Amine degradation in CO2 capture. I. A review
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Abu-Zahra, 2007, CO2 capture from power plants: Part I. A parametric study of the technical performance based on monoethanolamine, International Journal of Greenhouse Gas Control, 1, 37, 10.1016/S1750-5836(06)00007-7
Alawode, A.O., 2005. Oxidative Degradation of Piperazine in the Absorption of Carbon Dioxide. Thesis, University of Texas at Austin.
Arduengo, A.J., Gentry, F.P., Taverkere, P.K., Simmons, H., 2001. Process for manufacture of imidazoles. US 6177575 B1, E.I.du Pont de Nemours and Compagny, Wilmington.
Bedell, 2009, Oxidative degradation mechanisms for amines in flue gas capture, Energy Procedia, 1, 771, 10.1016/j.egypro.2009.01.102
Bedell, 2011, Amine autoxidation in flue gas CO2 capture – mechanistic lessons learned from other gas treating processes, International Journal of Greenhouse Gas Control, 5, 1, 10.1016/j.ijggc.2010.01.007
Bello, 2005, Pathways for the formation of products of the oxidative degradation of CO2-loaded concentrated aqueous monoethanolamine solutions during CO2 absorption from flue gases, Industrial and Engineering Chemistry Research, 44, 945, 10.1021/ie049329+
Bello, 2006, Comprehensive study of the kinetics of the oxidative degradation of CO2 loaded and concentrated aqueous monoethanolamine (MEA) with and without sodium metavanadate during CO2 absorption from flue gases, Industrial and Engineering Chemistry Research, 45, 2569, 10.1021/ie050562x
Bhown, 2011, Analysis and status of post-combustion carbon dioxide capture technologies, Environmental Science and Technology, 45, 8624, 10.1021/es104291d
Bonenfant, 2007, Estimation of the CO2 absorption capacities in aqueous 2-(2-aminoethylamino)ethanol and its blends with MDEA and TEA in the presence of SO2, Industrial and Engineering Chemistry Research, 46, 8968, 10.1021/ie070778u
Chakma, 1986, Corrosivity of diethanolamine solutions and their degradation products, Industrial & Engineering Chemistry Product Research and Development, 25, 627, 10.1021/i300024a605
Chakma, 1987, Degradation of aqueous DEA solutions in a heat-transfer tube, Canadian Journal of Chemical Engineering, 65, 264, 10.1002/cjce.5450650211
Chakma, 1988, Identification of methyl diethanolamine degradation products by gas-chromatography and gas-chromatography mass-spectrometry, Journal of Chromatography, 457, 287, 10.1016/S0021-9673(01)82076-8
Chakma, 1997, Methyl-diethanolamine degradation – mechanism and kinetics, Canadian Journal of Chemical Engineering, 75, 861, 10.1002/cjce.5450750506
Challis, 1982, The chemistry of functional groups, the chemistry of amino, nitroso and nitro compounds and their derivates, Supplement F, Part 2, 1151
Chi, 2002, Oxidative degradation of monoethanolamine, Industrial and Engineering Chemistry Research, 41, 4178, 10.1021/ie010697c
Choy, 1980, Gas-chromatographic detection of diethanolamine and its degradation products, Journal of Chromatography, 187, 145, 10.1016/S0021-9673(00)87880-2
Closmann, 2009, MDEA/piperazine as a solvent for CO2 capture, Energy Procedia, 1, 1351, 10.1016/j.egypro.2009.01.177
Closmann, F., 2011. Oxidation and Thermal Degradation of Methyldiethanolamine/Piperazine in CO2 Capture. Thesis, University of Texas at Austin.
Closmann, 2011, Degradation of aqueous methyldiethanolamine by temperature and oxygen cycling, Energy Procedia, 4, 23, 10.1016/j.egypro.2011.01.018
Davis, J.D., 2009. Thermal Degradation of Aqueous Amines used for Carbon Dioxide Capture. Thesis, University of Texas at Austin.
Davis, 2009, Thermal degradation of monoethanolamine at stripper conditions, Energy Procedia, 1, 327, 10.1016/j.egypro.2009.01.045
Dawodu, 1991, Identification of products resulting from carbonyl sulfide-induced degradation of diethanolamine, Journal of Chromatography, 587, 237, 10.1016/0021-9673(91)85160-H
Dawodu, 1996, Degradation of aqueous diethanolamine solutions by carbon disulfide, Gas Separation and Purification, 10, 1, 10.1016/0950-4214(95)00012-7
Dawodu, 1996, Degradation of alkanolamine blends by carbon dioxide, Canadian Journal of Chemical Engineering, 74, 960, 10.1002/cjce.5450740620
Dennis, 1967, Oxidations of amines. IV. Oxidative fragmentation, Journal of Organic Chemistry, 32, 3783, 10.1021/jo01287a012
Dupart, 1999, Comparing laboratory and plant data for MDEA/DEA blends, Hydrocarbon Processing, 78, 81
EIA, 2011
Eide-Haugmo, 2011
Epp, 2011, Degradation of solutions of monoethanolamine, diglycolamine and potassium glycinate in view of tail-end CO2 absorption, Energy Procedia, 4, 75, 10.1016/j.egypro.2011.01.025
Fazio, 1984, Nucleophilic ring-opening of 2-oxazolines with amines – a convenient synthesis for unsymmetrically substituted ethylenediamines, Journal of Organic Chemistry, 49, 4889, 10.1021/jo00199a029
Fiddler, 1972, Formation of N-nitrosodimethylamine from naturally occurring quaternary ammonium compounds and tertiary amines, Nature, 236, 307, 10.1038/236307a0
Fostas, 2011, Effects of NOx in the flue gas degradation of MEA, Energy Procedia, 4, 1566, 10.1016/j.egypro.2011.02.026
Freeman, 2010, Degradation of aqueous piperazine in carbon dioxide capture, International Journal of Greenhouse Gas Control, 4, 756, 10.1016/j.ijggc.2010.03.009
Freeman, S.A., 2011. Thermal Degradation and Oxidation of Aqueous Piperazine for Carbon Dioxide Capture. Thesis, Universty of Texas at Austin.
Freeman, 2011, Thermal degradation of piperazine and its structural analogs, Energy Procedia, 4, 43, 10.1016/j.egypro.2011.01.021
Gao, 2011, Pilot-scale experimental study on the co2 capture process with existing of SO2: degradation, reaction rate, and mass transfer, Energy and Fuels, 25, 5802, 10.1021/ef2010496
Goff, 2004, Monoethanolamine degradation: O2 mass transfer effects under CO2 capture conditions, Industrial and Engineering Chemistry Research, 43, 6400, 10.1021/ie0400245
Goff, G.S., 2005. Oxidative Degradation of Aqueous Monoethanolamine in CO2 Capture Processes: Iron and Copper Catalysis, Inhibition, and O2 Mass Transfer. Thesis, University of Texas at Austin.
Goff, 2006, Oxidation inhibitors for copper and iron catalyzed degradation of monoethanolamine in CO2 capture processes, Industrial and Engineering Chemistry Research, 45, 2513, 10.1021/ie0490031
Hakka, 1968
Holub, 1998, Amine degradation chemistry in CO2 service, 146
Hsu, 1985, Diethanolamine (DEA) degradation under gas treating conditions, Industrial & Engineering Chemistry Product Research and Development, 24, 630, 10.1021/i300020a025
Hull, 1967, Oxidations of amines. III. Duality of mechanism in the reaction of amines with chlorine dioxide, Journal of the American Chemical Society, 89, 1163, 10.1021/ja00981a023
Hull, 1969, Oxidations of amines. VII. Chemical and electrochemical correlations, Journal of Physical Chemistry, 73, 2142, 10.1021/j100727a007
IARC, 1978, vol. 17
Islam, 2011, Degradation studies of amines and alkanolamines during sour gas treatment process, International Journal of Physical Sciences, 6, 5883
Jackson, 2010, N-nitrosopipezaines form at high pH in post-combustion capture solutions containing piperazine: a low-energy collisional behaviour study, Rapid Communications in Mass Spectrometry, 24, 3567, 10.1002/rcm.4815
Kemper, 2010, Quaternary amines as nitrosamine precursors: a role for consumer products?, Environmental Science and Technology, 44, 1224, 10.1021/es902840h
Kennard, 1980, Control DEA degradation, Hydrocarbon Processing, 60, 103
Kennard, M.L., 1983. Degradation of Diethanolamine (DEA) Solutions. Thesis, The University of British Columbia at Vancouver.
Kennard, 1983, Gas-chromatographic technique for analyzing partially degraded diethanolamine solutions, Journal of Chromatography, 267, 373, 10.1016/S0021-9673(01)90856-8
Kennard, 1985, Mechanisms and kinetics of diethanolamine degradation, Industrial and Engineering Chemistry Fundamentals, 24, 129, 10.1021/i100018a002
Kim, 1984, Kinetics and mechanism of diethanolamine degradation in aqueous solutions containing carbon dioxide, International Journal of Chemical Kinetics, 16, 1257, 10.1002/kin.550161008
Lawal, 2005, The role of methyl diethanolamine (MDEA) in preventing the oxidative degradation of CO2 loaded and concentrated aqueous monoethanolamine (MEA)–MDEA blends during CO2 absorption from flue gases, Industrial and Engineering Chemistry Research, 44, 1874, 10.1021/ie049261y
Lawal, 2005, Pathways and reaction products for the oxidative degradation of CO2 loaded and concentrated aqueous MEA and MEA/MDEA mixtures during CO2 absorption from flue gases, Greenhouse Gas Control Technologies, 7, 1159, 10.1016/B978-008044704-9/50122-1
Lensen, 2004
Lepaumier, H., 2008. Étude des mécanismes de dégradation des amines utilisées pour le captage du CO2 dans les fumées. Thesis, Laboratoire des matériaux organiques à propriétés spécifiques (Université de Savoie).
Lepaumier, 2009, New amines for CO2 capture. I. Mechanisms of amine degradation in the presence of CO2, Industrial and Engineering Chemistry Research, 48, 9061, 10.1021/ie900472x
Lepaumier, 2009, New amines for CO2 capture. II. Oxidative degradation mechanisms, Industrial and Engineering Chemistry Research, 48, 9068, 10.1021/ie9004749
Lepaumier, 2010, New amines for CO2 capture. III. Effect of alkyl chain length between amine functions on polyamines degradation, Industrial and Engineering Chemistry Research, 49, 4553, 10.1021/ie902006a
Lepaumier, 2011, Comparison of MEA degradation in pilot-scale with lab-scale experiments, Energy Procedia, 4, 1652, 10.1016/j.egypro.2011.02.037
Lepaumier, 2011, Degradation of MMEA at absorber and stripper conditions, Chemical Engineering Science, 66, 3491, 10.1016/j.ces.2011.04.007
Lindsay Smith, 1973, Amine oxidation. Part VII. The effect of structure on the reactivity of alkyl tertiary amines towards alkaline potassium hexacyanoferrate(III), Journal of the Chemical Society Perkin Transactions, 2, 206, 10.1039/p29730000206
Lindsay Smith, 1977, Amine oxidation. Part 13. Electrochemical oxidation of some substituted tertiary alkylamines, Journal of the Chemical Society Perkin Transactions, 2, 1732, 10.1039/p29770001732
Loeppky, 1994, vol. 553
Martin, 2012, New amines for CO2 capture. IV. Degradation, corrosion and quantitative structure property relationship model, Industrial and Engineering Chemistry Research, 51, 6283, 10.1021/ie2029877
Meisen, 1982, DEA degradation mechanism, Hydrocarbon Processing, 61, 105
Mirvish, 1975, Formation of N-nitroso compounds: chemistry, kinetics, and in vivo occurrence, Toxicology and Applied Pharmacology, 31, 325, 10.1016/0041-008X(75)90255-0
Moser, 2011, Performance of MEA in a long-term test at the post-combustion capture pilot plant in Niederaussem, International Journal of Greenhouse Gas Control, 5, 620, 10.1016/j.ijggc.2011.05.011
Moser, 2011, Investigation of trace elements in the inlet and outlet streams of a MEA-based post-combustion capture process results from the test programme at the Niederaussem pilot plant, Energy Procedia, 4, 473, 10.1016/j.egypro.2011.01.077
NTP, 2012. http://ntp.niehs.nih.gov/go/roc.
Pedersen, 2010
Petryaev, 1984, Homolytic deamination of amino alcohols, Journal of Organic Chemistry of the USSR, 20, 25
Polderman, 1955, Why monoethanolamine solution breaks down in gas-treating service, Oil and Gas Journal, 53, 180
Polderman, 1956, Degradation of diethanolamine in gas treating service, Oil and Gas Journal, 54, 49
Rao, 2002, A technical, economic, and environmental assessment of amine-based CO2 capture technology for power plant greenhouse gas control, Environmental Science and Technology, 36, 4467, 10.1021/es0158861
Ridd, 1961, Nitrosation, diazotisation, and deamination, Quarterly Reviews of the Chemical Society, 15, 418, 10.1039/qr9611500418
Rooney, 1998, Oxygen's role in alkanolamine degradation, Hydrocarbon Processing, 77, 109
Rooney, 1998, The role of oxygen in the degradation of MEA, DGA, DEA and MDEA, 335
Rosenblatt, 1967, Oxidations of amines. II. Substituent effects in chlorine dioxide oxidations, Journal of the American Chemical Society, 89, 1158, 10.1021/ja00981a022
Saavedra, 1981, Deamination of primary aminoalkanol. Formation of substituted N-nitroso-1,3-oxazolidines and N-nitroso-1,3-tetrahydrooxazines, Journal of Organic Chemistry, 46, 2610, 10.1021/jo00326a002
Sexton, A.J., 2008. Amine Oxidation in Carbon Dioxide Capture Processes. Thesis, University of Texas at Austin.
Sexton, 2011, Reaction products from the oxidative degradation of monoethanolamine, Industrial and Engineering Chemistry Research, 50, 667, 10.1021/ie901053s
Smith, 1967, Nitrosative cleavage of tertiary amines, Journal of the American Chemical Society, 89, 1147, 10.1021/ja00981a021
Strazisar, 2001, Degradation of monoethanolamine used in CO2 capture from flue gas of a coal-fired electric power generating station, Journal of Energy and Environmental Research, 1, 32
Strazisar, 2003, Degradation pathways for monoethanolamine in a CO2 capture facility, Energy and Fuels, 17, 1034, 10.1021/ef020272i
Supap, 2006, Analysis of monoethanolamine and its oxidative degradation products during CO2 absorption from flue gases: a comparative study of GC–MS, HPLC-RID, and CE-DAD analytical techniques and possible optimum combinations, Industrial and Engineering Chemistry Research, 45, 2437, 10.1021/ie050559d
Supap, 2009, Kinetics of sulfur dioxide- and oxygen-induced degradation of aqueous monoethanolamine solution during CO2 absorption from power plant flue gas streams, International Journal of Greenhouse Gas Control, 3, 133, 10.1016/j.ijggc.2008.06.009
Supap, 2011, Mechanism of formation of heat stable salts (HSSs) and their roles in further degradation of monoethanolamine during CO2 capture from flue gas streams, Energy Procedia, 4, 591, 10.1016/j.egypro.2011.01.093
Tanthapanichakoon, 2006, Electrochemical investigation on the effect of heat-stable salts on corrosion in CO2 capture plants using aqueous solution of MEA, Industrial and Engineering Chemistry Research, 45, 2586, 10.1021/ie050575a
Thitakamol, 2007, Environmental impacts of absorption-based CO2 capture unit for post-combustion treatment of flue gas from coal-fired power plant, International Journal of Greenhouse Gas Control, 1, 318, 10.1016/S1750-5836(07)00042-4
Uyanga, 2007, Studies of SO2- and O2-induced degradation of aqueous MEA during CO2 capture from power plant flue gas streams, Industrial and Engineering Chemistry Research, 46, 2558, 10.1021/ie0614024
Veldman, R.R., 2000. Alkanolamine solution corrosion mechanisms and inhibition from HSS and CO2. Corrosion/00, paper 496 (Houston, Texas, 2000).
Vevelstad, 2011, Degradation of MEA; a theoretical study, Energy Procedia, 4, 1608, 10.1016/j.egypro.2011.02.031
Wang, 2011, Oxidative degradation of 2-amino-2-methyl-1-propanol
Wang, 2012, Oxidative degradation of aqueous 2-amino-2-methyl-1-propanol solvent for postcombustion CO2 capture, Industrial and Engineering Chemistry Research, 51, 6529, 10.1021/ie300346j
Wen, 2009, Impacts of carbon capture on power plant emissions
Williams, 1988
Ye, 2001, The methyldiethanolamine degradation products in desulphurization process for acid waste gas, Gaoxiao huaxue Gongcheng Xuebao, 15, 35