Generation of divided solids by supercritical fluids;La génération de solides divisés par fluides supercritiques

Canadian Journal of Chemical Engineering

Volumn 81, Issue 2, 2003, Pages 161-175

  Fages, Jacques ^a   Lochard, Hubert ^a   Rodier, Elisabeth ^a   Letourneau, Jean Jacques ^a   Sauceau, Martial ^a  

^a ECOLE DES MINES D ALBI CARMAUX   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CRYSTALLIZATION; DISPERSIONS; POWDERS; PRESSURE EFFECTS; SOLVENTS;

DECOMPRESSION; MONODISPERSE POWDERS;

SUPERCRITICAL FLUIDS;

CARBON DIOXIDE; ORGANIC SOLVENT; SOLVENT;

CARBON DIOXIDE; INDUSTRIAL APPLICATION; NUCLEATION; SEPARATION; SUPERCRITICAL FLUID;

CRYSTALLIZATION; DECOMPRESSION; DENSITY; DISSOLUTION; DRUG INDUSTRY; POWDER; PRESSURE; REVIEW; SOLID; SUPERCRITICAL FLUID;

EID: 2942672120     PISSN: 00084034     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjce.5450810201     Document Type: Review

References (106)

1. Adshiri, T., "Application of Supercritical Fluids in Powder Processing", Kona 16, 89-101 (1998).
2. Alessi, P., A. Cortesi, I. Kikic, N. Foster, S. Macnaughton et I. Colombo, "Particle Production of Steroid Drugs using Supercritical Fluid Processing", Ind. Eng. Chem. Res. 35, 4718-4726 (1996).
3. Beach, S., D. Latham, C. Sidgwick, M. Hanna, et P. York, "Control of the Physical Form of Salmeterol Xinafoate", Org. Process Res. Dev. 3, 370-376 (1999).
4. Beckett, S. T., "The science of Chocolate", Royal Society of Chemistry paperbacks (2000).
5. Bertucco, A., P. Pallado et L. Benedetti, "Formation of Biocompatible Polymer Microspheres for Controlled Drug Delivery by a Supercritical Antisolvent Technique", dans "High Pressure Chemical Engineering", R. von Rohr et C. Trepp éditeurs, Elsevier, Amsterdam, Netherlands, (1996) pp.217-222.
6. Bleich, J., P. Kleinebudde et B.W. Muller, "Influence of Gas Density and Pressure on Micro-Particles Produced with the ASES Process", Int. J. Pharm. 106, 77-86 (1994).
7. Catchpole, O., S. Hochmann et S. Anderson, "Gas Anti-Solvent Fractionation of Natural Products", dans "High Pressure Chemical Engineering", R. von Rohr et C. Trepp éditeurs, Elsevier, Amsterdam, Netherlands, (1996) pp.309-314.
8. Chang, C. et A. Randolph, "Precipitation of Microsize Organic Particles from Supercritical Fluids", AIChE J. 35, 1876-1882 (1989).
9. Chang, C. et A. Randolph, "Solvent Expansion and Solute Solubility Predictions in Gas-Expanded Liquids", AIChE J. 36, 939-942 (1990).
10. Charoenchaitrakool, M., F. Dehghani, N.R. Foster et H.K. Chan, "Micronization by Rapid Expansion of Supercritical Solutions to Enhance the Dissolution Rates of Poorly Water Soluble Phamaceuticals", Ind. Eng. Chem. Res. 39, 4794-4802 (2000).
11. Charoenchaitrakool, M., F. Dehghani et N.R. Foster, "Utilization of Supercritical Carbon Dioxide for Complex Formation of Ibuprofen and Methyl-b-Cyclodextrin", Int. J. Pharma. 239, 103-112 (2002).
12. Chhor, K., J.F. Bocquet, et C. Pommier, "Syntheses of Submicron Titania Powders in Vapor, Liquid and Supercritical Phases, a Comparative Study", Mat. Chem. Phys. 32, 249-254 (1992).
13. Chhor, K., J.F. Bocquet, et C. Pommier, "A New TiO2 Film Deposition Process in a Supercritical Fluid", Surface Coatings Technol. 70, 73-78 (1994).
14. Chhor, K., J.F. Bocquet et C. Pommier, "Syntheses of Submicron Magnesium Oxide Powders", Mat. Chem. Phys. 40, 63-68 (1995).
15. Chrastil, J., "Solubility of Solids and Liquids in Supercritical Gases", J. Phys. Chem. 86, 3016-3021 (1982).
16. Cygnarowicz, M. "Equilibrium Solubilities of b-Carotene in Supercritical Carbon Dioxide", Fluid Phase Equilib. 59, 57-71 (1990).
17. Debenedetti, P. "Homogeneous Nucleation in Supercritical Fluids", AIChE J. 35, 1289-1298 (1990).
18. Debenedetti, P., J. Tom, X. Kwauk et S.D. Yeo, "Rapid Expansion of Supercritical Solutions (RESS): Fundamentals and Applications", Fluid Phase Equilib. 82, 311-321 (1993a).
19. Debenedetti, P., J. Tom, S.D. Yeo et G.B. Lim, "Application of Supercritical Fluids for the Production of Sustained Delivery Devices", J. Controlled Release 24, 27-44 (1993b).
20. De La Fuente Badilla, J.C., C.J. Peters et J. De Swaan Arons, "Volume Expansion in Relation to the Gas-Antisolvent Process", J. Supercrit. Fluids 17, 13-23 (2000).
21. Dixon, D. et K. Johnston, "Molecular Thermodynamics of Solubilities in Gas Antisolvent Cristallisation", AIChE J. 37, 1441-1449 (1991).
22. Dixon, D., K. Johnston et R. Bodmeier, "Polymeric Materials Formed by Precipitation with a Compressed Fluid Antisolvent", AIChE J. 39, 127-139 (1993).
23. Domingo, C., E. Berends et G.M. Van Rosmalen, "Precipitation of Ultra-Fine Organic Crystals from the Rapid Expansion of Supercritical Solutions Over a Capillary and a Frit Nozzle", J. Supercrit. Fluids 10, 39-55 (1997).
24. Ebube, N., A. Hikal, C. Wyandt, D. Beer, L. Miller et A. Jones, "Effect of Drug, Formulation and Process Variables on Granulation and Compaction Characteristics of Heterogeneous Matrices. Part 1: HPMC and HPC System", Int. J. Pharm. 156, 49-57 (1997).
25. Ekart, M., K. Bennett, S. Ekart, G. Gurdial, C. Liotta, et C. Eckert, "Cosolvent Interactions in Supercritical Fluid Solutions", AIChE J. 39, 235-248 (1993).
26. Fages, J., A. Marty, C. Delga, J.S. Condoret, D. Combes et P. Frayssinet, "Use of Supercritical CO2 for Bone Delipidation", Biomaterials 15, 650-656 (1994).
27. Fages, J., E. Jean, P. Frayssinet, D. Mathon, B. Poirier, A. Autefage et D. Larzul, "Bone Allografts and Supercritical Processing: Effects on Osteointegration and Viral Safety", J. Supercrit. Fluids 13, 351-356 (1998a).
28. Fages, J., B. Poirier, Y. Barbier, P. Frayssinet, M.L. Joffret, W. Majewski, G. Bonel et D. Larzul, "Viral Inactivation of Human Bone Tissue using Supercritical Fluid Extraction", ASAIO J. 44, 289-293 (1998b).
29. th meeting on Supercritical Fluids", M. Besnard et F. Cansell, Bordeaux, France, 14-17 avr. ISASF, (2002) pp.321-326.
30. Gallagher, P.M., M.P. Coffey, V.J. Krukonis et W.W. Hillstrom, "Gas-Antisolvent Recristallisation of RDX: Formation of Ultra-Fine Particles of a Difficult-to-Comminute Explosive", J. Supercrit. Fluids 5, 130-136 (1992).
31. Guan, B., B. Han et H. Yan, "Effect of Acetic Acid+Acetonitrile and Ethanol + Acetonitrile Mixed Cosolvents on the Solubility of Stearic Acid in Supercritical CO2", Fluid Phase Equilib. 149, 277-286 (1998).
32. Hanna, M., P. York et B. Shekunov, "Control of the Polymorphic Forms of a Drug Substance by Solution Enhanced Dispersion by Supercritical Fluids (SEDS)", dans Proc. 5th meeting on Supercritical Fluids", M. Perrut et P. Subra, Nice, France, 23-25 mars, ISASF, (1998) pp. 325-330.
33. Hannay, J.B. et Hogarth, J. "On the Solubility of Solids in Gases", Proc. R. Soc. London 29, 324-326 (1879).
34. Helfgen, B., P. Hils, C. Holzknecht, M. Türk et K. Schaber, "Simulation of Particle Formation during the Rapid Expansion of Supercritical Solutions", Aerosol Sci. 32, 295-319 (2001).
35. Jung, J. et M. Perrut, "Particle Design using Supercritical Fluids: Literature and Patent Survey", J. Supercrit. Fluids 20, 179-219 (2001).
36. Kikic, I., M. Moneghini, B. Perissuti et D. Voinovich, "Improvement of Carmabazepine Dissolution Characteristics using Supercritical Carbon Dioxide", dans "Proc. 7th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000) pp.95-100.
37. Kim, J.H., T.E. Paxton et D.L. Tomasko, "Microencapsulation of Naproxen using Rapid Expansion of Supercritical Solutions", Biotechnol. Prog. 12, 650-661 (1996).
38. Klein, J.P. et R. David, "Reaction Crystallization", dans "Crystallization Technology Handbook", A. Mersmann, éditeur,. Marcel Dekker Inc., New York, NY, (1995) pp. 359-400.
39. Knez, Z. "Micronisation of Pharmaceuticals using Supercritical Fluids", dans "Proc. 7th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000) pp.21-26.
40. Knutson, B., P. Debenedetti et J. Tom, "Preparation of Microparticulates Using Supercritical Fluids", dans "Microparticulate Systems for the Delivery of Proteins and Vaccines, Drugs and the Pharmaceutical Sciences Series", S. Cohen et H. Bernstein éditeurs, Marcel Dekker Inc., New York, Ny, (1996), 77, pp.89-125.
41. Kokot, K., Z. Knez et D. Bauman, "S-L-G (Solid-Liquid-Gas) Phase Transition of Cocoa Butter in Supercritical CO2", Acta Alimentaria 28, 197-208 (1999).
42. Kordikowski, A., A.P. Schenk, R. M. Van Nielen et C.J. Peters, "Volume Expansions and Vapor-Liquid Equilibria of Binary Mixtures of a Variety of Polar Solvents and Certain Near-Critical Solvent", J. Supercrit. Fluids 8, 205-216 (1995).
43. th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000) pp.117-122.
44. Kroeber, H., U. Teipel et H. Krause, "Formation of Submicron Particles Obtained by the Rapid Expansion of Supercritical Solutions", Proceedings of the 14th symposium on Industrial Crystallization: IChemE Cambridge, UK (1999).
45. Krukonis, V. "Supercritical Fluid Nucleation of Difficult-to- Comminute Solids", AIChE annual meeting San Francisco, (1984).
46. Ksibi, H., C. Tenaud, P. Subra et Y. Garrabos, "Numerical Simulation of the Rapid Expansion of Supercritical Fluid Flow", Eur. J. Mechanics/B Fluids 15, 569-596 (1996).
47. Kwauk, X. et P. Debenedetti, "Mathematical Modeling of Aerosol Formation by Rapid Expansion of Supercritical Solutions in a Converging Nozzle", J. Aerosol. Sci. 24, 445-469 (1993).
48. Lele, A.K. et A.D. Shine, "Morphology of Polymers Precipitated from a Supercritical Solvent", AIChE J. 38, 742-752 (1992).
49. Lele, A.K. et A.D. Shine, "Effect of RESS Dynamics on Polymer Morphology", Ind. Eng. Chem. Res. 33,1476-1485 (1994).
50. Loisel, C., G. Keller, G. Lecq, C. Bourgaux et M. Ollivon, "Phase Transitions and Polymorphism of Cocoa Butter", JAOCS 75, 425-439 (1998).
51. Lora, M., A. Bertucco et I. Kikic, "Simulation of the Semi-Continuous Supercritical Antisolvent Recrystallization Process", Ind. Eng. Chem. Res. 39, 1487-1496 (2000).
52. Loth, H. et E. Hemgesberg, "Properties and Dissolution of Drugs Micronized by Cristallisation from Supercritical Gases", Int. J. Pharm. 32, 265-270 (1986).
53. Lucien, F.P. et N.R. Foster, "Solubility of Solid Mixtures in Supercritical Carbon Dioxide: a Review", J. Supercrit. Fluids 17, 111-134 (2000).
54. nd edition, Butterworth-Heinemann, Stoneham, MA, (1994).
55. Magnan, C., E. Badens et G. Charbit, "Soy Lecithin Precipitation with a Compressed Fluid Anti-Solvent. Influence of Process Parameters", J. Supercrit. Fluids 19, 69-78 (2000).
56. Malcolmson, R. et J. Embleton, "Dry Powder Formulations for Pulmonary Delivery", PSTT 9, 394-398 (1998).
57. Matson, D., J. Fulton, R. Petersen et R. Smith, "Rapid Expansion of Supercritical Fluid Solutions: Solute Formation of Powders, Thin Films and Fibers", Ind. Eng. Chem. Res. 26, 2298-2306 (1987a).
58. Matson, D., R. Petersen R. et R. Smith, "Production of Powders and Films by the Rapid Expansion of Supercritical Solutions", J. Mat. Sci. 22, 1919-1928 (1987b).
59. Mendes, R., B. Nobre, J. Coelho et A. Palavra, "Solubility of b-Carotene in Supercritical Carbon Dioxide and Ethane", J. Supercrit. Fluids 16, 99-106 (1999).
60. Méndez-Santiago, J. et A. Teja, "Solubility of Solids in Supercritical Fluids: Consistency of Data and a New Model For Cosolvent Systems", Ind. Eng. Chem. Res. 39, 4767-4771 (2000).
61. Mishima, K., K. Matsuyama, D. Tanabe, S. Yamauchi, T.J. Young et K.P. Johnston, "Microencapsulation of Proteins by Rapid Expansion of Supercritical Solution with a Non-Solvent", AIChE J. 46, 857-865 (2000).
62. Mohamed, R., P. Debenedetti et R. Prud'homme, "Effects of Process Conditions on Crystals Obtained from Supercritical Mixtures", AIChE J. 35, 325-328 (1989).
63. Morris, K., S. Nail, G. Peck, S. Byrn, U. Griesser, J. Stowell, S.J. Hwang et K. Park, "Advances in Pharmaceutical Materials and Processing", PSTT 6, 235-245 (1998).
64. Neau, E., S. Garnier et L. Avaullée, "A Consistent Estimation of Sublimation Pressures using a Cubic Equation of State and Fusion Properties", Fluid Phase Equilib. 164, 173-186 (1999).
65. Palakodaty, S., J. Pritchard, P. York et M. Hanna, "Cristallisation of Lactose Using Solution Enhanced Dispersion by Supercritical Fluids (SEDS) Technique", dans "Proc. 5th meeting on Supercritical Fluids", M. Perrut et P. Subra, Nice, France, 23-25 mars, ISASF, (1998a) pp. 275-280.
66. Palakodaty, S., P. York et J. Pritchard, "Supercritical Fluid Processing of Materials from Aqueous Solutions: The Application of SEDS to Lactose as a Model Substance", Pharm. Res. 15, 1835-1843 (1998b).
67. th meeting on Supercritical Fluids" M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000) pp.173-178.
68. Peng, D.Y. et D. Robinson. "A New Two-Constant Equation of State" Ind. Eng. Chem., Fundam. 15, 59-64 (1976).
69. Raynie, D. "Warning Concerning the Use of Nitrous Oxide in Supercritical Fluid Extractions", Analytical Chemistry 65, 3127-3128 (1993).
70. Reverchon, E., G. Della Porta, R. Taddeo, P. Pallado et A. Stassi, "Solubility and Micronisation of Griseofulvin in Supercritical CHF3", Ind. Eng. Chem. Res. 34, 4087-4091 (1995).
71. Reverchon, E., G. Della Porta et M.G. Falivene, "Process Parameters Controlling the Supercritical Antisolvent Micronisation of Some Antibiotics", dans "Proc. 6th Meeting on Supercritical Fluids", M Poliakoff, M.W. George et S.M. Howdle, Nottingham, UK, (1999), pp.157-162.
72. Reverchon E., "Supercritical Antisolvent Precipitation of Micro- and Nano-Particles", J. Supercrit. Fluids 15, 1-21 (1999).
73. Reverchon, E., "Supercritical Assisted Atomisation to Produce Micro- and/or Nano-Particles of Controlled Size and Distribution", Ind. Eng. Chem. Res. 41, 2405-2411 (2002).
74. th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000b) pp.3-20.
75. th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000b) pp.143-146.
76. Ruchatz, F., P. Kleinebudde et B. Müller, "Residual Solvents in Biodegradable Microparticles. Influence of Process Parameters on the Residual Solvent in Microparticles Produced by the Aerosol Solvent Extraction System (ASES) Process", J. Pharm. Sci. 86, 101-105 (1997).
77. Sauceau, M., J. Fages, J. J. Letourneau et D. Richon, "A Novel Apparatus for Accurate Measurements of Solid Solubilities in Supercritical Phases", Ind. Eng. Chem. Res. 39, 4609-4614 (2000a).
78. th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000b) pp. 959-964.
79. th Conference of Food Engineering, AIChE Annual Meeting, Reno (USA), 4-9 November (2001) pp 212-217.
80. th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000a) pp.65-70.
81. Shekunov, B., S. Bristow, P. York et A.H.L. Chow, "Precipitation of Acetaminophen and p-Acetoxyacetanilide using Supercritical CO2", dans "Proc. 7th meeting on Supercritical Fluids", M. Perrut et E. Reverchon, Antibes, France, 6-8 déc., ISASF, (2000b) pp.111-116.
82. Shekunov, B., J. Baldyga et P. York, "Particle Formation by Mixing with Supercritical Antisolvent at High Reynolds Numbers", Chem. Eng. Sci. 56, 2421-2433 (2001).
83. Sievers, R.E., P.D. Milewski, S.P. Sellers, B.A. Miules, B.J. Korte, K.D. Kusek, G.S. Clack, B. Mioskowski et J.A. Villa, "Supercritical and Near-Critical Carbon Dioxide Assisted Low-Temperature Bubble Drying", Ind. Eng. Chem. Res. 39, 4831-4836 (2000).
84. Skerget, M., Z. Knez et M. Habulin, "Solubility of b-Carotene and Oleic Acid in Dense CO2 and Data Correlation by a Density Based Model", Fluid Phase Equilib. 109, 131-138 (1995).
85. th meeting on Supercritical Fluids", M. Perrut et P. Subra, Nice, France, 23-25 mars, ISASF, (1998) pp. 301-306.
86. th Meeting on Supercritical Fluids", M. Poliakoff, M.W. George et S.M. Howdle, Nottingham, UK, (1999), pp.169-180.
87. Smith, R., J. Fulton, R. Petersen, A. Kopriva et B. Wright, "Performance of Capillary Restrictors in Supercritical Fluid Chromatography", Anal. Chem. 58, 2057-2064 (1986).
88. Subra, P. et P. Debenedetti, "Application of RESS to Several Low Molecular Weight Compounds", dans "High Pressure Chemical Engineering", R. von Rohr et C. Trepp éditeurs, Elsevier, Netherlands, Amsterdam, (1996) pp.49-54.
89. Subra, P. et P. Jestin, "Powders Elaboration in Supercritical Media: Comparison with Conventional Routes", Powder Technol. 103, 2-9 (1999).
90. Sun, Y.P., R. Guduru, F. Lin et T. Whiteside, "Preparation of Nanoscale Semiconductors through the Rapid Expansion of Supercritical Expansion (RESS) into Liquid Solution", Ind. Eng. Chem. Res. 39, 4663-4669 (2000).
91. th meeting on Supercritical Fluids", M. Perrut et P. Subra, Nice, France, 23-25 mars, ISASF, (1998) pp. 263-269.
92. th meeting on Supercritical Fluids", M. Perrut et P. Subra, Nice, France, 23-25 mars, ISASF, (1998) pp. 291-296
93. Thiering, R., F. Deghani et N.R. Foster, "Current Issues Relating to Anti-Solvent Micronisation Techniques and their Extension to Industrial Scales", J. Supercrit. Fluids 21, 159-177 (2001).
94. Ting, S., S. Macnaughton, D. Tomasko et N.R. Foster, "Solubility of Naproxen in Supercritical Carbon with and without Cosolvents", Ind. Eng. Chem. Res. 32, 1471-1481 (1993).
95. Tom, J.W. et P.G. Debenedetti, "Particle Formation with Supercritical Fluids - a review", J. Aerosol. Sci. 22, 555-584 (1991).
96. Tom, J., G. Lim, P. Debenedetti et R.K. Prud'homme, "Applications of Supercritical Fluids in Controlled Release of drugs", dans "Supercritical Fluid Engineering Science", ACS Symp. Ser. 214. Washington DC (1992).
97. Tsutsumi, A., S. Nakamoto, T. Mineo et K. Yoshida, "A Novel Fluidized-Bed Coating of Fine Particles by Rapid Expansion of Supercritical Fluid Solutions", Powder Technol. 85, 275-278 (1995).
98. Van Alsten, J. et C. Eckert, "Effect of Entrainers and of Solute Size and Polarity in Supercritical Fluid Solutions", J. Chem. Eng. Data 38, 605-610 (1993).
99. Van Den Bos, V., M. Prandi et L. N'Kaoua, "Le CO2 supercritique entre dans l'atelier de peinture", L'usine nouvelle 2333, 46-47 (1996).
100. Warwick, B., F. Dehghani, N.R. Foster, J.R. Biffin et H.L. Regtop, "Synthesis, Purification and Micronization of Pharmaceuticals using the Gas Antisolvent Technique", Ind. Eng. Chem. Res. 39, 4571-4579 (2000).
101. th Meeting on Supercritical Fluids", M. Poliakoff, M.W. George et S.M. Howdle, Nottingham, UK, (1999), pp.181-184.
102. Weidner, E., R. Steiner et Z. Knez, "Powder Generation from Polyethyleneglycols with Compressible Fluids", dans "High Pressure Chemical Engineering", R. von Rohr et C. Trepp éditeurs, Elsevier, Netherlands, Amsterdam (1996) pp.223-228.
103. Werling, J.O. et P.G. Debenedetti, "Numerical Modeling of Mass Transfer in the Supercritical Antisolvent Process", J. Supercrit. Fluids 16, 167-181 (1999).
104. Werling, J.O. et P.G. Debenedetti, "Numerical Modeling of Mass Transfer in the Supercritical Antisolvent Process: miscible conditions", J. Supercrit. Fluids 18, 11-24 (2000).
105. Winters, M.A., B.L. Knutson, P. Debenedetti, H.G. Sparks et T.M. Przybycien, "Precipitation of Proteins in Supercritical Carbon Dioxide", J. Pharm. Sci. 85, 586-595 (1996).
106. Yeo, S.D., G.B. Lim, P. Debenedetti et H. Bernstein, "Formation of Microparticulate Protein Powders Using a Supercritical Fluid Antisolvent", Biotech. Bioeng. 41, 341-346 (1993).