Synthesis and Properties of 1-[2,5-dimethyl-3-thienyl]-2-[2-methyl-5-(p-N,N-dimethylaminophenyl)-3-thienyl]perfluorocyclopentene

Abstract:

An asymmetrical photochromic diarylethene 1-[2,5-dimethyl-3-thieny-2-[2-methyl-5-(p-N,N-dimethylaminophenyl)-3-thienyperfluorocyclopentene was synthesized and its photochemical properties were investigated in detail. The results demonstrated that the compound has excellent photochromic properties and good fluoresence. The cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction. The fluorescence intensity increased with increasing concentration, but when the concentration increased enough high, the fluorescence intensity decreased rapidly.

• Periodical: Advanced Materials Research (Volume 886)
• Pages: 155-158
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.886.155
• Online since: January 2014
• Authors: Guan Ming Liao, Zhi Yuan Sun, Shou Zhi Pu*
• Keywords: Diarylethene, Fluorescence, Kinetic, Photochromism

References

[1] S. Kawata: Chem. Rev. Vol. 100 (2000), p.1777.

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

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

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

[5] C. J. Carling, J. C. Boyer and N. R. Branda: J. Am. Chem. Soc. Vol. 131 (2009), p.10838.

[6] H. Nishi and S. Kobatake: Macromolecules. Vol. 41 (2008), p.3995.

[7] Q. F. Luo, H. Cheng and H. Tian: Polylm. Chem. Vol. 2 (2011), p.2435.

[8] R. J. Wang, S. Z. Pu, G. Liu, S. Q. Cui and H. Li: Tetrahedron Lett. Vol. 54 (2013), p.5307.

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

[10] S. Z. Pu, Z. P. Tong, G. Liu and R. J. Wang: J. Mater. Chem. C. Vol. 1 (2013), p.4126.

[11] G. Liu, S.Z. Pu and R. J. Wang: Org. Lett. Vol. 15 (2013), p.980.

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

[13] T. Fukaminato, T. Kawai, S. Kobatake and M. Irie: J. Phys. Chem. B. Vol. 107 (2003), p.8372.