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REACTION KINETICS OF CARBON DIOXIDE WITH NONAQUEOUS SOLUTIONS OF STERICALLY HINDERED AMINES

Yıl 2016, Cilt: 1 Sayı: 1, 91 - 102, 23.02.2017

Öz

Due to existing energy intensive CO2 capture processes and rising fuel costs, alternative and affordable solvents or technologies for CO2 capture have gained importance in the research of reducing global warming. To that effect, sterically hindered amines have been introduced which have high CO2 absorption capacities by means of the formation of unstable carbamate ions. Another factor leading to an affordable solvent for CO2 capture could be using nonaqueous solvents instead of aqueous solvents in the process. This is important because nonaqueous solvents can eliminate some of the problems of aqueous solvents such as corrosion and high heat requirements. To that end, in this study we investigated the reaction kinetics of CO2 and two sterically hindered amines; 2-amino-2-methyl-1,3-propanediol (AMPD) and 2-amino-2-ethyl-1,3-propanediol  (AEPD) in ethanol. The pseudo–first-order reaction rate constants of the reactions between CO2 and sterically hindered amines were measured in ethanol at 288, 298 ve 308K by using direct stopped-flow technique. The measured rate constants were then analyzed by using the equations of termolecular reaction mechanism. The orders of the reactions (n) between CO2-AMPD and CO2-AEPD were found as 1 and 2, respectively. To our best knowledge, our study is the first in the literature showing that ethanol can be involved in a termolecular reaction just as the partaking of water in the reaction.  

Kaynakça

  • Third Assessment Report. IPCC Climate Change, Intergovernmental Panel on Climate Change; 2001.
  • McCann N, Maeder M, Attalla M. Simulation of enthalpy and capacity of CO2 absorption by aqueous amine systems. Ind. Eng. Chem. Res. 2008; 47:2002–2009.
  • Raupach MR, Marland G, Ciais P, Le Quéré C, Canadell JG, Klepper G, Field CB. Global and regional drivers of accelerating CO2 emissions. Proc. Natl. Acad. Sci. 2007; 104:10288–10293.
  • Metz B, Ogunlade D, de Coninck H, Loos M, Meyer L. Intergovernmental Panel on Climate Change Special Report on Carbon dioxide Capture and Storage. Cambridge University Press, New York, United States: 2005.
  • Metz B, Davidson, OR, Bosch PR, Dave R. IPCC: Summary for Policymakers, in Climate Change: Mitigation. Contribution of Working Group III to the Fourth Assessment Report of the Intergovernmental Panel on Climate Change. Cambridge University Press, New York, United States: 2007.
  • de Koiejer G, Solbraa E. High pressure gas sweetening with amines for reducing CO2 emissions. 7th International Conference on Greenhouse Gas Control Technologies. Vancouver, Canada: 2004.
  • Kvamsdal HM, Maurstad O, Jordal K, Bolland O. Benchmark of gas turbine cycles with CO2 capture. 7th International Conference on Greenhouse Gas Control Technologies. Vancouver, Canada: 2004.
  • Danckwerts PV. The reaction of CO2 with ethanolamines. Chem. Eng. Sci. 1979; 34:443–446.
  • Kohl A, Nielsen R. Gas Purification. 5th Edition, Gulf Publishing Co., Houston, TX, United States: 1997.
  • Alejandre J, Rivera JL, Mora MA, de la Garza VJ. Force field of monoethanolamine. Phys. Chem. B 2000; 104:1332–1337.
  • da Silva E, Svendsen HF. Study of the carbamate stability of amines using ab initio methods and free-energy perturbations. Ind. Eng. Chem. Res. 2006; 45:2497–2504.
  • Sartori G, Savage DW. Sterically hindered amines for carbon dioxide removal from gases. Ind. Eng. Chem. Fundam. 1983; 22:239-249.
  • Baek JI, Yoon JH. Solubility of carbon-dioxide in aqueous-solutions of 2-amino-2-methyl-1,3-propanediol. J. Chem. Eng. Data 1998; 43:635-637.
  • Baek JI, Yoon JH, Eum HM. Prediction of equilibrium solubility of carbon dioxide in aqueous 2-amino-2-methyl-1,3-propanediol solutions. Korean J. Chem. Eng. 2000; 17:484-487.
  • Bouhamra W, Bavbek O, Alper E. Reaction mechanism and kinetics of aqueous solutions of 2-amino-2-methyl-1,3-propandiol and carbon dioxide. Chem. Eng .J. 1999; 73:67-70.
  • Gordesli FP, Ume CS, Alper E. Mechanism and kinetics of carbon dioxide capture using activated 2-amino-2-methyl-1,3-propanediol. Int. J. Chem. Kinetics 2013; 45:566-573.
  • Ume CS, Alper E, Gordesli FP. Kinetics of carbon dioxide reaction with aqueous mixture of piperazine and 2-amino-2-ethyl-1,3-propanediol. Int. J. Chem. Kinetics 2013; 45:161-167.
  • Yoon JH, Baek JI, Yamamoto Y, Komai T, Kawamu T. Kinetics of removal of carbon dioxide by aqueous 2-amino-2-methyl-1, 3-propanediol, Chem. Eng. Sci. 2003; 58:5229-5237.
  • Ali SH, Merchant SQ, Fahim MA. Kinetic study of reactive absorption of some primary amines with carbon dioxide in ethanol solution. Sep. Purif. Technol. 2000; 18:163−175.
  • Bratzler K, Doerges A. Amisol process purifies gases. Hydrocarbon Process 1974; 53:78−80.
  • Kadiwala S, Rayer AV, Henni A. Kinetics of carbon dioxide (CO2) with ethylenediamine, 3-amino-1-propanol in methanol and ethanol, and with 1-dimethylamino-2-propanol and 3-dimethylamino-1-propanol in water using stopped-flow technique. Chem. Eng. J. 2012; 179:262−271.
  • Sada E, Kumazawa H, Osawa Y, Matsuura M, Han Z. Reaction kinetics of carbon dioxide with amines in non-aqueous solvents. Chem. Eng. J. 1986; 33:87−95.
  • Miyazawa T, Koso S, Kunimori K, Tomishige K. Glycerol hydrogenolysis to 1,2-propanediol catalyzed by a heat-resistant ion-exchange resin combined with Ru/C. Appl. Catal. 2007; A 329:30–35.
  • Yuan Z, Wang J, Wang L, Xie W, Chen P, Hou Z, Zheng X. Biodiesel derived glycerol hydrogenolysis to 1,2-propanediol on Cu/MgO catalysts. Bioresour. Technol. 2010; 101:7088–7092.
  • Alper E. Reaction mechanism and kinetics of aqueous solutions of 2-amino-2-methyl-1-propanol and carbon dioxide. Ind. Eng. Chem. Res. 1990; 29:1725–1728.
  • Gordesli FP, Alper E. The kinetics of carbon dioxide capture by solutions of piperazine and N-methyl piperazine. Int. J. Global Warm. 2011; 1:67–76.
  • Crooks JE, Donnellan JP. Kinetics and mechanism of the reaction between carbon dioxide and amines in aqueous solution. J. Chem. Soc. Perkin Trans. 1989; 2:331–333.
Yıl 2016, Cilt: 1 Sayı: 1, 91 - 102, 23.02.2017

Öz

Kaynakça

  • Third Assessment Report. IPCC Climate Change, Intergovernmental Panel on Climate Change; 2001.
  • McCann N, Maeder M, Attalla M. Simulation of enthalpy and capacity of CO2 absorption by aqueous amine systems. Ind. Eng. Chem. Res. 2008; 47:2002–2009.
  • Raupach MR, Marland G, Ciais P, Le Quéré C, Canadell JG, Klepper G, Field CB. Global and regional drivers of accelerating CO2 emissions. Proc. Natl. Acad. Sci. 2007; 104:10288–10293.
  • Metz B, Ogunlade D, de Coninck H, Loos M, Meyer L. Intergovernmental Panel on Climate Change Special Report on Carbon dioxide Capture and Storage. Cambridge University Press, New York, United States: 2005.
  • Metz B, Davidson, OR, Bosch PR, Dave R. IPCC: Summary for Policymakers, in Climate Change: Mitigation. Contribution of Working Group III to the Fourth Assessment Report of the Intergovernmental Panel on Climate Change. Cambridge University Press, New York, United States: 2007.
  • de Koiejer G, Solbraa E. High pressure gas sweetening with amines for reducing CO2 emissions. 7th International Conference on Greenhouse Gas Control Technologies. Vancouver, Canada: 2004.
  • Kvamsdal HM, Maurstad O, Jordal K, Bolland O. Benchmark of gas turbine cycles with CO2 capture. 7th International Conference on Greenhouse Gas Control Technologies. Vancouver, Canada: 2004.
  • Danckwerts PV. The reaction of CO2 with ethanolamines. Chem. Eng. Sci. 1979; 34:443–446.
  • Kohl A, Nielsen R. Gas Purification. 5th Edition, Gulf Publishing Co., Houston, TX, United States: 1997.
  • Alejandre J, Rivera JL, Mora MA, de la Garza VJ. Force field of monoethanolamine. Phys. Chem. B 2000; 104:1332–1337.
  • da Silva E, Svendsen HF. Study of the carbamate stability of amines using ab initio methods and free-energy perturbations. Ind. Eng. Chem. Res. 2006; 45:2497–2504.
  • Sartori G, Savage DW. Sterically hindered amines for carbon dioxide removal from gases. Ind. Eng. Chem. Fundam. 1983; 22:239-249.
  • Baek JI, Yoon JH. Solubility of carbon-dioxide in aqueous-solutions of 2-amino-2-methyl-1,3-propanediol. J. Chem. Eng. Data 1998; 43:635-637.
  • Baek JI, Yoon JH, Eum HM. Prediction of equilibrium solubility of carbon dioxide in aqueous 2-amino-2-methyl-1,3-propanediol solutions. Korean J. Chem. Eng. 2000; 17:484-487.
  • Bouhamra W, Bavbek O, Alper E. Reaction mechanism and kinetics of aqueous solutions of 2-amino-2-methyl-1,3-propandiol and carbon dioxide. Chem. Eng .J. 1999; 73:67-70.
  • Gordesli FP, Ume CS, Alper E. Mechanism and kinetics of carbon dioxide capture using activated 2-amino-2-methyl-1,3-propanediol. Int. J. Chem. Kinetics 2013; 45:566-573.
  • Ume CS, Alper E, Gordesli FP. Kinetics of carbon dioxide reaction with aqueous mixture of piperazine and 2-amino-2-ethyl-1,3-propanediol. Int. J. Chem. Kinetics 2013; 45:161-167.
  • Yoon JH, Baek JI, Yamamoto Y, Komai T, Kawamu T. Kinetics of removal of carbon dioxide by aqueous 2-amino-2-methyl-1, 3-propanediol, Chem. Eng. Sci. 2003; 58:5229-5237.
  • Ali SH, Merchant SQ, Fahim MA. Kinetic study of reactive absorption of some primary amines with carbon dioxide in ethanol solution. Sep. Purif. Technol. 2000; 18:163−175.
  • Bratzler K, Doerges A. Amisol process purifies gases. Hydrocarbon Process 1974; 53:78−80.
  • Kadiwala S, Rayer AV, Henni A. Kinetics of carbon dioxide (CO2) with ethylenediamine, 3-amino-1-propanol in methanol and ethanol, and with 1-dimethylamino-2-propanol and 3-dimethylamino-1-propanol in water using stopped-flow technique. Chem. Eng. J. 2012; 179:262−271.
  • Sada E, Kumazawa H, Osawa Y, Matsuura M, Han Z. Reaction kinetics of carbon dioxide with amines in non-aqueous solvents. Chem. Eng. J. 1986; 33:87−95.
  • Miyazawa T, Koso S, Kunimori K, Tomishige K. Glycerol hydrogenolysis to 1,2-propanediol catalyzed by a heat-resistant ion-exchange resin combined with Ru/C. Appl. Catal. 2007; A 329:30–35.
  • Yuan Z, Wang J, Wang L, Xie W, Chen P, Hou Z, Zheng X. Biodiesel derived glycerol hydrogenolysis to 1,2-propanediol on Cu/MgO catalysts. Bioresour. Technol. 2010; 101:7088–7092.
  • Alper E. Reaction mechanism and kinetics of aqueous solutions of 2-amino-2-methyl-1-propanol and carbon dioxide. Ind. Eng. Chem. Res. 1990; 29:1725–1728.
  • Gordesli FP, Alper E. The kinetics of carbon dioxide capture by solutions of piperazine and N-methyl piperazine. Int. J. Global Warm. 2011; 1:67–76.
  • Crooks JE, Donnellan JP. Kinetics and mechanism of the reaction between carbon dioxide and amines in aqueous solution. J. Chem. Soc. Perkin Trans. 1989; 2:331–333.
Toplam 27 adet kaynakça vardır.

Ayrıntılar

Bölüm Makaleler
Yazarlar

Fatma Pınar Gördesli Duatepe Bu kişi benim

Erdoğan Alper

Yayımlanma Tarihi 23 Şubat 2017
Gönderilme Tarihi 4 Kasım 2016
Yayımlandığı Sayı Yıl 2016 Cilt: 1 Sayı: 1

Kaynak Göster

APA Gördesli Duatepe, F. P., & Alper, E. (2017). REACTION KINETICS OF CARBON DIOXIDE WITH NONAQUEOUS SOLUTIONS OF STERICALLY HINDERED AMINES. Journal of the Turkish Chemical Society Section B: Chemical Engineering, 1(1), 91-102.

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J. Turk. Chem. Soc., Sect. B: Chem. Eng. (JOTCSB)