DFT calculations on the role of base in the reaction between CO2 and monoethanolamine

Industrial and Engineering Chemistry Research

Volumn 48, Issue 4, 2009, Pages 2172-2178

  Shim, Jae Goo ^a   Kim, Jun Han ^a   Jhon, Young H ^b   Kim, Jaheon ^b   Cho, Kwang Hwi ^b  

^a Korea Electric Power Research Institute (KEPRI)   (South Korea)

^b Soongsil University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

PROBABILITY DENSITY FUNCTION; PROTONS; SULFUR COMPOUNDS;

DFT CALCULATIONS; LOWER ENERGIES; MONOETHANOLAMINE; PROTON ACCEPTORS; REACTION PATHWAYS; SOLVATION MODELS; ZWITTERIONIC SPECIES;

PROTON TRANSFER;

EID: 84962439175     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie800684a     Document Type: Article

References (35)

1. Ohno, K.; Inoue, Y.; Yoshida, H.; Matsuura, H. Reaction of Aqueous 2-(N-Methylamino)ethanol Solutions with Carbon Dioxide. Chemical Species and Their Conformations Studied by Vibrational Spectroscopy and ab Initio Theories. J. Phys. Chem. A 1999, 103, 4283-4292.
2. 2 into Mixed Aqueous Loaded Solutions of Monoethanolamine and Methyldiethanolamine. Ind. Eng. Chem. Res. 2006, 45, 2608-2616.
3. 2 Absorption, Int. J. Greenhouse Gas Control 2007, 1, 151-157.
4. Caplow, M. Kinetics of Carbamate Formation and Breakdown. J. Am. Chem. Soc. 1968, 20, 6795-6803.
5. 2 with Ethanolamines. Chem. Eng. Sci. 1979, 34, 443-446.
6. Crooks, J. E.; Donnellan, J. P. Kinetics and Mechanism of the Reaction between Carbon Dioxide and Amines in Aqueous Solution. J. Chem. Soc., Perkin Trans. 2 1989, 44, 331-333.
7. 2 and Alkanolamines. Ind. Eng. Chem. Res. 2004, 43, 3413-3418.
8. 2 Absorption in Aqueous Solutions of Alkanolamines: Mechanistic Insight from Quantum Chemical Calculations. / Phys. Chem. A 2007, 111, 1222-1228.
9. Foresman, J. B.; Frisch, Æ. Exploring Chemistry with Electronic Structure Methods; Gaussian Inc.: Pittsburgh, PA, 1996.
10. Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density. Phys. Rev. B 1988, 37, 785-789.
11. Becke, A. D. Density-Functional Thermochemistry. III. The Role of Exact Exchange. J. Chem. Phys. 1993, 98, 5648-5652.
12. Miertus, S.; Scrocco, E.; Tomasi, J. Electrostatic Interaction of a Solute with a Continuum. A Direct Utilization of ab Initio Molecular Potentials for the Prevision of Solvent Effects. Chem. Phys. 1981, 55, 117-129.
13. Amovilli, C.; Mennucci, B. Self-Consistent-Field Calculation of Pauli Repulsion and Dispersion Contributions to the Solvation Free Energy in the Polarizable Continuum Model. J. Phys. Chem. B 1997, 101, 1051-1057.
14. Bondi, A. van der Waals Volumes and Radii. J. Phys. Chem. 1964, 68, 441-451.
15. Emel'yanenko, V. N.; Verevkin, S. P.; Heintz, A. The Gaseous Enthalpy of Formation of the Ionic Liquid 1-Butyl-3-methylimidazolium Dicyanamide from Combustion Calorimetry, Vapor Pressure Measurements, and ab Initio Calculations. J. Am. Chem. Soc. 2007, 129, 3930-3937.
16. Zhang, Y.; Liu, H.; Yang, W. Free Energy Calculation on Enzyme Reactions with an Efficient Iterative Procedure to Determine Minimum Energy Paths on a Combined ab Initio QM/MM Potential Energy Surface. J. Chem. Phys. 2000, 112, 3843-3492.
17. Ilioudis, C.; Georganopoulou, D. G.; Steed, J W. Insights into Supramolecular Design 2: Analysis of Anion Coordination Geometry of Oxoanions in a Protonated Polyamine Matrix. Cryst. Eng. Commun. 2002, 4, 26-36.
18. da Silva, E.; Svendsen, H. F. Study of The Carbamate Stability of Amines Using ab Initio Methods and Free-Energy Perturbations. Ind. Eng. Chem. Res. 2006, 45, 2497-2504.
19. Hikita, H.; Asai, S.; Katsu, Y.; Ikuno, S. Absorption of Carbon Dioxide into Aqueous Monoethanolamine Solutions. AIChE J. 1979, 25, 793-800.
20. α Effective Bond Lengths in a Protein by NMR in a Dilute Liquid Crystalline Phase. J. Am. Chem. Soc. 1998, 120, 12334-2341.
21. Steiner, T. Lengthening of the Covalent X-H Bond in Heteronuclear Hydrogen Bonds Quantified from Organic and Organometallic Neutron Crystal Structures. J. Phys. Chem. A 1998, 102, 7041-7052.
22. Grabowski, S. J.; Sokalski, W. A.; Dyguda, E.; Leszczyński, J. Quantitative Classification of Covalent and Noncovalent H-Bonds. J. Phys. Chem. B 2006, 110, 6444-6446.
23. 2 regeneration from aqueous amine-based absorbents. Process Saf Environ. Prot. 2008, 86, 347-359.
24. da Silva, E. F. Comparison of Quantum Mechanical and Experimental Gas-Phase Basicities of Amines and Alcohols. J. Phys. Chem. A 2005, 109, 1603-1607.
25. da Silva, E. F.; Svendsen, H. F. Study of the Carbamate Stability of Aimes Using ab Initio Methods and Free-Energy Perturbations. Ind. Eng. Chem. Res. 2006, 45, 2497-2504.
26. Nguyen, M. T.; Raspoet, G.; Vanquickenbome, L. G. How Many Water Molecules Are Actively Involved in the Neutral Hydration of Carbon Dioxide? J. Phys. Chem. A 1997, 101, 7379-7388.
27. Carson, J. K.; Marsh, K. N.; Mather, A. E. Enthalpy of solution of carbon dioxide in (water + monoethanolamine, or diethanolamine, or N-methyldiethanolamine) at T = 298.15 K. J. Chem. Thermodyn. 2000, 32, 1285-1296.
28. 2 in Aqueous Monoethanolamine Solutions. Ind. Eng. Chem. Res. 1998, 37, 4136-4141.
29. +). J. Am. Chem. Soc. 1981, 103, 2865-2866.
30. +. J. Phys. Chem. 1983, 87, 1145-1153.
31. Scheiner, S. Theoretical Studies of Proton Transfers. Acc. Chem. Res. 1985, 18, 174-180.
32. 2 Using Electronic Structure Calculation Methods. J. Phys. Chem. A 2005, 109, 8560-8567.
33. Li, J.; Brill, T. B. Decarboxylation Mechanism of Amino Acids by Density Functional Theory. J. Phys. Chem. A 2003, 107, 5993-5997.
34. Sung, D. D.; Koo, I. S.; Yang, K.; Lee, I. DFT Studies on the Structure and Stability of Zwitterionic Tetrahedral Intermediate in the Aminolysis of Esters. Chem. Phys. Lett. 2006, 426, 280-284.
35. Field, L. D.; Shaw, W. J.; Turner, P. Functionalisation of Carbon Dioxide by an Iron(II) Complex. Chem. Commun. 2002, 46-47.