Characterization of Spirooxazine and Spiropyran Hosted in Poly(Methyl Methacrylate) for Germicidal UV Source Indicator Application


A characterization of photophysical properties of 1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3’-[3H]naphtha[2,1-b] [1,4]oxazine] (spirooxazine) and1’,3’-dihydro-1’,3’,3’-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2’-(2H)-indole] (spiropyran) compounds hosted in poly(methyl methacrylate) (PMMA) was carried out. The parameters which influenced the photochromic behavior of both compounds were investigated. After ultraviolet (UV) irradiation, it was demonstrated that the temperature was the dominant factor which influenced the deactivation of both materials. For spiropyran, it was demonstrated that the process could be photo-induced with a certain wavelength which we have specified in this manuscript. It was also found that X-Ray did not affect the photo physical properties of spirooxazine and spiropyran. Finally, both materials could be used as low-cost germicidal UV indicators.

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J. Bonefacino, M. Tse, C. Pun, X. Cheng, W. Chan, A. Boersma and H. Tam, "Characterization of Spirooxazine and Spiropyran Hosted in Poly(Methyl Methacrylate) for Germicidal UV Source Indicator Application," Optics and Photonics Journal, Vol. 3 No. 7A, 2013, pp. 11-16. doi: 10.4236/opj.2013.37A002.

Conflicts of Interest

The authors declare no conflicts of interest.


[1] J. Zmija and M. J. Malachowski, “New Organic Photochromic Materials and Selected Applications,” Journal of Achievements in Materials and Manufacturing Engineering, Vol. 41, No. 1, 2010, pp. 48-56.
[2] C. Bohne, M. G. Fan, Z. J. Li, Y. C. Liang, J. Lusztyk, and J. C. Scaiano, “Laser Photolysis Studies of Photochromic Processes in Spirooxazines: Solvent Effects on Photomerocyanine Behavior,” Journal of Photochemistry and Photobiology A: Chemistry, Vol. 66, No. 1, 1992, pp. 79-90.
[3] J. P. Boilot, J. Biteau, F. Chaput, T. Gacoin, A. Brun, B. Darracq, P. Georges and Y. Lévy, “Organic-Inorganic Solids by Sol-Gel Processing: Optical Applications,” Pure and Applied Optics: Journal of the European Optical Society Part A, Vol. 7, No. 2, 1998, pp.169-177.
[4] A. K. Chibisov and H. Gorner, “Photoprocesses in Spiropyran-Derived Merocyanines,” The Journal of Physical Chemistry A, Vol. 101, No. 24, 1997, pp. 4305-4312.
[5] Y. Choi and Y. J. Choi, “The Effects of UV Disinfection on Drinking Water Quality in Distribution Systems,” Water Research, Vol. 44, No. 1, 2010, pp. 115-122.
[6] C. A. Cotton, D. M. Owen, G. C. Cline and T. P. Brodeur, “UV Disinfection Costs: For Inactivating Cryptosporidium,” Journal of American Water Works Association, Vol. 93, No. 6, 2001, pp. 82-94.
[7] J. C. Crano, W. S. Kwak and C. N. Welch, “Applied Photochromic Polymer Systems,” Chapman and Hall Edition, New York, 1992.
[8] S. Cui, Y. Zhan, S. Pu and W. Liu, “Synthesis of New Photochromic Diarylethenes Bearing Five and Six Ring Aryls for Optical Storage,” Symposium on Photonics and Optoelectronics (SOPO), Wuhan, 16-18 May 2011, pp. 1-4.
[9] C. Fitzpatrick, E. Lewis, A. Al-Shamma’a and J. Lucas, “An Optical Fibre Sensor for Germicidal Microwave Plasma Powered UV Lamps Output with Potential for On-Line Temperature Control,” Optical Fiber Sensors Conference Technical Digest, Portland, 10 May 2002, pp. 455-458.
[10] A. Gadgil, D. Greene, A. Drescher and S. Wiel, “Status Report on UV Waterworks: Water Disinfection for the Developing World,” Lawrence Berkeley National Laboratory Report Number LBNL-40730, August 1997.
[11] R. Guglielmetti, “Heterocyclo-Annulated Spirooxazines and 2H-Caromenes: Two Complementary Series of Photochromic Compounds,” Molecular Crystals and Liquid Crystals Science and Technology, Vol. 298, No. 1, 1997, pp. 13-20.
[12] Y. Huang, W. Liang, J. K. Poon, Y. Xu, R. K. Lee and A. Yariv, “Spiro-Oxazine Photochromic Fiber Optical Switch,” Applied Physics Letters, Vol. 88, No. 18, 2006, pp. 181102-181103.
[13] S. Kawata, “Photorefractive Optics in Three-Dimensional Digital Memory,” Proceedings of the IEEE, Vol. 87, No. 12, 1999, pp. 2009-2020.
[14] K. Matsui and S. Yoshida, “Photochromic Film of 6-nitro-1’,3’,3’-trimethylspiro-[2H-1-benzopyran-2,2’-indoline] Prepared by Plasma Polymerization,” Journal of Applied Physics, Vol. 64, No. 5, 1988, pp. 2607-2610.
[15] C. Salemi-Delvaux, B. Luccioni-Houze, G. Baillet, G. Giusti and R. Guglielmetti, “Effect of Photodegradation on the Thermal Bleaching Rate Constant of Photochromic Compounds in Spiro[Indoline-Pyran] and Spiro[Indoline-Oxazine] Series,” Journal of Photochemistry and Photobiology A: Chemistry, Vol. 91, No. 3, 1995, pp. 223-232.
[16] J. Mysliwiec, L. Sznitko, S. Bartkiewicz, A. Miniewicz, Z. Essaidi, F. Kajzar and B. Sahraoui, “Amplified Spontaneous Emission in the Spiropyran-Biopolymer Based System,” Applied Physics Letters, Vol. 94, No. 24, , 2009, Article ID: 241106.
[17] D. Sridharan, E. Waks, J. T. Fourkas and G. Solomon, “Reversible Tuning of Photonic Crystal Cavities Using Photochromic Films,” Conference on Lasers and Electro-Optics 2010, San Jose, 16-21 May 2010, pp. 1-2.
[18] S. Pissadakis, D. Anglos, A. Klini and M. Konstantaki, “Long Period Optical Fiber Grating Outcladding Overlaid Sensors: A Versatile Photonic Platform for Health and Bio Applications,” 2011 International Workshop on Biophotonics, Parma, 8-10 June 2011, pp. 1-3.
[19] G. Liu, W. Liu and C. M. Dong, “UV- and NIR-Responsive Polymeric Nanomedicines for On-Demand Drug Delivery,” Polymer Chemistry, Vol. 4, No. 12, 2013, pp. 3431-3443.
[20] M. Li, Z. Qiang, J. R. Bolton and W. Ben, “Impact of Reflection on the Fluence Rate Distribution in a UV Reactor with Various Inner Walls as Measured Using a Micro-Fluorescent Silica Detector,” Water Research, Vol. 46, No. 11, 2012, pp. 3595-3602.
[21] W. A. M. Hijnen, E. F. Beerendonk and G. J. Medema, “Inactivation Credit of UV Radiation for Viruses, Bacteria and Protozoan (Oo)cysts in Water: A Review,” Water Research, Vol. 40, No. 1, 2006, pp. 3-22.
[22] L. J. Rose and H. O’Connell, “UV Light Inactivation of Bacterial Biothreat Agents,” Applied and Environmental Microbiology, Vol. 75, No. 9, 2009, pp. 2987-2990.
[23] M. Mcsherry, C. Fitzpatrick and E. Lewis, “An Optical Fiber Sensor for the Detection of Germicidal UV Irradiation Using Narrowband Luminescent Coatings,” Sensor Journal, Vol. 4, No. 5, 2004, pp. 619-626.
[24] B. Van Gemert, “Benzo and Naphthopyrans (Chromenes),” In: J. C. Crano and R. J. Guglielmetti, Eds., Organic Photochromic and Thermochromic Compounds, Springer, US, 2002, pp. 111-140.
[25] G. Ballet, “Photodegradation of Organic Photochromes in Polymers—Naphthopyrans and Naphthoxazines Series,” Molecular Crystals and Liquid Crystals Science and Technology, Section A. Molecular Crystals and Liquid Crystals, Vol. 298, No. 1, 1997, pp. 75-82.
[26] H. Hattori and T. Uryu, “Photochromic Chiral Liquid Crystalline Systems Containing Spiro-Oxazine with a Chiral Substituent II. Photoinduced Behaviour,” Liquid Crystals, Vol. 28, No. 7, 2001, pp. 1099-1104.

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