Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Reexamination Certificate
2006-02-21
2006-02-21
Witherspoon, Sikarl A. (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
C568S444000, C568S451000, C568S452000
Reexamination Certificate
active
07002044
ABSTRACT:
A microemulsion containing water, a densified fluid, a surfactant, and an organometallic catalyst is used to catalyze chemical reactions. The organometallic catalyst preferably has substantial solubility in the water phase of the microemulsion. Separation of reaction products from the microemulsion is facilitated by removal of the densified fluid.
REFERENCES:
patent: 4933404 (1990-06-01), Beckman et al.
patent: 4996366 (1991-02-01), Tinucci et al.
patent: 5158704 (1992-10-01), Fulton et al.
patent: 5238671 (1993-08-01), Matson et al.
patent: 5266205 (1993-11-01), Fulton et al.
patent: 5770172 (1998-06-01), Linehan et al.
patent: 5814678 (1998-09-01), Randolph
patent: 6299652 (2001-10-01), Jureller et al.
patent: 6452055 (2002-09-01), Koch et al.
patent: 6479708 (2002-11-01), Jacobson et al.
patent: 2002/0070167 (2002-06-01), Krasutsky et al.
Niemeyer et al. The pH within PFPE Reverse Micelles Formed in Supercritical CO2.□□Journal of Physical Chemistry B, 1998; 102, pp. 1474-1478.
Hoefling et al. Microemulsions in Near-Critical and Supercritical CO2. Journal of Physical Chemistry. 1991, vol. 95, pp. 7127-7129.
WO9961401; A1; 19991202 (Abstract Only).
Smith, R. T. et al., “Rhodium Complexes of the Water-Soluble Phosphine Ph2PCH2CH2NMe3+, Their Complexes with Hydride, Olefin, and Carbon Monoxide Ligands. Their Use as Olefin Hydrogenation and Hydroformylation Catalysts in Aqueous Solution and in Aqueous/Organic Solven Two-Phase Systems and Adsorbed on A Cation-Exchange Resin”, Organometallics, 1983, 2, 1138-1144.
Hou, M-J. et al., “Effects of the Molecular Structure of the Interface and Continuous Phase on Solubilization of Water in Water/Oil Microemulsions”, Langmuir 1987, 3, 1086-1096.
Arhancet, J. P. et al., .Hydroformulation by supported aqueous-phase catalysis: a new class of heterogeneous catalysts, Nature, 339 (1989), 454-455.
Wan et al., “Design and Synthesis of a Heterogeneous Asymmetric Catalyst”, Nature, vol. 370 (1994), 449-450.
Harrison, K. L. et al., “Effect of Surfactants on the Interfacial Tension Between Supercritical Carbon Dioxide and Polyethylene Glycol”, Langmuir, 1996, 12, 2637-2644.
Johnston, K. P. et al., “Water-In-Carbon Dioxide Microemulsions: An Environment for Hydrophiles Including Proteins”, Science, vol. 271, (1996), 624-626.
Kragl et al., “Membrane Reactors in Homogeneous Catalysis”, Appl. Homogeneous Catal. Organomet. Compd. 1996, vol. 2, 832-843.
Clarke, M. J. et al., “Water in Supercritical Carbon Dioxide Microemulsions: Spectroscopic Investigation of a New Environment for Aqueous Inorganic Chemistry”, J. Am. Chem. Soc. 1997, 119, 6399-6406.
Desphande, R. M. et al., “Effect of pH on rate and selectivity behavior in biphasic hydroformulation of 1-octene”, Journal of Molecular Catalysis A: Chemical 126 (1997) 133-140.
Hietz, M. P. et al., “Water Core within Perfluoropolyether-Based Microemulsions Formed in Supercritical Carbon Dioxide”, J. Phys. Chem B 1997, 101, 6707-6714.
Cornils, B. et al., “Aqueous-Phase Organometallic Catalysis; Concepts and Applications”, 1998, Weinhem, Germany: Wiley-VCH, 59-143.
Horvath, I. T., “Fluorous Biphase Chemistry”, Acc. Chem. Res. 1998, 31, 10, 641-650.
Niemeyer, E. D., “The pH within PFPE Reverse Micelles Formed in Supercritical CO2”, J. Phys. Chem. B 1998, 102, pp. 1474-1478.
Cornils, B., “Bulk and Fine Chemicals Via Aqueous Biphasic Catalysis”, Journal of Molecular Catalysis A: Chemical 143 (1999) 1-10.
Holmes, J. D. “Synthesis of Cadmium Sulfide Q Particles in Water-in-CO2 Microemulsions”, Langmuir 1999, 15, 6613-6615.
Holmes, J.D. “Buffering the Aqueous Phase pH in Water-in-CO2 Microemulsions”, J. Phys. Chem. B 1999, 103, 5703-5711.
Jacobson, G. B., “Organic Synthesis in Water/Carbon Dioxide Microemulsions”, J. Org. Chem. 1999, 64, 1201-1206.
Jacobson, G. B., “Enhanced Catalyst Reactivity and Separations Using Water/Carbon Dioxide Emulsions”, J. Am. Chem. Soc. 1999, 121, 11902-11903.
Kane, M. A., “Performance of Cholesterol Oxidase Sequestered within Reverse Micelles Formed in Supercritical Carbon Dioxide”, Langmuir 2000, 16, 4901-4905.
Liu, Z. et al.., “Water in Carbon Dioxide Microemulsions with Fluorinated Analogues of AOT”, Langmuir 2001, 17, 274-277.
Dong, X. et al., “Behavior and Micelle Size of an Aqueous Microdispersion in Supercritical CO2 with a Novel Surfactant”, Ind. Eng. Chem. Res. 2002, 41, 1038-1042.
X. Dong et al., “Synthesis of CuS Nanoparticles in Water-in-Carbon Dioxide Microemulsions”, Ind. Eng. Chem. Res. 2002, 41, 4489-4493.
Can Erkey et al., “Hydroformylation of ethylene in supercritical carbon dioxide using Ruc(SO)12 as a catalyst precursor”, Catalysis Communications 3 (2002) 213-219.
Shaker Haji et al., “Investigation of rhodium catalyzed hydroformulation of ethylene in supercritical carbon dioxide by in situ FTIR spectroscopy”, Tetrahedron, vol. 58 (2002) 3929-3941.
Haumann,, M. et al., “Hydroformylation of 1-dodecene using Rh-TPPTS in a microemulsion”, Applied Catalysis A: General 225 (2002) 239-249.
Ohde, H. et al., “Water-in-CO2 Microemulsions as Nanoreactors for Synthesizing CdS and ZnS Nanoparticles in Supercritical CO2”, Nano Letters 2002, vol. 2, No. 7, pp. 721-724.
Ohde, H. et al., “Hydrogenation of Olefins in Supercritical CO2, Catalyzed by Palladium Nanoparticles in a Water-in-CO2 Microemulsion”, J. Am. Chem. Soc., 2002, 124, 4540-4541.
http://www.cmt.anl.gov/toroid-cavity/poster1/aip-04index.html ; printed Aug. 5, 2002; 18 pages.
Keith P. Johmston et al., “Reactions and Synthesis in Microemulsions and Emulsions in Carbon Dioxide”, Surfactant Synthesis Series (2001), 100 (Reactions and Synthesis in Surfactant Systems), 349-358.
David E. Fremgen et al., “Microemulsions of water in superficial carbon dioxide: an in-situ NMR investigation of micelle formation and structure” Journal of Supercritical Fluids 19 (2001) 287-298.
Gunilla B. Jacobson et al., “Biphasic Catalysis in Water/Carbon Dioxide Micellar Systems”, (Abstract Only), American Chemical Society, 217th ACS National Meeting 0-8412-3672-0, Mar. 21-25, 1999.
J. D. Holmes et al., “Bioconversions in a Water-in-CO2 Microemulsion”, Langmuir, vol. 14, No. 22, 1998, 6371-6376.
Yutaka Ikushima, “Supercritical fluids: an interesting medium for chemical and biochemical processes”, Advances in Colloid and Interface Science 71-72 (1997) 259-280.
Marina A. Hauck et al., “Hemoproteins-Catalyzed Oxidations of Organosulfur Compounds in Reverse Micelles, Microemulsions, and Emulsions in Supercritical Fluids”, (Abstract Only), American Chemical Society, 222nd ACS National Meeting 0-8412-3803-0, Aug. 26-30, 2001.
Dongil Lee et al., “Electrochemistry In Water-In-Supercritical-CO2, Microemulsions”, (Abstract Only) American Chemical Society, 222nd ACS National Meeting 0-8412-3803-0, Aug. 26-30, 2001.
Robert H. Grubbs et al., “Catalytic Reduction of Olefins with a Polymer-Supported Rhodium(I) Catalyst” Journal of the American Chemical Society, 93:12, Jun. 16, 1971, pp. 3062-3063.
M. Capka et al., “Hydrogenation, Hydrosilylation and Hydroformylation of Olefins Catalysed by Polymer-Supported Rhodium Complexes”, Tetrahedron Letters No. 50, pp. 4787-4790, 1971.
Yutaka Ikushima, “Supercritical fluids as media for chemical and biochemical reactions”, Recent Research Developments in Chemical Engineering (1997), 1, 49-57.
Dong Xing
Erkey Can
Cantor & Colburn LLP
The University of Connecticut
Witherspoon Sikarl A.
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