Viscosities, Free Energies of Activation and their Excess Properties in the Binary Mixtures of Some Monoalkanolamines with Acetonitrile between 303.15 and 323.15 K: Experimental and Correlative Approach

  • Muhammad A. R. Khan Department of Chemistry, University of Chittagong, Chattogram-4331, Bangladesh
  • M. Mehedi Hasan Rocky Department of Natural Science, Port City International University, Chattogram, Bangladesh
  • Md. Ariful Islam Department of Chemistry, University of Chittagong, Chattogram-4331, Bangladesh
  • Faisal I Chowdhury University of Chittagong
  • M. Shamsuddin Ahmed Department of Chemistry, University of Chittagong, Chattogram-4331, Bangladesh
  • Shamim Akhtar Department of Chemistry, University of Chittagong, Chattogram-4331, Bangladesh
Keywords: Viscosity, Deviation in viscosity, Excess free energy of activation for viscous flow, Correlative model, Alkanolamine, Cross H-bonding

Abstract

Viscosities (h) of three binary non-aqueous systems of ACN + MEA, + MMEA and + MEEA have been measured in the whole range of compositions at temperatures ranging between 303.15 and 323.15 K at an interval of 5 K. At different compositions, deviations in viscosity (Dh), free energy (ΔG) of activation for viscous flow along its excess values (ΔG‡E) were calculated from experimental ρ andh data. For all systems, h vs. x2 initially changed very slowly, but with the increment of solute concentration h were found to rise quite rapidly. The values of Dh were largely positive and they formed a sharp maximum invariably at the highly alkanolamine-rich regions. All positive values of Dh followed the increasing order as: ACN + MMEA > ACN + MEA > ACN + MEEA. The order of DGE at the maximum point was ACN + MMEA > ACN + MEA > ACN + MEEA. For the correlative model, zero parameter relations: Bingham, Kendall- Munroe, Gambill, and Eyring relations, one parameter relations: Hind, Grunberg-Nissan, Frenkel, Wijk, Katti-Chaudhri, Tamura Kurata and two as well as three parameter-based models: Heric, Ausländer, McAllister (3-body) and McAllister (4-body) Equation and the Jouyban-Acree model (JA) were employed to correlate viscosities. Ausländer equation fit the best for: ACN + MEA.  McAlliester 4-body fit the best for ACN + MMEA and ACN + MEEA. All the above results were attempted to be interpreted in terms of the strength and order of self-association, intra- as well as intermolecular hydrogen bonding via OH···O or OH···N and the effect due to steric hindrance of the concerned alkanolamine molecules and interstitial accommodation of ACN into alkanolamine network.

References

T. Ping, Y. Dong, S. Shen, (2020). Densities, viscosities and spectroscopic study of partially CO2-loaded nonaqueous blends of 2-butoxyethanol with 2-(ethylamino)ethanol and 2-(butylamino)ethanol at temperatures of (293.15 to 353.15) K, J. Mol. Liq. 312, 113389. https://doi.org/10.1016/j.molliq.2020.113389.

K.A. Mumford, Y. Wu, K.H. Smith, G.W. Stevens, (2015). Review of solvent based carbon-dioxide capture technologies, Front. Chem. Sci. Eng. 9, 125–141. https://doi.org/10.1007/s11705-015-1514-6.

M. Fang, N. Yi, W. Di, T. Wang, Q. Wang, (2020). Emission and control of flue gas pollutants in CO2 chemical absorption system – A review, Int. J. Greenh. Gas Control. 93. https://doi.org/10.1016/j.ijggc.2019.102904.

J.G. Vitillo, B. Smit, L. Gagliardi, (2017). Introduction: Carbon Capture and Separation, Chem. Rev. 117, 9521–9523. https://doi.org/10.1021/acs.chemrev.7b00403.

J.P. Nicot, I.J. Duncan, (2012). Review: Common attributes of hydraulically fractured oil and gas production and CO2 geological sequestration, Greenh. Gases Sci. Technol. 2, 352–368. https://doi.org/10.1002/ghg.

A.L. Kohl, R. (1997), Richard B.. Nielsen, Gas purification., 1395.

T. Chakravarty, U.K. Phukan, R.H. Weilund, (1985). Reaction of acid gases with mixtures of amines, Chem. Eng. Prog.; (United States). 81:4.

B.P. Mandal, M. Kundu, S.S. Bandyopadhyay, (2003). Density and Viscosity of Aqueous Solutions of ( N -Methyldiethanolamine + Monoethanolamine), (N -Methyldiethanolamine + Diethanolamine ), (2-Amino-2-methyl-1-propanol + Monoethanolamine), and ( 2-Amino-2-methyl-1-propanol + Diethanolamine), 703–707.

M.H. Li, K.P. Shan, (2002). Densities and solubilities of solutions of carbon dioxide in water + monoethanolamine + N-methyldiethanolamine, J. Chem. Eng. Data. 37, 288–290. https://doi.org/10.1021/JE00007A002.

O.F. Dawodu, A. Meisen, (1996). Degradation of Alkanolamine Blends by Carbon Dioxide, Can. J. Chem. Eng. 74, 960–966. https://doi.org/10.1002/cjce.5450740620.

B. Messaoudi, E. Sada, (1996). Absorption of Carbon Dioxide into Loaded Aqueous Solutions of 2-Amino-2-Methyl-1-Propanol, J. Chem. Eng. JAPAN. 29, 534–537. https://doi.org/10.1252/JCEJ.29.534.

S. Xu, Y.W. Wang, F.D. Otto, A.E. Mather, (1996). Kinetics of the reaction of carbon dioxide with 2-amino-2-methyl-1-propanol solutions, Chem. Eng. Sci. 51, 841–850. https://doi.org/10.1016/0009-2509(95)00327-4.

R.M. DiGuillo, R.J. Lee, S.T. Schaeffer, L.L. Brasher, A.S. Teja, (1992). Densities and Viscosities of the Ethanolamines, J. Chem. Eng. Data. 37, 239–242. https://doi.org/10.1021/je00006a028.

R.M. DiGullio, W.L. McGregor, A.S. Teja, (2002). Thermal conductivities of the ethanolamines, J. Chem. Eng. Data. 37, 242–245. https://doi.org/10.1021/JE00006A029.

Y. Maham, L.G. Hepler, A.E. Mather, A.W. Hakin, R.A. Marriott, (1997). Molar heat capacities of alkanolamines from 299.1 to 397.8 K: Group additivity and molecular connectivity analyses, J. Chem. Soc. - Faraday Trans. 93, 1747–1750. https://doi.org/10.1039/a607568a.

H. Touhara, S. Okazaki, F. Okino, H. Tanaka, K. Ikari, K. Nakanishi, (1982). Thermodynamic properties of aqueous mixtures of hydrophilic compounds 2. Aminoethanol and its methyl derivatives, J. Chem. Thermodyn. 14, 145–156. https://doi.org/10.1016/0021-9614(82)90026-X.

Y. Maham, T.T. Teng, L.G. Hepler, A.E. Mather, (1994). Densities, excess molar volumes, and partial molar volumes for binary mixtures of water with monoethanolamine, diethanolamine, and triethanolamine from 25 to 80°C, J. Solution Chem. 23, 195–205. https://doi.org/10.1007/BF00973546.

E.B. Rinker, D.W. Oelschlager, A.T. Colussi, K.R. Henry, O.C. Sandall, (1994). Viscosity, Density, and Surface Tension of Binary Mixtures of Water and N-Methyldiethanolamine and Water and Diethanolamine and Tertiary Mixtures of These Amines with Water over the Temperature Range 20‒100°C, J. Chem. Eng. Data. 39, 392–395. https://doi.org/10.1021/je00014a046.

F.I. Chowdhury, M.A.R. Khan, M.A. Saleh, S. Akhtar, (2013). Volumetric properties of some water + monoalkanolamine systems between 303.15 and 323.15 K, J. Mol. Liq. 182, 7–13. https://doi.org/10.1016/j.molliq.2013.03.006.

Y. Maham, T.T. Teng, L.G. Hepler, A.E. Mather, (2002). Volumetric properties of aqueous solutions of monoethanolamine, mono- and dimethylethanolamines at temperatures from 5 to 80 °C I, Thermochim. Acta. 386, 111–118. https://doi.org/10.1016/S0040-6031(01)00812-7.

Y Maham, Y., Teng, T. T., Mather, A. E., & Hepler, L. G. (1995). Volumetric properties of (water+ diethanolamine) systems. Canadian Journal of Chemistry, 73(9), 1514-1519. https://doi.org/10.1139/v95-187

L. Lebrette, Y. Maham, T.T. Teng, L.G. Hepler, A.E. Mather, (2002). Volumetric properties of aqueous solutions of mono, and diethylethanolamines at temperatures from 5 to 80 °C II, Thermochim. Acta. 386, 119–126. https://doi.org/10.1016/S0040-6031(01)00813-9.

Y. Maham, L. Lebrette, A.E. Mather, (2002). Viscosities and excess properties of aqueous solutions of mono- and diethylethanolamines at temperatures between 298.15 and 353.15 K, J. Chem. Eng. Data. 47, 550–553. https://doi.org/10.1021/je015528d.

T.T. Teng, Y. Maham, L.G. Hepler, A.E. Mather, (1994). Viscosity of Aqueous Solutions of N-Methyldiethanolamine and of Diethanolamine, J. Chem. Eng. Data. 39, 290–293. https://doi.org/10.1021/je00014a021.

F.Q. Zhang, H.P. Li, M. Dai, J.P. Zhao, J.P. Chao, (1995). Volumetric properties of binary mixtures of water with ethanolamine alkyl derivatives, Thermochim. Acta. 254, 347–357. https://doi.org/10.1016/0040-6031(94)02127-A.

M. Pagé, J.-Y. Huot, C. Jolicoeur, (1993). A comprehensive thermodynamic investigation of water–ethanolamine mixtures at 10, 25, and 40 °C, Can. J. Chem. 71, 1064–1072. https://doi.org/10.1139/v93-142.

M.H. Li, Y.C. Lie, (2002). Densities and Viscosities of Solutions of Monoethanolamine + N-methyldiethanolamine + Water and Monoethanolamine + 2-Amino-2-methyl-1-propanol + Water, J. Chem. Eng. Data. 39, 444–447. https://doi.org/10.1021/JE00015A009.

C.H. Hsu, M.H. Li, (1997). Densities of Aqueous Blended Amines, J. Chem. Eng. Data. 42, 502–507. https://doi.org/10.1021/JE960356J.

C.H. Hsu, M.H. Li, (1997). Viscosities of aqueous blended amines, J. Chem. Eng. Data. 42, 714–720. https://doi.org/10.1021/je970029r.

D.P. Hagewiesche, S.S. Ashour, H.A. Al-Ghawas, O.C. Sandall, (1995). Absorption of carbon dioxide into aqueous blends of monoethanolamine and N-methyldiethanolamine, Chem. Eng. Sci. 50, 1071–1079. https://doi.org/10.1016/0009-2509(94)00489-E.

Chowdhury, F. I., Akhtar, S., & Saleh, M. A. (2009). Densities and excess molar volumes of tert-butanol with n-butylamine, di-n-butylamine and tri-n-butylamine. Physics and Chemistry of Liquids, 47(6), 681-692. https://doi.org/10.1080/00319100903131526.

F.I. Chowdhury, M.A. Saleh, (2014). Viscosities and deviations in viscosity of tert-butanol with n-butylamine, di-n-butylamine and tri-n-butylamine, J. Mol. Liq. 191, 156–160. https://doi.org/10.1016/J.MOLLIQ.2013.11.013.

M.S. Rahman, F.I. Chowdhury, M.S. Ahmed, M.M.H. Rocky, S. Akhtar, (2014). Density and viscosity for the solutions of 1-butanol with nitromethane and acetonitrile at 303.15 to 323.15 K, J. Mol. Liq. 190, 208–214. https://doi.org/10.1016/J.MOLLIQ.2013.11.011.

F.I. Chowdhury, M.U. Khandaker, H. Zabed, M.R. Karim, H.A. Kassim, A.K. Arof, (2017). Thermodynamics of Viscous Flow of tert-Butanol with Butylamines: UNIFAC–VISCO, Grunberg–Nissan and McAllister Three Body Interaction Models for Viscosity Prediction and Quantum Chemical (DFT) Calculations, J. Solut. Chem. 2017 465. 46, 1104–1120. https://doi.org/10.1007/S10953-017-0624-9.

F.I. Chowdhury, S. Akhtar, M.A. Saleh, (2010). Viscosities and excess viscosities of aqueous solutions of some diethanolamines, J. Mol. Liq. 155, 1–7. https://doi.org/10.1016/J.MOLLIQ.2010.03.015.

M.A.R. Khan, M. Sohel, M.A. Islam, F.I. Chowdhury, S. Akhtar, (2021). Refractive Indices of Aqueous Solutions of Isomeric Butylamines at 303.15 K: Experimental and Correlative Approach, J. Appl. Sci. Process Eng. 8, 1020–1030. https://doi.org/10.33736/JASPE.3962.2021.

F.I. Chowdhury, M.A.R. Khan, M.A. Saleh, S. Akhtar, (2013). Volumetric properties of some water + monoalkanolamine systems between 303.15 and 323.15 K, J. Mol. Liq. 182, 7–13. https://doi.org/10.1016/J.MOLLIQ.2013.03.006.

Chowdhury, F. I., Akhtar, S., & Saleh, M. A. (2009). Densities and excess molar volumes of aqueous solutions of some diethanolamines. Physics and Chemistry of Liquids, 47(6), 638-652. https://doi.org/10.1080/00319100802620538.

F.I. Chowdhury, S. Akhtar, M.A. Saleh, M.U. Khandaker, Y.M. Amin, A.K. Arof, (2016). Volumetric and viscometric properties of aqueous solutions of some monoalkanolamines, J. Mol. Liq. 223, 299–314. https://doi.org/10.1016/J.MOLLIQ.2016.08.033.

M.A.R. Khan, M.M.H. Rocky, F.I. Chowdhury, M. Shamsuddin Ahmed, S. Akhtar, (2019). Molecular interactions in the binary mixtures of some monoalkanolamines with acetonitrile between 303.15 and 323.15, J. Mol. Liq. 277, 681–691. https://doi.org/10.1016/J.MOLLIQ.2018.12.136.

M.A.R. Khan, M.M.H. Rocky, F.I. Chowdhury, M. Shamsuddin Ahmed, S. Akhtar, (2019). Molecular interactions in the binary mixtures of some monoalkanolamines with acetonitrile between 303.15 and 323.15, J. Mol. Liq. 277, 681–691. https://doi.org/10.1016/j.molliq.2018.12.136.

M.N. Roy, R.K. Das, A. Bhattacharjee, (2008). Density and viscosity of acrylonitrile + cinnamaldehyde, + anisaldehyde, and + benzaldehyde at (298.15, 308.15, and 318.15) K, J. Chem. Eng. Data. 53, 1431–1435. https://doi.org/10.1021/je7006742.

W. Cao, K. Knudsen, A. Fredenslund, P. Rasmussen, (1993). Group-Contribution Viscosity Predictions of Liquid Mixtures Using UNIFAC-VLE Parameters, Ind. Eng. Chem. Res. 32, 2088–2092. https://doi.org/10.1021/ie00021a034.

W.D. Monnery, W.Y. Svrcek, A.K. Mehrotra, (1995). Viscosity: A Critical Review, Can. J. Chem. Eng. 73, 3–40. https://doi.org/10.1002/cjce.5450730103

E.D. Dikio, G. Vilakazi, P. Ngoy, (2013). Density, dynamic viscosity and derived properties of binary mixtures of m-xylene, o-xylene, and p-xylene, with pyridine at T = 293.15, 303.15, 313.15 and 323.15 K, J. Mol. Liq. 177, 190–197. https://doi.org/10.1016/j.molliq.2012.10.021.

H. Eyring, (2004). Viscosity, Plasticity, and Diffusion as Examples of Absolute Reaction Rates, J. Chem. Phys. 4, 283. https://doi.org/10.1063/1.1749836.

M.D.C. Grande, J. Álvarez Juliá, C.R. Barrero, C.M. Marschoff, (2021). Viscosity measurements of the binary mixture ethyl lactate+acetonitrile from 283.15 to 323.15 K. Activation parameters and their connection with molecular interactions, Phys. Chem. Liq. 59, 104–112. https://doi.org/10.1080/00319104.2019.1683831.

P. Droliya, D. Chand, A. Nain, (2020). Experimental and theoretical studies of transport and optical properties of binary mixtures of acetonitrile with some alkyl methacrylates at temperatures from 298.15 to 318.15 K, Indian J. Chem. -Section A. 59, 1457–1469. ISSN 0975-0975

H.C. Ku, C.H. Tu, (1998). Density and viscosity of binary mixtures of propan-2-ol, 1-chlorobutane, and acetonitrile, J. Chem. Eng. Data. 43, 465–468. https://doi.org/10.1021/je9702403.

O. Ciocirlan, (2018). Viscosities of 1-Hexyl-3-methylimidazolium Tetrafluoroborate and Its Binary Mixtures with Dimethyl Sulfoxide and Acetonitrile, J. Chem. Eng. Data. 63, 4205–4214. https://doi.org/10.1021/acs.jced.8b00684.

P.S. Nikam, L.N. Shirsat, M. Hasan, (1998). Density and viscosity studies of binary mixtures of acetonitrile with methanol, ethanol, propan-1-ol, propan-2-ol, butan-1-ol, 2-methylpropan-1-ol, and 2-methylpropan-2-ol at (298.15, 303.15, 308.15, and 313.15) K, J. Chem. Eng. Data. 43, 732–737. https://doi.org/10.1021/je980028e.

R. Abraham, M. Abdulkhadar, C. V. Asokair, (1997). Ultrasonic investigation of molecular interaction in binary mixtures of ketones with methanol/toluene, Acoust. Lett. 20, 236–245.

M.I. Aralaguppi, C. V. Jadar, T.M. Aminabhavi, (1996). Density, refractive index, viscosity, and speed of sound in binary mixtures of 2-ethoxyethanol with dioxane, acetonitrile, and tetrahydrofuran at (298.15, 303.15, and 308.15) K, J. Chem. Eng. Data. 41, 1307–1310. https://doi.org/10.1021/je960133t.

U.R. Kapadi, D.G. Hundiwale, N.B. Patil, M.K. Lande, (2002). Viscosities, excess molar volume of binary mixtures of ethanolamine with water at 303.15, 308.15, 313.15 and 318.15 K, Fluid Phase Equilib. 201, 335–341. https://doi.org/10.1016/S0378-3812(02)00095-X.

X.X. Li, G.C. Fan, Z.L. Zhang, Y.W. Wang, Y.Q. Lu, (2013). Density and viscosity for binary mixtures of diethylene glycol monobutyl ether with monoethanolamine, diethanolamine, and triethanolamine from (293.15 to 333.15) K, J. Chem. Eng. Data. 58, 1229–1235. https://doi.org/10.1021/je4000372.

D. Ma, C. Zhu, T. Fu, X. Yuan, Y. Ma, (2019). Volumetric and viscometric properties of binary and ternary mixtures of monoethanolamine, 2-(diethylamino) ethanol and water from (293.15 to 333.15) K, J. Chem. Thermodyn. 138, 350–365. https://doi.org/10.1016/j.jct.2019.06.032.

X. Yin, Y. Dong, T. Ping, S. Shen, (2021). Densities, Viscosities, and Excess/Deviation Properties of the Ternary System 2-(Methylamino)ethanol + Dimethyl Sulfoxide + Water and the Binary Subsystems, J. Chem. Eng. Data. 66, 3543–3556. https://doi.org/10.1021/acs.jced.1c00414.

X. Shi, C. Li, H. Guo, S. Shen, (2019). Density, Viscosity, and Excess Properties of Binary Mixtures of 2-(Methylamino)ethanol with 2-Methoxyethanol, 2-Ethoxyethanol, and 2-Butoxyethanol from 293.15 to 353.15 K, J. Chem. Eng. Data. 64, 3960–3970. https://doi.org/10.1021/acs.jced.9b00364.

E. Álvarez, D. Gómez-Díaz, M.D. La Rubia, J.M. Navaza, (2006). Densities and viscosities of aqueous ternary mixtures of 2-(methylamino)ethanol and 2-(ethylamino)ethanol with diethanolamine, triethanolamine, N-methyldiethanolamine, or 2-amino-1-methyl-1-propanol from 298.15 to 323.15 K, J. Chem. Eng. Data. 51, 955–962. https://doi.org/10.1021/je050463q.

D. Pandey, M.K. Mondal, (2021). Viscosity, density, and derived thermodynamic properties of aqueous 2-(ethylamino)ethanol (EAE), aqueous aminoethylethanolamine (AEEA), and its mixture for post-combustion CO2 capture, J. Mol. Liq. 332, 115873. https://doi.org/10.1016/j.molliq.2021.115873.

Y. Dong, T. Ping, X. Shi, S. Shen, (2020). Density, viscosity and excess properties for binary mixtures of 2-(ethylamino)ethanol and 2-(butylamino)ethanol with 2-butoxyethanol at temperatures from (293.15 to 353.15) K, J. Mol. Liq. 312, 113351. https://doi.org/10.1016/j.molliq.2020.113351.

P.K. Kipkemboi, A.J. Easteal, (1994). Densities and viscosities of binary aqueous mixtures of nonelectrolytes: tert-butyl alcohol and tert-butylamine, Can. J. Chem. 72, 1937–1945. https://doi.org/10.1139/v94-247.

S. Paez, M. Contreras, (1989). Densities and Viscosities of Binary Mixtures of 1-Propanol and 2-Propanol with Acetonitrile, J. Chem. Eng. Data. 34, 455–459. https://doi.org/10.1021/je00058a025.

L. Grunberg, A.H. Nissan, (1949). Mixture law for viscosity [21], Nature. 164, 799–800. https://doi.org/10.1038/164799b0.

Hind, R. K., McLaughlin, E., & Ubbelohde, A. R. (1960). Structure and viscosity of liquids. Camphor+ pyrene mixtures. Transactions of the Faraday Society, 56, 328-330. https://doi.org/10.1039/tf9605600328.

E.L. Heric, J.G. Brewer, (1967). Viscosity of Some Binary Liquid Nonelectrolyte Mixtures, J. Chem. Eng. Data. https://doi.org/10.1021/je60035a028.

R.A. McAllister, (1960). The viscosity of liquid mixtures, AIChE McAllister, R. A. (1960). The viscosity of liquid mixtures. AIChE Journal, 6(3), 427-431. https://doi.org/10.1002/aic.690060316.

Eyring, H. (1936). Viscosity, plasticity, and diffusion as examples of absolute reaction rates. The Journal of chemical physics, 4(4), 283-291. https://doi.org/10.1063/1.1749836.

W. Kauzmann, H. Eyring, (1940). The Viscous Flow of Large Molecules, J. Am. Chem. Soc. 62, 3113–3125. https://doi.org/10.1021/ja01868a059.

G. Ausländer, (1964). The properties of mixtures: Part I, Br. Chem. Eng. 9, 618–619.

A. Jouyban, A. Fathi-Azarbayjani, M. Khoubnasabjafari, W.E. Acree, (2005). Mathematical representation of the density of liquid mixtures at various temperatures using Jouyban-Acree model, Indian J. Chem. - Sect. A Inorganic, Phys. Theor. Anal. Chem. ISSN 0975-0975

Jouyban, A., Soleymani, J., Jafari, F., Khoubnasabjafari, M., & Acree, W. E. (2013). Mathematical representation of viscosity of ionic liquid+ molecular solvent mixtures at various temperatures using the Jouyban–Acree model. Journal of Chemical & Engineering Data, 58(6), 1523-1528.. https://doi.org/10.1021/je301057g.

Published
2022-04-30
How to Cite
Muhammad A. R. Khan, M. Mehedi Hasan Rocky, Md. Ariful Islam, I Chowdhury, F., M. Shamsuddin Ahmed, & Shamim Akhtar. (2022). Viscosities, Free Energies of Activation and their Excess Properties in the Binary Mixtures of Some Monoalkanolamines with Acetonitrile between 303.15 and 323.15 K: Experimental and Correlative Approach. Journal of Applied Science & Process Engineering, 9(1), 1101-1127. https://doi.org/10.33736/jaspe.4581.2022