Effect of pressure and non-isothermal injection on re-crystallization by CO2 antisolvent: Solubility measurements, simulation of mixing and experiments

Journal of Supercritical Fluids

Volumn 76, Issue , 2013, Pages 115-125

  Erriguible, A ^a   Laugier, S ^a   Late M ^a   Subra Paternault, P ^a  

^a UNIVERSITÉ DE BORDEAUX   (France)

Author keywords

Crystallization; Mefenamic acid; Neural network; Non isothermal; Simulation; Solubility; Supercritical

Indexed keywords

ANTI-SOLVENT CRYSTALLIZATION; HEAT AND MASS TRANSFER; MEFENAMIC ACID; NON-ISOTHERMAL CONDITION; NONISOTHERMAL; SIMULATION; SOLUBILITY MEASUREMENT; SUPERCRITICAL;

ACETONE; CRYSTALLIZATION; ISOTHERMS; MIXING; NEURAL NETWORKS; PHASE EQUILIBRIA; PRESSURE EFFECTS; SOLUBILITY; SUPERSATURATION; THREE DIMENSIONAL COMPUTER GRAPHICS;

CARBON DIOXIDE;

EID: 84874923080     PISSN: 08968446     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.supflu.2013.01.015     Document Type: Article

References (54)

1. O. Yesil-Celiktas, and D. Senyay The breadth and intensity of supercritical particle formation research with an emphasis on publication and patent disclosures Industrial and Engineering Chemistry Research 49 2010 7017 7026
2. E. Reverchon, R. Adami, G. Caputo, and I. De Marco Spherical microparticles production by supercritical antisolvent precipitation: interpretation of results J. Supercritical Fluids 47 2008 70 84
3. M.-S. Kim, S. Lee, J.-S. Park, J.-S. Woo, and S.-J. Hwang Micronization of cilostazol using supercritical antisolvent process: effect of process parameters Powder Technology 177 2007 64 70 (Pubitemid 47224964)
4. M. Cardoso, G. Monteiro, J.P. Cardoso, T. Prazeres, Figueiredo, J. Martinho, J. Cabral, and A. Palavra Supercritical antisolvent micronization of minocycline hydrochloride J. Supercritical Fluids 44 2008 238 244
5. F. Miguel, A. Martin, T. Gamse, and M.J. Cocero Supercritical anti solvent precipitation of lycopene: effect of the operating parameters J. Supercritical Fluids 36 2006 225 235 (Pubitemid 41531229)
6. C. Kalogiannis, E. Pavlidou, and C. Panayiotou Production of amoxicillin microparticles by supercritical antisolvent precipitation Industrial and Engineering Chemistry Research 44 2005 9339 9346 (Pubitemid 41801578)
7. 2 mixtures J. Supercritical Fluids 35 2005 95 105 (Pubitemid 40893947)
8. M. Rehman, B. Shekunov, P. York, and P. Colthorpe Solubility and precipitation of nicotinic acid in supercritical carbon dioxide J. Phamaceutical Sciences 90 2001 1570 1582 (Pubitemid 32979751)
9. P. Subra, and P. Jestin Screening design of experiments (DOE) applied to supercritical antisolvent process Industrial and Engineering Chemistry Research 39 2000 4178 4184
10. S.-C. Chang, M.-J. Lee, and H.-M. Lin Preparation of nano- and micrometric ceftazidime particles with supercritical anti-solvent technique Journal of Physical Chemistry C 12 2008 1483 5 14842
11. S.-C. Chang, M.-J. Lee, and H.-M. Lin Role of phase behavior in micronization of lysozyme via a supercritical anti-solvent process Chemical Engineering J. 139 2008 416 425
12. E. Franceschi, M. Kunita, M. Tres, A. Rubira, E. Muniz, M. Corazza, C. Dariva, S. Ferreira, and J. Oliveira Phase behavior and process parameters effects on the characteristics of precipitated theophylline using carbon dioxide as antisolvent J. Supercritical Fluids 44 2008 8 20 (Pubitemid 350298732)
13. Y.-P. Chang, M. Tang, and Y.-P. Chen Micronization of sulfamethoxazole using the supercritical anti-solvent process J. Materials Science 43 2008 2328 2335
14. Yen-Ming Chen, Muoi Tang, and Yan-Ping Chen Recrystallization and micronization of sulfathiazole by applying the supercritical antisolvent technology Chemical Engineering J. 165 2010 358 364
15. S.-J. Park, and S.-D Yeo Antisolvent crystallization of sulfa drugs and the effect of process parameters Separation Science and Technology 42 2007 2645 2660 (Pubitemid 47567316)
16. C. Lengsfeld, J. Delplanque, V. Barocas, and T. Randolph Mechanism governing microparticle morphology during precipitation by a compressed antisolvent: atomization vs. nucleation and growth Journal of Physical Chemistry B 104 2000 2725 2735 (Pubitemid 33685490)
17. E. Badens, O. Boutin, and G. Charbit Laminar jet dispersion and jet atomization in pressurized carbon dioxide J. Supercritical Fluids 2005 81 90 (Pubitemid 41313015)
18. 2-antisolvent techniques on size distribution and crystal lattice of theophylline J. Supercritical Fluids 57 2011 267 277
19. A. Tabernero, E. Martín del Valle, and M. Galán Precipitation of tretinoin and acetaminophen with solution enhanced dispersion by supercritical fluids (SEDS). Role of phase equilibria to optimize particle diameter Powder Technology 217 2012 177 218
20. J. Bałdyga, D. Kubicki, B. Shekunov, and K. Smith Mixing effects on particle formation in supercritical fluids Chemical Engineering Research and Design 88 2010 1131 1141
21. J. Mullin Crystallization 3rd ed. 1993 Heinemann Butterworth
22. M. Skerget, Z. Knez, and M. Knez-Hrncič Solubility of solids in sub- and supercritical fluids: a review Journal of Chemical and Engineering Data 56 2011 694 719
23. J.-L. Li, J.-S. Jin, Z.-T. Zhang, and X.-M. Pei Solubility of p-toluenesulfonamide in pure and modified supercritical carbon dioxide J. Chemical and Engineering Data 54 2009 1142 1146
24. A.R.C. Duarte, S. Santiago, H.C. De Sousa, and C.M.M. Duarte Solubility of acetazolamide in supercritical carbon dioxide in the presence of ethanol as a cosolvent J. Chemical and Engineering Data 50 2005 216 220
25. 2 with mixed cosolvent Fluid Phase Equilibria 226 2004 9 13 (Pubitemid 39575399)
26. S. Ting, S. Macnaughton, D. Tomasko, and N. Foster Solubility of naproxen in supercritical carbon dioxide with and without cosolvents Industrial and Engineering Chemistry Research 32 1993 1471 1481 (Pubitemid 23679128)
27. 2-organic solvent mixtures J. Supercritical Fluids 47 2008 147 153
28. 2 on the solubility of griseofulvin in acetone and ethanol solutions J. Supercritical Fluids 29 2004 49 57
29. A. Weber, L.V. Yelash, and T. Kraska Effect of the phase behaviour of the solvent-antisolvent systems on the gas-antisolvent-crystallization of paracetamol J. Supercritical Fluids 33 2005 107
30. 2 (3) J. Supercritical Fluids 24 2002 103 109
31. 2 + ethanol as a modifier: measurements and thermodynamic modeling J. Supercritical Fluids 32 2004 89 96 (Pubitemid 40297885)
32. F. Wubbolts, O. Bruinsma, and G. Van Rosmalen Measurement and modelling of the solubility of solids in mixtures of common solvents and compressed gases J. Supercritical Fluids 32 2004 79 87 (Pubitemid 40292295)
33. I. Kikic, N. De Zordib, M. Moneghinib, and D. Solinas Solubility estimation of drugs in ternary systems of interest for the antisolvent precipitation processes J. Supercritical Fluids 55 2010 616 622
34. I. Kikic, N. Zordi, M. Moneghini, and D. Solinas Antisolvent precipitation of vitamin B6: a thermodynamic study J. Chemical and Engineering Data 56 2011 4978 4983
35. N. De Zordi, I. Kikic, M. Moneghini, and D. Solinas Solubility of pharmaceutical compounds in supercritical carbon dioxide J. Supercritical Fluids 66 2012 16 22
36. A. Martin, and M.J. Cocero Numerical modeling of jet hydrodynamics, mass transfer, and crystallization kinetics in the supercritical antisolvent (SAS) process J. Supercritical Fluids 32 2004 203 219 (Pubitemid 40292307)
37. M.A. Tavares Cardoso, J.M.S. Cabral, A.M.F. Palavra, and V. Geraldes CFD analysis of supercritical antisolvent (SAS) micronization of minocycline Hydrochloride J. Supercritical Fluids 47 2008 247 258
38. A. Erriguible, S. Vincent, and P. Subra-Paternault Numerical investigations of liquid jet breakup in pressurized carbon dioxide: conditions of two-phase flow in Supercritical Antisolvent Process J. Supercritical Fluids 52 2012 16 24
39. 2-solvent mixtures in miscible conditions: Isothermal and non-isothermal mixing J. Supercritical Fluids 52 2010 193 202
40. R. Panchagnula, P. Sundaramurthy, O. Pillai, S. Agrawal, and Y. Ashok Raj Solid-state characterization of mefenamic acid J. Pharmaceutical Sciences 93 2004 1019 1029 (Pubitemid 38420411)
41. S. Cesur, and S. Gokbel Crystallization of mefenamic acid and polymorphs Crystal Research and Technology 43 2008 720 728
42. S. Colussi, N. Elvassore, and I. Kikic A comparison between semi-empirical and molecular-based equations of state for describing the thermodynamic of supercritical micronization processes J. Supercritical Fluids 39 2006 118 126 (Pubitemid 44602355)
43. J. Chrastil Solubility of solids and liquids in supercritical gases J. Physical Chemistry 86 1982 3016 3021
44. Y. Bakhbakhi Phase equilibria prediction of solid solute in supercritical carbon dioxide with and without a cosolvent: the use of artificial neural network Expert Systems with Applications 38 2011 11355 11362
45. 2: a comparative study Mathematical and Computer Modelling 55 2012 1932 1941
46. M. Lashkarbolooki, B. Vaferi, and M.R. Rahimpour Comparison the capability of artificial neural network (ANN) and EOS for prediction of solid solubilities in supercritical carbon dioxide Fluid Phase Equilibria 308 2011 35 43
47. 2 antisolvent process Acta Biomaterialia 5 2009 1094 1103
48. A. Bamberger, and G. Maurer High-pressure (vapour + liquid) equilibria in (carbon dioxide + acetone or 2-propanol) at temperatures from 293 K to 333 K J. Chemical Thermodynamics 32 2000 685 700
49. S. Laugier, F. Rivolet, and D. Richon New volume translation for cubic equations of state Fluid Phase Equilibria 259 2007 99 104 (Pubitemid 47241132)
50. A. Erriguible, S. Vincent, and P. Subra-Paternault Simulation of jet disintegration in a supercritical reactor Mechanics Research Communications 40 2012 52 55
51. R. Reid, J. Prausnitz, and B. Poling The Properties of Gases and Liquids 5th ed. 1987 McGraw-Hill
52. J. Delteil, S. Vincent, A. Erriguible, and P. Subra-Paternault Numerical investigations in Rayleigh breakup of round liquid jets with VOF methods Computer and Fluids 50 2011 10 23
53. T. Fadli, A. Erriguible, and P. Subra-Paternault Simulation d'un procédé de cristallisation antisolvant en milieu fluide supercritique, Récents Progrès en Génie des Procédés, Numéro 101 2011 SFGP Paris, France ISSN 1775-335X-ISBN 2-910239-75-6
54. E. Reverchon, E. Torino, S. Dowy, A. Braeuer, and A. Leipertz Interactions of phase equilibria, jet fluid dynamics and mass transfer during Supercritical antisolvent micronization Chemical Engineering J. 156 2010 446 458