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Photonics of nanostructured systems based on photochromic spiro compounds

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Abstract

A review of the results of studies on photoinduced aggregation of photochromic spiro compounds of the class of spiropyrans and spirooxazines is presented. The possibility to form aggregates of photoinduced species of various types, in particular, H and J aggregates, in liquid and solid polymer solutions as well as in photochromic polymers, amorphous films, and mono-and polymolecular layers is shown. The main fields of applications of nanostructured photochromic systems are considered.

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References

  1. Olson, J.M., Photosyn. Research, 2001, vol. 68, no. 2, p. 95.

    Article  CAS  Google Scholar 

  2. J Aggregates, Kobayashi, N., Ed., Singapore: Word Scientific, 1996.

    Google Scholar 

  3. Uspenskaya, A.Yu. and Shapiro, B.I., Zh. Nauchn. Prikl. Fotogr., 2000, vol. 45, no. 1, p. 46.

    CAS  Google Scholar 

  4. Barachevsky, V.A., Proc. SPIE-Int. Soc. Opt. Eng., 1998, vol. 3417, p. 236.

    ADS  CAS  Google Scholar 

  5. Barachevsky, V.A., Proc. SPIE-Int. Soc. Opt. Eng., 1997, vol. 3055, p. 2.

    ADS  CAS  Google Scholar 

  6. Mal’tsev, E.I., Lypenko, D.A., Shapiro, B.I., et al., Zh. Nauchn. Prikl. Fotogr., 2001, vol. 46, no. 1, p. 13.

    CAS  Google Scholar 

  7. Bertelson, R.C., Organic Photochromic and Thermochromic Compounds. Main Photochromic Families, New York: Plenum, 1999, vol. 1, p. 11.

    Google Scholar 

  8. Flannery, J.B., J. Am. Chem. Soc., 1968, vol. 9, p. 5660.

    Article  Google Scholar 

  9. Krongauz, V.A., Goldburt, E.S., and Fishmann, S.N., J. Photochem., 1978, vol. 9, p. 298.

    Article  CAS  Google Scholar 

  10. Okazaki, T., Hirota, N., and Terazima, M., J. Photochem. Photobiol., A, 1996, vol. 99, p. 155.

    Article  CAS  Google Scholar 

  11. Terazima, K., Hirota, N., and Terazima, M., Chem. Phys. Lett., 1997, vol. 274, p. 159.

    Article  Google Scholar 

  12. Krongauz, V.A., Isr. J. Chem., 1979, vol. 18, nos. 3–4, p. 304.

    CAS  Google Scholar 

  13. Krongauz, V.A., Fishmann, S.N., and Goldburt, E.S., J. Phys. Chem., 1979, vol. 82, p. 2469.

    Article  Google Scholar 

  14. Krongauz, V.A. and Goldburt, E.S., Chem. Phys. Lett., 1979, vol. 60, p. 251.

    Article  ADS  CAS  Google Scholar 

  15. Krongauz, V.A., Kiwi, G., and Gratzel, M., J. Photochem., 1980, vol. 13, p. 89.

    Article  CAS  Google Scholar 

  16. Kalisky, Y., Orlowski, T.E., and Williams, D.J., J. Phys. Chem., 1983, vol. 87, p. 5333.

    Article  CAS  Google Scholar 

  17. Lenoble, C. and Becker, R.S., J. Phys. Chem., 1986, vol. 90, p. 62.

    Article  CAS  Google Scholar 

  18. Kalisky, Y. and Williams, D.J., Chem. Phys. Lett., 1982, vol. 86, p. 100.

    Article  CAS  Google Scholar 

  19. Onai, Y., Mamiya, M., Kasatani, K., et al., J. Soc. Phot. Sci. Technol. Jpn., 1989, vol. 52, p. 447.

    Google Scholar 

  20. Onai, Y., Kasatani, K., Kobayashi, M., et al., Chem. Lett., 1990, p. 1809.

  21. Sato, H., Shinohara, H., and Kobayashi, M., Chem. Lett., 1991, p. 1208.

  22. Onai, Y., Mamiya, M., Kikokawa, T., et al., J. Phys. Chem., 1993, vol. 97, p. 9499.

    Article  CAS  Google Scholar 

  23. Li, Y.T., Zhou, J.W., Wang, Y.Q., et al., J. Phot. Photobiol. A: Chem., 1998, vol. 113, p. 65.

    Article  CAS  Google Scholar 

  24. Hirano, M., Osakada, K., Nohira, H., et al., J. Org. Chem., 2002, vol. 67, p. 533.

    Article  PubMed  CAS  Google Scholar 

  25. Arsenov, V.D., Marevtsev, V.S., and Cherkashin, M.I., Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 1984.

  26. Arsenov, V.D. and Cherkashin, M.I., Izv. Akad. Nauk SSSR, Ser. Khim., 1982, p. 1272.

  27. Arsenov, V.D., Parshutkin, A.A., Marevtsev, V.S., et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 1987.

  28. Arsenov, V.D., Parshutkin, A.A., Marevtsev, V.S., et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 1976.

  29. Karpov, R.E., Barachevskii, V.A., Strokach, Yu.P., et al., Zh. Nauchn. Prikl. Fotogr., 2003, vol. 48, no. 5, p. 33.

    CAS  Google Scholar 

  30. Okazaki, T., Hirota, N., and Terazima, M., J. Photochem. Photobiol. A, 1996, vol. 99, p. 155.

    Article  CAS  Google Scholar 

  31. Zaichenko, N.L., Lyubimov, A.V., Marevtsev, V.S., et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1989, p. 1040.

  32. Luchina, V.G., Sychev, I.Yu., Shienok, A.I., et al., J. Photochem. Photobiol, A, 1996, vol. 93, p. 173.

    Article  CAS  Google Scholar 

  33. Luchina, V.G., Sychev, I.Yu., and Marevtsev, V.S., Izv. Akad. Nauk, Ser. Khim., 1995, p. 684.

  34. Barachevskii, V.A., Karpov, R.E., Venidiktova, O.V., et al., Izv. Akad. Nauk, Ser. Khim., 2005, no. 9, p. 1.

  35. Barachevsky, V.A., Karpov, R.E., Nagovitsin, I.A., et al., Superlattices and Microstructures, 2004, vol. 36, nos. 1–3, p. 73.

    Article  ADS  CAS  Google Scholar 

  36. Krongauz, V.A. and Parshutkin, A.A., Photochem. Photobiol., 1972, vol. 15, p. 503.

    CAS  Google Scholar 

  37. Parshutkin, A.A. and Krongauz, V.A., Mol. Photochem., 1974, vol. 6, p. 437.

    CAS  Google Scholar 

  38. Krongauz, V.A. and Goldburt, E.S., Nature, 1978, vol. 271, p. 43.

    Article  ADS  CAS  Google Scholar 

  39. Krongauz, V.A. in Electro-Opt. Dielectr. Macromol. Colloids, Jennings, B.R., Ed., New York: Plenum, 1979, p. 329.

    Google Scholar 

  40. Tamaki, T. and Sakuragi, M., Polym. Bull., 1990, vol. 24, p. 559.

    Article  CAS  Google Scholar 

  41. Sui, Q., Zhou, J., He, W., Li, Z., and Wang, Y., Sci. China, 1999, vol. 42, p. 113.

    Article  CAS  Google Scholar 

  42. Hamada, F., Ito, R., Suzuki, T., et al., Macromol. Chem. Rapid Commun., 1994, vol. 15, p. 531.

    Article  CAS  Google Scholar 

  43. Hamada, F., Hoshi, K., Higuchi, Y., et al., J. Chem. Soc. Perkin. Trans., 1996, p. 2567.

  44. Zhou, J., Sui, Q., and Huang, B., J. Photochem. Photobiol. A: Chem., 1998, vol. 117, p. 129.

    Article  CAS  Google Scholar 

  45. Uznanski, P., Synth. Met., 2000, vol. 109, p. 281.

    Article  CAS  Google Scholar 

  46. Uznanski, P., Langmuir, 2003, vol. 19, p. 1919.

    Article  CAS  Google Scholar 

  47. Dzhaparidze, K.G., Spirokhromeny (Spirochromenes), Tbilisi: Metsniereba, 1979.

    Google Scholar 

  48. Bercovici, T., Heiligman-Rim, R., and Fischer, E., Mol. Photochem., 1969, vol. 1, p. 23.

    CAS  Google Scholar 

  49. Barachevskii, V.A., Spektroskopiya fotoprevrashchenii v molekulakh (Spectroscopy of Phototransformations in Molecules), Krasnovskii, A.A. et al., Eds., Leningrad: Nauka, 1977.

    Google Scholar 

  50. Ando, E., Miyazaki, J., Morimoto, K., et al., Thin Solid Films, 1985, vol. 133, p. 21.

    Article  CAS  Google Scholar 

  51. Vaidyanathan, S., Patterson, L.K., Mobius, D., et al., J. Phys. Chem., 1985, vol. 89, p. 491.

    Article  CAS  Google Scholar 

  52. Ando, E., Hibino, J., Hashida, T., et al., Thin Solid Films, 1988, vol. 160, p. 279.

    Article  CAS  Google Scholar 

  53. Ando, E., Arita, K., and Morimoto, K., J. Photopolym. Sci. Technol., 1988, vol. 1, p. 263.

    CAS  Google Scholar 

  54. Ando, E., Moriyama, K., Arita, K., et al., Langmuir, 1990, vol. 6, p. 1451.

    Article  CAS  Google Scholar 

  55. Miyata, A., Unima, Y., and Higashigaki, Y., Bull. Chem. Soc., 1991, vol. 64, p. 1719.

    Article  CAS  Google Scholar 

  56. Miyata, A., Heard, D., Unima, Y., et al., Thin Solid Films, 1992, vol. 210/211, p. 175.

    Article  Google Scholar 

  57. Ando, E., Suzuki, M., Moriyama, K., et al., Thin Solid Films, 1989, vol. 178, p. 103.

    Article  CAS  Google Scholar 

  58. Unima, Y. and Miyata, A., Thin Solid Films, 1989, vol. 179, p. 497.

    Article  Google Scholar 

  59. Srinivasan, M.P. and Lau, K.K.S., Thin Solid Films, 1997, vol. 307, p. 266.

    Article  CAS  Google Scholar 

  60. Miyata, A., Unima, Y., and Higashigaki, Y., Bull. Chem. Soc., 1993, vol. 66, p. 993.

    Article  CAS  Google Scholar 

  61. Hibino, J. and Moriyama, K., Suzuki M.A., et al., Thin Solid Films, 1992, vol. 210, p. 562.

    Article  Google Scholar 

  62. Hibino, J., Suzuki, M., and Kishimoto, Y., Bull. Chem. Soc. Jpn., 1992, p. 1125.

  63. Hashida, T., Hibino, J., and Suzuki, M., Chemistry of Functional Dyes, Yoshida, Z. and Shirota, Y., Eds., Tokyo: Mita, 1993, vol. 2, p. 345.

    Google Scholar 

  64. Pepe, G., Siri, D., Samat, A., et al., Mol. Cryst. Liq. Cryst., 1994, vol. 246, p. 247.

    CAS  Google Scholar 

  65. Matsumoto, M., J. Photochem. Photobiol. A, 2003, vol. 158, p. 199.

    Article  CAS  Google Scholar 

  66. Matsumoto, K., Shinohara, N., Koshiba, Y., et al., Mol. Cryst. Liq. Cryst., 2006, vol. 445, p. 17.

    Article  CAS  Google Scholar 

  67. Tachibana, H., Yamanaka, Y., and Sakai, H., Chem. Lett., 2000, p. 1182.

  68. Tachibana, H., Yamanaka, Y., Sakai, H., et al., J. Lumin., 2000, vol. 87, p. 800.

    Article  Google Scholar 

  69. Tachibana, H., Yamanaka, Y., Sakai, H., et al., Mol. Cryst. Liq. Cryst., 2000, vol. 345, p. 473.

    Google Scholar 

  70. Tachibana, H., Yamanaka, Y., and Matsumoto, M., J. Phys. Chem., 2001, vol. 105, p. 10282.

    CAS  Google Scholar 

  71. Nakazawa, T., Azumi, R., Sakai, Y., et al., Langmuir, 2004, vol. 20, p. 5439.

    Article  PubMed  CAS  Google Scholar 

  72. Min, J., Oh, S.Y., Choi, J.-W., et al., Mol. Cryst. Liq. Cryst., 1998, vol. 316, p. 189.

    CAS  Google Scholar 

  73. Tomioka, H., Murata, S., and Inagaki, F., J. Photopolym. Sci. Technol., 1989, vol. 2, p. 143.

    CAS  Google Scholar 

  74. Tomioka, H., Inagaki, I., and Itoh, T., J. Photopolym. Sci. Technol., 1990, vol. 3, p. 83.

    CAS  Google Scholar 

  75. Tomioka, H. and Inagaki, I., J. Photochem. Photobiol., A, 1991, vol. 58, p. 51.

    Article  CAS  Google Scholar 

  76. Seki, T. and Ichimura, K., Langmuir, 1988, vol. 4, p. 1068.

    Article  CAS  Google Scholar 

  77. Tomioka, H. and Inagaki, I., J. Phys. Chem., 1990, vol. 94, p. 3769.

    Article  Google Scholar 

  78. Fu, X.A., Hu, X.J., Ye, X.L., et al., Colloid. Surf. A: Physicochem. Eng. Aspects, 1996, vol. 117, p. 95.

    Article  CAS  Google Scholar 

  79. Gentili, P.L., Costantino, U., Nocchetti, M., et al., J. Mater. Chem., 2002, vol. 12, p. 2872.

    Article  CAS  Google Scholar 

  80. Natarajaan, L.V., Bunning, T.J., and Kim, S.Y., Macromolecules, 1994, vol. 27, p. 7348.

    Article  Google Scholar 

  81. Krongauz, V.A. and Goldburt, E.S., Macromolecules, 1981, vol. 14, p. 1382.

    Article  CAS  Google Scholar 

  82. Krongauz, V.A. and Goldburt, E.S., Macromolecules, 1982, vol. 15, p. 1382.

    Google Scholar 

  83. Cabrera, I., Shvartsman, F., Wenberg, O., et al., Science, 1984, vol. 226, p. 341.

    Article  ADS  CAS  Google Scholar 

  84. Kalisky, J. and Williams, D.J., Macromolecules, 1984, vol. 17, p. 292.

    Article  CAS  Google Scholar 

  85. Goldburt, E.S., Shvartsman, F., Fischman, S.P., et al., Macromolecules, 1984, vol. 17, p. 1225.

    Article  CAS  Google Scholar 

  86. Goldburt, E.S., Shvartsman, F., and Krongauz, V.A., Macromolecules, 1984, vol. 17, p. 1876.

    Article  CAS  Google Scholar 

  87. Goldburt, E.S., Shvartsman, F., and Krongauz, V.A., Macromolecules, 1986, vol. 19, p. 1382.

    Article  Google Scholar 

  88. Goldburt, E.S. and Krongauz, V.A., Macromolecules, 1986, vol. 19, p. 246.

    Article  CAS  Google Scholar 

  89. Wiswontski-Knittel, T. and Krongauz, V., Macromolecules, 1984, vol. 18, p. 2124.

    Article  Google Scholar 

  90. Cabrera, I. and Krongauz, V., Nature, 1987, vol. 326, p. 582.

    Article  ADS  Google Scholar 

  91. Cabrera, I. and Krongauz, V., Macromolecules, 1987, vol. 20, p. 2173.

    Article  Google Scholar 

  92. Cabrera, I., Krongauz, V., and Ringsdorf, H., Angew. Chem., 1987, vol. 26, p. 1178.

    Article  Google Scholar 

  93. Krongauz, V.A., Mol. Cryst. Liq. Cryst., 1994, vol. 246, p. 339.

    CAS  Google Scholar 

  94. Kalisky, Y. and Williams, D.J., Chem. Phys. Lett., 1982, vol. 91, p. 77.

    Article  ADS  Google Scholar 

  95. Eckhardt, H., Bose, A., and Krongauz, V.A., Polymer, 1987, vol. 28, p. 1959.

    Article  CAS  Google Scholar 

  96. Abe, S., Nishimura, Y., Yamazaki, I., et al., Asian J. Spectrosc., 1999, vol. 3, p. 105.

    CAS  Google Scholar 

  97. Abe, S., Nishimura, Y., Yamazaki, I., et al., Chem. Lett., 1999, no. 2, p. 165.

  98. Einaga, Y., Taguchi, M., Li, G., et al., Chem. Mater., 2003, vol. 15, no. 1, p. 8.

    Article  CAS  Google Scholar 

  99. Kodzuro, K., Research Polym. Sci. Abroad, 1986, vol. 32, p. 20.

    Google Scholar 

  100. Hibino, J., Hashida, T., Suzuki, M., et al., Mol. Cryst. Liq. Cryst., 1994, vol. 255, p. 243.

    CAS  Google Scholar 

  101. Suzuki, M., Hashida, T., and Hibino, J., Mol. Cryst. Liq. Cryst., 1994, vol. 246, p. 389.

    CAS  Google Scholar 

  102. Berkovich, G., Krongauz, V., and Weiss, V., Chem. Rev., 2000, vol. 100, p. 1741.

    Article  CAS  Google Scholar 

  103. Meredith, G.R., Williams, D.J., Fischman, S.N., et al., Chem. Phys. Lett., 1982, vol. 87, p. 289.

    Article  ADS  CAS  Google Scholar 

  104. Meredith, G.R., Williams, D.J., Fischman, S.N., et al., J. Phys. Chem., 1983, vol. 87, p. 1687.

    Article  Google Scholar 

  105. Fidder, H., Knoester, J., and Wiersma, Chem. Phes. Lett., 1990, vol. 171, p. 529.

    Article  ADS  CAS  Google Scholar 

  106. Miyata, A., Matsushima, T., Ohki, H., et al., Adv. Mater./Opt. Electr., 1995, vol. 5, p. 37.

    Article  CAS  Google Scholar 

  107. Otruba, J.P. and Weiss, R.G., Mol. Cryst. Liq. Cryst., 1982, vol. 80, p. 165.

    CAS  Google Scholar 

  108. Yitzghaik, S., Berkovich, G., and Krongauz, V., Macromolecules, 1990, vol. 23, p. 3539.

    Article  Google Scholar 

  109. Yitzghaik, S., Berkovich, G., and Krongauz, V., Adv. Mater., 1990, vol. 2, p. 33.

    Article  Google Scholar 

  110. Yitzghaik, S., Berkovich, G., and Krongauz, V., Chem. Mater., 1990, vol. 2, p. 162.

    Article  Google Scholar 

  111. Yitzghaik, S., Berkovich, G., and Krongauz, V., Opt. Lett., 1990, vol. 15, p. 1120.

    Article  ADS  Google Scholar 

  112. Yitzghaik, S., Berkovich, G., and Krongauz, V., J. Appl. Phys., 1991, vol. 70, p. 1.

    Article  Google Scholar 

  113. Kajikawa, K., Anzai, T., Takezoe, H., et al., Thin Solid Films, 1994, vol. 243, p. 587.

    Article  CAS  Google Scholar 

  114. Barachevsky, V. and Chudinova, G., Mater. Sci. Eng. C-Biomimetic and Supramolecular Systems, 1999, vol. 8/9, p. 73.

    Google Scholar 

  115. Tamaoki, N., Van Keureu, E., Matsuda, H., et al., Appl. Phys. Lett., 1996, vol. 69, p. 1188.

    Article  ADS  CAS  Google Scholar 

  116. Miyata, A., Matsushima, T., Ohki, H., et al., Adv. Mater. Opt. Electron., 1995, vol. 5, p. 37.

    Article  CAS  Google Scholar 

  117. Naguchi, V., Li, G., Gu, Z., et al., Chem. Mater., 2003, vol. 15, p. 4756.

    Article  CAS  Google Scholar 

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Original Russian Text © V.A. Barachevskii, R.E. Karpov, 2007, published in Khimiya Vysokikh Energii, 2007, Vol. 41, No. 3, pp. 226–238.

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Barachevskii, V.A., Karpov, R.E. Photonics of nanostructured systems based on photochromic spiro compounds. High Energy Chem 41, 188–199 (2007). https://doi.org/10.1134/S001814390703006X

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