Korean Chemical Engineering Research

The Korean Institute of Chemical Engineers (한국화학공학회)
권호 표지
DOI QR코드

DOI QR Code

Refractive Index and Excess Volume for Diisopropylamine + Isomeric Butanol Mixtures in terms of Nakata and Sakurai model

  • Kumari, Kavitha (Department of Chemistry, Deenbandhu Chhotu Ram University of Science and Technology) ;
  • Maken, Sanjeev (Department of Chemistry, Deenbandhu Chhotu Ram University of Science and Technology)
  • Received : 2021.01.19
  • Accepted : 2021.08.05
  • Published : 2021.11.01
Download PDF
⟨ Previous Next ⟩

Abstract

Alkyl amines are widely used in various industries. Nowadays these are also used in CO2 capture technology because amines react with CO2 and remove it from the flue gas. To make the amines more compatible towards this technology, physico chemical properties may be altered by mixing with other solvents. In the present report, we measured the refractive properties of pure diisopropylamine (DIPA) (1) + isomeric butanol (2) at 298.15 K to 308.15 K. The 𝚫n values were positive for DIPA + n-butanol or sec-butanol or isobutanol or tert-butanol mixtures. The measured data was correlated with Redlich-Kister equation. The excess molar volume data were predicted from refractive index data using Nakata and Sakurai model. The experimental data were also predicted by various correlations, and the prediction capability of these correlations was reported through standard deviation. Further, the deviation in refractive index (𝚫n) data was interpreted by the consideration of specific molecular interactions between DIPA and isomeric butanol.

Keywords

Acknowledgement

Kavitha Kumari acknowledges Deenbandhu Chhotu Ram University of Science and Technology, Murthal, India for financial assistance as University Research Scholarship (URS).

References

  1. Cases, A. M., Gomez Marigliano, A. C., Bonatti, C. M. and Solimo, H. N., "Density, Viscosity, and Refractive Index of Formamide, Three Carboxylic Acids, and Formamide + Carboxylic Acid Binary Mixtures," Journal of Chemical & Engineering Data, 46, 712-715(2001). https://doi.org/10.1021/je000327f
  2. Gomez Marigliano, A. C. and Solimo, H. N., "Density, Viscosity, Excess Molar Volume, Viscosity Deviation, and Their Correlations for Formamide + Three Alkan-1-ols Binary Systems," Journal of Chemical & Engineering Data, 47, 796-800(2002). https://doi.org/10.1021/je010239a
  3. Gomez Marigliano, A. C. and Varetti, E. L., "Self-Association of Formamide in Carbon Tetrachloride Solutions: An Experimental and Quantum Chemistry Vibrational and Thermodynamic Study," The Journal of Physical Chemistry A, 106, 1100-1106(2002). https://doi.org/10.1021/jp011060+
  4. Patil, S. S., Mirgane, S. R. and Arbad, B. R., "Excess Molar Volumes and Deviation in Viscosities of Binary Liquid Mixtures of Acrylic Esters with Hexane-1-ol at 303.15 and 313.15 K, Journal of Saudi Chemical Society, 18, 945-952(2014). https://doi.org/10.1016/j.jscs.2011.11.018
  5. Mrad, S., Lafuente, C., Giner, B. and Hichri, M., "Thermophysical Study of the Binary Mixtures of N,N-dimethylacetamide with 2-propanol and 2-butanol," Thermochimica Acta, 655, 169-175(2017). https://doi.org/10.1016/j.tca.2017.06.023
  6. Majstorovic, D. M., Zivkovic, E. M. and Kijevcanin, M. L., "Volumetric and Viscometric Study and Modelling of Binary Systems of Diethyl Tartrate and Alcohols," Journal of Molecular Liquids, 248, 219-226(2017). https://doi.org/10.1016/j.molliq.2017.10.067
  7. Gahlyan, S., Bhagat, P., Maken, S. and Park, S.-J., "Density and Viscosity Studies of Mixtures of Oxygenate with n-alkanes (C9-C12) at (298.15, 308.15 and 318.15) K: Application of PrigogineFlory-Patterson and Bloomfield and Dewan Model," Journal of Molecular Liquids, 306, 112859(2020). https://doi.org/10.1016/j.molliq.2020.112859
  8. Kim, M.-G., Park, S.-J. and Hwang, I.-C., "Excess Molar Enthalpies for the Binary and Ternary Mixtures of Ether Compounds (di-isopropyl ether, di-butyl ether, propyl vinyl ether) with Ethanol and Isooctane at 298.15 K," Korean J. Chem. Eng., 25, 1160-1164 (2008). https://doi.org/10.1007/s11814-008-0191-2
  9. Noh, H. J., Park, S.-J. and In, S.-J., "Excess Molar Volumes and Deviations of Refractive Indices at 298.15 K for Binary and Ternary Mixtures with Pyridine or Aniline or Quinoline," Journal of Industrial and Engineering Chemistry, 16, 200-206(2010). https://doi.org/10.1016/j.jiec.2010.01.038
  10. Park, S.-J., Han, K.-J. and Gmehling, J., "Vapor-liquid Equilibria and Excess Properties for Methyl Tert-butyl Ether (MTBE) Containing Binary Systems," Fluid Phase Equilibria, 200, 399-409 (2002). https://doi.org/10.1016/S0378-3812(02)00047-X
  11. Hwang, I.-C., Park, S.-J. and Han, K.-J., "Vapor-liquid Equilibria at 333.15 K and Excess Molar Volumes and Deviations in Molar Refractivity at 298.15 K for Mixtures of Diisopropyl Ether, Ethanol and Ionic Liquids," Fluid Phase Equilibria, 309, 145-150(2011). https://doi.org/10.1016/j.fluid.2011.07.005
  12. Gahlyan, S., Rani, M., Devi, R., Park, S.-J. and Maken, S., "Volumetric, Acoustic and Optical Studies of Ternary Mixture of Diisopropyl Ether, n-heptane and n-octane," Journal of Molecular Liquids, 306, 112605(2020). https://doi.org/10.1016/j.molliq.2020.112605
  13. Gahlyan, S., Rani, M., Lee, I., Moon, I. and Maken, S., "Measurement and Correlation of Excess Molar Volumes for Mixtures of 1-propanol and Aromatic Hydrocarbons," Korean J. Chem. Eng., 32, 168-177(2015). https://doi.org/10.1007/s11814-014-0200-6
  14. Gahlyan, S., Rani, M. and Maken, S., "Excess Molar Volume of Binary Mixtures Containing an Oxygenate," Journal of Molecular Liquids, 199, 42-50(2014). https://doi.org/10.1016/j.molliq.2014.08.011
  15. Chen, Y.-R., Caparanga, A. R., Soriano, A. N. and Li, M.-H., "Liquid Heat Capacity of the Solvent System (piperazine+2-amino-2-methyl-l-propanol+water)," The Journal of Chemical Thermodynamics, 42, 518-523(2010). https://doi.org/10.1016/j.jct.2009.11.006
  16. Rani, M., Gahlyan, S., Om, H., Verma, N. and Maken, S., "Ultrasonic Studies of Molecular Interactions in Binary Mixtures of Formamide with Some Isomers of Butanol at 298.15 K and 308.15 K," Journal of Molecular Liquids, 194, 100-109(2014). https://doi.org/10.1016/j.molliq.2014.01.016
  17. Chowdhury, F. I., Akhtar, S., Saleh, M. A., Khandaker, M. U., Amin, Y. M. and Arof, A. K., "Volumetric and Viscometric Properties of Aqueous Solutions of Some Monoalkanolamines," Journal of Molecular Liquids, 223, 299-314(2016). https://doi.org/10.1016/j.molliq.2016.08.033
  18. Smirnov, V. I. and Badelin, V. G., "Enthalpies of Solution of L-phenylalanine in Aqueous Solution of Amides at 298.15 K," Thermochimica Acta, 551, 145-148(2013). https://doi.org/10.1016/j.tca.2012.11.004
  19. Sadeghi, R. and Azizpour, S., "Volumetric, Compressibility, and Viscometric Measurements of Binary Mixtures of Poly(vinylpyrrolidone) + water, + methanol, + ethanol, + acetonitrile, + 1-propanol, + 2-propanol, and + 1-butanol," Journal of Chemical & Engineering Data, 56, 240-250(2011). https://doi.org/10.1021/je100818t
  20. Kim, J.-I., Park, S.-J., Choi, Y.-Y. and Kim, S.-B., "Liquid-Liquid Equilibrium, Solid-Liquid Equilibrium, Densities, and Refractivity of a Water, Chloroform, and Acetylacetone Mixture," Journal of Chemical & Engineering Data, 56, 1798-1803(2011). https://doi.org/10.1021/je100747y
  21. Hwang, I.-C., Park, S.-J., Han, K.-J. and In, S.-J., "Liquid-liquid Equilibria for Ternary Systems of Dimethyl Carbonate + C1 - C4 Alcohols + Water at 298.15 K and Atmospheric Pressure," Journal of Industrial and Engineering Chemistry, 18, 499-503(2012). https://doi.org/10.1016/j.jiec.2011.11.027
  22. Llovell, F., Vilaseca, O., Jung, N. and Vega, L. F., "Water+1-alkanol Systems: Modeling the Phase, Interface and Viscosity Properties," Fluid Phase Equilibria, 360, 367-378(2013). https://doi.org/10.1016/j.fluid.2013.10.002
  23. Lee, K. H. and Park, S. J., "Thermo-physical Properties, Excess and Deviation Properties for a Mixture of γ-butyrolactone with Diethyl Carbonate or Propylene Carbonate," Korean Journal of Chemical Engineering, 35, 222-233(2018). https://doi.org/10.1007/s11814-017-0256-1
  24. Bhagat, P. and Maken, S., "Study of Intermolecular Interactions of Binary Mixture of sec- and tert-Amines with Alkanols (C1-C3): Refractive Indices," Asian Journal of Chemistry, 32, 2443-2449(2020). https://doi.org/10.14233/ajchem.2020.22719
  25. Bhagat, P. and Maken, S., "Volumetric and Optical Properties of Binary Mixtures of 2-amino-2-methylpropan-1-ol with Alkanol (C1-C3) at T = (298.15-318.15) K," Journal of Molecular Liquids, In press 114640(2020).
  26. Brocos, P., Pineiro, A. and Bravo, R., "Amigo, Refractive Indices, Molar Volumes and Molar Refractions of Binary Liquid Mixtures: Concepts and Correlations," Physical Chemistry Chemical Physics, 5, 550-557(2003). https://doi.org/10.1039/b208765k
  27. Devi, R., Gahlyan, S., Rani, M. and Maken, S., "Intermolecular Interactions and Refractive Indices: Experimental Data and Prediction of Oxygenated Fuel Additives with Hydrocarbons," Asian Journal of Chemsitry, 30, 2054-2062(2018). https://doi.org/10.14233/ajchem.2018.21436
  28. Arancibia, E. L. and Katz, M., "Relationship Between Excess Molar Volume and Refractive Index in Binary Non-Electrolyte Mixtures," Physics and Chemistry of Liquids, 26, 107-112(1993). https://doi.org/10.1080/00319109308030824
  29. Xiao, M., Cui, D., Yang, Q., Liang, Z., Puxty, G., Conway, W. and Feron, P., "Advanced Designer Amines for CO2 Capture: Interrogating Speciation and Physical Properties," International Journal of Greenhouse Gas Control, 82, 8-18(2019). https://doi.org/10.1016/j.ijggc.2018.12.021
  30. Patil, M. P. and Vaidya, P. D., "New AMP/polyamine Blends for Improved CO2 Capture: Study of Kinetic and Equilibrium Features," The Canadian Journal of Chemical Engineering, 98, 556-565(2020). https://doi.org/10.1002/cjce.23647
  31. Patil, M. P. and Vaidya, P. D., "Aqueous Mixtures of AMP, HMDA-N,N'-dimethyl and TEG for CO2 Separation: a Study on Equilibrium and Reaction Kinetics," Chemical Engineering Communications, 207, 1440-1450(2020). https://doi.org/10.1080/00986445.2019.1657419
  32. Gomez-Diaz, D., Muniz-Mouro, A., Navaza, J. M. and Rumbo, A., "Diamine Versus Amines Blend for CO2 Chemical Absorption," AIChE Journal, 67, e17071(2021). https://doi.org/10.1002/aic.17071
  33. Vuksanovic, J. M., Bajic, D. M., Ivanis, G. R., Zivkovic, E. M., Radovic, I. R., Serbanovic, S. P., Kijevcanin, M. L., "Prediction of Excess Molar Volumes of Selected Binary Mixtures from Refractive Index Data," Journal of the Serbian Chemical Society, 79, 707-718(2014). https://doi.org/10.2298/JSC130813127V
  34. Nakata, M. and Sakurai, M., "Refractive Index and Excess Volume for Binary Liquid Mixtures. Part 1.-Analyses of New and Old Data for Binary Mixtures," Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, 83, 2449-2457(1987). https://doi.org/10.1039/f19878302449
  35. Oswal, S. L., Oswal, P., Gardas, R. L., Patel, S. G. and Shinde, R. G., "Acoustic, Volumetric, Compressibility and Refractivity Properties and Reduction Parameters for the ERAS and Flory Models of Some Homologous Series of Amines from 298.15 to 328.15 K," Fluid Phase Equilibria, 216, 33-45(2004). https://doi.org/10.1016/j.fluid.2003.09.007
  36. Dubey, G. P., Sharma, M. and Dubey, N., "Study of Densities, Viscosities, and Speeds of Sound of Binary Liquid Mixtures of Butan-1-ol with n-alkanes (C6, C8, and C10) at T=(298.15, 303.15, and 308.15)K," The Journal of Chemical Thermodynamics, 40, 309-320(2008). https://doi.org/10.1016/j.jct.2007.05.016
  37. Vaid, Z. S., More, U. U., Oswal, S. B. and Malek, N. I., "Experimental and Theoretical Excess Molar Properties of Imidazolium Based Ionic Liquids with Isomers of Butanol," Thermochimica Acta, 634, 38-47(2016). https://doi.org/10.1016/j.tca.2016.03.026
  38. Alavianmehr, M. M., Hemmati, N. and Ghodrati, H., "Excess Molar Volumes, Excess Thermal Expansion Coefficients and Isentropic Compressibility Deviations for Binary Mixtures of Benzyl Alcohol + (1-butanol, 2-butanol, 2-methyl-1-butanol and tert-butanol) at T = (298.15-328.15) K and Ambient Pressure," Physics and Chemistry of Liquids, 55, 85-99(2017).
  39. Rahul, D., Gowri Sankar, M., Praveen Chand, G. and Ramachandran, D., "Studies of Physical Properties on Molecular Interactions in Binary Liquid Mixtures of 3-chloroaniline with Isomeric Butanols at Different Temperatures," Journal of Molecular Liquids, 211, 386-394(2015). https://doi.org/10.1016/j.molliq.2015.05.039
  40. Nain, A. K., Srivastava, T., Pandey, J. D. and Gopal, S., "Densities, Ultrasonic Speeds and Excess Properties of Binary Mixtures of Methyl Acrylate with 1-butanol, or 2-butanol, or 2-methyl-1-propanol, or 2-methyl-2-propanol at Temperatures from 288.15 to 318.15 K," Journal of Molecular Liquids, 149S, 9-17(2009).
  41. Outcalt, S. L., Laesecke, A. and Fortin, T. J., "Density and speed of Sound Measurements of 1- and 2-butanol," Journal of Molecular Liquids, 151, 50-59(2010). https://doi.org/10.1016/j.molliq.2009.11.002
  42. Bravo-Sanchez, M. G., Iglesias-Silva, G. A., Estrada-Baltazar, A. and Hall, K. R., "Densities and Viscosities of Binary Mixtures of n-Butanol with 2-Butanol, Isobutanol, and tert-Butanol from (303.15 to 343.15) K," Journal of Chemical & Engineering Data, 55, 2310-2315(2010). https://doi.org/10.1021/je900722m
  43. Spasojevic, V. D., Djordjevic, B. D., Serbanovic, S. P, Radovic, I. R. and Kijevcanin, M. L., "Densities, Refractive Indices, Viscosities, and Spectroscopic Study of 1-Amino-2-propanol + 1-Butanol and + 2-Butanol Solutions at (288.15 to 333.15) K," Journal of Chemical & Engineering Data, 59, 1817-1829(2014). https://doi.org/10.1021/je401036f
  44. Tanaka, R. and Toyama, S., "Excess Molar Heat Capacities and Excess Molar Volumes of (propan-2-ol, or butan-2-ol, or Pentan2-ol, or Pentan-3-ol, or 2-methylbutan-2-ol + n-heptane) at the Temperature 298.15 K," The Journal of Chemical Thermodynamics, 28, 1403-1410(1996). https://doi.org/10.1006/jcht.1996.0123
  45. Loras, S., Monton, J. B. and Espana, F., "Vapor-Liquid Equilibria for the Binary Systems of Methylcyclohexane with 1-Propanol, 2-Propanol, 1-Butanol, and 2-Butanol at 101.3 kPa," Journal of Chemical & Engineering Data, 42, 914-918(1997). https://doi.org/10.1021/je970079w
  46. Kumar, H., "Akanksha, Mixing Properties of Binary Liquid Mixtures of Dipropylene Glycol Dimethyl Ether (DPGDME) with 2-propanol, 1-butanol and 2-butanol at Different Temperatures," Journal of Molecular Liquids, 276, 562-569(2019). https://doi.org/10.1016/j.molliq.2018.12.008
  47. Dubey, G. P. and Sharma, M., "Thermophysical Properties of Binary Mixtures of 2-methyl-1-propanol with Hexane, Octane, and Decane at 298.15 K," Journal of Chemical & Engineering Data, 52, 449-453(2007). https://doi.org/10.1021/je060389r
  48. Khanlarzadeh, K. and Iloukhani, H., "Application of ERAS-model and Prigogine-Flory-Patterson Theory to Excess Molar Volumes for Ternary Mixtures of (2-chlorobutane + butylacetate + isobutanol) at T = 298.15 K," The Journal of Chemical Thermodynamics, 43, 1583-1590(2011). https://doi.org/10.1016/j.jct.2011.05.017
  49. Riddick, J. A., Bunger, W. B. and Sakano, T. K., "Organic Solvents. Physical Properties and Methods of Purification, fourth ed., Wiley New York, 1986.
  50. Giner, B., Artigas, H., Carrion, A., Lafuente, C. and Royo, F. M., "Excess Thermodynamic Properties of Isomeric Butanols with 2-methyl-tetrahydrofuran," Journal of Molecular Liquids, 108, 303-311(2003). https://doi.org/10.1016/S0167-7322(03)00188-0
  51. Kijevcanin, M. L., Radovic, I. R., Djordjevic, B. D., Tasic, A. Z. and Serbanovic, S. P., "Experimental Determination and Modeling of Densities and Refractive Indices of the Binary Systems Alcohol + dicyclohexylamine at T = (288.15-323.15)K," Thermochimica Acta, 525, 114-128(2011). https://doi.org/10.1016/j.tca.2011.08.002
  52. Ortega, J., Espiau, F. and Postigo, M., "Vapor-Liquid Equilibria at 101.32 kPa and Excess Properties of Binary Mixtures of Butyl Esters + tert-Butyl Alcohol," Journal of Chemical & Engineering Data, 50, 444-454(2005). https://doi.org/10.1021/je0497350
  53. Gahlyan, S., Rani, M. and Maken, S., "Ultrasonic Speeds, Viscosities, Refractive Indices and FT-IR Spectroscopic Studies of an Oxygenate with Aliphatic and Aromatic Hydrocarbons at 298.15 K and 308.15 K," Journal of Molecular Liquids, 219, 1107-1123(2016). https://doi.org/10.1016/j.molliq.2016.04.011