Abstract
New bis(triethoxysilanes) containing a urea functional group >NC(O)N< and having the composition (C2H5O)3Si(CH2)3NHC(O)NRR′ [R = R′ = n-C3H7; R = H, R′ = (CH2)3Si(CH3)(OC2H5)2] and [(C2H5O)3Si(CH2)3NHC(O)NH]2(CnAm)x (A = H, x = 2, 4, 12, n = 1, m = 2; A = H, CH3, x = 1, n = 6, m = 4; A = H, x = 1, n = 10, m = 6) were prepared in high yields and with satisfactory purity by reactions of primary amines (or diamines) with 3-(triethoxysilyl)propyl isocyanate.
Similar content being viewed by others
REFERENCES
Voronkov, M.G., Vlasova, N.N., and Pozhidaev, Yu.N., Appl. Organomet. Chem., 2000, vol. 14, p. 287.
Voronkov, M.G., Vlasova, N.N., and Pozhidaev, Yu.N., Zh. Prikl. Khim., 1996, vol. 69, no.5, p. 705.
Zub, Yu.L. and Parish, R.V., Stud. Surf. Sci. Catal., 1996, vol. 99, p. 285.
Schubert, U., Husing, N., and Lorenz, A., Chem. Mater., 1995, vol. 7, no.11, p. 2010; Husing, N. and Schubert, U., Angew. Chem., Int. Ed., 1998, vol. 37, no. 1/2, p. 22.
Corriu, R.J.P., Angew. Chem., Int. Ed., 2000, vol. 39, no.8, p. 1376; Corriu, R.J.P. and Leclercq, D., Angew. Chem., Int. Ed., 1996, vol. 35, no. 13/14, p. 1420.
Lindner, E., Schneller, T., Auer, F., and Mayer, H.A., Angew. Chem., Int. Ed., 1999, vol. 38, no.15, p. 2154.
Gelest Catalog 2000. Organo-Silanes, Tullytown: Gelest, 1998.
Ferrari, C., Predieri, G., Tiripicchio, A., and Costa, M., Chem. Mater., 1992, vol. 4, no.2, p. 243.
Zub, Yu.L., Melnyk, I.V., Chuiko, A.A., Cauzzi, D., and Predieri, G., Chem. Phys. Technol. Surf., 2002, no. 7, p. 35.
Kozyukov, V.P., Sheludyakov, V.D., and Mironov, V.F., Usp. Khim., 1975, vol. 44, no.5, p. 897.
Moreau, J.J.E., Vellutini, L., Man, M.W.C., and Bied, C., J. Am. Chem. Soc., 2001, vol. 123, no.7, p. 1509.
Moreau, J.J.E., Vellutini, L., Man, M.W.C., Bied, C., Bantignies, J.-L., Dieudonne, P., and Sauvajol, J.-L., J. Am. Chem. Soc., 2001, vol. 123, no.32, p. 7957.
Bermudez, V. de Zea, Sa Ferreira, R.A., Carlos, L.D., Molina, C., Dahmouche, K., and Ribeiro, S.J.L., J. Phys. Chem. (B), 2001, vol. 105, no.17, p. 3378.
Carlos, L.D., Messaddeq, Y., Brito, H.F., Sa Ferreira, R.A., Bermudez, V. de Zea, and Ribeiro, S.J.L., Adv. Mater., 2000, vol. 12, no.8, p. 594.
Bermudez, V. de Zea, Carlos, L.D., and Aleacer, L., Chem. Mater., 1999, vol. 11, no.3, p. 569.
Carlos, L.D., Bermudez, V. de Zea, Sa Ferreira, R.A., Marques, L., and Assuncao, M., Chem. Mater., 1999, vol. 11, no.3, p. 581.
Sung, P.-H., Hsu, T.-F., Ding, Y.-H., and Wu, A.Y., Chem. Mater., 1998, vol. 10, no.6, p. 1642.
Gona, O., Mel’nyk, I., Zub, Yu., Cauzzi, D., and Predieri, G., Abstracts of Papers, NATO Advanced Research Workshop “Nanostructured Materials and Coatings for Biomedical and Sensor Applications,” Kyiv, 2002, p. 13.
Kuznetsova, V.P., Laskovenko, N.N., and Zapunnaya, K.V., Kremniiorganicheskie poliuretany (Organosilicon Poilyurethanes), Kiev: Naukova Dumka, 1984.
Lin-Vien, D., Colthup, N.B., Fateley, W.G., and Grasselly, J.G., The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules, San Diego: Academic, 1991.
Bellamy, L.J., The Infra-Red Spectra of Complex Molecules, New York: Wiley, 1957.
Diem, M., Introduction to Modern Vibrational Spectroscopy, New York: Wiley, 1993.
Voronkov, M.G., Pestunovich, A.E., Kositsyna, E.I., Shterenberg, B.Z., Pushechkina, T.A., and Vlasova, N.N., Zh. Obshch. Khim., 1984, vol. 54, no.5, p. 1098.
Pozhidaev, Yu.N., Belousova, L.I., Vlasova, N.N., and Voronkov, M.G., Zh. Obshch. Khim., 1997, vol. 67, no.5, p. 763.
Urban, M.W., Vibration Spectroscopy of Molecules and Macromolecules on Surface, New York: Wiley, 1993.
Socrates, G., Infrared Characteristic Group Frequencies, New York: Wiley, 1980.
Gonsalvi, L., Diploma Thesis, Univ. Parma, 1993.
Author information
Authors and Affiliations
Additional information
Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 11, 2004, pp. 1782–1788.
Original Russian Text Copyright © 2004 by Mel’nik, Lyashenko, Zub, Chuiko, Cauzzi, Predieri.
Rights and permissions
About this article
Cite this article
Mel’nik, I.V., Lyashenko, O.V., Zub, Y.L. et al. Synthesis of alkoxysilanes as starting substances for preparation of new materials by the sol-gel procedure. Silanes with urea functional group. Russ J Gen Chem 74, 1658–1664 (2004). https://doi.org/10.1007/s11176-005-0080-x
Received:
Issue Date:
DOI: https://doi.org/10.1007/s11176-005-0080-x