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Effect of two Macrocyclic Aminals on the Temperature of Maximum Density of Water

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Abstract

Densities of several aqueous solutions of two macrocyclic aminals, 1,3,5,7-tetraazatricyclo[3.3.1.1(3,7)]decane (HMT) and 1,3,6,8-tetraazatricyclo[4.4.1.1(3,8)]dodecane (TATD) at concentrations from 0.001 up to 0.2 mol⋅kg−1 (molal) between 2.0 and 5.0 °C every 0.5 °C, were obtained using a magnetic float densimeter designed, constructed and calibrated according to the available literature. The effect of the two solutes on the temperature of the maximum density of the water θ was established. The dependence of density with molality is linear in the entire range of concentration, at all temperatures, and the dependence of Δθ with composition, for both aqueous systems, does not follow the Despretz law. Based on the variation of Δθ with composition, the solutes are classified as liquid water structure breakers; the effect of TATD on the solvent is greater. The results are discussed in terms of solute–solvent and solute–solute interactions.

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References

  1. Herrero-Alvarez, J., Gonzalez-Gaitano, G., Tardajos, G.: Electronic circuit for sustaining the oscillations of a vibrating element: Application to density measurements. Rev. Sci. Instrum. 68, 3835–3838 (1997)

    Article  CAS  Google Scholar 

  2. Picker, P., Tremblay, E., Jolicoeur, C.: A high-precision digital readout flow densimeter for liquids. J. Solution Chem. 3, 377–384 (1974)

    Article  CAS  Google Scholar 

  3. MacInnes, D.A., Dayhoff, M.O., Ray, B.R.: A magnetic float method for determining the densities of solutions. Rev. Sci. Instrum. 22, 642–646 (1951)

    Article  CAS  Google Scholar 

  4. Blanco, L.H., Vargas, E.F.: An improved magnetic float densimeter. Instrum. Sci. Technol. 32, 13–20 (2004)

    Article  CAS  Google Scholar 

  5. Blanco, L.H., Torres, A.: Determination of Despretz constants of some salts and ions. Phys. Chem. Liq. 36, 187–197 (1998)

    Article  CAS  Google Scholar 

  6. Millero, F.J.: High precision magnetic float densimeter. Rev. Sci. Instrum. 38, 1441–1444 (1967)

    Article  CAS  Google Scholar 

  7. Peori, M.B., Vaughan, K.: Synthesis and characterization of novel bis-triazenes: 3,8-di[2-aryl-1-azenyl]-1,3,6,8-tetraazabicyclo[4.4.1]undecanes and 1,3-di-2-[(4-methoxyphenyl)-1-diazenyl]imidazolidine. The reaction of diazonium ions with ethylenediamine/formaldehyde mixtures. J. Org. Chem. 63, 7437–7444 (1998)

    Article  CAS  Google Scholar 

  8. Marsh, K.N.: Standard density of water. In: Lide, D.R. (ed.) Physical Constants of Organic Compounds, vol. 89, pp. 6–14. CRC Press/Taylor and Francis, Boca Raton (2009)

    Google Scholar 

  9. Crescenzi, V., Quadrifoglio, F., Vitagliano, V.: Hexamethylenetetramine aqueous solutions. Isopiestic data at 25 degrees and density and viscosity data in the range 3–34 degrees. J. Phys. Chem. 71, 2313–2318 (1967)

    Article  CAS  Google Scholar 

  10. Herrington, T.M., Mole, E.L.: Apparent molar volumes, temperatures of maximum density and osmotic coefficients of dilute aqueous hexamethylenetetramine solutions. J. Chem. Soc. Faraday Trans. I 78, 213–223 (1982)

    Article  CAS  Google Scholar 

  11. Pankratov, Y.P., Abrosimov, V.K.: Bulk properties of solutions of hexamethylenetetramine in D2O and H2O at different temperatures. Russ. J. Phys. Chem. 71, 1263–1266 (1997)

    Google Scholar 

  12. Franks, F., Smith, H.T.: Precision densities of dilute aqueous solutions of the isomeric butanols. J. Chem. Eng. Data 13, 538–541 (1968)

    Article  CAS  Google Scholar 

  13. Garrod, J.E., Herrington, T.M.: Apparent molar volumes and temperatures of maximum density of dilute aqueous sucrose solutions. J. Phys. Chem. 74, 363–370 (1970)

    Article  CAS  Google Scholar 

  14. Romero, C.M., Páez, M.S.: Volumetric properties of aqueous binary mixtures of 1-butanol, butanediols, 1,2,4-butanetriol and butanetetrol at 298.15 K. J. Solution Chem. 36, 237–245 (2007)

    Article  CAS  Google Scholar 

  15. Romero, C.M., Páez, M.S., Pérez, D.: A comparative study of the volumetric properties of dilute aqueous solutions of 1-propanol, 1,2-propanediol, 1,3-propanediol, and 1,2,3-propanetriol at various temperatures. J. Chem. Thermodyn. 40, 1645–1653 (2008)

    Article  CAS  Google Scholar 

  16. Tasker, I.R., Spitzer, J.J., Surl, S.K., Wood, R.H.: Volumetric properties of some aqueous nonelectrolyte solutions. J. Chem. Eng. Data 28, 266–275 (1983)

    Article  CAS  Google Scholar 

  17. Wright, R.: XIII.—The effect of some simple electrolytes on the temperature of maximum density of water. J. Chem. Soc., Trans. 115, 119–126 (1919)

    Article  CAS  Google Scholar 

  18. Darnell, A.J., Greyson, J.: Effect of structure-making and -breaking solutes on the temperature of maximum density of water. J. Phys. Chem. 72, 3021–3025 (1968)

    Article  CAS  Google Scholar 

  19. Wada, G., Umeda, S.: Effects of nonelectrolytes on the temperature of the maximum density of water. I. Alcohols. Bull. Chem. Soc. Jpn. 35, 646–652 (1962)

    Article  CAS  Google Scholar 

  20. Franks, F., Watson, B.: Maximum density effects in dilute aqueous solutions of alcohols and amines. Trans. Faraday Soc. 63, 329–334 (1967)

    Article  CAS  Google Scholar 

  21. Wada, G., Miura, M.: The effects of tetraalkylammonium salts on the structure and the temperature of the maximum density of water. Bull. Chem. Soc. Jpn. 42, 2498–2502 (1969)

    Article  CAS  Google Scholar 

  22. Wada, G., Nagao, E., Kawamura, K., Kinumoto, K.: The structure of water in the vicinity of complex ions of transition elements in their aqueous solutions as revealed by the shift of the temperature of maximum density of water. Bull. Chem. Soc. Jpn. 51, 1937–1941 (1978)

    Article  CAS  Google Scholar 

  23. Wada, G., Umeda, S.: Effects of nonelectrolytes on the temperature of the maximum density of water. II. organic compounds with polar groups. Bull. Chem. Soc. Jpn. 35, 1797–1801 (1962)

    Article  CAS  Google Scholar 

  24. Blanco, L.H., Sanabria, N.R.: Solubility of 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) in water at temperatures between 275 K and 303 K. J. Chem. Eng. Data 52, 2288–2290 (2007)

    Article  CAS  Google Scholar 

  25. Blanco, L.H., Sanabria, N.R., Dávila, M.T.: Solubility of 1,3,5,7-tetra azatricyclo[3.3.1.13,7]decane (HMT) in water from 275.15 K to 313.15 K. Thermochim. Acta 450, 73–75 (2006)

    Article  CAS  Google Scholar 

  26. Lilley, T.H., Murphy, S.: The temperature of maximum density of aqueous electrolyte solutions and its relation to the temperature derivative of the partial molar volume of the solute. J. Chem. Thermodyn. 5, 467–470 (1973)

    Article  CAS  Google Scholar 

  27. Marcus, Y.: Effect of ions on the structure of water: structure making and breaking. Chem. Rev. 109, 1346–1370 (2009)

    Article  CAS  Google Scholar 

  28. Rodenas, E., Dolcet, C., Valiente, M., Valeron, E.C.: Physical properties of dodecyltrimethylammonium bromide (DTAB) micelles in aqueous solution and their behavior as the reaction medium. Langmuir 10, 2088–2094 (1994)

    Article  CAS  Google Scholar 

  29. Perger, T.-M., Bešter-Rogac, M.: Thermodynamics of micelle formation of alkyltrimethylammonium chlorides from high performance electric conductivity measurements. J. Colloid Interface Sci. 313, 288–295 (2007)

    Article  CAS  Google Scholar 

  30. Dopierala, K., Prochaska, K.: The effect of molecular structure on the surface properties of selected quaternary ammonium salts. J. Colloid Interface Sci. 321, 220–226 (2008)

    Article  CAS  Google Scholar 

  31. Clavijo-Penagos, J.A., Gracia-Fadrique, J.: Surface behaviour of hexamethylenetetramine in aqueous solution. In: The 45th Mexican Congress of Chemistry and 29th National Congress of Chemical Education, Riviera Maya, Quintana Roo, Mexico (2010)

    Google Scholar 

  32. Clavijo-Penagos, J.A., Gracia-Fadrique, J.: Bol. Soc. Quím. Mex. 4, 84 (2010)

    Google Scholar 

  33. Sarma, T.S., Ahluwalia, J.C.: Behavior of structure-making and structure-breaking solutes near temperature of maximum density of water. J. Phys. Chem. 74, 3547–3551 (1970)

    Article  CAS  Google Scholar 

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  1. Laboratorio de Investigaciones Básicas, Departamento de Química, Universidad Nacional de Colombia, Bogotá, Colombia

    J. A. Clavijo & L. H. Blanco

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  1. J. A. Clavijo
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  2. L. H. Blanco
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Correspondence to J. A. Clavijo.

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Clavijo, J.A., Blanco, L.H. Effect of two Macrocyclic Aminals on the Temperature of Maximum Density of Water. J Solution Chem 41, 680–689 (2012). https://doi.org/10.1007/s10953-011-9736-9

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  • DOI: https://doi.org/10.1007/s10953-011-9736-9

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