Journal of Applied Science and Engineering

Published by Tamkang University Press

1.30

Impact Factor

2.10

CiteScore

Chao-Ching Chang1,2, Chih-Shing Wang1, Yu-Chen Chen1 and Liao-Ping Cheng This email address is being protected from spambots. You need JavaScript enabled to view it.1,2

1Department of Chemical and Materials Engineering, Tamkang University, Tamsui, Taiwan 251, R.O.C.
2Energy and Opto-Electronic Materials Research Center, Tamkang University, Tamsui, Taiwan 251, R.O.C.


 

Received: January 13, 2014
Accepted: May 5, 2014
Publication Date: June 1, 2014

Download Citation: ||https://doi.org/10.6180/jase.2014.17.2.07  


ABSTRACT


Optical coatings exhibiting photochromic effects were prepared by UV-curing of a coating formulation that incorporates a hexa-functional monomer, DPHA, and an organic dye, spironaphthooxazine. Spectroscopic studies of the coatings indicated efficient photochromic activities in response to UV irradiation. The depth of color and the rate of bleaching at 610 nm were found to depend on the UV dosage and the dye content; specifically, the transmittance returned from 42 to 82% and from 38 to 67% in 60 s. for the coating containing 3.7 wt% dye that received 0.45 and 3.6 of J/cm2 of UV exposure, respectively. Furthermore, the coatings were very hard (7H, pencil hardness) and adhered perfectly (100%, peel test) on poly (methyl methacrylate) substrates.


Keywords: Photochromic, Coatings, Spirooxazine, Polyacrylate


REFERENCES


  1. [1] Hirshberg, Y., “Photochromy in the Bianthrone Series,” Compt. Rend., Vol. 231, p. 903 (1950).
  2. [2] Levy, D., “Photochromic Sol-Gel Materials,” Chem. Mater., Vol. 9, No. 12, pp. 26662670 (1997). doi: 10.1021/cm970355q
  3. [3] Spagnoli, S., Block, D., Botzung-Appert, E., Colombier, I., Baldeck, P. L., Ibanez, A. and Corval, A., “Photochromism of Spiropyran Nanocrystals Embedded in Sol-Gel Matrices,” J. Phys. Chem. B, Vol. 109, No. 18, pp. 85878591 (2005). doi: 10.1021/jp046792r
  4. [4] Filpo, G. D., Nicoletta, F. P. and Chidichimo, G., “Flexible Nano-Photo-Electrochromic Film,” Chem. Mater., Vol. 18, No. 19, pp. 46624666 (2006). doi: 10.1021/cm061438m
  5. [5] Serwadczak, M. and Kucharski, S., “Photochromic Gratings in Sol-Gel Hybrid Materials Containing Cyanoazobenzene Chromophores,” J. Sol-Gel Sci. Technol., Vol. 37, No. 1, pp. 5762 (2006). doi: 10.1007/s10971-005-5156-x
  6. [6] Malic, N., Campbell, J. A. and Evans, R. A., “Superior Photochromic Performance of Naphthopyrans in a Rigid Host Matrix Using Polymer Conjugation: Fast, Dark and Tunable,” Macromolecules, Vol. 41, No. 4, pp. 12061214 (2008). doi: 10.1021/ma071792l
  7. [7] Kim, C. W., Oh, S. W., Kim, Y. H., Cha, H. G. and Kang, Y. S., “Characterization of the Spironaphthooxazine Doped Photochromic Glass: The Effect of Matrix Polarity and Pore Size,” J. Phys. Chem. C, Vol. 112, No. 4, pp. 11401145 (2008). doi: 10.1021/jp 073587d
  8. [8] Ke, X., Yan, X., Song, S., Li, D., Yang, J. J. and Wang, M. R., “Synthesis and Characterization of a Photochromic Sol-Gel Material Functionalized with Azo Dye,” Opt. Mater., Vol. 29, No. 11, pp. 13751380 (2007). doi: 10.1016/j.optmat.2006.06.019
  9. [9] Tomasulo, M., Sortino, S., White, A. J. P. and Raymo, F. M., “Fast and Stable Photochromic Oxazines,” J. Org. Chem., Vol. 70, No. 12, pp. 81808189 (2005). doi: 10.1021/jo051417w
  10. [10] Wirnsberger, G., Scott, B. J., Chmelka, B. F. and Stucky, G. D., “Fast Response Photochromic Mesostructures,” Adv. Mater., Vol. 12, No. 19, pp. 1450 1454 (2000). doi: 10.1002/1521-4095(200010)
  11. [11] Anderson, N., Alberius, P., Örtegren, J., Lindgren, M. and Bergstrom, L., “Photochromic Mesostructured Silica Pigments Dispersed in Latex Films,” J. Mater. Chem., Vol. 15, No. 34, pp. 35073513 (2005). doi: 10.1039/b505319f
  12. [12] Schaudel, B., Guermeur, C., Sanchez, C., Nakatani, K. and Delaire, J. A., “Spirooxazine- and SpiropyranDoped Hybrid Organic-Inorganic Matrices with Very Fast Photochromic Responses,” J. Mater. Chem., Vol. 7, No. 1, pp. 6165 (1997). doi: 10.1039/A606859F
  13. [13] Pardo, R., Zayat, M. and Levy, D., “Reaching Bistability in a Photochromic Spirooxazine Embedded Sol-Gel Hybrid Coatings,” J. Mater. Chem., Vol. 19, No. 37, pp. 67566760 (2009). doi: 10.1039/b909198j
  14. [14] Pardo, R., Zayat, M. and Levy, D., “Stability Against Photodegradation of a Photochromic Spirooxazine Dye Embedded in Amino-Functionalized Sol-Gel Hybrid Coatings,” J. Sol-Gel Sci. Technol., Vol. 63, No. 3, pp. 400407 (2012). doi: 10.1007/s10971-012-2801-z
  15. [15] Ribot, F., Lafuma, A., Eychenne-Baron, C. and Sanchez, C., “New Photochromic Hybrid Organic-Inorganic Materials Built from Well-Defined Nano-Building Blocks,” Adv. Mater, Vol. 14, No. 20, pp. 14961499 (2002). doi: 10.1002/1521-4095(20021016)
  16. [16] Such, G., Evans, R. A. and Davis, T. P., “Rapid Photochromic Switching in a Rigid Polymer Matrix Using Living Radical Polymerization,” Macromolecules, Vol. 39, No. 4, pp. 13911396 (2006). doi: 10.1021/ma 052002f
  17. [17] Bahajaj, A. A., Asiri, A. M., Alsoliemy, A. M. and Al-Sehemi, A. G., “Photochromic Properties of 7’,8’- Dichloro-1,3,3-Trimethylspiro [Indoline-2,3’-[3H] Benzo[b][1,4]Oxazine] Doped in PMMA and Epoxy Resin Thin Films,” Pigm. Resin. Technol., Vol. 38, No. 6, pp. 353358 (2009). doi: 10.1108/03699420911 000592
  18. [18] Mennig, M., Fries, K., Lindenstruth, M. and Schmidt, H., “Development of Fast Switching Photochromic Coatings on Transparent Plastics and Glass,” Thin Solid Films, Vol. 351, No. 12, pp. 230234 (1999).
  19. [19] Hou, L., Hoffmann, B., Schmidt, H. and Mennig, M., “Effect of Heat Treatment and Additives on the Photochromic and Mechanical Properties of Sol-Gel Derived Photochromic Coatings Containing Spirooxazine,” J. Sol-Gel Sci. Technol., Vol. 8, No. 13, pp. 923926 (1997). doi: 10.1023/A:1018384913360
  20. [20] Hou, L. and Schmidt, H., “Thermal Decoloration Kinetics of Spirooxazines in Ormocer Coatings Prepared Via Sol-Gel Processing,” J. Mater. Sci., Vol. 31, No. 13, pp. 34273434 (1996). doi: 10.1007/BF00360744
  21. [21] Yamano, A. and Kozuka, H., “PrehydropolysilazaneDerived Silica-Polymethylmethacrylate Hybrid Thin Films Highly Doped with Spiropyran: Effects of Polymethylmethacrylate on the Hardness, Chemical Durability and Photochromic Properties,” Thin Solid Films, Vol. 519, No. 6, pp. 17721779 (2011). doi: 10.1016/ j.tsf.2010.09.034
  22. [22] Gao, L. P., Ding, G. J., Li, C. L. and Wang, Y. C., “Photochromic and Electrochromic Performances of New Types of Donor/Acceptor Systems Based on Crosslinked Polyviologen Film and Electron Donors,” Appl. Surf. Sci., Vol. 257, No. 7, pp. 30393046 (2011). doi: 10.1016/j.apsusc.2010.10.113
  23. [23] Gao, L. P., Ding, G. J., Wang, Y. C. and Yang, Y. L., “Preparation of UV Curing Crosslinked Polyviologen Film and Its Photochromic and Electrochromic Performances,” Appl. Surf. Sci., Vol. 258, No. 3, pp. 11841191 (2011). doi: 10.1016/j.apsusc.2011.09.068
  24. [24] Chang, C. C., Oyang, T. Y., Chen, Y. C., Hwang, F. H. and Cheng, L. P., “Preparation of Hydrophobic Nanosilica Filled Polyacrylate Hard Coatings on Plastic Substrates,” J. Coat. Technol. Res., Vol. 11, pp. 381 386 (2014). doi: 10.1007/s11998-013-9540-0