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Volumn 38, Issue 3, 1999, Pages 855-864

Subcritical solvent effects on a parallel Diels-Alder reaction network

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC HYDROCARBONS; COMPOSITION EFFECTS; EQUATIONS OF STATE OF LIQUIDS; ORGANIC SOLVENTS; PRESSURE EFFECTS; RATE CONSTANTS; THERMODYNAMICS;

EID: 0033104020     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie980474v     Document Type: Article
Times cited : (8)

References (66)
  • 5
    • 0029328795 scopus 로고
    • Reactions at supercritical conditions: Applications and fundamentals
    • Savage, P. E.; Gopalan, S.; Mizan, T. I.; Martino, C. J.; Brock, E. E. Reactions at Supercritical Conditions: Applications and Fundamentals. AIChE J. 1995, 41 (7), 1723.
    • (1995) AIChE J. , vol.41 , Issue.7 , pp. 1723
    • Savage, P.E.1    Gopalan, S.2    Mizan, T.I.3    Martino, C.J.4    Brock, E.E.5
  • 6
    • 0003816758 scopus 로고
    • The current state of supercritical fluid science and technology
    • Supercritical Fluid Engineering Science: Fundamentals and Applications; Kiran, E., Brennecke, J. F., Eds.; American Chemical Society: Washington, DC
    • Brennecke, J. F. The Current State of Supercritical Fluid Science and Technology. In Supercritical Fluid Engineering Science: Fundamentals and Applications; Kiran, E., Brennecke, J. F., Eds.; ACS Symposium Series; American Chemical Society: Washington, DC, 1992; Vol. 514.
    • (1992) ACS Symposium Series , vol.514
    • Brennecke, J.F.1
  • 9
    • 0029104972 scopus 로고
    • Solvation effects on reactions of triplet benzophenone in supercritical fluids
    • (b) Roberts, C. B.; Chateauneuf, J. E.; Brennecke, J. F. Solvation Effects on Reactions of Triplet Benzophenone in Supercritical Fluids. AIChE J. 1995, 41, 1306.
    • (1995) AIChE J. , vol.41 , pp. 1306
    • Roberts, C.B.1    Chateauneuf, J.E.2    Brennecke, J.F.3
  • 10
    • 0029323181 scopus 로고
    • Laser flash photolysis and integral equation theory to investigate reactions of dilute solutes with oxygen in supercritical fluids
    • Roberts, C. B.; Zhang, J.; Chateauneuf, J. E.; Brennecke, J. F. Laser Flash Photolysis and Integral Equation Theory to Investigate Reactions of Dilute Solutes with Oxygen in Supercritical Fluids. J. Am. Chem. Soc. 1995, 117, 6553.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 6553
    • Roberts, C.B.1    Zhang, J.2    Chateauneuf, J.E.3    Brennecke, J.F.4
  • 11
    • 0028409383 scopus 로고
    • Effect of local composition enhancements on the esterification of phthalic anhydride with methanol in supercritical carbon dioxide
    • Ellington, J. B.; Park, K. M.; Brennecke, J. F. Effect of Local Composition Enhancements on the Esterification of Phthalic Anhydride with Methanol in Supercritical Carbon Dioxide. Ind. Eng. Chem. Res. 1994, 33, 965.
    • (1994) Ind. Eng. Chem. Res. , vol.33 , pp. 965
    • Ellington, J.B.1    Park, K.M.2    Brennecke, J.F.3
  • 12
    • 85033941451 scopus 로고
    • In Innovations in Supercritical Fluids: Science and Technology; Hutchenson, K. W., Foster, N. R., Eds.; American Chemical Society: Washington, DC
    • Knutson, B. L.; Dillow, A. K.; Eckert, C. A. In Innovations in Supercritical Fluids: Science and Technology; Hutchenson, K. W., Foster, N. R., Eds.; ACS Symposium Series 608; American Chemical Society: Washington, DC, 1995.
    • (1995) ACS Symposium Series 608 , vol.608
    • Knutson, B.L.1    Dillow, A.K.2    Eckert, C.A.3
  • 13
    • 0002441202 scopus 로고
    • The influence of solvent-solute and solute-solute clustering on chemical reactions in supercritical fluids
    • Combes, J. R.; Johnston, K. P.; O'Shea, K. E.; Fox, M. A. The Influence of Solvent-Solute and Solute-Solute Clustering on Chemical Reactions in Supercritical Fluids. Am. Chem. Soc. Symp. Ser. 1992, 488, 31.
    • (1992) Am. Chem. Soc. Symp. Ser. , vol.488 , pp. 31
    • Combes, J.R.1    Johnston, K.P.2    O'Shea, K.E.3    Fox, M.A.4
  • 14
    • 0000488646 scopus 로고
    • How is hydrogen-bonding influenced by solvent density? The spectroscopic study and modeling of the interaction between a proton donor and acceptor from the gas phase to supercritical fluid states
    • (b) Kazarian, S. G.; Gupta, R. B.; Clarke, M. J.; Johnston, K. P. How is Hydrogen-Bonding Influenced by Solvent Density? The Spectroscopic Study and Modeling of the Interaction Between a Proton Donor and Acceptor From the Gas Phase to Supercritical Fluid States. J. Am. Chem. Soc. 1993, 115, 11099.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 11099
    • Kazarian, S.G.1    Gupta, R.B.2    Clarke, M.J.3    Johnston, K.P.4
  • 15
    • 0001317453 scopus 로고
    • Free-radical reactions in supercritical ethane: A probe of supercritical fluid structure
    • Randolph, T. W.; Carlier, C. Free-Radical Reactions in Supercritical Ethane: A Probe of Supercritical Fluid Structure. J. Phys. Chem. 1992, 96, 5146.
    • (1992) J. Phys. Chem. , vol.96 , pp. 5146
    • Randolph, T.W.1    Carlier, C.2
  • 16
    • 0001182635 scopus 로고
    • Does critical clustering affect reaction rate constants? Molecular dynamics studies in pure supercritical fluids
    • (b) Randolph, T. W.; O'Brien, J. A.; Ganapathy, S. Does Critical Clustering Affect Reaction Rate Constants? Molecular Dynamics Studies in Pure Supercritical Fluids. J. Phys. Chem. 1994, 98, 4173.
    • (1994) J. Phys. Chem. , vol.98 , pp. 4173
    • Randolph, T.W.1    O'Brien, J.A.2    Ganapathy, S.3
  • 17
    • 0029657228 scopus 로고    scopus 로고
    • Influence of local structural correlations on free-radical reactions in supercritical fluids: A hierarchical approach
    • Ganapathy, S.; Carlier, C.; Randolph, T. W.; O'Brien, J. A. Influence of Local Structural Correlations on Free-Radical Reactions in Supercritical Fluids: A Hierarchical Approach. Ind. Eng. Chem. Res. 1996, 35, 19.
    • (1996) Ind. Eng. Chem. Res. , vol.35 , pp. 19
    • Ganapathy, S.1    Carlier, C.2    Randolph, T.W.3    O'Brien, J.A.4
  • 18
    • 0011047529 scopus 로고    scopus 로고
    • Probing the scale of local density augmentation in supercritical fluids: A picosecond rotational reorientation study
    • Heitz, M.; Bright, F. Probing the Scale of Local Density Augmentation in Supercritical Fluids: A Picosecond Rotational Reorientation Study. J. Phys. Chem. 1996, 100, 6889.
    • (1996) J. Phys. Chem. , vol.100 , pp. 6889
    • Heitz, M.1    Bright, F.2
  • 21
    • 0001657206 scopus 로고
    • Fluorescence spectroscopy and integral equation studies of preferential solvation in supercritical fluid mixtures
    • (b) Zhang, J.; Lee, L. L.; Brennecke, J. F. Fluorescence Spectroscopy and Integral Equation Studies of Preferential Solvation in Supercritical Fluid Mixtures. J. Phys. Chem. 1995, 99, 9268.
    • (1995) J. Phys. Chem. , vol.99 , pp. 9268
    • Zhang, J.1    Lee, L.L.2    Brennecke, J.F.3
  • 22
    • 0002470521 scopus 로고
    • Local density augmentation in supercritical solutions
    • Supercritical Fluid Technology: Theoretical and Applied Approaches to Analytical Chemistry; Bright, F. V., McNally, M. E. P., Eds.; American Chemical Society: Washington, DC
    • Knutson, B. L.; Tomasko, D. L.; Eckert, C. A.; Debenedetti, P. G.; Chialvo, A. A. Local Density Augmentation in Supercritical Solutions. In Supercritical Fluid Technology: Theoretical and Applied Approaches to Analytical Chemistry; Bright, F. V., McNally, M. E. P., Eds.; ACS Symposium Series; American Chemical Society: Washington, DC, 1992; Vol. 488, p 60.
    • (1992) ACS Symposium Series , vol.488 , pp. 60
    • Knutson, B.L.1    Tomasko, D.L.2    Eckert, C.A.3    Debenedetti, P.G.4    Chialvo, A.A.5
  • 23
    • 0027539628 scopus 로고
    • Molecular charisma in supercritical fluids
    • Eckert, C. A.; Knutson, B. L. Molecular Charisma in Supercritical Fluids. Fluid Phase Equilib. 1993, 83, 93.
    • (1993) Fluid Phase Equilib. , vol.83 , pp. 93
    • Eckert, C.A.1    Knutson, B.L.2
  • 24
    • 84987418706 scopus 로고
    • Dense-gas solvent-solute clusters at near-infinite dilution: EPR spectroscopic evidence
    • Carlier, C.; Randolph, T. W. Dense-Gas Solvent-Solute Clusters at Near-Infinite Dilution: EPR Spectroscopic Evidence. AIChE J. 1993, 39, 876.
    • (1993) AIChE J. , vol.39 , pp. 876
    • Carlier, C.1    Randolph, T.W.2
  • 27
    • 0342671186 scopus 로고
    • Solvation structures in supercritical fluid mixtures based on molecular distribution functions
    • Supercritical Fluid Science and Technology; Johnson, K. P., Penninger, J. M. L., Eds.; American Chemical Society: Washington, DC
    • Cochran, H. D.; Lee, L. L. Solvation Structures in Supercritical Fluid Mixtures Based on Molecular Distribution Functions. In Supercritical Fluid Science and Technology; Johnson, K. P., Penninger, J. M. L., Eds.; ACS Symposium Series; American Chemical Society: Washington, DC, 1989; Vol. 406, p 27.
    • (1989) ACS Symposium Series , vol.406 , pp. 27
    • Cochran, H.D.1    Lee, L.L.2
  • 29
    • 33645885164 scopus 로고
    • Influence of solute-solvent asymmetry upon the behavior of dilute supercritical mixtures
    • Petsche, I. B.; Debenedetti, P. G. Influence of Solute-Solvent Asymmetry Upon the Behavior of Dilute Supercritical Mixtures. J. Phys. Chem. 1991, 95, 386-99.
    • (1991) J. Phys. Chem. , vol.95 , pp. 386-399
    • Petsche, I.B.1    Debenedetti, P.G.2
  • 30
    • 0025560542 scopus 로고
    • Molecular clustering in supercritical solutions
    • Cochran, H D.; Wu, R.-S.; Lee, L L. Molecular Clustering in Supercritical Solutions. Sep. Sci. Technol. 1990, 25, 2017-2031.
    • (1990) Sep. Sci. Technol. , vol.25 , pp. 2017-2031
    • Cochran, H.D.1    Wu, R.-S.2    Lee, L.L.3
  • 31
    • 0025434899 scopus 로고
    • Analysis of infinite dilution partial molar volumes using a distribution function theory
    • McGuigan, D. B.; Monson, P. A. Analysis of Infinite Dilution Partial Molar Volumes Using a Distribution Function Theory. Fluid Phase Equilib. 1990, 57, 227.
    • (1990) Fluid Phase Equilib. , vol.57 , pp. 227
    • McGuigan, D.B.1    Monson, P.A.2
  • 32
    • 0026867324 scopus 로고
    • Molecular dynamics study of solute-solute microstructure in attractive and repulsive supercritical mixtures
    • Chialvo, A. A.; Debenedetti, P. G. Molecular Dynamics Study of Solute-Solute Microstructure in Attractive and Repulsive Supercritical Mixtures Ind. Eng. Chem. Res. 1992, 37, 1391.
    • (1992) Ind. Eng. Chem. Res. , vol.37 , pp. 1391
    • Chialvo, A.A.1    Debenedetti, P.G.2
  • 33
    • 0000349389 scopus 로고
    • Solute-solute and solute-solvent correlations in dilute near-critical ternary mixtures: Mixed-solute and entrainer effects
    • Chialvo, A. A. Solute-Solute and Solute-Solvent Correlations in Dilute Near-Critical Ternary Mixtures: Mixed-Solute and Entrainer Effects. J. Phys. Chem. 1993, 97, 2740.
    • (1993) J. Phys. Chem. , vol.97 , pp. 2740
    • Chialvo, A.A.1
  • 34
    • 84987446005 scopus 로고
    • Quasicritical behavior of dense-gas solvent-solute clusters at near-infinite dilution
    • O'Brien, J. A.; Randolph, T. W.; Carlier, C.; Ganapathy, S. Quasicritical Behavior of Dense-Gas Solvent-Solute Clusters at Near-Infinite Dilution. AIChE J. 1993, 39, 1061.
    • (1993) AIChE J. , vol.39 , pp. 1061
    • O'Brien, J.A.1    Randolph, T.W.2    Carlier, C.3    Ganapathy, S.4
  • 35
    • 84987415584 scopus 로고
    • Effect of solute-solute correlations on rapid reactions in supercritical fluids
    • Ganapathy, S.; O'Brien, J. A.; Randolph, T. W. Effect of Solute-Solute Correlations on Rapid Reactions in Supercritical Fluids. AIChE J. 1995, 41, 346.
    • (1995) AIChE J. , vol.41 , pp. 346
    • Ganapathy, S.1    O'Brien, J.A.2    Randolph, T.W.3
  • 37
    • 0342458008 scopus 로고    scopus 로고
    • Solvation ultrafast dynamics of reactions
    • Liu, Q.; Wan, C.; Zewail, A. H. Solvation Ultrafast Dynamics of Reactions. J. Phys. Chem. 1996, 700, 18666.
    • (1996) J. Phys. Chem. , vol.700 , pp. 18666
    • Liu, Q.1    Wan, C.2    Zewail, A.H.3
  • 38
    • 4644314971 scopus 로고
    • Characterization of supercritical fluid solvents using solvatochromic shifts
    • Yonker, C. R.; Frye, S. L.; Kalkwarf, D. R.; Smith, R. D. Characterization of Supercritical Fluid Solvents Using Solvatochromic Shifts. J. Phys. Chem. 1986, 90, 3022.
    • (1986) J. Phys. Chem. , vol.90 , pp. 3022
    • Yonker, C.R.1    Frye, S.L.2    Kalkwarf, D.R.3    Smith, R.D.4
  • 39
    • 0023439314 scopus 로고
    • Clustering in supercritical fluid mixtures
    • Kim, S.; Johnston, K. P. Clustering in Supercritical Fluid Mixtures. AIChE J. 1987, 33, 1603.
    • (1987) AIChE J. , vol.33 , pp. 1603
    • Kim, S.1    Johnston, K.P.2
  • 40
    • 0023364241 scopus 로고
    • Molecular interactions in dilute supercritical fluid solutions
    • Kim, S.; Johnston, K. P. Molecular Interactions in Dilute Supercritical Fluid Solutions. Ind. Eng. Chem. Res. 1987, 26, 1206.
    • (1987) Ind. Eng. Chem. Res. , vol.26 , pp. 1206
    • Kim, S.1    Johnston, K.P.2
  • 41
    • 0023994826 scopus 로고
    • Solvatochromic behavior of binary supercritical fluids: The carbon dioxide/2-propanol system
    • Yonker, C. R.; Smith, R. D. Solvatochromic Behavior of Binary Supercritical Fluids: The Carbon Dioxide/2-propanol System. J. Phys. Chem. 1988, 92, 2374.
    • (1988) J. Phys. Chem. , vol.92 , pp. 2374
    • Yonker, C.R.1    Smith, R.D.2
  • 43
    • 0028495336 scopus 로고
    • Solute-induced effects on the structure and thermodynamics of infinitely dilute mixtures
    • Chialvo, A. A.; Cummings, P. T. Solute-Induced Effects on the Structure and Thermodynamics of Infinitely Dilute Mixtures. AIChE J. 1994, 40, 1558.
    • (1994) AIChE J. , vol.40 , pp. 1558
    • Chialvo, A.A.1    Cummings, P.T.2
  • 44
    • 0027589585 scopus 로고
    • Spectroscopic measurement of local compositions in binary liquid solvents and comparison to the NRTL equation
    • Phillips, D. J.; Brennecke, J. F. Spectroscopic Measurement of Local Compositions in Binary Liquid Solvents and Comparison to the NRTL Equation. Ind. Eng. Chem. Res. 1993, 32, 943.
    • (1993) Ind. Eng. Chem. Res. , vol.32 , pp. 943
    • Phillips, D.J.1    Brennecke, J.F.2
  • 46
    • 0001388114 scopus 로고
    • Supercritical carbon dioxide as reaction medium: Examination of its solvent effects in the near-critical region
    • Ikushima, Y.; Saito, N.; Aria, M. Supercritical Carbon Dioxide as Reaction Medium: Examination of its Solvent Effects in the Near-Critical Region. J. Phys. Chem. 1992, 96, 2293.
    • (1992) J. Phys. Chem. , vol.96 , pp. 2293
    • Ikushima, Y.1    Saito, N.2    Aria, M.3
  • 47
    • 0002434707 scopus 로고
    • The adjustment of the selectivity of a diels-alder reaction network using supercritical fluids
    • Kim, S.; Johnston, K. P. The Adjustment of the Selectivity of a Diels-Alder Reaction Network Using Supercritical Fluids. Chem. Eng. Commun. 1987, 63, 49.
    • (1987) Chem. Eng. Commun. , vol.63 , pp. 49
    • Kim, S.1    Johnston, K.P.2
  • 48
  • 49
    • 3242836480 scopus 로고
    • Liquid and supercritical carbon dioxide as organic solvents
    • Hyatt, J. A. Liquid and Supercritical Carbon Dioxide as Organic Solvents. J. Org. Chem. 1984, 49, 5097.
    • (1984) J. Org. Chem. , vol.49 , pp. 5097
    • Hyatt, J.A.1
  • 51
    • 84989560268 scopus 로고
    • High-pressure fourier transform infared spectroscopy study of the diels-alder reaction of isoprene and maleic anhydride in supercritical carbon dioxide
    • Ikushima, Y.; Saito, N.; Arai, M. High-Pressure Fourier Transform Infared Spectroscopy Study of the Diels-Alder Reaction of Isoprene and Maleic Anhydride in Supercritical Carbon Dioxide. Bull. Chem. Soc. Jpn. 1991, 64, 282.
    • (1991) Bull. Chem. Soc. Jpn. , vol.64 , pp. 282
    • Ikushima, Y.1    Saito, N.2    Arai, M.3
  • 52
    • 37049069496 scopus 로고
    • The rates of a diels-alder reaction in liquid and supercritical carbon dioxide
    • Isaacs, N. S.; Keating, N. The Rates of a Diels-Alder Reaction in Liquid and Supercritical Carbon Dioxide. J. Chem. Soc. Chem. Commun. 1992, 876.
    • (1992) J. Chem. Soc. Chem. Commun. , pp. 876
    • Isaacs, N.S.1    Keating, N.2
  • 54
    • 0000765136 scopus 로고    scopus 로고
    • Concerning the regiochemical course of the diels-alder reaction in supercritical carbon dioxide
    • Renslo, A. R.; Weinstein, R. D.; Tester, J. W.; Danheiser, R. L. Concerning the Regiochemical Course of the Diels-Alder Reaction in Supercritical Carbon Dioxide. J. Org. Chem. 1997, 62, 4530.
    • (1997) J. Org. Chem. , vol.62 , pp. 4530
    • Renslo, A.R.1    Weinstein, R.D.2    Tester, J.W.3    Danheiser, R.L.4
  • 55
    • 0011118390 scopus 로고    scopus 로고
    • Chemical reactions in supercritical fluids
    • Clifford, T.; Bartle, K. Chemical Reactions in Supercritical Fluids. Chem. Ind. 1996, 12, 449.
    • (1996) Chem. Ind. , vol.12 , pp. 449
    • Clifford, T.1    Bartle, K.2
  • 57
    • 0030749236 scopus 로고    scopus 로고
    • Diels-alder reactions using supercritical water as an aqueous solvent medium
    • Korzenski, M. B.; Kolis, J. W. Diels-Alder Reactions Using Supercritical Water as an Aqueous Solvent Medium. Tetrahedron Lett. 1997, 38, 5611.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 5611
    • Korzenski, M.B.1    Kolis, J.W.2
  • 59
    • 0032636339 scopus 로고    scopus 로고
    • Supercritical and subcritical fluid solvent effects on a diels-alder reaction
    • Reaves, J. T.; Roberts, C. B. Supercritical and Subcritical Fluid Solvent Effects on a Diels-Alder Reaction. Chem. Eng. Commun. 1999, 171.
    • (1999) Chem. Eng. Commun. , pp. 171
    • Reaves, J.T.1    Roberts, C.B.2
  • 60
    • 37049147605 scopus 로고
    • Some applications of the transition state method to the calculation of reaction velocities, especially in solution
    • Evans, M. G.; Polanyi, M. Some Applications of the Transition State Method to the Calculation of Reaction Velocities, Especially in Solution. Trans. Faraday Soc. 1935, 31, 875.
    • (1935) Trans. Faraday Soc. , vol.31 , pp. 875
    • Evans, M.G.1    Polanyi, M.2
  • 64
    • 0003922512 scopus 로고
    • Prentice Hall: Englewood Cliffs, NJ
    • Wade, L. G. Organic Chemistry, 2nd ed.; Prentice Hall: Englewood Cliffs, NJ; 1991; p 649.
    • (1991) Organic Chemistry, 2nd Ed. , pp. 649
    • Wade, L.G.1
  • 65
    • 0014851017 scopus 로고
    • New technique for chemical kinetics at high pressures
    • Grieger, R. A.; Eckert, C. A. A New Technique for Chemical Kinetics at High Pressures. AIChE J. 1970, 16, 766.
    • (1970) AIChE J. , vol.16 , pp. 766
    • Grieger, R.A.1    Eckert, C.A.A.2
  • 66
    • 0000530810 scopus 로고
    • High-pressure kinetics in solution
    • Eckert, C. A. High-Pressure Kinetics in Solution. Ann. Rev. Phys. Chem. 1972, 23, 239.
    • (1972) Ann. Rev. Phys. Chem. , vol.23 , pp. 239
    • Eckert, C.A.1


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