DOI QR코드

DOI QR Code

Stability of Photochromism in New Bifunctional Copolymers Containing Spiropyran and Chalcone Moiety in the Side Chain

  • Choi, Dong-Hoon (College of Environment and Applied Chemistry, Institute of Natural Sciences, Kyung Hee University) ;
  • Ban, Si-Young (College of Environment and Applied Chemistry, Institute of Natural Sciences, Kyung Hee University) ;
  • Kim, Jae-Hong (College of Environment and Applied Chemistry, Institute of Natural Sciences, Kyung Hee University)
  • Published : 2003.04.20

Abstract

We synthesized three copolymers bearing photochromic spiropyran dye and chalcone moiety in the side chain for studying the dynamic properties of their photochromism. They contain methacrylate-spiropyran (MAspiropyran) and methacrylate-chalcone (MA-chalcone) with the different concentration. The photosensitivity of the newly synthesized copolymers was investigated by using UV-Vis absorption spectroscopy. We observed photodimerization and photochromic behavior under UV irradiation at the same time. The effect of photocrosslink on the rate and stability of photochromism in three copolymers was considered in this study. This study might be helpful to design photochromic materials for irreversible optical memory by virtue of photocrosslinking reaction.

Keywords

References

  1. Sun, S.-J.; Schwarz, G.; Kricheldorf, H. R.; Chang, T.-C. J. Polym. Sci. Part A: Polym. Chem. 1999, 37(8), 1125. https://doi.org/10.1002/(SICI)1099-0518(19990415)37:8<1125::AID-POLA9>3.0.CO;2-J
  2. Rehab, A.; Salahuddin, N. Polymer 1999, 40(9), 2197. https://doi.org/10.1016/S0032-3861(98)00460-1
  3. Kawatzuki, N.; Yamamoto, T.; Ono, H. Appl. Phys. Lett. 1999, 74(7), 935. https://doi.org/10.1063/1.123414
  4. Gong, Y.-K.; Nakanishi, F. Abe K. Mol. Cryst. Liq. Cryst. 1999,327, 123. https://doi.org/10.1080/10587259908026795
  5. Matsuda, K.; Irie, M. J. Am. Chem. Soc. 2000, 122, 7195. https://doi.org/10.1021/ja000605v
  6. Matsuda, K.; Irie, M. Polyhedron 2001, 20, 1391. https://doi.org/10.1016/S0277-5387(01)00625-8
  7. Irie M. Chem. Rev. 2000, 100, 1685. https://doi.org/10.1021/cr980069d
  8. Tamaoki, N.; Keuren, E. V.; Matsuda, H. Appl. Phys. Lett. 1996, 69(9), 1188. https://doi.org/10.1063/1.117406
  9. Cullum, B. M.; Mobley, J.; Bogard, J. S.; Moscovitch, M.; Phillips, G. W.; Vo-Dinh, T. Anal. Chem. 2000, 72, 5612. https://doi.org/10.1021/ac000638t
  10. Bobrovsky, A. Y.; Boiko, N. I.; Shibaev, V. P. Liquid Crystals. 2000, 27, 57. https://doi.org/10.1080/026782900203218
  11. Bobrovsky, A. Y.; Boiko, N. I.; Shibaev, V. P. Liquid Crystals. 2000, 27, 219. https://doi.org/10.1080/026782900203010
  12. Sasaki, K.; Nagamura, T. Appl. Phys. Lett. 1997, 71, 434. https://doi.org/10.1063/1.119571
  13. Ock, K. S.; Jo, N. J.; Kim, J. H.; Kim, S. H.; Koh, K. N. Synthetic Metal. 2001, 117, 131. https://doi.org/10.1016/S0379-6779(00)00553-1
  14. Jansson, R.; Zangooie, S.; Kugler, T.; Arwin, H. J. Phys. Chem. of Solids 2001, 62, 1219. https://doi.org/10.1016/S0022-3697(01)00012-9
  15. Ghailane, F.; Manivannan, G.; Lessard, R. A. Optical Eng. 1995, 34, 480. https://doi.org/10.1117/12.194049
  16. Kim, S. H.; Lee, S. M.; Park, J. H.; Kim, J. H.; Koh, K. N.; Kang, S. W. Dyes and Pigments 2000, 45, 51. https://doi.org/10.1016/S0143-7208(00)00002-4
  17. Gorner, H. Chem. Physics 1997, 222, 315. https://doi.org/10.1016/S0301-0104(97)00205-X
  18. Goldburt, E.; Shvartsman, F.; Fishmann, S.; Krongauz, V. Macromolecules 1984, 17, 1225. https://doi.org/10.1021/ma00136a020
  19. Zhou, J.; Sui, Q.; Huang, B. J. Photochem. and Photobiol. A Chem. 1998, 117, 129. https://doi.org/10.1016/S1010-6030(98)00334-7
  20. Zelichenok, A.; Buchholtz, F.; Yitzchaik, S.; Ratner, J.; Safro, M.; Krongauz, V. Macromolecules 1992, 25, 3175.
  21. Choi, D. H.; Cha, Y. K. Bull. Korean Chem. Soc. 2002, 23, 4.
  22. Choi, D. H.; Oh, S. J.; Cha, H. B.; Lee, J. Y. European Polymer J. 2001, 37, 1951. https://doi.org/10.1016/S0014-3057(01)00102-1
  23. Akelah, A.; Selim, A.; Salah El-Deen, N. Polym. International 1992, 28, 307. https://doi.org/10.1002/pi.4990280412
  24. Akelah, A.; Selim, A.; Salah El-Deen, N. Polym. International 1993, 32, 423. https://doi.org/10.1002/pi.4990320415
  25. Allcock, H. R.; Kim, C. H. Macromolecules 1991, 24, 2846. https://doi.org/10.1021/ma00010a032
  26. Biteau, J.; Chaput, F.; Boilot, J.-P. J. Phys. Chem. 1996, 100, 9024. https://doi.org/10.1021/jp953607o

Cited by

  1. Spiropyran-based dynamic materials vol.43, pp.1, 2014, https://doi.org/10.1039/C3CS60181A
  2. Photo-Physical Behavior and Fluorescence of Thermo Switchable Nanocomposite Based on Methyl Methacrylate -Spirobenzopyran vol.27, pp.2, 2017, https://doi.org/10.1007/s10895-016-1977-y
  3. Multi-Responsive Hydrogels Functionalized with a Photochromic Spiropyran-Conjugated Chitosan Network pp.2092-7673, 2018, https://doi.org/10.1007/s13233-018-6126-9
  4. Effect of end group content on photochromic behavior of spiropyran in polycaprolactone–poly(ethylene succinate) blends vol.105, pp.6, 2007, https://doi.org/10.1002/app.25485
  5. Visibly observed photocrosslinking reaction in indolyl based pendant liquid crystalline polymers: Synthesis and optical property vol.47, pp.20, 2009, https://doi.org/10.1002/pola.23570
  6. Photochromic behavior of spiropyran in polystyrene and polycaprolactone thin films – Effect of UV absorber and antioxidant compound vol.76, pp.2, 2003, https://doi.org/10.1016/j.dyepig.2006.09.012
  7. Preparation and photo-responsive behavior of reversible photochromic polyurethane cement composites vol.126, pp.5, 2003, https://doi.org/10.1007/s00339-020-03574-7