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Received November 3, 2015
Accepted January 25, 2016
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Thermodynamic and spectroscopic identification of aldehyde hydrates
Department of Chemical and Biomolecular Engineering (BK21+ Program), KAIST, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Korea
hlee@kaist.ac.kr
Korean Journal of Chemical Engineering, June 2016, 33(6), 1897-1902(6), 10.1007/s11814-016-0028-3
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Abstract
It has been reported that some aldehyde compounds have formed simple sII clathrate hydrates without help-gas molecules, showing a self-forming effect. However, the structure of aldehyde hydrates is quite unstable due to the “gem-diol reaction”. According to the previous studies, the aldehyde hydrate slowly decomposes at atmospheric condition with the conversion of aldehyde to gem-diol. We investigated binary aldehyde (acetaldehyde, propionaldehyde, and isobutyraldehyde)+methane clathrate hydrate with spectroscopic and thermodynamic analyses. Similar to the simple aldehyde hydrate, the binary hydrates also formed a sII hydrate. During the hydrate formation process, we found that most of the aldehydes converted to gem-diols and were then incorporated into the large cages of the sII hydrate. Depending on the equilibrium constant of the gem-diol reaction caused by the molecular structures of the three aldehydes, different phase equilibrium curves of aldehyde+methane hydrates were obtained.
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Seo YT, Kang SP, Lee H, Fluid Phase Equilib., 189(1-2), 99 (2001)
Linga P, Adeyemo A, Englezos P, Environ. Sci. Technol., 42(1), 315 (2008)
Eslamimanesh A, Mohammadi AH, Richon D, Naidoo P, Ramjugernath D, J. Chem. Thermodyn., 46, 62 (2012)
Cha M, Kwon M, Youn Y, Shin K, Lee H, J. Chem. Eng. Data, 57(4), 1128 (2012)
Quist AS, Frank HS, J. Phys. Chem., 65, 560 (1961)
Wilson GJ, Davidson DW, Can. J. Chem., 41, 264 (1963)
Sargent DF, Calvert LD, J. Phys. Chem., 2689 (1966)
Morris B, Davidson DW, Can. J. Chem., 49, 1243 (1971)
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Davidson DW, Gough SR, Ripmeester JA, Can. J. Chem., 54, 3085 (1976)
Gough SR, Can. J. Chem., 56, 2025 (1978)
Mooijer-van den Heuvel MM, Peters CJ, Arons JD, Fluid Phase Equilib., 172(1), 73 (2000)
Ripmeester JA, Davidson DW, Mol. Cryst. Liq. Cryst., 43(3-4), 189 (1977)
Bell RP, Adv. Phys. Org. Chem., 4, 1 (1966)
Frisch MJT, Schlegel GW, Scuseria HB, Robb GE, Cioslowski JV, Fox DJ, Gaussian 03. Gaussian, Inc., Wallingford CT (2003).
Socrates G, Infrared and Raman Characteristic Group Frequencies:Tables and Charts, John Wiley & Sons (2004).
Koh DY, Kang H, Jeon J, Ahn YH, Park Y, Kim H, Lee H, J. Phys. Chem. C, 118(6), 3324 (2014)
Ng HJ, Robinson DB, International Conference on Natural Gas Hydrates, 450 (1994)
Nixdorf J, Oellrich LR, Fluid Phase Equilib., 139(1-2), 325 (1997)
