Skip to main content
Log in

Functionalized silicon-containing imino enols and enamino ketones prepared by hydrolytic condensation

  • Macromolecular Chemistry and Polymeric Materials
  • Published:
Russian Journal of Applied Chemistry Aims and scope Submit manuscript

Abstract

A mixture of two isomers of organosilicon carbofunctional compounds, 4-(3′-triethoxysilylpropylimino)pent-2-en-2-ol (EtO)3Si-CH2CH2CH2-N=C(Me)-CH=C(Me)-OH (Ia, 83%) and 4-(3′-triethoxysilylpropylamino)pent-3-en-2-one (EtO)3-CH2CH2CH2-NH-C(Me)=CH-C(O)Me (Ib, 17%) was prepared by reaction of 3-aminopropyltriethoxysilane with acetylacetone. The use of trimethylsilyl ether of acetylacetone instead of acetylacetone yields Ia (84%) and silylated derivatives (Me3SiO)n(EtO)3−n Si-CH2CH2CH2-N=C(Me)CH=C(Me)OH (II) (16%). Solid, liquid, or resinous products were prepared by hydrolytic condensation of I and II. Compositions for preparing transparent sol-gel films were developed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Peshkova, V.M. and Mel’chakova, N.V., Analiticheskie reagenty. β-Diketony (Analytical Reagents. β-Diketones), Moscow: Nauka, 1986.

    Google Scholar 

  2. β-Diketonaty metallov (Metal β-Diketonates), Spitsyn, V.I., Ed., Moscow: Nauka, 1978.

    Google Scholar 

  3. Stroenie, svoistva i primenenie β-diketonatov metallov (Structure, Properties, and Applications of Metal β-Diketonates), Spitsyn, V.I., Ed., Moscow: Nauka, 1978.

    Google Scholar 

  4. Problemy khimii i primeneniya β-diketonatov metallov (Problems of Chemistry and Applications of Metal β-Diketonates), Spitsyn, V.I., Ed., Moscow: Nauka, 1982.

    Google Scholar 

  5. Teoreticheskaya i prikladnaya khimiya β-diketonatov metallov (Theoretical and Applied Chemistry of Metal β-Diketonates), Spitsyn, V.I. and Martynenko, L.I., Eds., Moscow: Nauka, 1985.

    Google Scholar 

  6. Pomogailo, A.D. and Uflyand, I.E., Makromolekulyarnye metallokhelaty (Macromolecular Metal Chelates), Moscow: Khimiya, 1991.

    Google Scholar 

  7. Ermakov, Yu.I., Zakharov, V.A., and Kuznetsov, B.N., Zakreplennye kompleksy na oksidnykh nositelyakh v katalize (Complexes Immobilized of Oxides in Catalysis), Nauka, 1980

  8. Hartley, F.R., Supported Metal Complexes. A New Generation of Catalysts, Dordrecht: Reidel, 1985.

    Google Scholar 

  9. Vereshchagin, A.N., Induktivnyi effekt: Konstanty zamestitelei dlya korrelyatsionnogo analiza (Inductive Effect: Substituent Constants for Correlation Analysis), Moscow: Nauka, 1988.

    Google Scholar 

  10. Freimanis, Ya.F., Khimiya enaminoketonov, enaminoiminov, enaminotionov (Chemistry of Enamino Ketones, Enamino Imines, and Enamino Thiones), Riga: Zinatne, 1974.

    Google Scholar 

  11. Corriu, R.J.P. and Douglas, W., Silicon-Based Polymers: The Science and Technology of Their Synthesis and Applications, Jones, R.G., Ando, W., and Chojnowski, J., Eds., Dordrecht: Kluwer, 2000, pp. 667–695.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Original Russian Text © V.V. Semenov, N.V. Melenskova, N.F. Cherepennikova, Yu.A. Kurskii, O.V. Kuznetsova, M.A. Lopatin, 2007, published in Zhurnal Prikladnoi Khimii, 2007, Vol. 80, No. 4, pp. 663–669.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Semenov, V.V., Melenskova, N.V., Cherepennikova, N.F. et al. Functionalized silicon-containing imino enols and enamino ketones prepared by hydrolytic condensation. Russ J Appl Chem 80, 647–653 (2007). https://doi.org/10.1134/S107042720704026X

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107042720704026X

Keywords

Navigation