(585h) Kinetic Study of Thermal Degradation of 2-Amino-2-Methyl-1-Propanol to Cyclic 4,4-Dimethyl-1,3-Oxazolidin-2-One | AIChE

(585h) Kinetic Study of Thermal Degradation of 2-Amino-2-Methyl-1-Propanol to Cyclic 4,4-Dimethyl-1,3-Oxazolidin-2-One


S. Matin, N. - Presenter, Center for Applied Energy Research, University of Kentucky
Liu, K., University of Kentucky
Thompson, J., University of Kentucky
Kinetic study of thermal degradation of 2-amino-2-methyl-1-propanol to cyclic 4,4-Dimethyl-1,3- oxazolidin-2-one


Naser S. Matin1, Jesse Thompson1, Femke M. Onneweer1, and Kunlei Liu1, 2

  1. Center for Applied Energy Research, University of Kentucky, 2540 Research Park Drive, Lexington, KY 40511, United States
  2. Department of Mechanical Engineering, University of Kentucky, Lexington, KY 40506, United States


CO2 capture through chemical absorption suffers from some disadvantages such as high energy penalty associated with this process and amine degradation through irreversible side reactions mostly with CO2 and O2. Amine degradation reactions can lead to many problems within the process including: solvent loss, formation of volatile compounds potentially dangerous for environment, solvent foaming, fouling and material corrosion [1-2]. Amine degradation increases total operating cost of CO2 capture. Sterically hindered amines offer advantages over conventional amines for the CO2 capture process, in terms of less energy for solvent regeneration and capability to reach higher loadings of mol of CO2 /mol of amine. AMP as a sterically hindered amine is thought to be resistant to oxidative degradation, as it does not have an α-hydrogen. However, it may be susceptible to degradation at high temperature, e.g. in cross heat exchanger and stripper [3, 4]. Because of its perceived low carbamate stability, is thought that AMP to be less prone to thermal degradation than MEA. However, the AMP carbamate (AMPCOO-) can be as stable as MEA carbamate (MEACOO-) in an aqueous solutions [5].

In this study, using experimental kinetics data, an apparent power law rate equation for the thermal degradation of 2-amino-2-methyl-1-propanol (AMP) to 4,4-Dimethyl-1,3-oxazolidin-2-one (DMOZD) as a primary stable degradation product is introduced. The reaction rate model of the AMP degradation to DMOZD as a function of amine and CO2 concentration in the solution is introduced. In order to simulate potential stripper and reboiler conditions, the rate measurement experiments were performed at temperatures of 120, 135 and 150 °C. Aqueous solutions of 1.12, 1.68, 2.24 and 3.36 mol/L AMP concentration were prepared with CO2 loadings varying from 0.17 to 0.7, molCO2/molAMP. The powers with respect to AMP and CO2 concentrations in the kinetic model, and activation energies and pre-exponential factors, were calculated and introduced in this work. Considering the reaction rate orders (i.e 0.45 and 1.18 for the CO2 and AMP concentrations respectively) the DMOZD formation rate displayed more dependency to AMP concentration and less dependency towards CO2. The temperature dependent reaction rate constants obtained in this work are in the same order of magnitude and consistent with the literature values despite using different forms of the rate equation and different rate constants units [6, 7].


(1) C. Gouedard, C.; D. Picq, ;Launay, F.; Carrette, P.-L. Int. J. Greenhouse Gas Control 2012, 10, 244–270.

(2) Thitakamol, B.; Veawab, A.; Aroonwilas, A. Int. J. Greenhouse Gas Control 2007, 1, 318–342.

(3) Wang, T.; Jens, K.-J. Ind. Eng. Chem. Res. 2012, 51, 6529−6536.

(4) Sexton, A. J. Ph.D. Dissertation, the University of Texas at Austin, Austin, TX, 2008.

(5) Stowe, H. M.; Vilciauskas, L.; Paek, E.; Hwang, G. S. Phys. Chem. Chem. Phys. 2015, 17, 29184-29192.

(6) Freeman, S. A.; Rochelle, G. T. Energy Procedia 2011, 4, 43–50.

(7) Freeman, S. A.; Davis, J.; Rochelle, G. T. Int. J. Greenhouse Gas Control 2010, 4, 756–761.


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