A systematic reactor design approach for the synthesis of active pharmaceutical ingredients
Tài liệu tham khảo
Roberge, 2012, The complexity of technology implementation: flow versus batch processing, Chim. OGGI-Chem. Today, 30, 5
Roberge, 2008, Microreactor technology and continuous processes in the fine chemical and pharmaceutical industry: is the revolution underway?, Org. Process Res. Dev., 12, 905, 10.1021/op8001273
Roberge, 2012, Lonza–hazardous flow chemistry for streamlined large scale synthesis, Green Process. Synth., 1, 129
Schaber, 2011, Economic analysis of integrated continuous and batch pharmaceutical manufacturing: a case study, Ind. Eng. Chem. Res., 50, 10083, 10.1021/ie2006752
Jolliffe, 2016, Plantwide design and economic evaluation of two continuous pharmaceutical manufacturing (CPM) cases: ibuprofen and artemisinin, Comput. Chem. Eng., 91, 269, 10.1016/j.compchemeng.2016.04.005
Gutmann, 2015, Continuous-flow technology – a tool for the safe manufacturing of active pharmaceutical ingredients, Angew. Chem. Int. Ed., 54, 6688, 10.1002/anie.201409318
Gerogiorgis, 2015, Continuous pharmaceutical process engineering and economics, Chim. OGGI-Chem. Today, 33, 6
Lakerveld, 2013, Model-based design of a plant-wide control strategy for a continuous pharmaceutical plant, AIChE J., 59, 3671, 10.1002/aic.14107
Jiménez-González, 2011, Key green engineering research areas for sustainable manufacturing: a perspective from pharmaceutical and fine chemicals manufacturers, Org. Process Res. Dev., 15, 900, 10.1021/op100327d
Wiles, 2007, Improving chemical synthesis using flow reactors, Expert Opin. Drug Discov., 2, 1487, 10.1517/17460441.2.11.1487
Baxendale, 2013, The integration of flow reactors into synthetic organic chemistry, J. Chem. Technol. Biotechnol., 88, 519, 10.1002/jctb.4012
Bogdan, 2009, The continuous-flow synthesis of ibuprofen, Angew. Chem. Int. Ed., 48, 8547, 10.1002/anie.200903055
Gilmore, 2014, Continuous synthesis of artemisinin-derived medicines, Chem. Commun., 50, 12652, 10.1039/C4CC05098C
Snead, 2013, End-to-end continuous flow synthesis purification of diphenhydramine hydrochloride featuring atom economy, in-line separation, and flow of molten ammonium salts, Chem. Sci., 4, 2822, 10.1039/c3sc50859e
Hessel, 2009, Novel process windows–gate to maximizing process intensification via flow chemistry, Chem. Eng. Technol., 32, 1655, 10.1002/ceat.200900474
Valera, 2010, The flows the thing or is it? Assessing the merits of homogeneous reactions in flask and flow, Angew. Chem. Int. Ed., 49, 2478, 10.1002/anie.200906095
Plouffe, 2014, From batch to continuous chemical synthesis – a toolbox approach, Org. Process Res. Dev., 18, 1286, 10.1021/op5001918
Hildebrandt, 1990, The attainable region and optimal reactor structures, Chem. Eng. Sci., 45, 2161, 10.1016/0009-2509(90)80091-R
Achenie, 1990, A superstructure based approach to chemical reactor network synthesis, Comput. Chem. Eng., 14, 23, 10.1016/0098-1354(90)87003-8
Freund, 2008, Towards a methodology for the systematic analysis design of efficient chemical processes: Part 1. From unit operations to elementary process functions, Chem. Eng. Process., 47, 2051, 10.1016/j.cep.2008.07.011
Peschel, 2010, Methodology for the design of optimal chemical reactors based on the concept of elementary process functions, Ind. Eng. Chem. Res., 49, 10535, 10.1021/ie100476q
Lee, 2014, Design and optimization of coupling a continuously operated reactor with simulated moving bed chromatography, Chem. Eng. J., 251, 355, 10.1016/j.cej.2014.04.043
Nagy, 2012, Mixing and dispersion in small–scale flow systems, Org. Process Res. Dev., 16, 976, 10.1021/op200349f
Witt, 2015, Modeling mesoscale reactors for the production of fine chemicals, Chem. Eng. J., 278, 353, 10.1016/j.cej.2014.12.030
Jolliffe, 2015, Process modelling and simulation for continuous pharmaceutical manufacturing of ibuprofen, Chem. Eng. Res. Des., 97, 175, 10.1016/j.cherd.2014.12.005
C. Shukla, A. Kulkarni, V. Ranade, Selectivity engineering of the diazotization reaction in a continuous flow reactor, React. Chem. Eng. http://dx.doi.org/10.1039/C5RE00056D.
Jolliffe, 2016, Process modelling and simulation for continuous pharmaceutical manufacturing of artemisinin, Chem. Eng. Res. Des., 112, 310, 10.1016/j.cherd.2016.02.017
Westermann, 2016, Heat management in microreactors for fast exothermic organic syntheses–first design principles, Org. Process Res. Dev., 20, 487, 10.1021/acs.oprd.5b00205
Roberge, 2015, What is flow chemistry?, Chim. OGGI-Chem. Today, 33, 4
Barthe, 2008, Continuous multi-injection reactor for multipurpose production – Part I, Chem. Eng. Technol., 31, 1146, 10.1002/ceat.200800132
Roberge, 2008, Development of an industrial multi-injection microreactor for fast and exothermic reactions – Part II, Chem. Eng. Technol., 31, 1155, 10.1002/ceat.200800131
Stonestreet, 2002, A mixing-based design methodology for continuous oscillatory flow reactors, Chem. Eng. Res. Des., 80, 31, 10.1205/026387602753393204
Browne, 2011, Continuous flow processing of slurries: evaluation of an agitated cell reactor, Org. Process Res. Dev., 15, 693, 10.1021/op2000223
Christensen, 2012, Design and operation of a filter reactor for continuous production of a selected pharmaceutical intermediate, Chem. Eng. Sci., 71, 111, 10.1016/j.ces.2011.12.002
Peschel, 2011, Analysis and optimal design of an ethylene oxide reactor, Chem. Eng. Sci., 66, 6453, 10.1016/j.ces.2011.08.054
Peschel, 2012, Design of optimal multiphase reactors exemplified on the hydroformylation of long chain alkenes, Chem. Eng. J., 188, 126, 10.1016/j.cej.2012.01.123
Stankiewicz, 2000, Process intensification: transforming chemical engineering, Chem. Eng. Prog., 96, 22
Bakker, 1996, A lagrangian description of micromixing in a stirred tank reactor using 1d-micromixing model in a CFD flow field, Chem. Eng. Sci., 51, 2643, 10.1016/0009-2509(96)00130-3
Biegler, 2007, An overview of simultaneous strategies for dynamic optimization, Chem. Eng. Process., 46, 1043, 10.1016/j.cep.2006.06.021
Biegler, 2010, vol. 10
Cuthrell, 1987, On the optimization of differential-algebraic process systems, AIChE J., 33, 1257, 10.1002/aic.690330804
Fourer, 2003
Drud, 1994, CONOPT – a large-scale GRG code, ORSA J. Comput., 6, 207, 10.1287/ijoc.6.2.207
O’Brien, 2012, Continuous synthesis and purification by direct coupling of a flow reactor with simulated moving-bed chromatography, Angew. Chem. Int. Ed., 51, 7028, 10.1002/anie.201202795
Reizman, 2012, An automated continuous-flow platform for the estimation of multistep reaction kinetics, Org. Process Res. Dev., 16, 1770, 10.1021/op3001838
Charaschanya, 2016, Nucleophilic aromatic substitution of heterocycles using a high-temperature and high-pressure flow reactor, Tetrahedron Lett., 57, 1035, 10.1016/j.tetlet.2016.01.080
Menard, 1984, Measurements of R0 (H) and R0 (F) in alcohol hydrogen fluoride mixtures, J. Chem. Eng. Data, 29, 120, 10.1021/je00036a004
Fogler, 2006
Haber, 2014, Intensification of highly exothermic fast reaction by multi-injection microstructured reactor, Chem. Eng. Process., 84, 14, 10.1016/j.cep.2014.02.007
Hentschel, 2014, Simultaneous design of the optimal reaction and process concept for multiphase systems, Chem. Eng. Sci., 115, 69, 10.1016/j.ces.2013.09.046
A. ElSibai, L.K. RihkoStruckmann, K. Sundmacher, Model-based optimal Sabatier reactor design for power-to-gas applications, Energy Technol. http://dx.doi.org/10.1002/ente.201600600.
Lu, 1997, Analysis optimization of cross-flow reactors with staged feed policies–isothermal operation with parallel-series, irreversible reaction systems, Chem. Eng. Sci., 52, 1349, 10.1016/S0009-2509(96)00491-5
Hamel, 2003, Theoretical analysis of reactant dosing concepts to perform parallel-series reactions, Chem. Eng. Sci., 58, 4483, 10.1016/S0009-2509(03)00308-7
Kockmann, 2008, Enabling continuous-flow chemistry in microstructured devices for pharmaceutical and fine-chemical production, Chem. – A Eur. J., 14, 7470, 10.1002/chem.200800707
Gemoets, 2016, Liquid phase oxidation chemistry in continuous-flow microreactors, Chem. Soc. Rev., 45, 83, 10.1039/C5CS00447K
Boyd, 2004
Mesmer, 1977, Base strength of amines at high temperatures. Ionization of cyclohexylamine and morpholine, J. Solut. Chem., 6, 251, 10.1007/BF00645456
Hu, 1953, heat of fusion and heat of vaporization of hydrogen fluoride, J. Am. Chem. Soc., 75, 1232, 10.1021/ja01101a066
Rihani, 1965, Estimation of heat capacity of organic compounds from group contributions, Ind. Eng. Chem. Fundam., 4, 17, 10.1021/i160013a003