Molecular dynamics simulation study on the absorption of ethylene and acetylene in ionic liquids

Industrial and Engineering Chemistry Research

Volumn 52, Issue 26, 2013, Pages 9308-9316

  Xing, Huabin ^a   Zhao, Xu ^a   Yang, Qiwei ^a   Su, Baogen ^a   Bao, Zongbi ^a   Yang, Yiwen ^a   Ren, Qilong ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

1-BUTYL-3-METHYLIMIDAZOLIUM TETRAFLUOROBORATE; ENVIRONMENTALLY-FRIENDLY; HYDROGEN BONDING INTERACTIONS; INTERMOLECULAR INTERACTIONS; MOLECULAR DYNAMICS SIMULATIONS; QUANTUM CHEMICAL CALCULATIONS; SELF-DIFFUSION COEFFICIENTS; VAN DER WAALS INTERACTIONS;

CHEMICAL INDUSTRY; DIFFUSION; DISSOLUTION; HYDROGEN BONDS; IONIC LIQUIDS; MOLECULAR DYNAMICS; NEGATIVE IONS; POSITIVE IONS; QUANTUM CHEMISTRY; VAN DER WAALS FORCES;

ETHYLENE;

EID: 84879872206     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie400999f     Document Type: Article

References (59)

1. Huang, W.; McCormick, J. R.; Lobo, R. F.; Chen, J. G. Selective Hydrogenation of Acetylene in the Presence of Ethylene on Zeolite-supported Bimetallic Catalysts J. Catal. 2007, 246, 40-51
2. Yashima, E.; Matsushima, T.; Okamoto, Y. Chirality Assignment of Amines and Amino Alcohols Based on Circular Dichroism Induced by Helix Formation of a Stereoregular Poly((4-carboxyphenyl)acetylene) through Acid-Base Complexation J. Am. Chem. Soc. 1997, 119, 6345-6359
3. Silvestri, F.; Marrocchi, A. Acetylene-Based Materials in Organic Photovoltaics Int. J. Mol. Sci. 2010, 11, 1471-1508
4. Pässler, P.; Hefner, W.; Buckl, K.; Meinass, H.; Meiswinkel, A.; Wernicke, H.; Ebersberg, G.; Müller, R.; Bässler, J.; Behringer, H.; Mayer, D. Acetylene; Wiley-VCH: Weinheim, 2008.
5. Eldrige, R. B. Olefin/Paraffin Separation Technology: A Review Ind. Eng. Chem. Res. 1993, 32, 2208-2212
6. Nymeijer, K.; Visser, T.; Assen, R.; Wessling, M. Super Selective Membranes in Gas-Liquid Membrane Contactors for Olefin/Paraffin Separation J. Membr. Sci. 2004, 232, 107-114
7. Liao, B.; Lei, Z.; Xu, Z.; Zhou, R. Q.; Duan, Z. T. New Process for Separating Propylene and Propane by Extractive Distillation with Aqueous Acetonitrile Chem. Eng. J. 2001, 84, 581-586
8. Wentink, A. E.; Kuipers, N. J. M.; de Haan, A. B.; Scholtz, J.; Mulder, H. Olefin Isomer Separation by Reactive Extractive Distillation: Modelling of Vapour-Liquid Equilibria and Conceptual Design for 1-Hexene Purification Chem. Eng. Proc. 2007, 46, 800-809
9. Safarik, D. J.; Eldridge, R. B. Olefin/Paraffin Separations by Reactive Absorption: A Review Ind. Eng. Chem. Res. 1998, 37, 2571-2581
10. Reine, T. A.; Eldridge, R. B. Absorption Equilibrium and Kinetics for Ethylene-Ethane Separation with a Novel Solvent Ind. Eng. Chem. Res. 2005, 44, 7505-7510
11. Chen, J.; Eldridge, R. B.; Rosen, E. L.; Bielawski, C. W. A Study of Cu (I)-Ethylene Complexation for Olefin-Paraffin Separation AIChE J. 2011, 57, 630-644
12. Li, K.; Olson, D. H.; Seidel, J.; Emge, T. J.; Gong, H.; Zeng, H.; Li, J. Zeolitic Imidazolate Frameworks for Kinetic Separation of Propane and Propene J. Am. Chem. Soc. 2009, 131, 10368-10369
13. Grande, C. A.; Rodrigues, A. E. Propane/Propylene Separation by Pressure Swing Adsorption Using Zeolite 4A Ind. Eng. Chem. Res. 2005, 44, 8815-8829
14. Grande, C. A.; Araujo, J. D. P.; Cavenati, S.; Firpo, N.; Basaldella, E.; Rodrigues, A. E. New π-Complexation Adsorbents for Propane-Propylene Separation Langmuir 2004, 20, 5291-5297
15. Grande, C. A.; Silva, V. M. T. M.; Gigola, C.; Rodrigues, A. E. Adsorption of Propane and Propylene onto Carbon Molecular Sieve Carbon 2003, 41, 2533-2545
16. Ruthven, D. M.; Reyes, S. C. Adsorptive Separation of Light Olefins from Paraffins Microporous Mesoporous Mater. 2007, 104, 59-66
17. Bao, Z. B.; Alnemrat, S.; Yu, L.; Vasiliev, I.; Ren, Q. L.; Lu, X. Y.; Deng, S. G. Adsorption of Ethane, Ethylene, Propane, and Propylene on a Magnesium-Based Metal-Organic Framework Langmuir 2011, 27, 13554-13562
18. Miltenburg, A. V.; Zhu, W.; Kapteijn, F.; Moulijn, J. A. Adsorptive Separation of Light Olefin/Paraffin Mixtures Chem. Eng. Res. Des. 2006, 84, 350-354
19. Uchida, S.; Kawamoto, R.; Tagami, H.; Nakagawa, Y.; Mizuno, N. Highly Selective Sorption of Small Unsaturated Hydrocarbons by Nonporous Flexible Framework with Silver Ion J. Am. Chem. Soc. 2008, 130, 12370-12376
20. Ferreira, A. F. P.; Santos, J. C.; Plaza, M. G.; Lamia, N.; Loureiro, J. M.; Rodrigues, A. E. Suitability of Cu-BTC Extrudates for Propane-Propylene Separation by Adsorption Processes Chem. Eng. J. 2011, 167, 1-12
21. Weissermel, K.; Arpe, H. Industrial Organic Chemistry, 4 th ed.; Wiley-VCH: Weinheim, Germany, 2003.
22. Lei, Z. G.; Wolf, G. A.; Wasserscheid, P. Separation of 1-Hexene and n -Hexane with Ionic Liquids Fluid Phase Equilib. 2006, 241, 290-299
23. Lei, Z. G.; Arlt, W. G.; Wasserscheid, P. Selection of Entrainers in the 1-Hexene/ n -Hexane System with a Limited Solubility Fluid Phase Equilib. 2007, 260, 29-35
24. Mokrushin, V.; Assenbaum, D.; Paape, N.; Gerhard, D.; Mokrushina, L.; Wasserscheid, P.; Arlt, W.; Kistenmacher, H.; Neuendorf, S.; Göke, V. Ionic Liquids for Propene-Propane Separation Chem. Eng. Technol. 2010, 33, 63-73
25. Anthony, J. L.; Maginn, E. J.; Brennecke, J. F. Solubilities and Thermodynamic Properties of Gases in the Ionic Liquid 1- n -Butyl-3- methylimidazolium Hexafluorophosphate J. Phys. Chem. B 2002, 106, 7315-7320
26. Anthony, J. L.; Anderson, J. L.; Maginn, E. J.; Brennecke, J. F. Anion Effects on Gas Solubility in Ionic Liquids J. Phys. Chem. B 2005, 109, 6366-6374
27. Camper, D.; Scovazzo, P.; Koval, C.; Noble, R. Gas Solubilities in Room-Temperature Ionic Liquids Ind. Eng. Chem. Res. 2004, 43, 3049-3054
28. Camper, D.; Becker, C.; Koval, C.; Noble, R. Low Pressure Hydrocarbon Solubility in Room Temperature Ionic Liquids Containing Imidazolium Rings Interpreted Using Regular Solution Theory Ind. Eng. Chem. Res. 2005, 44, 1928-1933
29. Ferguson, L.; Scovazzo, P. Solubility, Diffusivity, and Permeability of Gases in Phosphonium-Based Room Temperature Ionic Liquids: Data and Correlations Ind. Eng. Chem. Res. 2007, 46, 1369-1374
30. Condemarin, R.; Scovazzo, P. Gas Permeabilities, Solubilities, Diffusivities, and Diffusivity Correlations for Ammonium-Based Room Temperature Ionic Liquids with Comparison to Imidazolium and Phosphonium RTIL Data Chem. Eng. J. 2009, 147, 51-57
31. Palgunadi, J.; Kim, H. S.; Lee, J. M.; Jung, S. Ionic liquids for Acetylene and Ethylene Separation: Material Selection and Solubility Investigation Chem. Eng. Process. 2010, 49, 192-198
32. Palgunadi, J.; Hong, S. Y.; Lee, J. K.; Lee, H.; Lee, S. D.; Cheong, M.; Kim, H. S. Correlation between Hydrogen Bond Basicity and Acetylene Solubility in Room Temperature Ionic Liquids J. Phys. Chem. B 2011, 115, 1067-1074
33. Zhao, X.; Xing, H. B.; Yang, Q. W.; Li, R. L.; Su, B. G.; Bao, Z. B.; Yang, Y. W.; Ren, Q. L. Differential Solubility of Ethylene and Acetylene in Room-Temperature Ionic Liquids: A Theoretical Study J. Phys. Chem. B 2012, 116, 3944-3953
34. Xu, H.; Han, Z.; Zhang, D.; Zhan, J. Interface Behaviors of Acetylene and Ethylene Molecules with 1-Butyl-3-methylimidazolium Acetate Ionic Liquid: A Combined Quantum Chemistry Calculation and Molecular Dynamics Simulation Study ACS Appl. Mater. Interfaces 2012, 4, 6646-6653
35. Tokuda, H.; Hayamizu, K.; Ishii, K.; Susan, M. A. B. H.; Watanabe, M. Physicochemical Properties and Structures of Room Temperature Ionic Liquids. 1. Variation of Anionic Species J. Phys. Chem. B 2004, 108, 16593-16600
36. Tariq, M.; Forte, P. A. S.; Gomes, M. F. C.; Rebelo, L. P. N. Densities and Refractive Indices of Imidazolium- and Phosphonium-Based Ionic Liquids: Effect of Temperature, Alkyl Chain Length, and Anion J. Chem. Thermodyn. 2009, 41, 790-798
37. Tokuda, H.; Ishii, K.; Susan, M. A. B. H.; Tsuzuki, S.; Hayamizu, K.; Watanabe, M. Physicochemical Properties and Structures of Room-Temperature Ionic Liquids. 3. Variation of Cationic Structures J. Phys. Chem. B 2006, 110, 2833-2839
38. Crosthwaite, J. M.; Muldoon, M. J.; Dixon, J. K.; Anderson, J. L.; Brennecke, J. F. Phase Transition and Decomposition Temperatures, Heat Capacities and Viscosities of Pyridinium Ionic Liquids J. Chem. Thermodyn. 2005, 37, 559-568
39. Crowhurst, L.; Mawdsley, P. R.; Perez-Arlandis, J. M.; Salter, P. A.; Welton, T. Solvent-Solute Interactions in Ionic Liquids Phys. Chem. Chem. Phys. 2003, 5, 2790-2794
40. Ohno, H.; Fukaya, Y. Task Specific Ionic Liquids for Cellulose Technology Chem. Lett. 2009, 38, 2-7
41. Lungwitz, R.; Friedrich, M.; Linert, W.; Spange, S. New Aspects on the Hydrogen Bond Donor (HBD) Strength of 1-Butyl-3-methylimidazolium Room Temperature Ionic Liquids New J. Chem. 2008, 32, 1493-1499
42. Hess, B.; Kutzner, C.; van der Spoel, D.; Lindahl, E. GROMACS 4: Algorithms for Highly Efficient, Load-Balanced, and Scalable Molecular Simulation J. Chem. Theory Comput. 2008, 4, 435-447
43. Dupradeau, F. Y.; Pigache, A.; Zaffran, T.; Savineau, C.; Lelong, R.; Grivel, N.; Lelong, D.; Rosanski, W.; Cieplak, P. The R.E.D. Tools: Advances in RESP and ESP Charge Derivation and Force Field Library Building Phys. Chem. Chem. Phys. 2010, 12, 7821-7839
44. Darden, T.; York, D.; Pedersen, L. Particle Mesh Ewald: An N-log(N) Method for Ewald Sums in Large Systems J. Chem. Phys. 1993, 98, 10089-10092
45. Essmann, U.; Perera, L.; Berkowitz, M. L.; Darden, T.; Lee, H.; Pedersen, L. G. A Smooth Particle Mesh Ewald Method J. Chem. Phys. 1995, 103, 8577-8593
46. Parrinello, M.; Rahman, A. Polymorphic Transitions in Single Crystals: A New Molecular Dynamics Method J. Appl. Phys. 1981, 52, 7182-7190
47. Bussi, G.; Donado, D.; Parrinerro, M. Canonical Sampling Through Velocity Rescaling J. Chem. Phys. 2007, 126, 014101
48. Liu, Z.; Huang, S.; Wang, W. A Refined Force Field for Molecular Simulation of Imidazolium-Based Ionic Liquids J. Phys. Chem. B 2004, 108, 12978-12989
49. Cornell, W. D.; Cieplak, P.; Bayly, C. I.; Gould, I. R.; Merz, K. M.; Ferguson, D. M.; Spellmeyer, D. C.; Fox, T.; Caldwell, J. W.; Kollman, P. A. A Second Generation Force Field for the Simulation of Proteins, Nucleic Acids, and Organic Molecules J. Am. Chem. Soc. 1995, 117, 5179-5197
50. Jorgensen, W. L.; Maxwell, D. S.; Tirado-Rives, J. Development and Testing of the OPLS All-Atom Force Field on Conformational Energetics and Properties of Organic Liquids J. Am. Chem. Soc. 1996, 118, 11225-11236
51. Lopes, J. N. C.; Pádua, A. A. H. Molecular Force Field for Ionic Liquids Composed of Triflate or Bistriflylimide Anions J. Phys. Chem. B 2004, 108, 16893-16898
52. Allen, M. P.; Tildesley, D. J. Computer Simulations of Liquids; Clarendon Press: Oxford, U.K., 1987.
53. Cadena, C.; Maginn, E. J. Molecular Simulation Study of Some Thermophysical and Transport Properties of Triazolium-Based Ionic Liquids J. Phys. Chem. B 2006, 110, 18026-18039
54. Cadena, C.; Zhao, Q.; Snurr, R. Q.; Maginn, E. J. Molecular Modeling and Experimental Studies of the Thermodynamic and Transport Properties of Pyridinium-Based Ionic Liquids J. Phys. Chem. B 2006, 110, 2821-2832
55. Maginn, E. J. Atomistic Simulation of the Thermodynamic and Transport Properties of Ionic Liquids Acc. Chem. Res. 2007, 40, 1200-1207
56. 2 from Molecular Simulation J. Am. Chem. Soc. 2008, 130, 14690-14704
57. 2N]) J. Phys. Chem. B 2010, 114, 6531-6541
58. 2 Concentration AIChE J. 2008, 54, 2971-2978
59. 2 Absorption J. Phys. Chem. B 2011, 115, 12487-12498