Performance of single-component CO2-binding organic liquids (CO2BOLs) for post combustion CO2 capture

We report the performance of multiple CO2 binding organic liquids (CO2BOLs) as solvent systems for post combustion gas capture. Alkanolguanidines and alkanolamidines are single component CO2BOLs that reversibly bind CO2 chemically as liquid zwitterionic amidinium/guanidinium alkylcarbonates. Select alkanolguanidines/alkanolamidines and guanidine/alcohol mixtures were tested for CO2 capacity and solvent lifetime. Solvent performance of these three CO2BOLs was assessed by batchwise CO2 uptake and release over multiple cycles. We report each CO2BOL's activity and solvent durability with and without water.

[1]  Marco Häser,et al.  Auxiliary basis sets to approximate Coulomb potentials (Chem. Phys. Letters 240 (1995) 283-290) , 1995 .

[2]  C. Eckert,et al.  Benign coupling of reactions and separations with reversible ionic liquids , 2010 .

[3]  Ji-Woong Park,et al.  Reversible, solid state capture of carbon dioxide by hydroxylated amidines. , 2010, Chemical communications.

[4]  Y. Miyahara,et al.  Brønsted basicities of diamines in the gas phase, acetonitrile, and tetrahydrofuran. , 2007, Chemistry.

[5]  Youqing Shen,et al.  Supported absorption of CO2 by tetrabutylphosphonium amino acid ionic liquids. , 2006, Chemistry.

[6]  I. Leito,et al.  Extension of the self-consistent spectrophotometric basicity scale in acetonitrile to a full span of 28 pKa units: unification of different basicity scales. , 2005, The Journal of organic chemistry.

[7]  C. Eckert,et al.  Spectroscopic Investigation of Alkylcarbonic Acid Formation and Dissociation in CO2-Expanded Alcohols , 2009 .

[8]  A. Becke,et al.  Density-functional exchange-energy approximation with correct asymptotic behavior. , 1988, Physical review. A, General physics.

[9]  Phillip K. Koech,et al.  A reversible zwitterionic SO2-binding organic liquid , 2010 .

[10]  Andreas Klamt,et al.  COSMO-RS: From Quantum Chemistry to Fluid Phase Thermodynamics , 2005 .

[11]  Z. Maksić,et al.  Basicity of organic bases and superbases in acetonitrile by the polarized continuum model and DFT calculations , 2009 .

[12]  K. Izutsu.  Acid-Base Dissociation Constants in Dipolar Aprotic Solvents , 1991 .

[13]  B. Brzeziński,et al.  Homoconjugated hydrogen bonds with amidine and guanidine bases Osmometric, potentiometric and FTIR studies , 1997 .

[14]  C. Eckert,et al.  One-component, switchable ionic liquids derived from siloxylated amines. , 2009, Chemical communications.

[15]  C. Eckert,et al.  Switchable Solvents Consisting of Amidine/Alcohol or Guanidine/Alcohol Mixtures , 2008 .

[16]  Ioanna Ntai,et al.  CO(2) capture by a task-specific ionic liquid. , 2002, Journal of the American Chemical Society.

[17]  C. Eckert,et al.  Single component, reversible ionic liquids for energy applications , 2010 .

[18]  P. Jessop,et al.  Reversible uptake of COS, CS2, and SO2: ionic liquids with O-alkylxanthate, O-alkylthiocarbonyl, and O-alkylsulfite anions. , 2009, Chemistry.

[19]  David J. Heldebrant,et al.  Organic liquid CO2 capture agents with high gravimetric CO2 capacity , 2008 .

[20]  J. Perdew,et al.  Density-functional approximation for the correlation energy of the inhomogeneous electron gas. , 1986, Physical review. B, Condensed matter.

[21]  Charles A. Eckert,et al.  Green chemistry: Reversible nonpolar-to-polar solvent , 2005, Nature.

[22]  V. M. Vlasov,et al.  A comprehensive self-consistent spectrophotometric acidity scale of neutral Brønsted acids in acetonitrile. , 2006, The Journal of organic chemistry.

[23]  R. Weiss,et al.  Reversible, Room-Temperature, Chiral Ionic Liquids. Amidinium Carbamates Derived from Amidines and Amino-Acid Esters with Carbon Dioxide† , 2007 .

[24]  A. Kraft,et al.  Noncovalent interactions between acidic heterocycles and amidine bases , 2001 .

[25]  Phillip K. Koech,et al.  Reversible zwitterionic liquids, the reaction of alkanol guanidines, alkanol amidines, and diamines with CO2 , 2010 .

[26]  B. F. Goodrich,et al.  Equimolar CO(2) absorption by anion-functionalized ionic liquids. , 2010, Journal of the American Chemical Society.

[27]  Haoran Li,et al.  Reversible and robust CO2 capture by equimolar task-specific ionic liquid/superbase mixtures , 2010 .

[28]  C. Eckert,et al.  The reaction of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with carbon dioxide. , 2005, The Journal of organic chemistry.