Synthesis and Property of a Novel Diarylethene Based on Benzofuran and Thienyl Units for Polarization Optical Recording

Abstract:

A new photochromic diarylethene of bis(3-methyl-2-thienyl)ethene and bis(2-methyl-3- benzofuran)ethene was synthesized. Its photochromic, fluorescent and optical strorage properties were investigated. The compounds exhibited remarkable photochromism both in solution and in PMMA film. In hexane, the open-ring isomer of the diarylethene 1 exhibited relatively strong and clear fluorescent switches when excited at 270 nm. The fluorescence intensity declined along with the photochromism upon irradiation with 297 nm light. The results showed that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction. This new photochromic system also exhibited remarkable optical storage character.

• Periodical: Key Engineering Materials (Volumes 474-476)
• Pages: 1561-1564
• DOI: https://doi.org/10.4028/www.scientific.net/KEM.474-476.1561
• Online since: April 2011
• Authors: Tao Feng Wang, Shou Zhi Pu, Shi Qiang Cui
• Keywords: Diarylethene, Fluorescence, Optical Storage Recording, Photochromic

References

[1] G. H. Brown: Photochromism：molecules and systems (Wiley-Interscience, New York 1971).

[2] M. Irie: PhotoReactive Materials for Ultrahigh-Density Optical Memory (Elsevier, Amsterdam 1997).

[3] S. Kawai, T. Nakashima, K. Atsumi, T. Sakai, M. Harigai, Y. Imamoto, H. Kamikubo, M. Kataoka and T. Kawai: Chem. Mater. Vol. 19 (2007), p.3479.

DOI: 10.1021/cm0630340

[4] T. Tsujioka and M. Irie: J. Photochem. Photobiol. C: Photochem. Rev. Vol. 11 (2010), p.1.

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

[6] M. Irie, T. Fukaminato, T. Sasaki, N. Tamai and T. Kawai: Nature. Vol. 420 (2002), p.759.

DOI: 10.1038/420759a

[7] K. Matsuda and M. Irie: Chem. Eur. J. Vol. 7 (2001), p.3466.

[8] M. Morimoto, S. Kobatake and M. Irie: J. Am. Chem. Soc. Vol. 125 (2003), p.11080.

[9] K. Morimitsu, K. Shibata, S. Kobatake and M. Irie: J. Org. Chem. Vol. 67 (2002), p.4574.

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

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

[12] T. Tsujioka, M. Kume and M. Irie: J. Photochem. Photobio. A: Chem. Vol. 104 (1997), p.203.