Synthesis, Photochromic Property and Application for Optical Recording of a New Asymmetrical Diarylethene

Huirong Du, Shangfen Gao, Li Yang

Department of Chemistry and Chemical Engineering, Sichuan University of Arts and Science, Dazhou, China.
Sichuan Higher Education Key Laboratory of Characteristic Plant Development and Research, Sichuan University of Arts and Science, Dazhou, China.

DOI: 10.4236/ijoc.2012.24053                

Abstract

The reversible molecule switching of an assymmetrical photochromic diarylethene 1-[2-methy1-5-(3-chlorophenyl)-3-thienyl]-2-(1,2-dimethy1-3-indol) perfluorocyelopentene (1a) has been prepared for the examination of photo-switching, fluorescence switching. This compound exhibited reversible photochromism, changing from colorless to blue after irradiation with UV light both in solution and in poly-methyl methacrylate (PMMA) amorphous film. Also, it exhibited remarkable fluorescence switching in the solid state. Using diarylethene 1b/PMMA film as recording medium, polarization optical recording was performed perfectly by a He-Ne laser with 633 nm wavelength. The results demonstrated that it can be potentially used as polarization optical recording medium.

Keywords

Diarylethene; Fluorescence; Optical Recording

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1]	Y. Chen, C. M. Wang, M. G. Fan, B. L. Yao and N. Menke, “Photochromic Fulgide for Holographic Recording,” Optical Materials, Vol. 26, No. 1, 2004, pp. 75-77. doi:10.1016/j.optmat.2004.01.004
[2]	S. Z. Pu, T. S. Yang, B. L. Yao, Y. L. Wang, M. Lei and J. K. Xu, “Photochromic Diarylethene for Polarization Holographic Optical Recording,” Materials Letters, Vol. 61, No. 3, 2007, pp. 855-859. doi:10.1016/j.matlet.2006.06.084
[3]	B. L. Yao, Y. L. Wang, M. Lei, N. Menke and G. F. Chen, “Polarization Patterns Hide and Display Using Photoinduced Anisotropy of Photochromic Fulgide,” Optics Express, Vol. 13, No. 1, 2005, pp. 20-25. doi:10.1364/OPEX.13.000020
[4]	N. Tanifuji, M. Irie and K. Matsuda, “New Photoswiching Unit for Magnetic Interaction: Diarylethene with 2,5-Bis(arylethynyl)-3-thienyl Group,” Journal of the American Chemical Society, Vol. 127, No. 38, 2005, pp. 13344-13353. doi:10.1021/ja053200p
[5]	M. Irie, “Diarylethene for Memories and Switches,” Chemical Reviews, Vol. 31, No. 29, 2000, pp. 1685-1716. doi:10.1021/cr980069d
[6]	H. Tian and S.-J. Yang, “Recent Progresses on Diarylethene Based Photochromic Switches,” Chemical Society Reviews, Vol. 33, No. 1, 2004, pp. 85-97. doi:10.1039/b302356g
[7]	T. Tsujioka, Y. Sesumi, R. Takagi, K. Masui, S. Yokojima, K. Uchida and S. Nakamura, “Selective Metal Deposition on Photoswichable Molecular Surfaces,” Journal of the American Chemical Society, Vol. 130, No. 1, 2008, pp. 10740-10747. doi:10.1021/ja802430q
[8]	D. Dulic, T. Kudernac, A. Puzys, B. L. Feringa and B. J. Wees, “Temperature Gating of the Ring-Opening Process in Diarylethene Molecular Switches,” Advanced Materials, Vol. 19, No. 19, 2007, pp. 2898-2902. doi:10.1002/adma.200700161
[9]	H. Tian and Y. L. Feng, “Nest Step of Photochromic Swiches,” Journal of Materials Chemistry, 2008, pp. 1617-1622. doi:10.1039/b713216f
[10]	S. Z. Pu, F. S. Zhang, J. K. Xu, L. Shen, Q. Xiao and B. Chen, “Photochromic Diarylethene for Three-Wavelength Optical Memory,” Materials Letters, Vol. 60, No. 4, 2006, pp. 485-489. doi:10.1016/j.matlet.2005.09.021
[11]	C. B. Fan, S. Z. Pu, G. Liu and T. S. Yang, “Substituent Position Effect on the Properties of Isomeric Photochromic Diarylethenes Bearing Chlorine Atoms,” Journal of Photochemistry and Photobiology A: Chemistry, Vol. 194, No.2, 2008, pp. 333-343. doi:10.1016/j.jphotochem.2007.08.032
[12]	S. Z. Pu, H. H. Tang, B. Chen, J. K. Xu and W. H. Huang, “Photochromic Diarylethene for Two-Photon 3D Optical Storage,” Materials Letters, Vol. 60, No. 29, 2006, pp. 3553-3557. doi:10.1016/j.matlet.2006.03.050
[13]	B. L.Yao, Y. L. Wang, N. Menke, M. Lei, L. Y. Ren and S. Z. Pu, “Polarization Holograms Recording in Photochromic Diarylethenes Polymeric Film,” Proceedings of SPIE, SPIE Press, Vol. 6343, No. 1, 2006, pp. 63432Z-1- 63432Z-6.