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Formation of new hybrid structures: Fullerene C60–amphiphilic copolymer of N-vinylpyrrolidone with (di)methacrylates in isopropyl alcohol

Abstract

New hybrid structures of fullerene C60 and an amphiphilic copolymer of N-vinylpyrrolidone with lauryl methacrylate and triethylene glycol dimethacrylate have been obtained via solubilization of fullerene by individual macromolecules and their micelle-like aggregates that form in isopropyl alcohol. The volume ratios of copolymer and C60 solutions in toluene at which there is suppression of aggregation of fullerene and fullerene–polymer particles and the existence of stable hybrid structures in solution have been found. With the use of absorption electron spectroscopy, it has been shown that, with time, fullerene undergoes binding to donor groups of the copolymer and forms a donor–acceptor complex. According to the data of optical microscopy, fullerene is homogeneously distributed as spherical aggregates in the solid polymer matrix.

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References

  1. 1.

    E. Badamshina and M. Gafurova, J. Mater. Chem. 22 (19), 9427 (2012).

    CAS  Article  Google Scholar 

  2. 2.

    R. G. Alargova, S. Deguchi, and K. J. Tsujii, J. Am. Chem. Soc. 123 (43), 10460 (2001).

    CAS  Article  Google Scholar 

  3. 3.

    S. Deguchi and S. Mukai, Chem. Lett. 35 (4), 396 (2006).

    CAS  Article  Google Scholar 

  4. 4.

    T. Andersson, K. Nilsson, M. Sundahl, G. Westman, and O. Wennerstrom, J. Chem. Soc., Chem. Commun., No. 8, 604 (1992).

    Article  Google Scholar 

  5. 5.

    P. Boulas, W. Kutner, T. M. Jones, and K. M. Kadish, J. Phys. Chem. 98 (4), 1282 (1994).

    CAS  Article  Google Scholar 

  6. 6.

    A. Ikeda, T. Hatano, M. Kawaguchi, H. Suenaga, and S. Shinkai, Chem. Commun., No. 15, 1403 (1999).

    Article  Google Scholar 

  7. 7.

    A. Ikeda, M. Ishikawa, J. Kikuchi, and K. Nobusawa, Chem. Lett. 42 (10), 1137 (2013).

    CAS  Article  Google Scholar 

  8. 8.

    A. Ikeda, A. Hirata, M. Ishikawa, J. Kikuchi, S. Mieda, and W. Shinoda, Org. Biomol. Chem. 11 (45), 7843 (2013).

    CAS  Article  Google Scholar 

  9. 9.

    A. Ikeda, T. Hida, J. Kikuchi, K. Nobusawa, and T. Matsuo, Org. Lett. 15 (24), 6194 (2013).

    CAS  Article  Google Scholar 

  10. 10.

    H. Y. Wang, L. Wang, X. G. Wang, J. Y. Xu, Q. Luo, and J. Q. Liu, New J. Chem. 35 (11), 2632 (2011).

    CAS  Article  Google Scholar 

  11. 11.

    C. M. Sayes, J. D. Fortner, W. Guo, D. Lyon, A. M. Boyd, K. D. Ausman, Y. J. Tao, B. Sitharaman, L. J. Wilson, J. B. Hughes, J. L. West, and V. L. Colvin, Nano Lett. 4 (10), 1881 (2004).

    CAS  Article  Google Scholar 

  12. 12.

    B. Espinasse, E. M. Hotze, and M. R. Wiesner, Environ. Sci. Technol. 41 (21), 7396 (2007).

    CAS  Article  Google Scholar 

  13. 13.

    X. Wang, S. H. Goh, Z. H. Lu, S. Y. Lee, and C. Wu, Macromolecules 32 (13), 2786 (1999).

    CAS  Article  Google Scholar 

  14. 14.

    B. Z. Tang, H. Peng, S. M. Leung, C. F. Au, W. H. Poon, H. Chen, X. Wu, M. W. Fok, N.-T. Yu, H. Hiraoka, C. Song, J. Fu, W. Ge, G. K. L. Wong, T. Monde, F. Nemoto, and K. C. Su, Macromolecules 31 (1), 103 (1998).

    CAS  Article  Google Scholar 

  15. 15.

    B. Z. Tang, H. Xu, J. W. Y. Lam, P. P. S. Lee, K. Xu, Q. Sun, and K. K. L. Cheuk, Chem. Mater. 12 (5), 1446 (2000).

    CAS  Article  Google Scholar 

  16. 16.

    Y. Tabata, Y. Murakami, and Y. Ikeda, Jpn. J. Cancer Res. 88 (11), 1108 (1997).

    CAS  Article  Google Scholar 

  17. 17.

    Y. N. Yamakoshi, T. Yagami, K. Fukuhara, S. Sueyoshi, and N. J. Miyata, J. Chem. Soc., Chem. Commun., No. 4, 517 (1994).

    Article  Google Scholar 

  18. 18.

    C. Ungurenasu and A. Airinei, J. Med. Chem. 43 (16), 3186 (2000).

    CAS  Article  Google Scholar 

  19. 19.

    D. Y. Lyon, L. K. Adams, J. C. Falkner, and P. J. J. Alvarez, Environ. Sci. Technol. 40 (14), 4360 (2006).

    CAS  Article  Google Scholar 

  20. 20.

    I. W. Hamley, Developments in Block Copolymer Science and Technology (Wiley, New York, 2004).

    Book  Google Scholar 

  21. 21.

    T. Metanawin, T. Tang, R. Chen, D. Vernon, and X. Wang, Nanotecnology 22 (23), 235604 (2011).

    Article  Google Scholar 

  22. 22.

    X. S. Wang, T. Metanawin, X. Yu. Zheng, P. Y. Wang, M. Ali, and D. Vernon, Langmuir 24 (17), 9230 (2008).

    CAS  Article  Google Scholar 

  23. 23.

    X. L. Chen and S. A. Jenekhe, Langmuir 15 (23), 8007 (1999).

    CAS  Article  Google Scholar 

  24. 24.

    W. Zhang, R. V. Honeychick, and A. Hussam, Langmuir 12 (5), 1402 (1996).

    CAS  Article  Google Scholar 

  25. 25.

    G. Mountrichas, S. Pispas, E. Xenogiannopoulou, P. Aloukos, and S. Couris, J. Phys. Chem. B 111 (17), 4315 (2007).

    CAS  Article  Google Scholar 

  26. 26.

    A. Laiho, H. A. Ras Robin, S. Valkama, J. Ruokolainen, R. Osterbaska, and O. Ikkala, Macromolecules 39 (22), 7648 (2006).

    CAS  Article  Google Scholar 

  27. 27.

    G. Jiang, L. Wang, T. Chen, and H. Yu, Polymer 46, 81 (2005).

    CAS  Article  Google Scholar 

  28. 28.

    S. V. Kurmaz, N. A. Obraztsova, E. O. Perepelitsina, D. V. Anokhin, G. V. Shilov, E. N. Kabachkov, V. I. Torbov, and N. N. Dremova, Polym. Compos. 35 (7), 1362 (2014).

    CAS  Article  Google Scholar 

  29. 29.

    S. V. Kurmaz, N. A. Obraztsova, and A. V. Ivanchikhina, High Energy Chem. 48 (1), 42 (2014).

    CAS  Article  Google Scholar 

  30. 30.

    S. V. Kurmaz and A. N. Pyryaev, Polym. Sci., Ser. B 52 (1), 5 (2010).

    Google Scholar 

  31. 31.

    S. V. Kurmaz and A. N. Pyryaev, Russ. J. Gen. Chem. 82 (10), 1705 (2012).

    CAS  Article  Google Scholar 

  32. 32.

    V. N. Bezmel’nitsyn, A. V. Eletskii, and M. V. Okun’, Phys.-Usp. 168 (11), 1091 (1998).

    Article  Google Scholar 

  33. 33.

    D. F. Grishin, E. V. Kolyakina, V. V. Polyanskova, and I. D. Grishin, Russ. J. Appl. Chem. 80 (1), 122 (2007).

    CAS  Article  Google Scholar 

  34. 34.

    T. P. Klimova, T. A. Babushkina, and V. Y. Khvostova, Russ. Chem. Bull., Int. Ed. 54 (10), 2452 (2005).

    CAS  Article  Google Scholar 

  35. 35.

    E. Urinov, F. T. Abdullaev, and U. M. Mirzaev, Vysokomol. Sod., Ser. A 31 (4), 602 (1989).

    CAS  Google Scholar 

  36. 36.

    R. Van Leemput and R. Stein, J. Polym. Sci., Part A: Gen. Pap. 2, 4039 (1964).

    Google Scholar 

  37. 37.

    L. V. Vinogradova, E. Yu. Melenevskaya, A. S. Khachaturov, E. E. Kever, L. S. Litvininova, A. V. Novokreshchenova, M. A. Sushko, S. I. Klenin, and V. N. Zgonnik, Polym. Sci., Ser. A 40 (11), 1152 (1998).

    Google Scholar 

  38. 38.

    V. A. Reznikov, E. Yu. Melenevskaya, L. S. Litvininova, and V. N. Zgonnik, Polym. Sci., Ser. A 42 (2), 137 (2000).

    Google Scholar 

  39. 39.

    O. V. Ratnikova, E. Yu. Melenevskaya, M. V. Mokeev, and V. N. Zgonnik, Russ. J. Appl. Chem. 76 (10), 1620 (2003).

    CAS  Article  Google Scholar 

  40. 40.

    N. P. Evlampieva, P. N. Lavrenko, I. I. Zaitseva, E. Y. Melenevskaya, Y. F. Biryulin, L. V. Vinogradova, E. I. Ryumtsev, and V. N. Zgonnik, Polym. Sci., Ser. A 44 (9), 1004 (2002).

    Google Scholar 

  41. 41.

    I. I. Khairullin, Yu.-H. Chen, and L.-P. Hwang, Chem. Phys. Lett. 275 (1–2), 3 (1997).

    Google Scholar 

  42. 42.

    M. J. Li and Q. Chen, Polymer 44 (9), 2793 (2003).

    CAS  Article  Google Scholar 

  43. 43.

    S. Deguchi, R. G. Alargova, and K. Tsujii, Langmuir 17 (19), 6013 (2001).

    CAS  Article  Google Scholar 

Download references

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Correspondence to S. V. Kurmaz.

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Original Russian Text © S.V. Kurmaz, N.A. Obraztsova, A.A. Grishchuk, E.N. Kabachkov, 2016, published in Vysokomolekulyarnye Soedineniya, Seriya A, 2016, Vol. 58, No. 5, pp. 448–457.

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Kurmaz, S.V., Obraztsova, N.A., Grishchuk, A.A. et al. Formation of new hybrid structures: Fullerene C60–amphiphilic copolymer of N-vinylpyrrolidone with (di)methacrylates in isopropyl alcohol. Polym. Sci. Ser. A 58, 667–675 (2016). https://doi.org/10.1134/S0965545X16050102

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