Phenylacetylene hydrogenation over [Rh(NBD)(PPh3) 2]BF4 catalyst in a numbered-up microchannels reactor

Industrial and Engineering Chemistry Research

Volumn 52, Issue 33, 2013, Pages 11516-11526

  Al Rawashdeh, M ^a   Zalucky, J ^a,b   Muller C ^a,c   Nijhuis, T A ^a   Hessel, V ^a   Schouten, J C ^a  

^a EINDHOVEN UNIVERSITY OF TECHNOLOGY   (Netherlands)

^b INSTITUTE OF ION BEAM PHYSICS AND MATERIALS RESEARCH   (Germany)

^c FREIE UNIVERSITÄT BERLIN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST CONCENTRATION; GAS AND LIQUID FLOWS; GAS-LIQUID TAYLOR FLOWS; HYDROGEN PRESSURES; HYDROGENATION OF PHENYLACETYLENE; INITIAL CONCENTRATION; PRODUCT CONCENTRATION; RHODIUM CATALYSTS;

AROMATIC HYDROCARBONS; BATCH REACTORS; CATALYSTS; HYDROGENATION; KINETIC PARAMETERS; KINETIC THEORY; RHODIUM; STYRENE;

LIQUIDS;

EID: 84883194471     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie4009277     Document Type: Article

References (41)

1. J. Org. Chem. 1998, 49-53
2. Kockmann, N.; Roberge, D. M. Harsh Reaction Conditions in Continuous-Flow Microreactors for Pharmaceutical Production Chem. Eng. Technol. 2009, 32, 1682-1694
3. Charpentier, J. C. In the Frame of Globalization and Sustainability, Process Intensification, a Path to the Future of Chemical and Process Engineering (Molecules into Money) Chem. Eng. J. 2007, 134, 84-92
4. Wiles, C.; Watts, P. Continuous Flow Reactors: A Perspective Green Chem. 2012, 14, 38-54
5. Hessel, V.; Cortese, B.; de Croon, M. H. J. M. Novel Process Windows-Concept, Proposition and Evaluation Methodology, and Intensified Superheated Processing Chem. Eng. Sci. 2011, 66, 1426-1448
6. Anxionnaz, Z.; Cabassud, M.; Gourdon, C.; Tochon, P. Heat exchanger/reactors (HEX reactors): Concepts, technologies: State-of-the-art Chem. Eng. Process. 2008, 47, 2029-2050
7. Kockmann, N.; Gottsponer, M.; Roberge, D. M. Scale-Up Concept of Single-Channel Microreactors from Process Development to Industrial Production Chem. Eng. J. 2011, 167, 718-726
8. Hornung, C. H.; Mackley, M. R.; Baxendale, I. R.; Ley, S. V. A Microcapillary Flow Disc Reactor for Organic Synthesis Org. Process Res. Dev. 2007, 11, 399-405
9. Hessel, V.; Knobloch, C.; Loewe, H. Review on Patents in Microreactor and Micro Process Engineering Recent Pat. Chem. Eng. 2008, 1, 1-16
10. Lerou, J. J.; Tonkovich, A. L.; Silva, L.; Perry, S.; McDaniel, J. Microchannel Reactor Architecture Enables Greener Processes Chem. Eng. Sci. 2010, 65, 380-385
11. Roberge, D. M.; M, G.; Eyholzer, M.; Kockmann, N. Industrial Design, Scale-Up, and Use of Microreactors Chim. Oggi 2009, 27, 8-11
12. Schenk, R.; Hessel, V.; Hofmann, C.; Loewe, H.; Schoenfeld, F. Novel Liquid-Flow Splitting Unit Specifically Made for Numbering-Up of Liquid/Liquid Chemical Microprocessing Chem. Eng. Technol. 2003, 26, 1271-1280
13. Saber, M.; Commenge, J. M.; Falk, L. Heat-Transfer Characteristics in Multi-Scale Flow Networks with Parallel Channels Chem. Eng. Process. 2009, 49, 732-739
14. Nieves-Remacha, M. J.; Kulkarni, A. A.; Jansen, K. F. Gas-Liquid Flow and Mass Transfer in an Advanced-Flow Reactor Ind. Eng. Chem. Res. 2013, 52, 8996-9010
15. Chambers, R. D.; Fox, M. A.; Holling, D.; Nakano, T.; Okazoe, T.; Sandford, G. Elemental Fluorine, Part 16. Versatile Thin-Film Gas-Liquid Multi-Channel Microreactors for Effective Scale-Out Lab Chip 2005, 5, 191-198
16. Huebner, S.; Bentrup, U.; Budde, U.; Lovis, K.; Dietrich, T.; Freitag, A.; Kupper, L.; Jahnisch, K. An Ozonolysis-Reduction Sequence for the Synthesis of Pharmaceutical Intermediates in Microstructured Devices Org. Process Res. Dev. 2009, 952-960
17. Metzke, D. Chemical Micro Process Technology: The Catalouge-Falling Film Microreactor; Institut fur Mikrotechnik Mainz: Mainz, Germany, 2013, (a technical manual, www.imm-mainz.de).
18. Losey, M. W.; Jackman, R. J.; Firebaugh, S. L.; Schmidt, M. A.; Jensen, K. F. Design and Fabrication of Microfluidic Devices for Multiphase Mixing and Reaction J. Microelectromech. Syst. 2002, 11, 709-717
19. De Mas, N.; Gunther, A.; Kraus, T.; Schmidt, M. A.; Jensen, K. F. Scaled-Out Multilayer Gas-Liquid Microreactor with Integrated Velocimetry Sensors Ind. Eng. Chem. Res. 2005, 44, 8997-9013
20. Kashid, M.; Gupta, A.; Renken, A.; Kiwi-Minsker, L. Numbering-Up and Mass Transfer Studies of Liquid-Liquid Two-Phase Microstructured Reactors Chem. Eng. J. 2010, 158, 233-240
21. Tonomura, O.; Tominari, T.; Kano, M.; Hasebe, S. Operation Policy for Micro Chemical Plants with External Numbering-Up Structure Chem. Eng. J. 2008, 135, S131-S137
22. Behl, M.; Roy, S. Experimental Investigation of Gas-Liquid Distribution in Monolith Reactors Chem. Eng. Sci. 2007, 62, 7463-7470
23. Haverkamp, V.; Hessel, V.; Loewe, H.; Menges, G.; Warnier, M. J. F.; Rebrov, E. V.; de Croon, M. H. J. M.; Schouten, J. C.; Liauw, M. A. Hydrodynamics and Mixer-Induced Bubble Formation in Micro Bubble Columns with Single and Multiple-Channels Chem. Eng. Technol. 2006, 29, 1015-1026
24. Al-Rawashdeh, M.; Fluitsma, L. J. M.; Nijhuis, T. A.; Rebrov, E. V.; Hessel, V.; Schouten, J. C. Design Criteria for a Barrier-Based Gas-Liquid Flow Distributor for Parallel Microchannels Chem. Eng. J. 2012, 181-182, 549-556
25. Al-Rawashdeh, M.; Yu, F.; Patil, N. G.; Nijhuis, T. A.; Rebrov, E. V.; Hessel, V.; Schouten, J. C. Designing Flow and Temperature Uniformities in Parallel Microchannels Reactor. AIChE J., in press.
26. Al-Rawashdeh, M.; Yu, F.; Nijhuis, T. A.; Rebrov, E. V.; Hessel, V.; Schouten, J. C. Numbered-Up Gas-Liquid Micro/Milli Channels Reactor with Modular Flow Distributor Chem. Eng. J. 2012, 207-208, 645-655
27. Kluwer, A. M.; Elsevier, C. J. In The Handbook of Homogeneous Hydrogenation; de Vries, J. G.; Elsevier, C. J., Eds.; Wiley-VCH: Berlin, Germany, 2007.
28. Schrock, R. R.; Osborn, J. A. Catalytic Hydrogenation Using Cationic Rhodium Complexes. I. Evolution of the Catalytic System and the Hydrogenation of Olefins J. Am. Chem. Soc. 1976, 98, 2134-2143
29. Schrock, R. R.; Osborn, J. A. Catalytic Hydrogenation Using Cationic Rhodium Complexes. II. The Selective Hydrogenation of Alkynes to Cis Olefins J. Am. Chem. Soc. 1976, 98, 2143-2147
30. 4 (NBD=2,5-Norbornadiene) J. Organomet. Chem. 1998, 551, 49-53
31. 3 Catalyst Ind. Eng. Chem. Res. 2002, 41, 3345-3350
32. Fishwick, R. P.; Natividad, R.; Kulkarni, R.; McGuire, P. A.; Wood, J.; Winterbottom, J. M.; Stitt, E. H. Selective Hydrogenation Reactions: A Comparative Study of Monolith CDC, Stirred Tank and Trickle Bed Reactors Catal. Today 2007, 128, 108-114
33. Keybl, J.; Jensen, K. F. Microreactor System for High-Pressure Continuous Flow Homogeneous Catalysis Measurements Ind. Eng. Chem. Res. 2011, 50, 11013-11022
34. Abdallah, R.; Meille, V.; Shaw, J.; Wenn, D.; de Bellefon, C. Gas-Liquid and Gas-Liquid-Solid Catalysis in a Mesh Microreactor Chem Commun. 2004, 372-373
35. Nijhuis, T. A.; Dautzenberg, F. M.; Moulijn, J. A. Modeling of Monolithic and Trickle-Bed Reactors for the Hydrogenation of Styrene Chem. Eng. Sci. 2003, 58, 1113-1124
36. 4 in Dichloromethane: A Kinetic and Spectroscopic Investigation J. Organomet. Chem. 2000, 599, 178-184
37. Salman, W.; Angeli, P.; Gavriilidis, A. Sample Pulse Broadening in Taylor Flow Microchannels for Screening Applications Chem. Eng. Technol. 2005, 28, 509-514
38. Fries, D. M.; von Rohr, P. R. Liquid Mixing in Gas-Liquid Two-Phase Flow by Meandering Microchannels Chem. Eng. Sci. 2009, 64, 1326-1335
39. Bercic, G.; Pintar, A. The Role of Gas Bubbles and Liquid Slug Lengths on Mass Transport in the Taylor Flow through Capillaries Chem. Eng. Sci. 1997, 52, 3709-3719
40. van Steijn, V.; Kleijn, C. R.; Kreutzer, M. T. Predictive Model for the Size of Bubbles and Droplets Created in Microfluidic T-Junctions Lab Chip 2010, 10, 2513-2518
41. Warnier, M. J. F.; Rebrov, E. V.; de Croon, M. H. J. M.; Hessel, V.; Schouten, J. C. Gas Hold-Up and Liquid Film Thickness in Taylor Flow in Rectangular Microchannels Chem. Eng. J. 2008, 135, S153-S158