Reactive and membrane-assisted distillation: Recent developments and perspective

Abstract The number of design and processing requirements in the chemical and biochemical industries are increasing to adapt to rapidly changing markets and the global competition, as well as to shift toward more sustainable production and to meet the need for new and innovative products. Hence, more efficient processes are needed. Reactive and membrane-assisted distillation can achieve higher efficiencies and high capacities. They are believed to be important technologies for retrofitting existing processes and for incorporation into future processes for efficient and flexible (bio)chemical production. This manuscript aims to briefly summarize past research with a more detailed view on current research areas within the application, modeling, design and optimization of reactive- and membrane-assisted distillation processes, with a special focus on pervaporation, vapor permeation and organic solvent nanofiltration. By identifying the current challenges combined with future perspectives of the chemical processing industry, a personal opinion on future research trends, needs and challenges for these technologies is given. These technologies need to be addressed to increase trust in the potential and reliability of reactive- and membrane-assisted distillation, which would enable the intensification of manufacturing processes.

[1]  Wolfgang Marquardt,et al.  Conceptual design of distillation-based hybrid separation processes. , 2013, Annual review of chemical and biomolecular engineering.

[2]  Gürkan Sin,et al.  Computer-Aided Modeling Framework for Efficient Model Development, Analysis, and Identification: Combustion and Reactor Modeling , 2011 .

[3]  Philip Lutze,et al.  Design of hybrid distillation/melt crystallisation processes for separation of close boiling mixtures , 2013 .

[4]  I. Smirnova,et al.  Integration of Enzymatic Catalysts in a Reactive Distillation Column with Structured Packings , 2012 .

[5]  Ioannis K. Kookos,et al.  Control Structure Selection of an Ideal Reactive Distillation Column , 2011 .

[6]  Jan Degrève,et al.  Separation of ethyl acetate-isooctane mixtures by pervaporation and pervaporation-based hybrid methods , 2012 .

[7]  A. Stankiewicz,et al.  Process Intensification of reactive distillation for the synthesis of n-propyl propionate: the effects of microwave radiation on molecular separation and esterification reaction , 2010 .

[8]  Jochen Strube,et al.  Design and optimization of a hybrid distillation/melt crystallization process , 2008 .

[9]  Costin Sorin Bildea,et al.  Reactive DWC leading the way to FAME and fortune , 2012 .

[10]  M. Kaspereit,et al.  Continuous production of single enantiomers at high yields by coupling single column chromatography, racemization, and nanofiltration , 2013 .

[11]  Jürgen Gmehling,et al.  Transesterification processes by combination of reactive distillation and pervaporation , 2004 .

[12]  G. J. Harmsen,et al.  Reactive distillation: The front-runner of industrial process intensification - A full review of commercial applications, research, scale-up, design and operation , 2007 .

[13]  Andrzej Górak,et al.  Prozessintensivierung: Reaktive und membranunterstützte Rektifikation , 2007 .

[14]  Eugeny Y. Kenig,et al.  Rate-based modelling and simulation of reactive separations in gas/vapour–liquid systems , 2005 .

[15]  Rafiqul Gani,et al.  Design and Synthesis of Distillation Systems using a Driving Force Based Approach , 2004 .

[16]  ANDREW LIVINGSTON,et al.  Membrane Separation in Green Chemical Processing , 2003 .

[17]  Johann Stichlmair,et al.  Mixed-Integer Nonlinear Programming Optimization of Reactive Distillation Processes , 2001 .

[18]  Frank Lipnizki,et al.  Pervaporation-based hybrid process: a review of process design, applications and economics , 1999 .

[19]  Yadollah Saboohi,et al.  Shortcut design of reactive distillation columns , 2012 .

[20]  Javier Fontalvo,et al.  Comparing Pervaporation and Vapor Permeation Hybrid Distillation Processes , 2005 .

[21]  Philip Lutze,et al.  Esterification of Acrylic Acid and n-Butanol in a Pilot-Scale Reactive Distillation Column—Experimental Investigation, Model Validation, and Process Analysis , 2012 .

[22]  Endre Rev,et al.  Rigorous MINLP model for ethanol dehydration system , 2000 .

[23]  Ioannis K. Kookos,et al.  A targeting approach to the synthesis of membrane networks for gas separations , 2002 .

[24]  Moses O. Tadé,et al.  ETBE Synthesis via Reactive Distillation : 2. Dynamic Simulation and Control Aspects , 1997 .

[25]  Neha Sharma,et al.  Control of Reactive Distillation Column: A Review , 2010 .

[26]  Rafiqul Gani,et al.  Heterogeneous Catalytic Distillation - A Patent Review , 2010 .

[27]  Sebastian Engell,et al.  Optimization-based design of reactive distillation columns using a memetic algorithm , 2011, Comput. Chem. Eng..

[28]  Tom Van Gerven,et al.  Phase Equilibria for Reactive Distillation of Propyl Propanoate. Pure Component Property Data, Vapor−Liquid Equilibria, and Liquid−Liquid Equilibria , 2011 .

[29]  J. Degrève,et al.  Transport of Binary Mixtures in Pervaporation through a Microporous Silica Membrane: Shortcomings of Fickian Models , 2007 .

[30]  Eva Sorensen,et al.  The optimal design of membrane systems , 2003 .

[31]  Andrzej Górak,et al.  Hybrid separation processes—Combination of reactive distillation with membrane separation , 2007 .

[32]  Achim Kienle,et al.  MINLP optimization of butyl acetate synthesis , 2007 .

[33]  Thomas A. Adams,et al.  Semicontinuous reactive extraction and reactive distillation , 2009 .

[34]  G. Ströhlein,et al.  Hybrid Processes: Design Method for Optimal Coupling of Chromatography and Crystallization Units , 2003 .

[35]  Andrzej Górak,et al.  Process analysis and optimisation of hybrid processes for the dehydration of ethanol , 2013 .

[36]  E. Zondervan,et al.  Optimal design of a reactive distillation column , 2011 .

[37]  Rafiqul Gani,et al.  Reactive separation systems I. Computation of physical and chemical equilibrium , 1997 .

[38]  Rafiqul Gani,et al.  Process intensification: A perspective on process synthesis , 2010 .

[39]  Rafiqul Gani,et al.  Computer aided design, analysis and experimental investigation of membrane assisted batch reaction-separation systems , 2009, Comput. Chem. Eng..

[40]  Philip Lutze,et al.  Characterisation of organic solvent nanofiltration membranes in multi-component mixtures: Membrane rejection maps and membrane selectivity maps for conceptual process design , 2013 .

[41]  Steinar Hauan,et al.  A graphical method for designing reactive distillation columns. II. The McCabe-Thiele method , 2000, Proceedings of the Royal Society of London. Series A: Mathematical, Physical and Engineering Sciences.

[42]  Rafiqul Gani,et al.  Graphical and Stage-to-Stage Methods for Reactive Distillation Column Design , 2003 .

[43]  Steinar Hauan,et al.  A graphical method for designing reactive distillation columns. I. The Ponchon-Savarit method , 2000, Proceedings of the Royal Society of London. Series A: Mathematical, Physical and Engineering Sciences.

[44]  Wolfgang Stephan,et al.  Design methodology for a membrane/distillation column hybrid process , 1995 .

[45]  Tajalasfia M.M. Barakat,et al.  Simultaneous optimal synthesis, design and operation of batch and continuous hybrid separation processes , 2008 .

[46]  Andrzej Górak,et al.  Intensified reaction and separation systems. , 2011, Annual review of chemical and biomolecular engineering.

[47]  Frank Lipnizki,et al.  MODELLING OF PERVAPORATION: MODELS TO ANALYZE AND PREDICT THE MASS TRANSPORT IN PERVAPORATION , 2001 .

[48]  A. Górak,et al.  Process Analysis of Hybrid Separation Processes: Combination of Distillation and Pervaporation , 2006 .

[49]  J. G. Wijmans,et al.  The solution-diffusion model: a review , 1995 .

[50]  Marcel Mulder,et al.  Basic Principles of Membrane Technology , 1991 .

[51]  Anton A. Kiss,et al.  A systematic framework for the feasibility and technical evaluation of reactive distillation processes , 2012 .

[52]  B. Kamm,et al.  Production of platform chemicals and synthesis gas from biomass. , 2007, Angewandte Chemie.

[53]  P. Izák,et al.  Selective removal of acetone and butan-1-ol from water with supported ionic liquid-polydimethylsiloxane membrane by pervaporation. , 2008 .

[54]  Rafiqul Gani,et al.  A systematic synthesis and design methodology to achieve process intensification in (bio) chemical processes , 2012, Comput. Chem. Eng..

[55]  Philip Lutze,et al.  Characterisation of organic solvent nanofiltration membranes in multi-component mixtures: Phenomena-based modelling and membrane modelling maps , 2013 .

[56]  Jan Harmsen,et al.  Process intensification in the petrochemicals industry: Drivers and hurdles for commercial implementation , 2010 .

[57]  Rafiqul Gani,et al.  State‐of‐the‐art and progress in the optimization‐based simultaneous design and control for chemical processes , 2012 .

[58]  Tobias Keller,et al.  TAEE synthesis from isoamylenes and ethanol by catalytic distillation: Pilot plant experiments and model validation , 2012 .

[59]  K. Sundmacher,et al.  Reactive distillation : status and future directions , 2003 .

[60]  W. Marquardt,et al.  Nonlinear dynamics and control of reactive distillation processes , 2003 .

[61]  Rajamani Krishna,et al.  Modelling reactive distillation , 2000 .

[62]  Rafiqul Gani,et al.  Methodology for design and analysis of reactive distillation involving multielement systems , 2011 .

[63]  K. Sundmacher,et al.  Towards a Methodology for the Systematic Analysis and Design of Efficient Chemical Processes - Part 1: From Unit Operations to Elementary Process Function- , 2008 .

[64]  K. Sundmacher,et al.  Cyclohexanol Production via Esterification of Cyclohexene with Formic Acid and Subsequent Hydration of the Ester - Reaction Kinetics , 2007 .

[65]  Johan Grievink,et al.  Process intensification and process systems engineering: A friendly symbiosis , 2008, Comput. Chem. Eng..

[66]  Andrzej Górak,et al.  Einsatz der Reaktivdestillation in Multi‐Reaktionssystemen , 2013 .

[67]  William L. Luyben,et al.  Economic and Dynamic Impact of the Use of Excess Reactant in Reactive Distillation Systems , 2000 .

[68]  C. von Scala,et al.  Kontinuierliche Herstellung von kosmetischen Fettsäureestern mittels Reaktivdestillation und Pervaporation , 2005 .

[69]  I. Grossmann,et al.  Design of Hybrid Distillation—Vapor Membrane Separation Systems , 2009 .

[70]  Johan Grievink,et al.  Designing reactive distillation processes: present and future , 2004, Comput. Chem. Eng..

[71]  André B. de Haan,et al.  Evaluation of configuration alternatives for multi-product polyester synthesis by reactive distillation , 2013, Comput. Chem. Eng..

[72]  Andrzej Górak,et al.  Optimisation-based design method for membrane-assisted separation processes , 2013 .

[73]  Efstratios N. Pistikopoulos,et al.  The interactions of design control and operability in reactive distillation systems , 2002 .

[74]  Rafiqul Gani,et al.  Phenomena Based Methodology for Process Synthesis Incorporating Process Intensification , 2013 .

[75]  A. Drews,et al.  Reaction integrated separation of homogenous catalysts in the hydroformylation of higher olefins by means of organophilic nanofiltration , 2010 .

[76]  Ignacio E. Grossmann,et al.  A disjunctive programming approach for the optimal design of reactive distillation columns , 2001 .

[77]  Gerhard Schembecker,et al.  Low-cost small scale processing technologies for production applications in various environments-Mass produced factories , 2012 .

[78]  Amy R. Ciric,et al.  Synthesis of nonequilibrium reactive distillation processes by MINLP optimization , 1994 .

[79]  C. Kappe,et al.  Controlled microwave heating in modern organic synthesis. , 2004, Angewandte Chemie.

[80]  K. Nijmeijer,et al.  Economic evaluation of membrane potential for ethylene/ethane separation in a retrofitted hybrid membrane-distillation plant using unisim design , 2013 .

[81]  Bart Van der Bruggen,et al.  Simulation of a hybrid pervaporation-distillation process , 2008, Comput. Chem. Eng..

[82]  A. Górak,et al.  Modeling, Simulation and Experimental Investigation of a Reactive Hybrid Process for the Production of Dimethyl Carbonate , 2012 .

[83]  Anton A. Kiss,et al.  Enhanced methanol recovery and glycerol separation in biodiesel production – DWC makes it happen , 2012 .

[84]  Johan Grievink,et al.  Optimal design and sensitivity analysis of reactive distillation units using collocation models , 2001 .

[85]  L. H. Thompson,et al.  Sonochemistry: Science and Engineering , 1999 .

[86]  J. Degrève,et al.  Separation of methanol–n-butyl acetate mixtures by pervaporation: Potential of 10 commercial membranes , 2013 .

[87]  Domingos Barbosa,et al.  Design and minimum-reflux calculations for single-feed multicomponent reactive distillation columns , 1988 .

[88]  E. Gilles,et al.  Steady-state multiplicities in reactive distillation columns for the production of fuel ethers MTBE and TAME: theoretical analysis and experimental verification , 1999 .

[89]  Michael Schulte,et al.  Recovery of n-butanol using ionic liquid-based pervaporation membranes , 2012 .

[90]  B. Schröter,et al.  The inhibition of acrylic acid and acrylate ester polymerisation in a heterogeneously catalysed pilot-scale reactive distillation column , 2013 .

[91]  Ka Ming Ng,et al.  A break‐even analysis of distillation–membrane hybrids , 1998 .

[92]  Günter Wozny,et al.  Anfahrstrategien für die Reaktivrektifikation in Boden‐ und Packungskolonnen , 2007 .

[93]  K. Sundmacher,et al.  Methodology for the Design of Optimal Chemical Reactors based on the Concept of Elementary Process Functions , 2010 .

[94]  Wim Soetaert,et al.  Industrial biotechnology: sustainable growth and economic success , 2010 .

[95]  A. I. Stankiewicz,et al.  Process Intensification: Transforming Chemical Engineering , 2000 .

[96]  Andrew G. Livingston,et al.  An improved phenomenological model for prediction of solvent permeation through ceramic NF and UF membranes , 2012 .

[97]  Wolfgang Marquardt,et al.  Shortcut Design Methods for Hybrid Membrane/Distillation Processes for the Separation of Nonideal Multicomponent Mixtures , 2000 .

[98]  Jaap F. Vente,et al.  Membrane Retrofit Option for Paraffin/Olefin Separation—A Technoeconomic Evaluation , 2012 .

[99]  Eugeny Y. Kenig,et al.  Modeling of Reactive Distillation , 2007 .