Abstract
A series of novel spirooxazine(SPO) derivatives containing nitrogen heterocycles was synthesized and characterized by 1H NMR spectra, Fourier transform infrared(FTIR) spectra, mass spectra(MS) and elemental analysis, and their photochromic behaviors were fully investigated in solvents and polymer media. In solvents, they displayed excellent photochromism properties such as high photochromic response and fast thermal bleaching rate. Especially, compounds 1 and 4 exhibited strong fluorescence intensities in dichloromethane solution. It was additionally found that compound 4 showed high fatigue resistence in poly(methyl methacrylate)(PMMA) film, and the thermal decay curves were fitted with biexponential function in PMMA film.
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References
Berkovic G., Krongauz V., Weiss V., Chem. Rev., 2000, 100, 1741
Chatterjee M. N., Kay E. R., Leigh D. A., J. Am. Chem. Soc., 2006, 128, 4058
Tian H., Chen B. Z., Tu H. Y., Mullen K., Adv. Mater., 2002, 14, 918
Jiang H. B., Gong C. B., Wang Q., Tang Q., Ma X. B., Chem. J. Chinese Universities, 2014, 35(9), 2043
Sun Y., Wang X. S., Lu Y. M., Xuan L. M., Xia S., Feng W., Han X. K., Chem. Res. Chinese Universities, 2014, 30(5), 703
Wang S., Yu C. Y., Choi M. S., Kim S. H., Dyes Pigment, 2008, 77, 245
Parthenopoulos D. A., Rentzepis P. M., Science, 1989, 245, 843
Lu Z., Feng Y. L., Chen Z. B., Xiao J. P., Yan W. P., Fan M. G., Chem. J. Chinese Universities, 2005, 26(8), 1451
Kong L. C., Wong H. L., Tam A. Y. Y., Lam V. H., Wu L. X., Yam V. W. W., ACS Appl. Mater. Interfaces, 2014, 6, 155
Tan T. F., Chen P. L., Huang H. M., Meng J. B., Tetrahedron, 2005, 61, 8192
Tang X. C., Jia D. Z., Zhang X. G., Xia X., Zhou Z. Y., Chem. Res. Chinese Universities, 2000, 16(2), 116
Chu N. Y. C., Can. J. Chem., 1983, 61, 300
Schneider S., Mindl A., Elfmger G., Melzig M., Phys. Chem. Neue. Folge., 1987, 91, 1222
Fan M. G., Ming Y. F., Liang Y. C., Zhang X. Y., Jin S., Yao S., Lin N. Y., J. Chem. Soc. Perkin Trans. 2, 1994, 1397
Bohne C., Fan M. G., Li Z. J., Liang Y. C., Lusztyk J., Scaiano J. C., J. Photochem. Photobiol. A, Chem., 1992, 66, 79
Watkins D. L., Fujiwara T. S., J. Photochem. Photobiol. A, 2012, 228, 51
Sami S., Hooshang V., Abdolhossien M., Omid L., Molecules, 2010, 15, 2491
Wang J., Cao W., Sua J., Tian H., Huang Y., Sun Z., Dyes Pigment, 2003, 57, 171
Baeyer A., Villiger V., Ber. Dtsch. Chem. Ges., 1902, 35, 1189
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Supported by the National Natural Science Foundation of China(Nos.20971071, 20602020).
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Li, H., Pang, M., Guo, X. et al. Synthesis and photochromism of novel spiro(indoline-2,3′-naphtho[2,1-b][1,4]oxazine). Chem. Res. Chin. Univ. 31, 357–361 (2015). https://doi.org/10.1007/s40242-015-4482-y
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DOI: https://doi.org/10.1007/s40242-015-4482-y