Abstract
Diarylethene derivatives (DE) covalently bonded to silanol oxygens of layered silicate surfaces, i.e., magadiite (Mag), were synthesized and investigated for their photochromic behavior. The DE-Mag layered hybrids were found to undergo reversible color change by alternating UV and visible light irradiation. A more highly efficient, reproducible photochromic behavior was realized with DE-Mag than with a corresponding DE-Si possessing silyl substituents on DE in place of the Mag surface. Moreover, the present covalently bonded DE exhibited an improvement over DE hybrids incorporated in layered double hydroxide (LDH) clays, in which the repetitive photochromic behavior decreased during alternating irradiation, due to the accumulation of the photochemically inert parallel isomers of DE.
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References
M. Ire, Chem. Rev. 100, 1685 (2000).
M. Ogawa and K. Kuroda, Chem. Rev. 95, 399 (1995).
K. Takagi and T. Shichi, in: Solid State and Surface Photochemistry, V. Ramamurthy, K. Schanze (Eds), Vol. 5, p. 31, Marcel Dekker, New York, NY (2000).
T. Shichi and K. Takagi, J. Photochem. Photobiol. C: Photochem. Rev. 1, 113 (2000).
G. Almond, R. Harris and P. Graham, J. Chem. Soc., Chem. Commun., 851 (1994).
G. Almond, R. Harris and K. Franklin, J. Mater. Chem. 7, 681 (1997).
K. Kosuge, A. Yamazaki, A. Tunashima and R. Otsuka, J. Ceram. Soc. Jpn. 100, 326 (1992).
K. Kosuge, A. Yamazaki, A. Tunashima and R. Otsuka, J. Ceram. Soc. Jpn. 100, 738 (1992).
K. Kosuge, A. Yamazaki, A. Tunashima and R. Otsuka, J. Ceram. Soc. Jpn. 100, 872 (1992).
K. Takagi, T. Kurematsu and Y. Sawaki, J. Chem. Soc., Perkin Trans. 2, 1517 (1991).
R. Sasai, H. Itoh, I. Shindachi, T. Shichi and K. Takagi, Chem. Mater. 13, 2012 (2001).
R. Sasai, H. Ogiso, I. Shindachi, T. Shichi and K. Takagi, Tetrahedron 56, 6979 (2000).
R. Sasai, H. Ogiso, I. Shindachi and K. Takagi, Mol. Cryst. Liq. Cryst. 345, 39 (2000).
M. Irie, T. Lifka, S. Kobatake and N. Kato, J. Am. Chem. Soc. 122, 4871 (2000).
M. Irie, K. Sakemura, M. Okinaka and K. Uchida, J. Org. Chem. 60, 8305 (1995).
S. L. Gilat, S. Kawai and J. M. Lehn, Chem. Eur. J. 1, 275 (1995).
E. Ruiz-Hitzky and J. Rojo, Nature 287, 28 (1980).
T. Yanagisawa, C. Yokoyama, K. Kuroda and C. Kato, Bull Chem. Soc. Jpn. 63, 47 (1990).
B. K. G. Theng, R. H. Newman and J. S. Whitton, Clay Miner. 33, 221 (1998).
G. Lagaly and K. Beneke, Am. Miner. 60, 642 (1975).
G. Lagaly and K. Beneke, Am. Miner. 60, 650 (1975).
K. Higashiguchi, K. Matsuda, S. Kobatake, T. Yamada, T. Kawai and M. Irie, Bull. Chem. Soc. Jpn. 73, 2389 (2000).
K. Higashiguchi, K. Matsuda, T. Yamada, T. Kawai and M. Irie, Chem. Lett., 1358 (2000).
M. Irie, K. Sakemura, M. Okinaka and K. Uchida, J. Org. Chem. 60, 8305 (1995).
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Shindachi, I., Hanaki, H., Sasai, R. et al. Preparation and photochromism of diarylethene covalently bonded onto layered sodium-magadiite surfaces. Res. Chem. Intermed. 33, 143–153 (2007). https://doi.org/10.1163/156856707779160870
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DOI: https://doi.org/10.1163/156856707779160870