Synthesis, Kinetics and Electrochemical Properties of a New Photochromic Diarylethene

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Abstract:

A new unsymmetrical photochromic diarylethene [1-(2-methyl-5-(3-methoxyphenyl)-3-thienyl), 2-(2-methyl-3-benzothienyl)] perfluorocyclopentene (1a), was synthesized, and its photochromic properties such as photochromism, kinetics and electrochemical properties were investigated in detail. The results showed that the compound exhibited excellent photochromism both in solution and in PMMA film with alternating irradiation by UV/Vis light. The kinetic and electrochemical experiments indicated that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction, and the electrochemcial switching property can be potential use for electrochemistry data storage. At last, using this dithienylethene as recording medium was performed successfully.

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Key Engineering Materials (Volumes 474-476)

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1543-1546

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April 2011

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© 2011 Trans Tech Publications Ltd. All Rights Reserved

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[1] M. Irie: Chem. Rev. Vol. 100 (2000), p.1685.

Google Scholar

[2] H. Tian, S. J. Yang: Chem. Soc. Rev. Vol. 33 (2004), p.85.

Google Scholar

[3] K. Higashiguchi, K. Matsuda, N. Tanifuji, M. Irie: J. Am. Chem. Soc. Vol. 127 (2005), p.8922.

Google Scholar

[4] T. Tsujioka, Y. Sesumi, R. Takagi, K. Masui, S. Yokojima, K. Uchida, S. Nakamura: J. Am. Chem. Soc. Vol. 130 (2008), p.10740.

DOI: 10.1021/ja802430q

Google Scholar

[5] C. C. Corredor, Z. L. Huang, K. D. Befield: Adv. Mater. Vol. 18 (2006), p.2910.

Google Scholar

[6] Y. Zou, T. Yi, S. Z. Xiao, F. Y. Li, C. Y. Li, X. Gao, J. C. Wu, M. X. Yu, C. H. Huang: J. Am. Chem. Soc. Vol. 130 (2008), p.15750.

Google Scholar

[7] J. Yin, X. F. Cao, G. A. Yu, and S. H. Liu: Tetrahedron Lett. Vol. 49 (2008), p.1582.

Google Scholar

[8] Y. Chen, C. M. Wang, M. G. Fan, B. L. Yao, and N. Menke: Opt. Mater. 26 (2004), p.75.

Google Scholar

[9] H. Dürr, and H. Bouas-Laurent: Photochromism: Molecules and System (Elsevier, Amsterdam, (2003).

Google Scholar

[10] A. Spangenberg, R. Métivier, J. Gonzalez, K. Nakatani, P. Yu, M. Giraud, A. Léaustic, R. Guillot, T. Uwada, T. Asahi: Adv. Mater. Vol. 20 (2008) p.1.

DOI: 10.1002/adma.200801578

Google Scholar

[11] Y. Moriyama, K. Matsua, N. Tanifuji, S. Irie, M. Irie: Org. Lett. Vol. 7 (2005), p.3315.

Google Scholar

[12] Yagi, K., Irie, M: Bull. Chem. Soc. Vol. 76 (2003), p.1625.

Google Scholar

[13] C. H. Zheng, S. Z. Pu, J. K. Xu, M. B. Luo, D. C. Huang and L. Shen: Tetrahedron, Vol. 63 (2007), p.5437.

Google Scholar

[14] S. Z. Pu, H. H. Tang, B. Chen, J. K. Xu, and W. H. Huang: Mater. Lett. Vol. 60 (2006), p.3553.

Google Scholar

[15] W. R. Browne, J. J. D. de Jong, T. Kudernac, M. Walko, L. N. Lucas, K. Uchida, J. H. van Esch and B. L. Feringa: Chem. Eur. J. Vol. 11 (2005), p.6414.

DOI: 10.1002/chem.200500162

Google Scholar

[16] W. R. Browne, J. J. D. de Jong, T. Kudernac, M. Walko, L. N. Lucas, K. Uchida, J. H. van Esch and B. L. Feringa, Chem. Eur. J., vol. 11 (2005), p.6430.

DOI: 10.1002/chem.200500163

Google Scholar

[17] B. L. Yao, Y. L. Wang, and M. Lei: Opt. Soc. Am. Vol. 10 (2005), p.20.

Google Scholar