Selective oxidation of benzyl alcohol in dense CO 2: Insight by phase behavior modeling

Journal of Supercritical Fluids

Volumn 63, Issue , 2012, Pages 199-207

  Beier, Matthias Josef ^a,b   Grunwaldt, Jan Dierk ^a,c   Tsivintzelis, Ioannis ^a   Jensen, Anker D ^a   Kontogeorgis, Georgios M ^a   Baiker, Alfons ^b  

^a TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

^b ETH ZURICH   (Switzerland)

^c KARLSRUHE INSTITUTE OF TECHNOLOGY   (Germany)

Author keywords

Alcohol oxidation; CPA; Heterogeneous catalysis; Palladium; Segregation; Supercritical CO 2

Indexed keywords

ALCOHOL OXIDATION; BEHAVIOR MODELING; BENZYL ALCOHOL; BIPHASIC; BIPHASIC CONDITIONS; CATALYTIC PERFORMANCE; CATALYTIC REACTIONS; CONTINUOUS REACTORS; CONTINUOUS-FLOW SYSTEM; CPA; CUBIC PLUS ASSOCIATIONS; EQUATION OF STATE; GAIN INSIGHT; MODEL PREDICTION; ON FLOW; OPTIMAL REACTION CONDITION; OXYGEN CONCENTRATIONS; REACTION CONDITIONS; SELECTIVE OXIDATION; SINGLE PHASE; SINGLE-PHASE CONDITIONS; SUPERCRITICAL CO; THERMODYNAMIC MODEL;

ALDEHYDES; BATCH REACTORS; CATALYSIS; CATALYST ACTIVITY; CATALYST DEACTIVATION; EQUATIONS OF STATE; OPTIMIZATION; OXIDATION; PALLADIUM; PHASE BEHAVIOR; REACTION RATES; SEGREGATION (METALLOGRAPHY);

CARBON DIOXIDE;

EID: 84857653588     PISSN: 08968446     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.supflu.2011.12.019     Document Type: Article

References (45)

1. M. Besson, and P. Gallezot Selective oxidation of alcohols and aldehydes on metal catalysts Catalysis Today 57 2000 127 141
2. J.H.J. Kluytmans, A.P. Markusse, B.F.M. Kuster, G.B. Marin, and J.C. Schouten Engineering aspects of the aqueous noble metal catalysed alcohol oxidation Catalysis Today 57 2000 143 155
3. T. Mallat, and A. Baiker Oxidation of alcohols with molecular oxygen on solid catalysts Chemical Reviews 104 2004 3037 3058
4. J.-D. Grunwaldt, M. Caravati, and A. Baiker Oxidic or metallic palladium: which is the active phase in Pd-catalyzed aerobic alcohol oxidation? J. Physical Chemistry B 110 2006 25586 25589 (Pubitemid 46133259)
5. 2-expanded phases Coordination Chemistry Reviews 219 2001 789 820 (Pubitemid 32927471)
6. T. Seki, and M. Baiker Catalytic oxidations in dense carbon dioxide Chemical Reviews 109 2009 2409 2454
7. M. Caravati, J.-D. Grunwaldt, and A. Baiker Selective oxidation of benzyl alcohol to benzaldehyde in supercritical carbon dioxide Catalysis Today 91-92 2004 1 5
8. G. Jenzer, T. Mallat, and A. Baiker Continuous oxidation of benzyl alcohol in supercritical carbon dioxide Catalysis Letters 73 2001 5 8 (Pubitemid 33617231)
9. 2-expanded liquids Industrial & Engineering Chemistry Research 45 2006 5351 5360 (Pubitemid 44196788)
10. 2-expanded solvents in heterogeneous catalysis: a case study Applied Catalysis B: Environmental 49 2004 91 98 (Pubitemid 38453955)
11. 2- expanded solvents: versatile media for performing homogeneous catalytic oxidations J. American Chemical Society 124 2002 2513 2517 (Pubitemid 34256377)
12. 2-expanded liquids Green Chemistry 12 2010 260 267
13. 3 J. Catalysis 240 2006 126 136
14. 2-dissolved expanded polar and nonpolar organic liquids: their macroscopic and microscopic features J. Physical Chemistry C 115 2011 2257 2267
15. A.M. Steele, J. Zhu, and S.C. Tsang Noble metal catalyzed aerobic oxidation of alcohols to aldehydes in supercritical carbon dioxide Catalysis Letters 73 2001 9 13 (Pubitemid 33617232)
16. 2 and PEG DGMK Tagungsbericht 2 2005 61 67
17. M. Caravati, J.-D. Grunwaldt, and A. Baiker Benzyl alcohol oxidation in supercritical carbon dioxide: spectroscopic insight into phase behaviour and reaction mechanism Physical Chemistry Chemical Physics 7 2005 278 285 (Pubitemid 40159891)
18. G. Jenzer, M.S. Schneider, R. Wandeler, T. Mallat, and A. Baiker Palladium-catalyzed oxidation of octyl alcohols in supercritical carbon dioxide J. Catalysis 199 2001 141 148 (Pubitemid 32403892)
19. 2 Catalysis Today 126 2007 27 36 (Pubitemid 47102141)
20. Z. Hou, N. Theyssen, A. Brinkmann, and W. Leitner Biphasic aerobic oxidation of alcohols catalyzed by poly(ethylene glycol)-stabilized palladium nanoparticles in supercritical carbon dioxide Angewandte Chemie - International Edition 44 2005 1346 1349 (Pubitemid 40343544)
21. Z. Hou, N. Theyssen, A. Brinkmann, K.V. Klementiev, W. Gruenert, M. Buehl, W. Schmidt, B. Spliethoff, B. Tesche, C. Weidenthaler, and W. Leitner Supported palladium nanoparticles on hybrid mesoporous silica: structure/activity-relationship in the aerobic alcohol oxidation using supercritical carbon dioxide J. Catalysis 258 2008 315 323
22. Z. Hou, N. Theyssen, and W. Leitner Palladium nanoparticles stabilised on PEG-modified silica as catalysts for the aerobic alcohol oxidation in supercritical carbon dioxide Green Chemistry 9 2007 127 132
23. 2-supported gold nanoparticles in supercritical carbon dioxide with molecular oxygen Applied Catalysis A: General 349 2008 86 90
24. B. Kimmerle, J.-D. Grunwaldt, and A. Baiker Gold catalysed selective oxidation of alcohols in supercritical carbon dioxide Topics in Catalysis 44 2007 285 292
25. A. Baiker Supercritical fluids in heterogeneous catalysis Chemical Reviews 99 1999 453 473 (Pubitemid 129606082)
26. R. Glaser, J. Williardt, D. Bush, M. Lazzaroni, and C. Eckert Application of high-pressure phase equilibria to the selective oxidation of alcohols over supported platinum catalysts in supercritical carbon dioxide Utilization of Greenhouse Gases 852 2003 352 364
27. R. Glaser, R. Jos, and J. Williardt Selective oxidation of 1- and 2-propanol with molecular oxygen by noble metal catalysis in supercritical carbon dioxide Topics in Catalysis 22 2003 31 39
28. J.-D. Grunwaldt, R. Wandeler, and A. Baiker Supercritical fluids in catalysis: opportunities of in situ spectroscopic studies and monitoring phase behavior Catalysis Reviews - Science and Engineering 45 2003 1 96
29. S.E. Dapurkar, H. Kawanami, M. Chatterjee, C.V. Rode, T. Yokoyama, and Y. Ikushima Selective catalytic oxidation of geraniol to citral with molecular oxygen in supercritical carbon dioxide Applied Catalysis A: General 394 2011 209 214
30. E. Voutsas, C. Perakis, G. Pappa, and D. Tassios An evaluation of the performance of the Cubic-Plus-Association equation of state in mixtures of non-polar, polar and associating compounds: towards a single model for non-polymeric systems Fluid Phase Equilibria 261 2007 343 350 (Pubitemid 47593059)
31. G.M. Kontogeorgis, M.L. Michelsen, G.K. Folas, S. Derawi, N. von Solms, and E.H. Stenby Ten Years with the CPA (Cubic-Plus-Association) equation of state. Part 1. Pure compounds and self-associating systems Industrial & Engineering Chemistry Research 45 2006 4855 4868 (Pubitemid 44121067)
32. G.M. Kontogeorgis, M.L. Michelsen, G.K. Folas, S. Derawi, N. von Solms, and E.H. Stenby Ten years with the CPA (Cubic-Plus-Association) equation of state. Part 2. Cross-associating and multicomponent systems Industrial & Engineering Chemistry Research 45 2006 4869 4878 (Pubitemid 44121068)
33. 2 Fluid Phase Equilibria 302 2011 83 92
34. G.M. Kontogeorgis, E.C. Voutsas, I.V. Yakoumis, and D.P. Tassios An equation of state for associating fluids Industrial & Engineering Chemistry Research 35 1996 4310 4318 (Pubitemid 126475956)
35. 3: an in situ ATR-IR study J. Physical Chemistry B 109 2005 958 967
36. T.N. Zwietering The degree of mixing in continuous flow systems Chemical Engineering Science 11 1959 1 15
37. H. Weinstein, and R.J. Adler Micromixing effects in continuous chemical reactors Chemical Engineering Science 22 1967 65 75
38. P.V. Danckwerts The effect of incomplete mixing on homogeneous reactions Chemical Engineering Science 8 1958 93 102
39. 2 + 1,2,3,4-tetrahydronaphthalene at temperatures between 313 and 393 K and pressures up to 20 MPa J. Chemical & Engineering Data 38 1993 247 249 (Pubitemid 23670331)
40. J.-D. Grunwaldt, M. Caravati, M. Ramin, and A. Baiker Probing active sites during palladium-catalyzed alcohol oxidation in supercritical carbon dioxide Catalysis Letters 90 2003 221 229
41. 2 catalyzed by perruthenate immobilized on polymer supported ionic liquid Green Chemistry 10 2008 278 282
42. 3 during the liquid-phase oxidation of 1-phenylethanol J. Catalysis 222 2004 268 280
43. C. Keresszegi, T. Burgi, T. Mallat, and A. Baiker On the role of oxygen in the liquid-phase aerobic oxidation of alcohols on palladium J. Catalysis 211 2002 244 251
44. 3 during aerobic oxidation of cinnamyl alcohol in an organic solvent J. Catalysis 213 2003 291 295
45. I. Tsivintzelis, I.G. Economou, and G.M. Kontogeorgis Modeling the phase behavior in mixtures of pharmaceuticals with liquid or supercritical solvents J. Physical Chemistry B 113 2009 6446 6458