Abstract
Photochromic fabric can change color when exposed to a certain light wavelength. The fabric can reversibly restore to its original color after the light disappears. In this study, two spirooxazines with photochromic properties, i.e., Nmethyl- 3,3-dimethyl-9'-hydroxy-spiro [2H-indole-2-[3H] naphtho [2,1-b] [1,4] oxazine] (Spirooxazine A) and N-methyl-3,3-dimethyl-9'-dichloro-s-triazine group spiro [2H-indole-2'-[3H] naphtho [2,1-b] [1,4] oxazine] (Spirooxazine B), were synthesized. The spirooxazines were characterized by Fourier transform infrared (FTIR) and ultraviolet (UV) spectrophotometers. Spirooxazines A and B were used to dye cotton fabrics under ultrasonic irradiation. The results show that cotton fabric dyed with Spirooxazine B has excellent photochromic properties, and better fading time and fatigue resistance.
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References
E. J. Harbron, C. M. Davis, J. K. Campbell, R. M. Allred, M. T. Kovary, and N. J. Economou, J. Phys. Chem. C, 113, 13707 (2009).
B. Sun, Q. X. Hou, Z. B. He, Z. H. Liu, and Y. H. Ni, Carbohydr. Polym., 111, 419 (2014).
V. Shibaev, A. Bobrovsky, and N. Boiko, Prog. Polym. Sci., 28, 729 (2003).
F. Ercole, S. Harrisson, T. P. Davis, and R. A. Evans, Soft Matter., 7, 2687 (2011).
C. W. Kim, S. W. Oh, Y. H. Kim, H. G. Cha, and Y. S. Kang, J. Phys. Chem. C, 112, 1140 (2008).
M. Irie, T. Fukaminato, T. Sasaki, N. Tamai, and T. Kawai, Nature, 420, 759 (2002).
S. W. Jang, S. J. Son, D. E. Kim, D. H. Kwon, S. H. Kim, Y. H. Lee, and S. W. Kang, IEEE Photonic Technol. Lett., 18, 82 (2006).
G. K. Such, R. A. Evans, and T. P. Davis, Macromolecules, 39, 1391 (2006).
H. T. Sun, X. H. Tian, A. Jochen, Y. Z. Yuan, J. Y. Sun, X. Liu, C. Chen, and H. J. Cao, J. Mater. Chem. C, 1, 5779 (2013).
B. Sun, Z. B. He, Q. X. Hou, Z. H. Liu, R. T. Cha, and Y. H. Ni, Carbohydr. Polym., 95, 598 (2013).
T. Cheng, T. Lin, R. Brady, and X. G. Wang, Fiber. Polym., 9, 521 (2008).
Z. H. Bao, K. Y. Ng, V. W. W. Yam, C. C. Ko, N. Y. Zhu, and L. X. Wu, Inorg. Chem., 47, 8912 (2008).
Y. Mark and A. E. Richard, Tetrahedron Lett., 51, 2195 (2010).
S. M. Partington and A. D. Towns, Dyes Pigment., 104, 123 (2014).
P. Y. Wang and C. J. Wu, Dyes Pigment., 279, 35 (1997).
J. Galbraith, AATCC Rev., 26, 4 (2004).
T. Feczkó, M. Kovács, and B. Voncina, J. Photochem. Photobiol. A-Chem., 247, 1 (2012).
S. H. Kim, S. J. Lee, S. Y. Park, H. J. Suh, S. H. Jin, and Y. S. Gal, Dyes Pigment., 68, 61 (2006).
A. F. Little and R. M. Christie, Color Technol., 126, 157 (2010).
J. S. Lin, Eur. Polym. J., 39, 1693 (2003).
A. F. Little and R. M. Christie, Color Technol., 127, 275 (2010).
P. Rosario, Z. Marcos, and L. David, J. Mater. Chem., 19, 6756 (2009).
S. M. R. Billah, R. M. Christie, and R. Shamey, Color Technol., 124, 223 (2008).
T. Cheng, T. Lin, J. Fang, and R. Brady, Text. Res. J., 77, 927 (2007).
S. M. R. Billah, R. M. Christie, and K. M. Morgan, Color Technol., 124, 229 (2008).
J. H. Park, S. H. Kim, and J. H. Kim, Mater. Sci. Eng. C, 24, 275 (2004).
K. Ock, N. Jo, J. Kim, S. Kim, and K. Koh, Synth. Met., 117, 131 (2001).
M. M. Kamel, R. M. El-Shishtawy, B. M. Yussef, and H. Mashaly, Dyes Pigment., 65, 103 (2005).
A. Guesmi, N. Ladhari, and F. Sakli, Ultrason. Sonochem., 20, 571 (2013).
Q. Zou, X. Li, J. Zhou, K. K. Bai, and H. Argen, Dyes Pigment., 107, 174 (2014).
Z. Yan, W. L. Xue, Z. X. Zeng, and M. R. Gu, Ind. Eng. Chem. Res., 47, 5318 (2008).
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Peng, L., Guo, R., Jiang, S. et al. Ultrasound-aided dyeing of cotton fabric with spirooxazines and photochromic properties. Fibers Polym 16, 1312–1318 (2015). https://doi.org/10.1007/s12221-015-1312-2
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DOI: https://doi.org/10.1007/s12221-015-1312-2