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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Olson, J.M., Photosyn. Research, 2001, vol. 68, no. 2, p. 95.
J Aggregates, Kobayashi, N., Ed., Singapore: Word Scientific, 1996.
Uspenskaya, A.Yu. and Shapiro, B.I., Zh. Nauchn. Prikl. Fotogr., 2000, vol. 45, no. 1, p. 46.
Barachevsky, V.A., Proc. SPIE-Int. Soc. Opt. Eng., 1998, vol. 3417, p. 236.
Barachevsky, V.A., Proc. SPIE-Int. Soc. Opt. Eng., 1997, vol. 3055, p. 2.
Mal’tsev, E.I., Lypenko, D.A., Shapiro, B.I., et al., Zh. Nauchn. Prikl. Fotogr., 2001, vol. 46, no. 1, p. 13.
Bertelson, R.C., Organic Photochromic and Thermochromic Compounds. Main Photochromic Families, New York: Plenum, 1999, vol. 1, p. 11.
Flannery, J.B., J. Am. Chem. Soc., 1968, vol. 9, p. 5660.
Krongauz, V.A., Goldburt, E.S., and Fishmann, S.N., J. Photochem., 1978, vol. 9, p. 298.
Okazaki, T., Hirota, N., and Terazima, M., J. Photochem. Photobiol., A, 1996, vol. 99, p. 155.
Terazima, K., Hirota, N., and Terazima, M., Chem. Phys. Lett., 1997, vol. 274, p. 159.
Krongauz, V.A., Isr. J. Chem., 1979, vol. 18, nos. 3–4, p. 304.
Krongauz, V.A., Fishmann, S.N., and Goldburt, E.S., J. Phys. Chem., 1979, vol. 82, p. 2469.
Krongauz, V.A. and Goldburt, E.S., Chem. Phys. Lett., 1979, vol. 60, p. 251.
Krongauz, V.A., Kiwi, G., and Gratzel, M., J. Photochem., 1980, vol. 13, p. 89.
Kalisky, Y., Orlowski, T.E., and Williams, D.J., J. Phys. Chem., 1983, vol. 87, p. 5333.
Lenoble, C. and Becker, R.S., J. Phys. Chem., 1986, vol. 90, p. 62.
Kalisky, Y. and Williams, D.J., Chem. Phys. Lett., 1982, vol. 86, p. 100.
Onai, Y., Mamiya, M., Kasatani, K., et al., J. Soc. Phot. Sci. Technol. Jpn., 1989, vol. 52, p. 447.
Onai, Y., Kasatani, K., Kobayashi, M., et al., Chem. Lett., 1990, p. 1809.
Sato, H., Shinohara, H., and Kobayashi, M., Chem. Lett., 1991, p. 1208.
Onai, Y., Mamiya, M., Kikokawa, T., et al., J. Phys. Chem., 1993, vol. 97, p. 9499.
Li, Y.T., Zhou, J.W., Wang, Y.Q., et al., J. Phot. Photobiol. A: Chem., 1998, vol. 113, p. 65.
Hirano, M., Osakada, K., Nohira, H., et al., J. Org. Chem., 2002, vol. 67, p. 533.
Arsenov, V.D., Marevtsev, V.S., and Cherkashin, M.I., Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 1984.
Arsenov, V.D. and Cherkashin, M.I., Izv. Akad. Nauk SSSR, Ser. Khim., 1982, p. 1272.
Arsenov, V.D., Parshutkin, A.A., Marevtsev, V.S., et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 1987.
Arsenov, V.D., Parshutkin, A.A., Marevtsev, V.S., et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 1976.
Karpov, R.E., Barachevskii, V.A., Strokach, Yu.P., et al., Zh. Nauchn. Prikl. Fotogr., 2003, vol. 48, no. 5, p. 33.
Okazaki, T., Hirota, N., and Terazima, M., J. Photochem. Photobiol. A, 1996, vol. 99, p. 155.
Zaichenko, N.L., Lyubimov, A.V., Marevtsev, V.S., et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1989, p. 1040.
Luchina, V.G., Sychev, I.Yu., Shienok, A.I., et al., J. Photochem. Photobiol, A, 1996, vol. 93, p. 173.
Luchina, V.G., Sychev, I.Yu., and Marevtsev, V.S., Izv. Akad. Nauk, Ser. Khim., 1995, p. 684.
Barachevskii, V.A., Karpov, R.E., Venidiktova, O.V., et al., Izv. Akad. Nauk, Ser. Khim., 2005, no. 9, p. 1.
Barachevsky, V.A., Karpov, R.E., Nagovitsin, I.A., et al., Superlattices and Microstructures, 2004, vol. 36, nos. 1–3, p. 73.
Krongauz, V.A. and Parshutkin, A.A., Photochem. Photobiol., 1972, vol. 15, p. 503.
Parshutkin, A.A. and Krongauz, V.A., Mol. Photochem., 1974, vol. 6, p. 437.
Krongauz, V.A. and Goldburt, E.S., Nature, 1978, vol. 271, p. 43.
Krongauz, V.A. in Electro-Opt. Dielectr. Macromol. Colloids, Jennings, B.R., Ed., New York: Plenum, 1979, p. 329.
Tamaki, T. and Sakuragi, M., Polym. Bull., 1990, vol. 24, p. 559.
Sui, Q., Zhou, J., He, W., Li, Z., and Wang, Y., Sci. China, 1999, vol. 42, p. 113.
Hamada, F., Ito, R., Suzuki, T., et al., Macromol. Chem. Rapid Commun., 1994, vol. 15, p. 531.
Hamada, F., Hoshi, K., Higuchi, Y., et al., J. Chem. Soc. Perkin. Trans., 1996, p. 2567.
Zhou, J., Sui, Q., and Huang, B., J. Photochem. Photobiol. A: Chem., 1998, vol. 117, p. 129.
Uznanski, P., Synth. Met., 2000, vol. 109, p. 281.
Uznanski, P., Langmuir, 2003, vol. 19, p. 1919.
Dzhaparidze, K.G., Spirokhromeny (Spirochromenes), Tbilisi: Metsniereba, 1979.
Bercovici, T., Heiligman-Rim, R., and Fischer, E., Mol. Photochem., 1969, vol. 1, p. 23.
Barachevskii, V.A., Spektroskopiya fotoprevrashchenii v molekulakh (Spectroscopy of Phototransformations in Molecules), Krasnovskii, A.A. et al., Eds., Leningrad: Nauka, 1977.
Ando, E., Miyazaki, J., Morimoto, K., et al., Thin Solid Films, 1985, vol. 133, p. 21.
Vaidyanathan, S., Patterson, L.K., Mobius, D., et al., J. Phys. Chem., 1985, vol. 89, p. 491.
Ando, E., Hibino, J., Hashida, T., et al., Thin Solid Films, 1988, vol. 160, p. 279.
Ando, E., Arita, K., and Morimoto, K., J. Photopolym. Sci. Technol., 1988, vol. 1, p. 263.
Ando, E., Moriyama, K., Arita, K., et al., Langmuir, 1990, vol. 6, p. 1451.
Miyata, A., Unima, Y., and Higashigaki, Y., Bull. Chem. Soc., 1991, vol. 64, p. 1719.
Miyata, A., Heard, D., Unima, Y., et al., Thin Solid Films, 1992, vol. 210/211, p. 175.
Ando, E., Suzuki, M., Moriyama, K., et al., Thin Solid Films, 1989, vol. 178, p. 103.
Unima, Y. and Miyata, A., Thin Solid Films, 1989, vol. 179, p. 497.
Srinivasan, M.P. and Lau, K.K.S., Thin Solid Films, 1997, vol. 307, p. 266.
Miyata, A., Unima, Y., and Higashigaki, Y., Bull. Chem. Soc., 1993, vol. 66, p. 993.
Hibino, J. and Moriyama, K., Suzuki M.A., et al., Thin Solid Films, 1992, vol. 210, p. 562.
Hibino, J., Suzuki, M., and Kishimoto, Y., Bull. Chem. Soc. Jpn., 1992, p. 1125.
Hashida, T., Hibino, J., and Suzuki, M., Chemistry of Functional Dyes, Yoshida, Z. and Shirota, Y., Eds., Tokyo: Mita, 1993, vol. 2, p. 345.
Pepe, G., Siri, D., Samat, A., et al., Mol. Cryst. Liq. Cryst., 1994, vol. 246, p. 247.
Matsumoto, M., J. Photochem. Photobiol. A, 2003, vol. 158, p. 199.
Matsumoto, K., Shinohara, N., Koshiba, Y., et al., Mol. Cryst. Liq. Cryst., 2006, vol. 445, p. 17.
Tachibana, H., Yamanaka, Y., and Sakai, H., Chem. Lett., 2000, p. 1182.
Tachibana, H., Yamanaka, Y., Sakai, H., et al., J. Lumin., 2000, vol. 87, p. 800.
Tachibana, H., Yamanaka, Y., Sakai, H., et al., Mol. Cryst. Liq. Cryst., 2000, vol. 345, p. 473.
Tachibana, H., Yamanaka, Y., and Matsumoto, M., J. Phys. Chem., 2001, vol. 105, p. 10282.
Nakazawa, T., Azumi, R., Sakai, Y., et al., Langmuir, 2004, vol. 20, p. 5439.
Min, J., Oh, S.Y., Choi, J.-W., et al., Mol. Cryst. Liq. Cryst., 1998, vol. 316, p. 189.
Tomioka, H., Murata, S., and Inagaki, F., J. Photopolym. Sci. Technol., 1989, vol. 2, p. 143.
Tomioka, H., Inagaki, I., and Itoh, T., J. Photopolym. Sci. Technol., 1990, vol. 3, p. 83.
Tomioka, H. and Inagaki, I., J. Photochem. Photobiol., A, 1991, vol. 58, p. 51.
Seki, T. and Ichimura, K., Langmuir, 1988, vol. 4, p. 1068.
Tomioka, H. and Inagaki, I., J. Phys. Chem., 1990, vol. 94, p. 3769.
Fu, X.A., Hu, X.J., Ye, X.L., et al., Colloid. Surf. A: Physicochem. Eng. Aspects, 1996, vol. 117, p. 95.
Gentili, P.L., Costantino, U., Nocchetti, M., et al., J. Mater. Chem., 2002, vol. 12, p. 2872.
Natarajaan, L.V., Bunning, T.J., and Kim, S.Y., Macromolecules, 1994, vol. 27, p. 7348.
Krongauz, V.A. and Goldburt, E.S., Macromolecules, 1981, vol. 14, p. 1382.
Krongauz, V.A. and Goldburt, E.S., Macromolecules, 1982, vol. 15, p. 1382.
Cabrera, I., Shvartsman, F., Wenberg, O., et al., Science, 1984, vol. 226, p. 341.
Kalisky, J. and Williams, D.J., Macromolecules, 1984, vol. 17, p. 292.
Goldburt, E.S., Shvartsman, F., Fischman, S.P., et al., Macromolecules, 1984, vol. 17, p. 1225.
Goldburt, E.S., Shvartsman, F., and Krongauz, V.A., Macromolecules, 1984, vol. 17, p. 1876.
Goldburt, E.S., Shvartsman, F., and Krongauz, V.A., Macromolecules, 1986, vol. 19, p. 1382.
Goldburt, E.S. and Krongauz, V.A., Macromolecules, 1986, vol. 19, p. 246.
Wiswontski-Knittel, T. and Krongauz, V., Macromolecules, 1984, vol. 18, p. 2124.
Cabrera, I. and Krongauz, V., Nature, 1987, vol. 326, p. 582.
Cabrera, I. and Krongauz, V., Macromolecules, 1987, vol. 20, p. 2173.
Cabrera, I., Krongauz, V., and Ringsdorf, H., Angew. Chem., 1987, vol. 26, p. 1178.
Krongauz, V.A., Mol. Cryst. Liq. Cryst., 1994, vol. 246, p. 339.
Kalisky, Y. and Williams, D.J., Chem. Phys. Lett., 1982, vol. 91, p. 77.
Eckhardt, H., Bose, A., and Krongauz, V.A., Polymer, 1987, vol. 28, p. 1959.
Abe, S., Nishimura, Y., Yamazaki, I., et al., Asian J. Spectrosc., 1999, vol. 3, p. 105.
Abe, S., Nishimura, Y., Yamazaki, I., et al., Chem. Lett., 1999, no. 2, p. 165.
Einaga, Y., Taguchi, M., Li, G., et al., Chem. Mater., 2003, vol. 15, no. 1, p. 8.
Kodzuro, K., Research Polym. Sci. Abroad, 1986, vol. 32, p. 20.
Hibino, J., Hashida, T., Suzuki, M., et al., Mol. Cryst. Liq. Cryst., 1994, vol. 255, p. 243.
Suzuki, M., Hashida, T., and Hibino, J., Mol. Cryst. Liq. Cryst., 1994, vol. 246, p. 389.
Berkovich, G., Krongauz, V., and Weiss, V., Chem. Rev., 2000, vol. 100, p. 1741.
Meredith, G.R., Williams, D.J., Fischman, S.N., et al., Chem. Phys. Lett., 1982, vol. 87, p. 289.
Meredith, G.R., Williams, D.J., Fischman, S.N., et al., J. Phys. Chem., 1983, vol. 87, p. 1687.
Fidder, H., Knoester, J., and Wiersma, Chem. Phes. Lett., 1990, vol. 171, p. 529.
Miyata, A., Matsushima, T., Ohki, H., et al., Adv. Mater./Opt. Electr., 1995, vol. 5, p. 37.
Otruba, J.P. and Weiss, R.G., Mol. Cryst. Liq. Cryst., 1982, vol. 80, p. 165.
Yitzghaik, S., Berkovich, G., and Krongauz, V., Macromolecules, 1990, vol. 23, p. 3539.
Yitzghaik, S., Berkovich, G., and Krongauz, V., Adv. Mater., 1990, vol. 2, p. 33.
Yitzghaik, S., Berkovich, G., and Krongauz, V., Chem. Mater., 1990, vol. 2, p. 162.
Yitzghaik, S., Berkovich, G., and Krongauz, V., Opt. Lett., 1990, vol. 15, p. 1120.
Yitzghaik, S., Berkovich, G., and Krongauz, V., J. Appl. Phys., 1991, vol. 70, p. 1.
Kajikawa, K., Anzai, T., Takezoe, H., et al., Thin Solid Films, 1994, vol. 243, p. 587.
Barachevsky, V. and Chudinova, G., Mater. Sci. Eng. C-Biomimetic and Supramolecular Systems, 1999, vol. 8/9, p. 73.
Tamaoki, N., Van Keureu, E., Matsuda, H., et al., Appl. Phys. Lett., 1996, vol. 69, p. 1188.
Miyata, A., Matsushima, T., Ohki, H., et al., Adv. Mater. Opt. Electron., 1995, vol. 5, p. 37.
Naguchi, V., Li, G., Gu, Z., et al., Chem. Mater., 2003, vol. 15, p. 4756.
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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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DOI: https://doi.org/10.1134/S001814390703006X