Polymer Science Series B

, Volume 58, Issue 3, pp 298–306 | Cite as

Thermally stable phthalonitrile matrixes containing siloxane fragments

  • A. V. Babkin
  • E. B. Zodbinov
  • B. A. Bulgakov
  • A. V. Kepman
  • V. V. Avdeev
Synthesis

Abstract

New low-melting phthalonitrile monomers suitable for the production of high-temperature matrixes for polymer composite materials are synthesized. After the introduction of siloxane bridges into a monomer, the glass-transition temperature decreases to–1–27°С, depending on the type of substituent at the silicon atom. These compounds are found to be sufficiently hydrolytically stable, despite the presence of sensitive siloxane bonds. The cured resin retain properties featured to the class of phthalonitriles, such as a high onset tеmperature of degradation (>530°С in argon), a high heat deflection temperature (>420°С), and char yield. The considered compounds make it possible to widen the temperature window for processing of phthalonitrile resins without any change in the properties of the final material.

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References

  1. 1.
    C. P. Reghunadhan Nair, Prog. Polym. Sci. 29, 401 (2004).CrossRefGoogle Scholar
  2. 2.
    S. Dirlikov, High Perform. Polym. 1, 67 (1990).Google Scholar
  3. 3.
    B. Bulgakov, D. Kalugin, A. Babkin, I. Makarenko, A. Malakho, A. Kepman, V. Avdeev, N. Garadja, and A. Rogozin, Can. J. Chem. Eng. 94 1, 46 (2016).CrossRefGoogle Scholar
  4. 4.
    M. Bauer, R. Wurzel, C. Uhlig, and J. Bauer, US Patent No. 20080119630 (2008).Google Scholar
  5. 5.
    I. Hamerton, Chemistry and Technology of Cyanate Ester Resins (Chapman and Hall, Glasgow, 1994).CrossRefGoogle Scholar
  6. 6.
    A. V. Babkin, E. M. Erdni-Goryaev, A. V. Solopchenko, A. V. Kepman, and V. V. Avdeev, Polym. Adv. Technol. 27 6, 774 (2016).CrossRefGoogle Scholar
  7. 7.
    A. V. Babkin, E. M. Erdni-Goryaev, A. V. Solopchenko, and A. V. Kepman, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol. 58 1, 54 (2015).Google Scholar
  8. 8.
    S. E. Evsyukov, T. Pohlmann, and H. D. Stenzenberger, Polym. Adv. Technol. 26 6, 574 (2015).CrossRefGoogle Scholar
  9. 9.
    A. Gu, G. Liang, and L. Lan, J. Appl. Polym. Sci. 59, 975 (1996).CrossRefGoogle Scholar
  10. 10.
    M. Zhang, Z. Wang, L. X. Gao, and M. X. Ding, J. Polym. Sci., Part A: Polym. Chem. 44, 959 (2006).CrossRefGoogle Scholar
  11. 11.
    X. Z. Fang, Z. Wang, Z. H. Yang, L. X. Gao, Q. X. Li, and M. X. Ding, Polymer 44, 2641 (2003).CrossRefGoogle Scholar
  12. 12.
    T. M. Keller and J. R. Griffith, US Patent No. 4234712 (1980).Google Scholar
  13. 13.
    T. M. Keller and J. R. Griffith, US Patent No. 4259471 (1981).Google Scholar
  14. 14.
    S. B. Sastri and T. M. Keller, J. Polym. Sci., Part A: Polym. Chem. 37, 2105 (1999).CrossRefGoogle Scholar
  15. 15.
    T. M. Keller, J. Polym. Sci., Part A: Polym. Chem. 26, 3199 (1988).CrossRefGoogle Scholar
  16. 16.
    A. V. Babkin, E. B. Zodbinov, B. A. Bulgakov, A. V. Kepman, and V. V. Avdeev, Eur. Polym. J. 66, 452 (2015).CrossRefGoogle Scholar
  17. 17.
    L. F. Tietze and Th. Eicher, Reactions and Synthesis in the Organic Chemistry Laboratory (Univ. Sci. Books, Michigan, 1989).Google Scholar
  18. 18.
    T. M. Keller and D. D. Dominguez, Polymer 46, 4614 (2005).CrossRefGoogle Scholar
  19. 19.
    A. Noshay, M. Matzner, and T. C. Williams, Ind. Eng. Chem. Prod. Res. Dev. 12, 268 (1973).CrossRefGoogle Scholar
  20. 20.
    A. Noshay and M. Matzner, Angew. Makromol. Chem. 37, 215 (1974).CrossRefGoogle Scholar
  21. 21.
    M. V. Bermeshev, A. V. Syromolotov, L. E. Starannikova, M. L. Gringolts, V. G. Lakhtin, Y. P. Yampolskii, and E. Sh. Finkelshtein, Macromolecules 46 22, 8973 (2013).CrossRefGoogle Scholar
  22. 22.
    D. D. Dominguez and T. M. Keller, High. Perform. Polym. 18, 283 (2006).CrossRefGoogle Scholar
  23. 23.
    D. Augustine, D. Mathew, and C. P. Reghunadhan Nair, Polym. Int. 62, 1068 (2013).Google Scholar
  24. 24.
    A. M. D’Ascanio, Master’s Dissertation in Chemistry (York Univ., Toronto, 1999).Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2016

Authors and Affiliations

  • A. V. Babkin
    • 1
  • E. B. Zodbinov
    • 2
  • B. A. Bulgakov
    • 1
    • 2
  • A. V. Kepman
    • 1
    • 2
  • V. V. Avdeev
    • 2
  1. 1.Institute of New Carbon Materials and TechnologiesMoscowRussia
  2. 2.Faculty of ChemistryMoscow State UniversityMoscowRussia

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