Study on Photochromic Materials with Photochromic and Optical Storage Composite Properties of a Novel Diarylethene

Abstract:

A new unsymmetrical isomeric photochromic diarylethene, 1-[2-methyl-3-naphthalen-2-[2-methyl-5-(10-phenanthrenyl)-3-thienyperfluorocyclopentene, was designed and synthesized. Its photochromic and fluorescent properties were also investigated in detail. The compound exhibited excellent photochromism, changing from colorless to red after irradiation with UV light both in solution and in PMMA film. Furthermore, the fluorescence intensity of the photochromic diarylethene 1a declined remarkably, when irradiation with UV light.

• Periodical: Advanced Materials Research (Volume 830)
• Pages: 270-273
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.830.270
• Online since: October 2013
• Authors: Jun Jie Song, Xue Li, Gang Liu
• Keywords: Diarylethene, Fluorescence, Naphthalene, Photochromism

References

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

[2] J.J. Zhang, Q. Zou and H. Tian: Adv. Mater. Vol. 25 (2012), p.378.

[3] H. Dürr and H. Bouas-Laurent: Photochromism: Molecules and Systems (Gulf Professional Publishing, United Kingdom 1990).

[4] T. Kaieda, S. Kobatake, H. Miyasaka, M. Murakami, N. Iwai, Y. Nagata, A. Itaya and M. Irie: J. Am. Chem. Soc. Vol. 124 (2002), p. (2015).

DOI: 10.1021/ja0115722

[5] N. Tanaka, C. Okabe, K. Sakota, and M. Irie: J. Mol. Struct. Vol. 616 (2002), p.113.

[6] R. Matsushima and H. Sakaguchi: J. Photochem. Photobiol. Vol. 108 (1997), p.239.

[7] Y. Yokoyama: Chem. Rev. Vol. 100 (2000), p.1717.

[8] Z. Fang, S. -Z. Wang, Z. -F. Yang, B. Chen, F. -T. Li, J. -Q. Wang, S. -X. Xu, Z. -J. Jiang and T. -R. Fang: J. Photochem. Photobiol. Vol. 88 (1995), p.23.

[9] A.J. Myles and N.R. Branda: J. Am. Chem. Soc. Vol. 123 (2001), p.177.

[10] K. Matsuda and M. Irie: J. Photoch. Photobiol. Vol. 5 (2004), p.169.

[11] S. Takami and M. Irie: Tetrahedron. Vol. 60 (2004), p.6155.

[12] K. Uchida, T. Ishikawa, M. Takeshita and M. Irie: Tetrahedron. Vol. 54 (1998), p.6627.

[13] G. Liu, S. Z. Pu and X. M. Wang: Tetrahedron. Vol. 66 (2010), p.8862.

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

[15] T. Yamaguchi and M. Irie: J. Org. Chem. Vol. 70 (2005), p.10323.

[16] T. Yamaguchi, Y. Fujita, H. Nakazumi, S. Kobatake and M. Irie: Tetrahedron. Vol. 60 (2004), p.9863.

DOI: 10.1016/j.tet.2004.08.034

[17] S. Z. Pu, G. Liu, Q. Shen and J. K. Xu: Org. Lett. Vol. 9 (2007), p.2139.

[18] T. Yamaguchi and M. Irie: Tetrahedron Lett. Vol. 47 (2006), p.1267.

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

[20] H. Tian, B. Z. Chen, H. Y. Tu and K. Müllen: Adv. Mater. Vol. 17 (2002), p.918.

[21] B. Chen, M. Wang, Y. Wu and H. Tian: Chem. Commun. Vol. 21 (2002), p.1060.