Abstract
Thermodynamic parameters of reactions of methyl and phenyl isocyanates with a series of compounds were determined by quantum-chemical calculations. The products of these reactions model for various functional groups present in commercial polyurethanes. The thermodynamic stability series for compounds formed from aliphatic and aromatic isocyanates were constructed.
Similar content being viewed by others
References
Szycher, M., Szycher’s Handbook of Polyurethanes, Boca Raton: CRC, 1999.
Randall, D. and Lee, S., The Polyurethanes Book, New York: Wiley, 2003.
Saunders, J.H. and Frish, K.C., Polyurethanes. Chemistry and Technology, part 1: Chemistry, New York: Interscience, 1962.
Shaw, W.H.R. and Gvushkin, B., J. Am. Chem. Soc., 1960, vol. 82, no. 5, pp. 1022–1024.
Chiba, M. and Cherniak, E.A., J. Agric. Food Chem., 1978, vol. 26, no. 3, pp. 573–576.
Yang, W.P., Marcosco Ch.W., and Wellinghoff, S.T., Polymer, 1986, vol. 27, no. 8, pp. 1235–1240.
Joel, D. and Hauser, A., Angew. Macromol. Chem., 1994, no. 217, pp. 191–199.
Valli, V.L.K. and Alper, H., J. Org. Chem., 1995, vol. 60, no. 1, pp. 257–258.
Steinlein, Ch., Harnandez, L., and Eisenbach, C.D., Macromol. Chem. Phys., 1996, vol. 197, no. 10, pp. 3365–3382.
Lu, Q., Huye, T.R., and Marcosco, Ch.W., J. Polym. Sci., part A: Polym. Chem., 2002, vol. 40, no. 14, pp. 2310–2328.
Schwettick, K. and Noack, R., J. Chem. Soc., Perkin Trans. 2, 1995, no. 2, pp. 395–402.
Frisch, M.J., Trucks, G.W., Schlegel, H.B., et al., Gaussian 03, Revision B.04, Pittsburgh, PA: Gaussian, 2003.
Keal, T.W. and Tozer, D.J., J. Chem. Phys., 2005, vol. 123, no. 12, pp. 121103-1–121103-4.
Vydrov, O.A. and Scuseria, E.G., J. Chem. Phys., 2006, vol. 125, no. 23, pp. 234109-1–234109-9.
Spiglanin, T.A., Perry, R.A., and Chandlez, D.W., J. Phys. Chem., 1986, vol. 90, no. 23, pp. 6184–6189.
Hine, J. and Arata, K., Bull. Chem. Soc. Jpn., 1976, vol. 49, no. 11, pp. 3089–3092.
Bernard, M.A., Boukari, Y., and Busnot, F., Thermochim. Acta, 1976, vol. 16, no. 3, pp. 267–275.
Pannone, M.C. and Marcosco, Ch.W., J. Appl. Polym. Sci., 1987, vol. 34, no. 7, pp. 2409–2432.
Lovering, E.G. and Laider, K.J., Can. J. Chem., 1962, vol. 40, no. 1, pp. 26–30.
Kiselev, V.D., Malkov, V.B., Murzin, D.G., et al., Dokl. Akad. Nauk SSSR, 1989, vol. 308, no. 1, pp. 111–113.
Imamura, A., Takahashi, K., Murata, S., et al., J. Chem. Thermodyn., 1989, vol. 21, no. 3, pp. 237–246.
Bonetskaya, A.K., Kravchenko, M.D., Frenkel’, T.M., et al., Vysokomol. Soedin., Ser. A, 1985, vol. 27, no. 6, pp. 1269–1273.
Gedan-Smolka, M., Haübler, L., and Fischer, D., Thermochim. Acta, 2000, vol. 351, nos. 1–2, pp. 95–105.
Sultan, W. and Busnel, J.-P., J. Therm. Anal. Calorim., 2006, vol. 83, no. 2, pp. 355–359.
Wright, P. and Cumming, A.P.C., Solid Polyurethane Elastomers, London: Maclaren, 1969.
Simon, J., Barla, F., Kelemen-Haller, A., et al., Chromotographia, 1988, vol. 25, no. 2, pp. 99–106.
Buckles, R.E. and McGrew, L.A., J. Am. Chem. Soc., 1966, vol. 88, no. 15, pp. 3582–3586.
Author information
Authors and Affiliations
Additional information
Original Russian Text © A.Ya. Samuilov, L.A. Zenitova, I.N. Bakirova, Ya.D. Samuilov, 2008, published in Zhurnal Prikladnoi Khimii, 2008, Vol. 81, No. 8, pp. 1342–1345.
Rights and permissions
About this article
Cite this article
Samuilov, A.Y., Zenitova, L.A., Bakirova, I.N. et al. Thermodynamic parameters of urethane formation reactions and concomitant processes. Russ J Appl Chem 81, 1419–1422 (2008). https://doi.org/10.1134/S1070427208080193
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070427208080193