical Engineering Science, 58(10):1903–1953, 2003. ISSN 00092509. doi: 10.1016/S0009-2509(03)00018-6 Rakesh Kumar and Sanjay M. Mahajani. Esterification of lactic acid with n-butanol by reactive distillation. In Industrial and Engineering Chemistry Research, volume 46, pages 6873–6882, 2007. doi: 10.1021/ie061274j I. Kuan Lai, Shih Bo Hung, Wan Jen Hung, Cheng Ching Yu, Ming Jer Lee, and Hsiao Ping Huang. Design and control of reactive distillation for ethyl and isopropyl acetates pro- duction with azeotropic feeds. Chemical Engineering Science, 62(3):878–898, 2007. ISSN 00092509. doi: 10.1016/j.ces.2006.10.019 Ming Jer Lee, Ju Yin Chiu, and Ho Mu Lin. Kinetics of catalytic esterification of propionic acid and n-butanol over Amberlyst 35. Industrial and Engineering Chemistry Research, 41(12):2882–2887, 2002. ISSN 08885885. doi: 10.1021/ie0105472 Fernando Arrais Romero Dias Lima, Ruan De Rezende Faria, Rodrigo Curvelo, Matheus Calheiros Fernandes Cadorini, C ́esar Augusto Garc ́ıa Echeverry, Maur ́ıcio Bezerra de Sou- za, and Argimiro Resende Secchi. Influence of Estimators and Numerical Approaches on the Implementation of NMPCs. Processes, 11(4):1102, apr 2023. ISSN 2227-9717. doi: 10.3390/pr11041102. URL https://www.mdpi.com/2227-9717/11/4/1102 Laura Lomba, Beatriz Giner, Estefan ́ıa Zuriaga, Ignacio Gasc ́on, and Carlos Lafuente. Thermophysical properties of lactates. Thermochimica Acta, 575:305–312, 2014. ISSN 00406031. doi: 10.1016/j.tca.2013.11.010 Alvaro Orjuela Londo ̃no, Fernando Leiva Lenis, Luis Alejandro, Boyac ́a Mendivelso, Ge- rardo Rodr ́ıguez Ni ̃no, Luis Mar ́ıa, and Carballo Su ́arez. Obtenci ́on de mapas de curvas residuales para la s ́ıntesis de acetato de butilo. Ingenier ́ıa e Investigaci ́on, 26(3):26–34, 2006 Michael L Luyben and William L. Luyben. Essentials of Process Control. 1997 an M. Maciejowski. Predictive Control with Constraints. Pearson Education, 2002 Raj Ganesh Manivannan, Sayeed Mohammad, Ken McCarley, Tony Cai, and Clint Aichele. A New Test System for Distillation Efficiency Experiments at Elevated Liquid Viscosities: Vapor-Liquid Equilibrium and Liquid Viscosity Data for Cyclopentanol + Cyclohexanol. Journal of Chemical and Engineering Data, 64(2):696–705, 2019. ISSN 15205134. doi: 10.1021/acs.jced.8b00929 Antonio Marcilla, Mar ́ıa Del Mar Olaya, Mar ́ıa Dolores Serrano, and Mar ́ıa Angeles Garrido. Pitfalls in the evaluation of the thermodynamic consistency of experimental VLE data sets. Industrial and Engineering Chemistry Research, 52(36):13198–13208, 2013. ISSN 08885885. doi: 10.1021/ie401646 Zion market research. Zion market research, 2017. URL https://www.zionmarketresearch.com/market-analysis/bio-solvents-market Alejandro Marquez-Ruiz, Carlos S. M ́endez-Blanco, and Leyla ̈Ozkan. Modeling of reactive batch distillation processes for control. Computers and Chemical Engineering, pages 86–98, 2019. ISSN 00981354. doi: 10.1016/j.compchemeng.2018.10.010 Andr ́es F. Mart ́ınez, Juan S. Rodr ́ıguez, Cesar A. S ́anchez, Alvaro Orjuela, and Gerardo Rodr ́ıguez. Isobutyl acetate by reactive distillation. Part III. Conceptual design, simulation and optimization. Chemical Engineering and Processing - Process Intensification, 155, 2020a. ISSN 02552701. doi: 10.1016/j.cep.2020.108059 Andr ́es F. Mart ́ınez, C ́esar A. S ́anchez, Alvaro Orjuela, and Gerardo Rodr ́ıguez. Isobutyl ace- tate by reactive distillation. Non-reactive phase equilibrium and topological analysis. Fluid Phase Equilibria, page 112612, 2020b. ISSN 03783812. doi: 10.1016/j.fluid.2020.112612 Mathworks. https://www.mathworks.com/help/gads/how-globalsearch-and-multistart- work.htm David Q. Mayne, James B. Rawlings, CV Rao, and POM Scokaert. Constrained model predictive control: Stability and optimality. Automatica, 36(6):789–814, 200 Brian C. McDonald, Joost A. De Gouw, Jessica B. Gilman, Shantanu H. Jathar, Ali Akherati, Christopher D. Cappa, Jose L. Jimenez, Julia Lee-Taylor, Patrick L. Hayes, Stuart A. Mc- Keen, Yu Yan Cui, Si Wan Kim, Drew R. Gentner, Gabriel Isaacman-VanWertz, Allen H. Goldstein, Robert A. Harley, Gregory J. Frost, James M. Roberts, Thomas B. Ryerson, and Michael Trainer. Volatile chemical products emerging as largest petrochemical sour- ce of urban organic emissions. Science, 359(6377):760–764, 2018. ISSN 10959203. doi: 10.1126/science.aaq0524 Michael Michelsen. The isothermal flash problem. Part I. Stability. 9, 1982 Dennis J. Miller, Navinchandra Asthana, Aspi Kolah, and Carl T. Lira. Process for produc- tion of organic acid ester, 2006 Liu Mo, Jiang Shao-Tong, Pan Li-Jun, Zheng Zhi, and Luo Shui-Zhong. Design and control of reactive distillation for hydrolysis of methyl lactate. Chemical Engineering Research and Design, 89(11):2199–2206, 2011. ISSN 02638762. doi: 10.1016/j.cherd.2011.03.001 Ali Mohammad and Inamuddin. Green solvents I: Properties and applications in chemistry. 2012. ISBN 9789400717121. doi: 10.1007/978-94-007-1712-1 Jørgen Mollerup and M L Michelsen. Thermodynamic Models: Fundamentals Computational Aspects. 2004. ISBN 8798996134 Natalia Montoya, Jairo Dur ́an, Fernando C ́ordoba, Iv ́an Dar ́ıo Gil, Carlos Alexander Trujillo, and Gerardo Rodr ́ıguez. Colombian fusel oil. Ingenieria e Investigacion, 36(2):21–27, 2016. ISSN 22488723. doi: 10.15446/ing.investig.v36n2.52369 Alexander Nann, Christoph Held, and Gabriele Sadowski. Liquid ˆaˆ’ Liquid Equilibria of 1 ˆa€‘ Butanol / Water / IL Systems. 2013 William M. Nelson. Choosing Solvents That Promote Green Chemistry. pages 313–328. 2009. doi: 10.1021/bk-2000-0767.ch024 Matthew J. Okasinski and Michael F. Doherty. Thermodynamic Behavior of Reac- tive Azeotropes. AIChE Journal, 43(9):2227–2238, 1997. ISSN 00011541. doi: 10.1002/aic.690430909 Aykut ̈Ozg ̈uls ̈un, Filiz KaraosmanC ̧ ’glu, and Melek T ̈uter. Esterification reaction of oleic acid with a fusel oil fraction for production of lubricating oil. JAOCS, Journal of the American Oil Chemists’ Society, 77(1):105–109, 2000. ISSN 0003021X. doi: 10.1007/s11746-000- 0017-5 Susana Pe ̃na-Tejedor, Ruth Murga, Maria Teresa Sanz, and Sagrario Beltr ́an. Vapor-liquid equilibria and excess volumes of the binary systems ethanol + ethyl lactate, isopropanol + isopropyl lactate and n-butanol + n-butyl lactate at 101.325 kPa. Fluid Phase Equilibria, 230(1-2):197–203, 2005a. ISSN 03783812. doi: 10.1016/j.fluid.2005.02.015 Susana Pe ̃na-Tejedor, Ruth Murga, Maria Teresa Sanz, and Sagrario Beltr ́an. Vapor-liquid equilibria and excess volumes of the binary systems ethanol + ethyl lactate, isopropanol + isopropyl lactate and n-butanol + n-butyl lactate at 101.325 kPa. Fluid Phase Equilibria, 2005b. ISSN 03783812. doi: 10.1016/j.fluid.2005.02.015 Carla S.M. Pereira, Viviana M.T.M. Silva, and Al ́ırio E. Rodrigues. Ethyl lactate as a solvent: Properties, applications and production processes - A review, 2011. ISSN 14639262 Domenico Pirozzi and Guido Greco. Lipase-catalyzed transformations for the synthesis of butyl lactate: A comparison between esterification and transesterification. Biotechnology Progress, 22(2):444–448, 2006. ISSN 87567938. doi: 10.1021/bp0503033 P. Swapna Reddy, K. Yamuna Rani, and Sachin C. Patwardhan. Multi-objective optimization of a reactive batch distillation process using reduced order model. Computers and Chemical Engineering, 106:40–56, 2017. ISSN 00981354. doi: 10.1016/j.compchemeng.2017.05.017 C. E. Rehberg, Marion B. Dixon, and C. H. Fisher. Mixed esters of lactic and carbonic acids. reaction of chloroformates with esters of lactic acid. Journal of Organic Chemistry, 13(2): 254–264, 1948. ISSN 15206904. doi: 10.1021/jo01160a01 Guo Rui and Zhang Weilue. Method for synthesizing high-purity butyl lactate, 2018 Cesar A. S ́anchez, Orlando A. S ́anchez, Alvaro Orjuela, Iv ́an D. Gil, and Gerardo Rodr ́ıguez. Vapor-liquid equilibrium for binary mixtures of acetates in the direct esterification of fusel oil. Journal of Chemical and Engineering Data, 62(1):11–19, 2017. ISSN 15205134. doi: 10.1021/acs.jced.6b00221 Cesar A. S ́anchez, Andr ́es A. Herrera, Julio C. Vargas, Iv ́an D. Gil, and Gerardo Rodr ́ıguez. Isobaric Vapor Liquid Equilibria for Binary Mixtures of Isoamyl Acetate + Ethyl Acetate at 50 and 100 kPa. Journal of Chemical and Engineering Data, 64(5):2110–2115, 2019. ISSN 15205134. doi: 10.1021/acs.jced.8b01053 Cesar A S ́anchez, Iv ́an D. Gil, and Gerardo Rodr ́ıguez. Fluid phase equilibria for the isoamyl acetate production by reactive distillation. Fluid Phase Equilibria, pages 2–30, 2020 Maria Teresa Sanz, Sagrario Beltr ́an, Beatriz Calvo, Jose Luis Cabezas, and Jose Coca. Vapor Liquid Equilibria of the Mixtures Involved in the Esterification of Lactic Acid with Methanol. Journal of Chemical and Engineering Data, 48(6):1446–1452, 2003. ISSN 00219568. doi: 10.1021/je034028c William H. Schulz, Henry E. Schulz, Winter Haven, Woodrow Richardson, W. Fla. Auburn- dale, and William H. Schulz. Process of esterfying butyl lactate, 1955 Boelo Schuur, Thomas Brouwer, Dion Smink, and Lisette M.J. Sprakel. Green solvents for sustainable separation processes. Current Opinion in Green and Sustainable Chemistry, 18:57–65, 2019. ISSN 24522236. doi: 10.1016/j.cogsc.2018.12.009 Tretjak Serge, Burtin Elie, and Teissier Remy. Continuous production of ethyl lactate by esterifying lactic acid with ethanol, comprises using a flash column and distillation column for product recovery, 2004 Mayank Shah, Anton A. Kiss, Edwin Zondervan, and Andr ́e B. De Haan. A systematic frame- work for the feasibility and technical evaluation of reactive distillation processes. Chemical Engineering and Processing: Process Intensification, 60:55–64, 2012. ISSN 02552701. doi: 10.1016/j.cep.2012.05.007 Bass Shailer L. and Fenn Howard N. Secondary butyl lactate, 1934 Neha Sharma and Kailash Singh. Neural network and support vector machine predictive control of tert-amyl methyl ether reactive distillation column. Systems Science and Control Engineering, 2(1):512–526, 2014. ISSN 21642583. doi: 10.1080/21642583.2014.924082 Sonali R Sharma. Green Chemistry, Green Solvents and Alternative Techniques in Organic Synthesis SONALI R. SHARMA Green Chemistry, Green Solvents and Alternative Tech- niques in Organic Synthesis. International Journal of Chemical and Physical Sciences, 4: 2319–6602, 201 Hong Xin Shen, Lorenzo Casalino, and Ya Zhong Luo. Global search capabilities of indirect methods for impulsive transfers. Journal of the Astronautical Sciences, 62(3):212–232, 2015. ISSN 21950571. doi: 10.1007/s40295-015-0073-x Skogestad Sigurd and Postlethwaite Ian. MULTIVARIABLE FEEDBACK CONTROL Analysis and design, volume 20. Second edition, 1979 J. M. Smith. Introduction to chemical engineering thermodynamics. Journal of Chemical Education, 27(10):584, 1950. ISSN 0021-9584. doi: 10.1021/ed027p584.3 M Smith, J. Van Ness, H. Abbott. Introducci ́on a la Termodin ́amica en Ingenier ́ıa Qu ́ımica. 2009. ISBN 9780521191333. doi: 10: 0-8400-5444-0 Andrzej I. Stankiewicz and Jacob A. Moulijn. Process Intensification: Transforming Chemical Engineering - Netherlands Enterprise Agency. Process Design Trends, page 13, 2013. ISSN 03607275 Sirivimon Tintavon and Paisan Kittisupakorn. EKF composition estimation and GMC con- trol of a reactive distillation column. AIP Conference Proceedings, 1879, 2017. ISSN 15517616. doi: 10.1063/1.5000457 Ozge Tirpanalan, Michael Reisinger, Marina Smerilli, Florian Huber, Markus Neureiter, Wolfgang Kneifel, and Senad Novalin. Wheat bran biorefinery - An insight into the process chain for the production of lactic acid. Bioresource Technology, 180:242–249, 2015. ISSN 18732976. doi: 10.1016/j.biortech.2015.01.021 Zsolt Ugray, Leon Lasdon, John Plummer, Fred Glover, James Kelly, and Rafael Mar- ti. Scatter search and local NLP solvers: A multistart framework for global optimi- zation. INFORMS Journal on Computing, 19(3):328–340, 2007. ISSN 15265528. doi: 10.1287/ijoc.1060.0175 Sophie Ung and Michael F. Doherty. Vapor-liquid phase equilibrium in systems with multiple chemical reactions. Chemical Engineering Science, 50(1):23–48, 1995. ISSN 00092509. doi: 10.1016/0009-2509(94)00180-Y Olga Valerica Taga, Claudia Irina Koncsag, Ana Maria Sirvriu, and Gheorghita Jinescu. Isopropyl Lactate Obtaining by Transesterification in Reactive Distillation System. revista de chimie, 70(1), 2019 Jayaram Valluru and Sachin C. Patwardhan. An Integrated Frequent RTO and Adaptive Nonlinear MPC Scheme Based on Simultaneous Bayesian State and Parameter Estimation. Industrial and Engineering Chemistry Research, 58(18):7561–7578, 2019. ISSN 15205045. doi: 10.1021/acs.iecr.8b05327 Jayaram Valluru, Jalesh L. Purohit, Sachin C. Patwardhan, and Sanjay M. Mahajani. Adap- tive optimizing control of an ideal reactive distillation column. In IFAC-PapersOnLine, volume 28, pages 489–494, 2015a. doi: 10.1016/j.ifacol.2015.09.015 Jayaram Valluru, Jalesh L. Purohit, Sachin C. Patwardhan, and Sanjay M. Mahajani. Adap- tive optimizing control of an ideal reactive distillation column. In IFAC-PapersOnLine, volume 28, pages 489–494, 2015b. doi: 10.1016/j.ifacol.2015.09.015 Jessica J. Velandia, C ́esar A. Garc ́ıa, Mario A. C ́espedes, Gerardo Rodr ́ıguez, and Iv ́an D. Gil. Reactive and non-reactive residue curve maps analysis to produce Butyl Lactate by catalytic distillation. Chemical Engineering and Processing - Process Intensification, 168, 2021. ISSN 02552701. doi: 10.1016/j.cep.2021.108558 Ganesh Venimadhavan, George Buzad, Michael F. Doherty, and Michael F. Malone. Effect of kinetics on residue curve maps for reactive distillation. AIChE Journal, 40(11):1814–1824, 1994. ISSN 15475905. doi: 10.1002/aic.690401106 A. Wahid and I. G.E.P. Putra. Multivariable model predictive control design of reactive distillation column for Dimethyl Ether production. In IOP Conference Series: Materials Science and Engineering, volume 334, 2018. doi: 10.1088/1757-899X/334/1/012018 Henk Walpot. Theoretical modeling of residue curve maps for a reactive distillation concept for the production of n -propyl propionate. PhD thesis, Delf University, Delf, 2011 Y. Wei, Y., Yu, Z. Wu, L. Zhang, S. Yang, and Z. Liu. A novel synthesis of ethyl lactate from bio-based lactic acid using sulfonated resin as catalyst. Journal of Molecular Liquids, 314(113609), 2020 Charles Edmund Wood, John Edward Such, and Frank Scarf. CCLVI. - The rotatory disper- sion of the esters of lactic acid. Part II. The isomeric butyl esters. Journal of the Chemical Society (Resumed), 129:1928–1938, 1926. ISSN 03681769. doi: 10.1039/JR9262901928 Anna Wypych and George Wypych. Databook of green solvents. ChemTec Publishing, Toronto, 2014. ISBN 9781895198829. doi: 10.1016/B978-1-895198-82-9.50001-4 Anna George Wypych. No Title. In Databook of Green Solvents, chapter 1, pages 1–575. ChemTec Publishing, Toronto, 2014. ISBN 978-1-895198-82-9 Jumei Xu, Shating Li, Zuoxiang Zeng, and Weilan Xue. Isobaric Vapor-Liquid Equili- brium for Binary System of Isoamyl dl -Lactate and Isoamyl Alcohol at 25.0, 50.0, and 101.3 kPa. Journal of Chemical and Engineering Data, 2020. ISSN 15205134. doi: 10.1021/acs.jced.9b00757 Liang Yuming and Zhang Yong. Preparation method of high-purity food standard butyl lactate, 2015 Qingrui Zhang, Sen Yan, Haiying Li, and Pengfei Xu. Optimization and control of a reactive and extractive distillation process for the synthesis of isopropyl acetate. Chemical Engineering Communications, 206(5):559–571, 2019. ISSN 15635201. doi: 10.1080/00986445.2018.1511982 Lourdes Zumalacarregui. Evaluaci ́on de m ́etodos de consistencia termodin ́amica de datos ex- perimentales de ELV a presi ́on constante. PhD thesis, UNIVERSIDAD TECNOL ́OGICA DE LA HABANA, 2018
dc.rights.coar.fl_str_mv	http://purl.org/coar/access_right/c_abf2
dc.rights.license.spa.fl_str_mv	Atribución-NoComercial-CompartirIgual 4.0 Internacional
dc.rights.uri.spa.fl_str_mv	http://creativecommons.org/licenses/by-nc-sa/4.0/
dc.rights.accessrights.spa.fl_str_mv	info:eu-repo/semantics/openAccess
rights_invalid_str_mv	Atribución-NoComercial-CompartirIgual 4.0 Internacional http://creativecommons.org/licenses/by-nc-sa/4.0/ http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv	openAccess
dc.format.extent.spa.fl_str_mv	xx, 113 páginas
dc.format.mimetype.spa.fl_str_mv	application/pdf
dc.publisher.program.spa.fl_str_mv	Bogotá - Ingeniería - Doctorado en Ingeniería - Ingeniería Química
dc.publisher.faculty.spa.fl_str_mv	Facultad de Ingeniería
dc.publisher.place.spa.fl_str_mv	Bogotá, Colombia
dc.publisher.branch.spa.fl_str_mv	Universidad Nacional de Colombia - Sede Bogotá
institution	Universidad Nacional de Colombia
bitstream.url.fl_str_mv	https://repositorio.unal.edu.co/bitstream/unal/84999/1/license.txt https://repositorio.unal.edu.co/bitstream/unal/84999/2/UNAL-Ph.D%20Cesar%20Garcia.pdf https://repositorio.unal.edu.co/bitstream/unal/84999/3/UNAL-Ph.D%20Cesar%20Garcia.pdf.jpg
bitstream.checksum.fl_str_mv	eb34b1cf90b7e1103fc9dfd26be24b4a 110d00015732713ad9dccd295870e246 9ec6af5075e3a4994ebca9c795620c1d
bitstream.checksumAlgorithm.fl_str_mv	MD5 MD5 MD5
repository.name.fl_str_mv	Repositorio Institucional Universidad Nacional de Colombia
repository.mail.fl_str_mv	repositorio_nal@unal.edu.co
_version_	1814090230044557312
spelling	Atribución-NoComercial-CompartirIgual 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-sa/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Gil, Iván6a3e959eb73f6a500c28ca6d26c56b44Ochoa, Silvia004c0ee139f97e6674e55a8252908311Secchi, Argimiro7785aafafa5afa6bac7582b40b0fbe48Garcia, Cesar6e68666a575e8c24c60012814fbabdd9procesos quimicos y bioquimicos0000-0001-9271-450XCesar Augusto Garcia2875450Cesar GarcíaCesar Augusto García Echeverry2023-11-28T13:35:22Z2023-11-28T13:35:22Z2023-11-22https://repositorio.unal.edu.co/handle/unal/84999Universidad Nacional de ColombiaRepositorio Institucional Universidad Nacional de Colombiahttps://repositorio.unal.edu.co/ilustraciones, diagramasGreen chemistry has been gaining popularity to produce bio-based products and reduce environmental impact. This study examines the production of n-butyl lactate through reactive distillation at a pilot plant scale. The isobaric vapor-liquid equilibrium for the binary mixture n-butanol + n-butyl L-lactate at 1 and 5 kPa was evaluated, followed by an analysis and a new methodology to obtain maps of reactive and non-reactive residue curves for producing n-butyl lactate; results showed that it is possible to obtain n-butyl lactate with a purity of 97% w/w. A dynamic model of the reactive distillation column was developed and validated. The model includes a mass and energy balance equation set, the NRTL thermodynamic model, and a pseudo-homogeneous kinetic equation. The model was validated against experimental data and literature data. Based on the modeling analysis and operability of the pilot plant, an advanced control strategy, a Non-linear Model Predictive Controller (NMPC), to improve n-butyl lactate production was tested in silico; this was evaluated and compared with a classic MIMO PID strategy and a Linear Model Predictive Controller (LMPC). Then, a state estimator using an Artificial Neural Network (ANN) was implemented to filter the signal from the measurements and estimate the final product composition, providing a viable scenario to predict and maintain the final product quality. The conclusion of the controller comparison showed that the NMPC presented the best performance indices, ITSE, and ITAE. However, the LMPC control was sufficiently good to be evaluated in silico at pilot plant scale. (Texto tomado de la fuente)La química verde ha ido ganando popularidad para producir productos biológicos y reducir el impacto ambiental. Este estudio examina la producción de lactato de butilo, a través de la destilación reactiva a escala de planta piloto. Se evaluó el equilibrio vapor-líquido isobáarico para la mezcla binaria n-butanol + butil L-lactato a 1 y 5 kPa, seguido de un análisis y una nueva metodología para obtener mapas de curvas de residuos reactivos y no reactivos para producir butillactato; los resultados muestran que es posible obtener lactato de butilo con una pureza del 97 % p/p. Con los resultados del análisis, la columna de destilación reactiva se modeló y validó utilizando un modelo dinámico que incluye un conjunto de ecuaciones de balance de masa y energía y utiliza el modelo termodinámico NRTL y una ecuación cinética pseudohomogénea. El modelo se validó con datos experimentales y previamente se presentaron datos bibliográficos. Sobre la base del análisis de modelado y operabilidad de la planta piloto, se probó una estrategia de control avanzada para mejorar la producción de lactato de butilo en silico; esto se evaluó y comparó con una estrategia clásica de MIMO PID y un controlador predictivo de modelo lineal (LMPC) contra un controlador predictivo modelo no lineal (NMPC). La implementación de un estimador de estado, utilizando una Red Neuronal Artificial (ANN), para filtrar la señal de las mediciones y estimar la composición final del producto proporcionó un escenario viable para predecir y mantener la calidad del producto final. La conclusión de la comparación del controlador muestra que el NMPC presentó el mejor índice de rendimiento ITSE e ITAE. Sin embargo, el control de LMPC es lo suficientemente bueno para ser implementado en la plantaDoctoradoDoctor en ingenieria quimicaProcess system engineeringxx, 113 páginasapplication/pdfeng620 - Ingeniería y operaciones afines::629 - Otras ramas de la ingenieríaDestilaciónQuímica analíticaDistillationChemistry, analyticGreen solventsButyl lactateReactive distillationModeling and simulationAdvanced controlSolventes VerdesLactato de butiloDestilación reactivaModelo y simulaciónControl avanzadoProduction of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced controlProduccion de lactato de n-butilo por destilacion reactiva: estimacion de estado, optimizacion y control avanzadoTrabajo de grado - Doctoradoinfo:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_db06Texthttp://purl.org/redcol/resource_type/TDBogotá - Ingeniería - Doctorado en Ingeniería - Ingeniería QuímicaFacultad de IngenieríaBogotá, ColombiaUniversidad Nacional de Colombia - Sede BogotáAfreen, A. Kumar, and R. Gupta. Lactic acid esters as green solvents for organic synthesis: A critical review. Chemosphere, 272(129605), 2021.Afaq Ahmad, Weihua Gao, and Sebastian Engell. A study of model adaptation in iterative real-time optimization of processes with uncertainties. Computers and Chemical Enginee- ring, 122:218–227, 2019. ISSN 00981354. doi: 10.1016/j.compchemeng.2018.08.001Hyunsoo Ahn, Kwang Soon Lee, Mansuk Kim, and Juhyun Lee. Control of a reactive batch distillation process using an iterative learning technique. Korean Journal of Chemical Engineering, 31(1):6–11, 2014. ISSN 02561115. doi: 10.1007/s11814-013-0192-7.J. R. Almeida, M. S. R ́ıo, H. Pereira, and D. V. Evtuguin. Lactate esters as green solvents for lignocellulose processing: A review. Journal of Cleaner Production, 215:1261–1272, 2019M. A. Ammar, M. A. El-Ansari, and A. H. M. Elwahy. Lactate esters as bio-based solvents for the extraction of bioactive compounds from natural sources. Separation and Purification Technology, 221:223–235, 2019.S. S. Anand, B. K. Philip, and H. M. Mehendale. Volatile Organic Compounds. In Ency- clopedia of Toxicology: Third Edition, pages 967–970. 2014. ISBN 9780123864543. doi: 10.1016/B978-0-12-386454-3.00358-4.P.T Anastas and Warner. Green Chemistry: Theory and Practice. Oxford University Press, 2000.F. A. Andersen. Safety assessment of cosmetic ingredients. International Journal of Toxi- cology, 17(SUPPL. 1):1–241, 1998. ISSN 10915818. doi: 10.1177/109158189801700101.Santiago Aparicio and Rafael Alcalde. The green solvent ethyl lactate: An experimental and theoretical characterization. Green Chemistry, 11(1):65–78, 2009. ISSN 14639262. doi: 10.1039/b811909k.Dhia Y. Aqar, Nejat Rahmanian, and Iqbal M. Mujtaba. Methyl lactate synthesis using batch reactive distillation: Operational challenges and strategy for enhanced performan- ce. Separation and Purification Technology, 158:193–203, 2016. ISSN 18733794. doi: 10.1016/j.seppur.2015.12.023.Navinchandra Asthana, Aspi Kolah, Dung T. Vu, Carl T. Lira, and Dennis J. Miller. A con- tinuous reactive separation process for ethyl lactate formation. Organic Process Research and Development, 9(5):599–607, 2005. ISSN 10836160. doi: 10.1021/op0500640.Navinchandra S. Asthana, Aspi K. Kolah, Dung T. Vu, Carl T. Lira, and Dennis J. Miller. A kinetic model for the esterification of lactic acid and its oligomers. Industrial and Enginee- ring Chemistry Research, 45(15):5251–5257, 2006. ISSN 08885885. doi: 10.1021/ie0513604.Alexandru T Balaban. Process Design Principles: Synthesis and Analysis, 2000. ISSN 0095- 2338Domingos Barbosa and Michael F. Doherty. The simple distillation of homogeneous reac- tive mixtures. Chemical Engineering Science, 43(3):541–550, 1988. ISSN 00092509. doi: 10.1016/0009-2509(88)87015-5Paola Andrea Bastidas Jim ́enez. Dise ̃no y montaje de un sistema piloto de destilaci ́on - reacci ́on para la producci ́on de acetato de isoamilo. PhD thesis, Universidad Nacional de Colombia, 2014Lloyd Berg and Bozeman. Mont. Separation of lactate esters by extractive destillation, 1990Dominik Bykowski, Agnieszka Grala, and Piotr Sobota. Conversion of lactides into ethyl lactates and value-added products. Tetrahedron Letters, 2014. ISSN 18733581. doi: 10.1016/j.tetlet.2014.07.103Eduardo F. Camacho and Carlos Bordons. Model Predictive Control. Springer, 2nd edition, 2004M. Nataly Castrillon and C. Silvia Ochoa. Design and control integration of a reactive distillation column for ethyl lactate production. 2017 IEEE 3rd Colombian Conference on Automatic Control, CCAC 2017 - Conference Proceedings, 2018-Janua:1–6, 2018. doi: 10.1109/CCAC.2017.8276470Gabriel Charles and Bogin Charles. Normal butyl lactate, 1928Dong Woo Cho, Jungin Shin, Moon Sam Shin, Won Bae, and Hwayong Kim. High- pressure phase behavior of propyl lactate and butyl lactate in supercritical carbon dio- xide. Journal of Chemical Thermodynamics, 47:177–182, 2012. ISSN 00219614. doi: 10.1016/j.jct.2011.10.010James H. Clark, Fabien E I Deswarte, and Thomas J. Farmer. The integration of green chemistry into future biorefineries, 2009. ISSN 1932104XJames H. Clark, Thomas J. Farmer, Andrew J. Hunt, and James Sherwood. Opportunities for bio-based solvents created as petrochemical and fuel products transition towards renewable resources, 2015. ISSN 14220067European comission. http://ec.europa.eu/environment/industry/stationary /ied/legislation.htm, 2017Cesar Augusto Correa Sanchez. Producci ́on de Acetato de Fusel Por Destilaci ́on Reactiva Producci ́on de Acetato de Fusel Por Destilaci ́on Reactiva. PhD thesis, Universidad nacional de Colombia, 2015Shi Bao Dai, Hao Yeh Lee, and Cheng Liang Chen. Design and Economic Evaluation for Production of Ethyl Lactate via Reactive Distillation Combined with Various Separation Configurations. In Computer Aided Chemical Engineering, volume 44, pages 127–132. 2018. doi: 10.1016/B978-0-444-64241-7.50016-1Stephane Dassy, Hughes Wiame, and Fernand C. Thyrion. Kinetics of the liquid pha- se synthesis and hydrolysis of butyl lactate catalysed by cation exchange resin. Jour- nal of Chemical Technology Biotechnology, 59(2):149–156, 1994. ISSN 10974660. doi: 10.1002/jctb.280590206Patricia Delgado, Mar ́ıa Teresa Sanz, Sagrario Beltr ́an, and Luis Alberto N ́u ̃nez. Ethyl lactate production via esterification of lactic acid with ethanol combined with perva- poration. Chemical Engineering Journal, 165(2):693–700, 2010. ISSN 13858947. doi: 10.1016/j.cej.2010.10.009Lucas Domingues, Phylipe Andrian Cussolin, Julio Lopes da Silva, Leonardo Hadlich de Oli- veira, and Mart ́ın Aznar. Liquid-liquid equilibrium data for ternary systems of wa- ter+lactic acid+C4-C7 alcohols at 298.2K and atmospheric pressure. Fluid Phase Equili- bria, 354:12–18, 2013. ISSN 03783812. doi: 10.1016/j.fluid.2013.06.007David Duque, Jessica Arroyave, and Luisa Correa. Dise ̃no concep- tual, simulaci ́on y optimizaci ́on del proceso de producci ́on de Lacta- to de Etilo. Revista Virtual de Procesos Industriales, 2016. URL https://www.revistavirtualpro.com/biblioteca/diseno-conceptual-simulacion -y-optimizacion-del-proceso-de-produccion-de-lactato-de-etiloMartyn J. Earle and Kenneth R. Seddon. Ionic liquids. Green sol- vents for the future. Pure and Applied Chemistry, 72(7):1391– 1398, 2000. ISSN 1365-3075. doi: 10.1351/pac200072071391. URL http://www.degruyter.com/view/j/pac.2000.72.issue-7/pac200072071391/pac200072071391Elmahboub A. Edreder, Iqbal M. Mujtaba, and Mansour Emtir. Optimization of Batch Reactive Distillation Process : Production of Lactic Acid. 20th European Symposium on Computer Aided Process Engineering ˆa€“ ESCAPE20, 2010Peter Eyerer, Martin Weller, and Christof Hubner. Polymers ˆa€“ Opportunities and Risks II. 12 edition, 2010. ISBN 978-3-642-02796-3M. Francisco, Vega, and O P ́erez. Optimizaci ́on Din ́amica para el Dise ̃no Integrado de procesos en Lazo Cerrado. XXIII Jornadas de Autom ́atica,, 2000Ji Fuquan. Room-temperature curing ethyl lactate removal type silicone sealant, 2017Cesar Garcia, Jessica Velandia, Mario C ́espedes, Gerardo Rodr ́ıguez, and Iv ́an D. Gil. Isobaric Vaporˆaˆ’Liquid Equilibrium for the Binary Mixture of 1ˆa€‘Butanol + Butyl Lˆa€‘Lactate at 1 and 5 kPa. Journal of Chemical and Engineering Data, pages 1–6, 2021. doi: 10.1021/acs.jced.0c01068J. George Hayden and John P. O’Connell. A Generalized Method for Predicting Second Virial Coefficients. Industrial and Engineering Chemistry Process Design and Development, 14 (3), 1975. ISSN 01964305. doi: 10.1021/i260055a003Martino Gauchi Georges and Teissier Remy. Continuous production of ethyl lactate, useful as solvent for cleaning and degreasing surfaces, involves esterifying lactic acid with ethanol and removing water by molecular sieve adsorption and distillation, 2004Sergio A. C. Giraldo, Pr ̃Aamo A. Melo, and Argimiro R. Secchi. Tuning of model predictive controllers based on hybrid optimization. Processes, 10(2), 2022. ISSN 2227-9717. doi: 10.3390/pr10020351. URL https://www.mdpi.com/2227-9717/10/2/351Fred Glover. A template for scatter search and path relinking. In Lecture Notes in Computer Science (including subseries Lecture Notes in Artificial Intelligence and Lec- ture Notes in Bioinformatics), volume 1363, pages 3–51, 1998. ISBN 3540641696. doi: 10.1007/bfb0026589Grand View Research. Grand View Research, 2015. URL https://www.grandviewresearch.com/industry-analysis/bio-solvents-marketGrand View Research. Grand View Research, 2016. URL https://www.grandviewresearch.com/industry-analysis/green-bio-based-solvents-marketDevin W. Griffith, Lorenz T. Biegler, and Sachin C. Patwardhan. Robustly stable adaptive horizon nonlinear model predictive control. Journal of Process Control, 70:109–122, 2018. ISSN 09591524. doi: 10.1016/j.jprocont.2018.07.014Katharina H ̈ackl and Werner Kunz. Some aspects of green solvents. Comptes Rendus Chimie, 21(6):572–580, 2018. ISSN 16310748. doi: 10.1016/j.crci.2018.03.010Daniel Haßkerl, Sankaranarayanan Subramanian, Steven Markert, Stefanie Kaiser, and Se- bastian Engell. Multi-rate state estimation applied to a pilot-scale reactive distilla- tion process. Chemical Engineering Science, 185:256–281, 2018. ISSN 00092509. doi: 10.1016/j.ces.2018.04.018Henrique Steinherz Hippert, Carlos Eduardo Pedreira, and Reinaldo Castro Souza. Neural networks for short-term load forecasting: A review and evaluation. IEEE Transactions on Power Systems, 16(1):44–55, 2001. ISSN 08858950. doi: 10.1109/59.910780Qiuming Hu, Yinglan Li, Yan Li, Jianhong Xie, Jinbin Zhang, Renyi Xu, and Sun Tianwei. Energy-saving production process and apparatus of ethyl lactate, 2019Koichi Iwakabe and Hitoshi Kosuge. Isobaric vapor-liquid-liquid equilibria with a newly developed still. Fluid Phase Equilibria, 192(1-2):171–186, 2001. ISSN 03783812. doi: 10.1016/S0378-3812(01)00631-8Koichi Iwakabe and Hitoshi Kosuge. A correlation method for isobaric vapor-liquid and vapor-liquid-liquid equilibria data of binary systems. Fluid Phase Equilibria, 266(1-2): 202–210, 2008. ISSN 03783812. doi: 10.1016/j.fluid.2008.01.019Amiya K. Jana and Sudip Banerjee. Neuro estimator-based inferential extended generic model control of a reactive distillation column. Chemical Engineering Research and Design, 130:284–294, 2018. ISSN 02638762. doi: 10.1016/j.cherd.2017.12.041Philip G. Jessop. Searching for green solvents, 2011. ISSN 14639270Zhongkai Jiang, Jumei Xu, Zuoxiang Zeng, Weilan Xue, and Shating Li. Kinetics of the esterification between lactic acid and isoamyl alcohol in the presence of silica gel-supported sodium hydrogen sulphate. Canadian Journal of Chemical Engineering, 96(9):1972–1978, 2018. ISSN 1939019X. doi: 10.1002/cjce.23127Liu Jianwu, Zhang Yue, Yan Shenghu, and Shen Jiefa. Catalyst for preparing acrylic acid and butyl ester using lactic acid method and preparation method thereof, 2009Yang Jichu, Ma Li, and Zhang Yang. Process for synthesizing ethyl lactate by catalytic rectifying method, 2005Suleyman Karacan. Biodiesel production using reactive distillation column: Real time model predictive control in Matlab Simulink. International Journal of Energy Applications and Technologies, pages 107–114, 2018. doi: 10.31593/ijeat.437998Rohit Kawathekar and James B. Riggs. Nonlinear model predictive control of a reactive distillation column. Control Engineering Practice, 15(2):231–239, 2007. ISSN 09670661. doi: 10.1016/j.conengprac.2006.07.004Tobias Keller. Reactive Distillation. In Distillation: Equipment and Processes, pages 261– 294. 2014. ISBN 9780123868794. doi: 10.1016/B978-0-12-386878-7.00008-5V. N. Kiva, E. K. Hilmen, and S. Skogestad. Azeotropic phase equilibrium diagrams: A survey. Chemical Engineering Science, 58(10):1903–1953, 2003. ISSN 00092509. doi: 10.1016/S0009-2509(03)00018-6Rakesh Kumar and Sanjay M. Mahajani. Esterification of lactic acid with n-butanol by reactive distillation. In Industrial and Engineering Chemistry Research, volume 46, pages 6873–6882, 2007. doi: 10.1021/ie061274jI. Kuan Lai, Shih Bo Hung, Wan Jen Hung, Cheng Ching Yu, Ming Jer Lee, and Hsiao Ping Huang. Design and control of reactive distillation for ethyl and isopropyl acetates pro- duction with azeotropic feeds. Chemical Engineering Science, 62(3):878–898, 2007. ISSN 00092509. doi: 10.1016/j.ces.2006.10.019Ming Jer Lee, Ju Yin Chiu, and Ho Mu Lin. Kinetics of catalytic esterification of propionic acid and n-butanol over Amberlyst 35. Industrial and Engineering Chemistry Research, 41(12):2882–2887, 2002. ISSN 08885885. doi: 10.1021/ie0105472Fernando Arrais Romero Dias Lima, Ruan De Rezende Faria, Rodrigo Curvelo, Matheus Calheiros Fernandes Cadorini, C ́esar Augusto Garc ́ıa Echeverry, Maur ́ıcio Bezerra de Sou- za, and Argimiro Resende Secchi. Influence of Estimators and Numerical Approaches on the Implementation of NMPCs. Processes, 11(4):1102, apr 2023. ISSN 2227-9717. doi: 10.3390/pr11041102. URL https://www.mdpi.com/2227-9717/11/4/1102Laura Lomba, Beatriz Giner, Estefan ́ıa Zuriaga, Ignacio Gasc ́on, and Carlos Lafuente. Thermophysical properties of lactates. Thermochimica Acta, 575:305–312, 2014. ISSN 00406031. doi: 10.1016/j.tca.2013.11.010Alvaro Orjuela Londo ̃no, Fernando Leiva Lenis, Luis Alejandro, Boyac ́a Mendivelso, Ge- rardo Rodr ́ıguez Ni ̃no, Luis Mar ́ıa, and Carballo Su ́arez. Obtenci ́on de mapas de curvas residuales para la s ́ıntesis de acetato de butilo. Ingenier ́ıa e Investigaci ́on, 26(3):26–34, 2006Michael L Luyben and William L. Luyben. Essentials of Process Control. 1997an M. Maciejowski. Predictive Control with Constraints. Pearson Education, 2002Raj Ganesh Manivannan, Sayeed Mohammad, Ken McCarley, Tony Cai, and Clint Aichele. A New Test System for Distillation Efficiency Experiments at Elevated Liquid Viscosities: Vapor-Liquid Equilibrium and Liquid Viscosity Data for Cyclopentanol + Cyclohexanol. Journal of Chemical and Engineering Data, 64(2):696–705, 2019. ISSN 15205134. doi: 10.1021/acs.jced.8b00929Antonio Marcilla, Mar ́ıa Del Mar Olaya, Mar ́ıa Dolores Serrano, and Mar ́ıa Angeles Garrido. Pitfalls in the evaluation of the thermodynamic consistency of experimental VLE data sets. Industrial and Engineering Chemistry Research, 52(36):13198–13208, 2013. ISSN 08885885. doi: 10.1021/ie401646Zion market research. Zion market research, 2017. URL https://www.zionmarketresearch.com/market-analysis/bio-solvents-marketAlejandro Marquez-Ruiz, Carlos S. M ́endez-Blanco, and Leyla ̈Ozkan. Modeling of reactive batch distillation processes for control. Computers and Chemical Engineering, pages 86–98, 2019. ISSN 00981354. doi: 10.1016/j.compchemeng.2018.10.010Andr ́es F. Mart ́ınez, Juan S. Rodr ́ıguez, Cesar A. S ́anchez, Alvaro Orjuela, and Gerardo Rodr ́ıguez. Isobutyl acetate by reactive distillation. Part III. Conceptual design, simulation and optimization. Chemical Engineering and Processing - Process Intensification, 155, 2020a. ISSN 02552701. doi: 10.1016/j.cep.2020.108059Andr ́es F. Mart ́ınez, C ́esar A. S ́anchez, Alvaro Orjuela, and Gerardo Rodr ́ıguez. Isobutyl ace- tate by reactive distillation. Non-reactive phase equilibrium and topological analysis. Fluid Phase Equilibria, page 112612, 2020b. ISSN 03783812. doi: 10.1016/j.fluid.2020.112612Mathworks. https://www.mathworks.com/help/gads/how-globalsearch-and-multistart- work.htmDavid Q. Mayne, James B. Rawlings, CV Rao, and POM Scokaert. Constrained model predictive control: Stability and optimality. Automatica, 36(6):789–814, 200Brian C. McDonald, Joost A. De Gouw, Jessica B. Gilman, Shantanu H. Jathar, Ali Akherati, Christopher D. Cappa, Jose L. Jimenez, Julia Lee-Taylor, Patrick L. Hayes, Stuart A. Mc- Keen, Yu Yan Cui, Si Wan Kim, Drew R. Gentner, Gabriel Isaacman-VanWertz, Allen H. Goldstein, Robert A. Harley, Gregory J. Frost, James M. Roberts, Thomas B. Ryerson, and Michael Trainer. Volatile chemical products emerging as largest petrochemical sour- ce of urban organic emissions. Science, 359(6377):760–764, 2018. ISSN 10959203. doi: 10.1126/science.aaq0524Michael Michelsen. The isothermal flash problem. Part I. Stability. 9, 1982Dennis J. Miller, Navinchandra Asthana, Aspi Kolah, and Carl T. Lira. Process for produc- tion of organic acid ester, 2006Liu Mo, Jiang Shao-Tong, Pan Li-Jun, Zheng Zhi, and Luo Shui-Zhong. Design and control of reactive distillation for hydrolysis of methyl lactate. Chemical Engineering Research and Design, 89(11):2199–2206, 2011. ISSN 02638762. doi: 10.1016/j.cherd.2011.03.001Ali Mohammad and Inamuddin. Green solvents I: Properties and applications in chemistry. 2012. ISBN 9789400717121. doi: 10.1007/978-94-007-1712-1Jørgen Mollerup and M L Michelsen. Thermodynamic Models: Fundamentals Computational Aspects. 2004. ISBN 8798996134Natalia Montoya, Jairo Dur ́an, Fernando C ́ordoba, Iv ́an Dar ́ıo Gil, Carlos Alexander Trujillo, and Gerardo Rodr ́ıguez. Colombian fusel oil. Ingenieria e Investigacion, 36(2):21–27, 2016. ISSN 22488723. doi: 10.15446/ing.investig.v36n2.52369Alexander Nann, Christoph Held, and Gabriele Sadowski. Liquid ˆaˆ’ Liquid Equilibria of 1 ˆa€‘ Butanol / Water / IL Systems. 2013William M. Nelson. Choosing Solvents That Promote Green Chemistry. pages 313–328. 2009. doi: 10.1021/bk-2000-0767.ch024Matthew J. Okasinski and Michael F. Doherty. Thermodynamic Behavior of Reac- tive Azeotropes. AIChE Journal, 43(9):2227–2238, 1997. ISSN 00011541. doi: 10.1002/aic.690430909Aykut ̈Ozg ̈uls ̈un, Filiz KaraosmanC ̧ ’glu, and Melek T ̈uter. Esterification reaction of oleic acid with a fusel oil fraction for production of lubricating oil. JAOCS, Journal of the American Oil Chemists’ Society, 77(1):105–109, 2000. ISSN 0003021X. doi: 10.1007/s11746-000- 0017-5Susana Pe ̃na-Tejedor, Ruth Murga, Maria Teresa Sanz, and Sagrario Beltr ́an. Vapor-liquid equilibria and excess volumes of the binary systems ethanol + ethyl lactate, isopropanol + isopropyl lactate and n-butanol + n-butyl lactate at 101.325 kPa. Fluid Phase Equilibria, 230(1-2):197–203, 2005a. ISSN 03783812. doi: 10.1016/j.fluid.2005.02.015Susana Pe ̃na-Tejedor, Ruth Murga, Maria Teresa Sanz, and Sagrario Beltr ́an. Vapor-liquid equilibria and excess volumes of the binary systems ethanol + ethyl lactate, isopropanol + isopropyl lactate and n-butanol + n-butyl lactate at 101.325 kPa. Fluid Phase Equilibria, 2005b. ISSN 03783812. doi: 10.1016/j.fluid.2005.02.015Carla S.M. Pereira, Viviana M.T.M. Silva, and Al ́ırio E. Rodrigues. Ethyl lactate as a solvent: Properties, applications and production processes - A review, 2011. ISSN 14639262Domenico Pirozzi and Guido Greco. Lipase-catalyzed transformations for the synthesis of butyl lactate: A comparison between esterification and transesterification. Biotechnology Progress, 22(2):444–448, 2006. ISSN 87567938. doi: 10.1021/bp0503033P. Swapna Reddy, K. Yamuna Rani, and Sachin C. Patwardhan. Multi-objective optimization of a reactive batch distillation process using reduced order model. Computers and Chemical Engineering, 106:40–56, 2017. ISSN 00981354. doi: 10.1016/j.compchemeng.2017.05.017C. E. Rehberg, Marion B. Dixon, and C. H. Fisher. Mixed esters of lactic and carbonic acids. reaction of chloroformates with esters of lactic acid. Journal of Organic Chemistry, 13(2): 254–264, 1948. ISSN 15206904. doi: 10.1021/jo01160a01Guo Rui and Zhang Weilue. Method for synthesizing high-purity butyl lactate, 2018Cesar A. S ́anchez, Orlando A. S ́anchez, Alvaro Orjuela, Iv ́an D. Gil, and Gerardo Rodr ́ıguez. Vapor-liquid equilibrium for binary mixtures of acetates in the direct esterification of fusel oil. Journal of Chemical and Engineering Data, 62(1):11–19, 2017. ISSN 15205134. doi: 10.1021/acs.jced.6b00221Cesar A. S ́anchez, Andr ́es A. Herrera, Julio C. Vargas, Iv ́an D. Gil, and Gerardo Rodr ́ıguez. Isobaric Vapor Liquid Equilibria for Binary Mixtures of Isoamyl Acetate + Ethyl Acetate at 50 and 100 kPa. Journal of Chemical and Engineering Data, 64(5):2110–2115, 2019. ISSN 15205134. doi: 10.1021/acs.jced.8b01053Cesar A S ́anchez, Iv ́an D. Gil, and Gerardo Rodr ́ıguez. Fluid phase equilibria for the isoamyl acetate production by reactive distillation. Fluid Phase Equilibria, pages 2–30, 2020Maria Teresa Sanz, Sagrario Beltr ́an, Beatriz Calvo, Jose Luis Cabezas, and Jose Coca. Vapor Liquid Equilibria of the Mixtures Involved in the Esterification of Lactic Acid with Methanol. Journal of Chemical and Engineering Data, 48(6):1446–1452, 2003. ISSN 00219568. doi: 10.1021/je034028cWilliam H. Schulz, Henry E. Schulz, Winter Haven, Woodrow Richardson, W. Fla. Auburn- dale, and William H. Schulz. Process of esterfying butyl lactate, 1955Boelo Schuur, Thomas Brouwer, Dion Smink, and Lisette M.J. Sprakel. Green solvents for sustainable separation processes. Current Opinion in Green and Sustainable Chemistry, 18:57–65, 2019. ISSN 24522236. doi: 10.1016/j.cogsc.2018.12.009Tretjak Serge, Burtin Elie, and Teissier Remy. Continuous production of ethyl lactate by esterifying lactic acid with ethanol, comprises using a flash column and distillation column for product recovery, 2004Mayank Shah, Anton A. Kiss, Edwin Zondervan, and Andr ́e B. De Haan. A systematic frame- work for the feasibility and technical evaluation of reactive distillation processes. Chemical Engineering and Processing: Process Intensification, 60:55–64, 2012. ISSN 02552701. doi: 10.1016/j.cep.2012.05.007Bass Shailer L. and Fenn Howard N. Secondary butyl lactate, 1934Neha Sharma and Kailash Singh. Neural network and support vector machine predictive control of tert-amyl methyl ether reactive distillation column. Systems Science and Control Engineering, 2(1):512–526, 2014. ISSN 21642583. doi: 10.1080/21642583.2014.924082Sonali R Sharma. Green Chemistry, Green Solvents and Alternative Techniques in Organic Synthesis SONALI R. SHARMA Green Chemistry, Green Solvents and Alternative Tech- niques in Organic Synthesis. International Journal of Chemical and Physical Sciences, 4: 2319–6602, 201Hong Xin Shen, Lorenzo Casalino, and Ya Zhong Luo. Global search capabilities of indirect methods for impulsive transfers. Journal of the Astronautical Sciences, 62(3):212–232, 2015. ISSN 21950571. doi: 10.1007/s40295-015-0073-xSkogestad Sigurd and Postlethwaite Ian. MULTIVARIABLE FEEDBACK CONTROL Analysis and design, volume 20. Second edition, 1979J. M. Smith. Introduction to chemical engineering thermodynamics. Journal of Chemical Education, 27(10):584, 1950. ISSN 0021-9584. doi: 10.1021/ed027p584.3M Smith, J. Van Ness, H. Abbott. Introducci ́on a la Termodin ́amica en Ingenier ́ıa Qu ́ımica. 2009. ISBN 9780521191333. doi: 10: 0-8400-5444-0Andrzej I. Stankiewicz and Jacob A. Moulijn. Process Intensification: Transforming Chemical Engineering - Netherlands Enterprise Agency. Process Design Trends, page 13, 2013. ISSN 03607275Sirivimon Tintavon and Paisan Kittisupakorn. EKF composition estimation and GMC con- trol of a reactive distillation column. AIP Conference Proceedings, 1879, 2017. ISSN 15517616. doi: 10.1063/1.5000457Ozge Tirpanalan, Michael Reisinger, Marina Smerilli, Florian Huber, Markus Neureiter, Wolfgang Kneifel, and Senad Novalin. Wheat bran biorefinery - An insight into the process chain for the production of lactic acid. Bioresource Technology, 180:242–249, 2015. ISSN 18732976. doi: 10.1016/j.biortech.2015.01.021Zsolt Ugray, Leon Lasdon, John Plummer, Fred Glover, James Kelly, and Rafael Mar- ti. Scatter search and local NLP solvers: A multistart framework for global optimi- zation. INFORMS Journal on Computing, 19(3):328–340, 2007. ISSN 15265528. doi: 10.1287/ijoc.1060.0175Sophie Ung and Michael F. Doherty. Vapor-liquid phase equilibrium in systems with multiple chemical reactions. Chemical Engineering Science, 50(1):23–48, 1995. ISSN 00092509. doi: 10.1016/0009-2509(94)00180-YOlga Valerica Taga, Claudia Irina Koncsag, Ana Maria Sirvriu, and Gheorghita Jinescu. Isopropyl Lactate Obtaining by Transesterification in Reactive Distillation System. revista de chimie, 70(1), 2019Jayaram Valluru and Sachin C. Patwardhan. An Integrated Frequent RTO and Adaptive Nonlinear MPC Scheme Based on Simultaneous Bayesian State and Parameter Estimation. Industrial and Engineering Chemistry Research, 58(18):7561–7578, 2019. ISSN 15205045. doi: 10.1021/acs.iecr.8b05327Jayaram Valluru, Jalesh L. Purohit, Sachin C. Patwardhan, and Sanjay M. Mahajani. Adap- tive optimizing control of an ideal reactive distillation column. In IFAC-PapersOnLine, volume 28, pages 489–494, 2015a. doi: 10.1016/j.ifacol.2015.09.015Jayaram Valluru, Jalesh L. Purohit, Sachin C. Patwardhan, and Sanjay M. Mahajani. Adap- tive optimizing control of an ideal reactive distillation column. In IFAC-PapersOnLine, volume 28, pages 489–494, 2015b. doi: 10.1016/j.ifacol.2015.09.015Jessica J. Velandia, C ́esar A. Garc ́ıa, Mario A. C ́espedes, Gerardo Rodr ́ıguez, and Iv ́an D. Gil. Reactive and non-reactive residue curve maps analysis to produce Butyl Lactate by catalytic distillation. Chemical Engineering and Processing - Process Intensification, 168, 2021. ISSN 02552701. doi: 10.1016/j.cep.2021.108558Ganesh Venimadhavan, George Buzad, Michael F. Doherty, and Michael F. Malone. Effect of kinetics on residue curve maps for reactive distillation. AIChE Journal, 40(11):1814–1824, 1994. ISSN 15475905. doi: 10.1002/aic.690401106A. Wahid and I. G.E.P. Putra. Multivariable model predictive control design of reactive distillation column for Dimethyl Ether production. In IOP Conference Series: Materials Science and Engineering, volume 334, 2018. doi: 10.1088/1757-899X/334/1/012018Henk Walpot. Theoretical modeling of residue curve maps for a reactive distillation concept for the production of n -propyl propionate. PhD thesis, Delf University, Delf, 2011Y. Wei, Y., Yu, Z. Wu, L. Zhang, S. Yang, and Z. Liu. A novel synthesis of ethyl lactate from bio-based lactic acid using sulfonated resin as catalyst. Journal of Molecular Liquids, 314(113609), 2020Charles Edmund Wood, John Edward Such, and Frank Scarf. CCLVI. - The rotatory disper- sion of the esters of lactic acid. Part II. The isomeric butyl esters. Journal of the Chemical Society (Resumed), 129:1928–1938, 1926. ISSN 03681769. doi: 10.1039/JR9262901928Anna Wypych and George Wypych. Databook of green solvents. ChemTec Publishing, Toronto, 2014. ISBN 9781895198829. doi: 10.1016/B978-1-895198-82-9.50001-4Anna George Wypych. No Title. In Databook of Green Solvents, chapter 1, pages 1–575. ChemTec Publishing, Toronto, 2014. ISBN 978-1-895198-82-9Jumei Xu, Shating Li, Zuoxiang Zeng, and Weilan Xue. Isobaric Vapor-Liquid Equili- brium for Binary System of Isoamyl dl -Lactate and Isoamyl Alcohol at 25.0, 50.0, and 101.3 kPa. Journal of Chemical and Engineering Data, 2020. ISSN 15205134. doi: 10.1021/acs.jced.9b00757Liang Yuming and Zhang Yong. Preparation method of high-purity food standard butyl lactate, 2015Qingrui Zhang, Sen Yan, Haiying Li, and Pengfei Xu. Optimization and control of a reactive and extractive distillation process for the synthesis of isopropyl acetate. Chemical Engineering Communications, 206(5):559–571, 2019. ISSN 15635201. doi: 10.1080/00986445.2018.1511982Lourdes Zumalacarregui. Evaluaci ́on de m ́etodos de consistencia termodin ́amica de datos ex- perimentales de ELV a presi ́on constante. PhD thesis, UNIVERSIDAD TECNOL ́OGICA DE LA HABANA, 2018PRODUCTION OF N-BUTYL LACTATE BY REACTIVE DISTILLATION: STATE ESTIMATION, OPTIMIZATION, AND ADVANCED CONTROLfundación CEIBAPúblico generalLICENSElicense.txtlicense.txttext/plain; charset=utf-85879https://repositorio.unal.edu.co/bitstream/unal/84999/1/license.txteb34b1cf90b7e1103fc9dfd26be24b4aMD51ORIGINALUNAL-Ph.D Cesar Garcia.pdfUNAL-Ph.D Cesar Garcia.pdfTesis de Doctorado en Ingeniería - Ingeniería Químicaapplication/pdf3562082https://repositorio.unal.edu.co/bitstream/unal/84999/2/UNAL-Ph.D%20Cesar%20Garcia.pdf110d00015732713ad9dccd295870e246MD52THUMBNAILUNAL-Ph.D Cesar Garcia.pdf.jpgUNAL-Ph.D Cesar Garcia.pdf.jpgGenerated Thumbnailimage/jpeg4623https://repositorio.unal.edu.co/bitstream/unal/84999/3/UNAL-Ph.D%20Cesar%20Garcia.pdf.jpg9ec6af5075e3a4994ebca9c795620c1dMD53unal/84999oai:repositorio.unal.edu.co:unal/849992024-08-19 23:11:19.977Repositorio Institucional Universidad Nacional de Colombiarepositorio_nal@unal.edu.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

Production of n-butyl lactate by reactive distillation process: state-estimation, optimization, and advanced control

Publicaciones similares