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Polymer Science Series B

, Volume 57, Issue 2, pp 150–158 | Cite as

A new fluorinated alkoxysilane with a branched cyclic substituent and the properties of the related polymers

  • E. Yu. Ladilina
  • T. S. Lyubova
  • O. V. Kuznetsova
  • Yu. P. Klapshin
  • M. A. Baten’kin
  • K. V. Sidorenko
  • T. A. Glukhova
  • O. N. Gorshkov
Functional Polymers
  • 60 Downloads

Abstract

The new alkoxysilane 2,2-bis(trifluoromethyl)-4,4-diethoxy-1-aza-3-oxa-4-silacycloheptane behaves as a bi- or trifunctional compound, depending on the hydrolysis conditions. In case of a deficiency of water, a mixture of cyclosiloxanes with cyclic substituents at silicon atoms is obtained, while in case of an excess of water, a crosslinked polysiloxane with hydroxyl-containing substituents is obtained. On the basis of the compositions 2,2-bis(trifluoromethyl)-4,4-diethoxy-1-aza-3-oxa-4-silacycloheptane and 3-aminopro-pyltriethoxysilane, under mild conditions in the presence of atmospheric moisture, transparent solid polysi-loxane coatings with very low refractive indexes for nonporous polymers are formed.

Keywords

Contact Angle Polymer Science Series Silicon Atom Antireflection Coating Pencil Hardness 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    J. Wang, C. R. Zhang, J. Feng, and D. X. Yang, Guangpuxue Yu Guangpu Fenxi 25 (7), 1045 (2005).Google Scholar
  2. 2.
    S. Kim, J. Cho, and K. Char, Langmuir 23 (12), 6737 (2007).CrossRefGoogle Scholar
  3. 3.
    J. H. Rouse and G. S. Ferguson, J. Am. Chem. Soc. 125 (50), 15529 (2003).CrossRefGoogle Scholar
  4. 4.
    Y. Sakamoto and H. Iida, US Patent No. 20070185263A1 (2007).Google Scholar
  5. 5.
    B. Ameduri, B. Boutevin, F. Guida-Pierasanta, and A. Rousseau, J. Fluorine Chem. 107, 397 (2001).CrossRefGoogle Scholar
  6. 6.
    B. Boutevin, G. Caporiccio, F. Guida-Pietrasanta, and A. Ratsimihety, J. Fluorine Chem. 124, 131 (2003).CrossRefGoogle Scholar
  7. 7.
    S. A. Bratslavsky, T. E. Bishop, and J. E. Southwell, WO Patent No. 2005/103175 A1 (2005).Google Scholar
  8. 8.
    P. M. Korinek, Macromol. Symp. 82, 61 (1994).CrossRefGoogle Scholar
  9. 9.
    J.-M. Cracowski, V. Montembault, D. Bosc, B. Améduri, F. Odobel, L. Fontaine, Polym. Sci., Ser. A 47, 1403 (2009).CrossRefGoogle Scholar
  10. 10.
    Y. B. Gerbig, A. R. Phani, and H. Haefke, Appl. Surf. Sci. 242 (3–4), 251 (2005).CrossRefGoogle Scholar
  11. 11.
    L. Y. Tyng, M. R. Ramli, M. B. H. Othman, R. Ramli, Z. A. M. Ishaka, Z. Ahmad, Polym. Int. 62 (3), 382 (2013).CrossRefGoogle Scholar
  12. 12.
    D. Zhou, H. Teng, K. Koike, Y. Koike, Y. Okamoto, Polym. Sci., Ser. A 46 (14), 4748 (2008).CrossRefGoogle Scholar
  13. 13.
    D. Lahiouhel, B. Ameduri and B. Boutevin, J. Fluorine Chem. 107, 81 (2001).CrossRefGoogle Scholar
  14. 14.
    E. Yu. Ladilina, T. S. Lyubova, V. V. Semenov, A. Yu. Dolgonosova, M. A. Baten’kin, Polym. Sci., Ser. A 53 (2), 102 (2011).CrossRefGoogle Scholar
  15. 15.
    E. Yu. Ladilina, T. S. Lyubova, V. V. Semenov, A. I. Kirillova, D. V. Skamnitskiy, A. P. Kasatkin, S. A. Lermontova, O. N. Gorshkov, M. E. Shenina, Glass Phys. Chem. 38 (3), 347 (2012).CrossRefGoogle Scholar
  16. 16.
    D. K. Owens and R. C. Wendt, J. Appl. Polym. Sci. 13 (8), 1741 (1969).Google Scholar
  17. 17.
    Gaussian 03, Revision E.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Wallingford CT, 2004.Google Scholar
  18. 18.
    Comprehensive Organic Chemistry, Ed. by J. F. Stoddart (Pergamon Press Ltd., Oxford, 1979), Vol. 1.Google Scholar
  19. 19.
    J. B. Hendrickson, J. Am. Chem. Soc. 84 (17), 3355 (1962).CrossRefGoogle Scholar
  20. 20.
    J. B. Hendrickson, J. Am. Chem. Soc. 83 (22), 4537 (1961).CrossRefGoogle Scholar
  21. 21.
    J. B. Hendrickson, J. Am. Chem. Soc. 86 (22), 4854 (1964).CrossRefGoogle Scholar
  22. 22.
    G. R. Leader, Anal. Chem. 45 (9), 1700 (1973).CrossRefGoogle Scholar
  23. 23.
    H. Lateef and S. T. Mullins, J. Fluorine Chem. 104, 167 (2000).CrossRefGoogle Scholar
  24. 24.
    M.-H. Hung, S. Rozen, A. E. Feiring, and P. R. Resnick, J. Org. Chem. 58, 972 (1993).CrossRefGoogle Scholar
  25. 25.
    E. Yu. Ladilina, T. S. Lyubova, Yu. P. Klapshin, K.V. Sidorenko, V. V. Semenov, G. A. Domrachev, Dokl. Phys. Chem. 456, 90 (2014).CrossRefGoogle Scholar
  26. 26.
    A. J. Kinloch, Adhesion and Adhesives: Science and Technology (Chapman and Hall, London, 1990).Google Scholar
  27. 27.
    Q. Zhao, Y. Dong, and J. Zhao, CN Patent No. 102923969 (A) (2013).Google Scholar
  28. 28.
    T. Yoshihara, JPN Patent No. 2003107206 (A) (2013).Google Scholar
  29. 29.
    T. Yoshihara, K. Ohata, and T. Okubo, JPN Patent No. 2002235036 (A) (2002).Google Scholar
  30. 30.
    T. Takahashi, J. Kashta, and H. Münstedt, Rheol. Acta. 40, 490 (2001).CrossRefGoogle Scholar
  31. 31.
    E. Yu. Ladilina, T. S. Lyubova, V. V. Semenov, Yu. A. Kurskii, O. V. Kuznetsova, Russ. Chem. Bull., Int. Ed 58 (5), 1015 (2009).CrossRefGoogle Scholar
  32. 32.
    I. Alkorta, J. Elguero, A. Fruchier, D. J. Macquarrie, A. Virgili, Organomet. Chem. 625, 148 (2001).CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2015

Authors and Affiliations

  • E. Yu. Ladilina
    • 1
    • 2
  • T. S. Lyubova
    • 1
  • O. V. Kuznetsova
    • 1
  • Yu. P. Klapshin
    • 2
  • M. A. Baten’kin
    • 1
    • 2
  • K. V. Sidorenko
    • 3
  • T. A. Glukhova
    • 1
  • O. N. Gorshkov
    • 3
  1. 1.Razuvaev Institute of Organometallic ChemistryRussian Academy of SciencesNizhni NovgorodRussia
  2. 2.Lobachevsky Nizhni Novgorod State UniversityNizhni NovgorodRussia
  3. 3.Physicotechnical Research InstituteNizhni Novgorod State UniversityNizhni NovgorodRussia

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