화학공학소재연구정보센터
Macromolecular Research, Vol.13, No.3, 180-186, June, 2005
Photochromic Behavior and Its Stability of a New Bifunctional Dye Composed of Spirobenzopyran and a Cinnamoyl Moiety
E-mail:
A novel bifunctional dye composed of spirobenzopyran and a cinnamoyl moiety was prepared and its photochromic behavior under the illumination of monochromatic UV light was investigated. This colorless bifunctional dye exhibits typical photochromism in both the film and in solution, through the structural and geometrical transformation from spirobenzopyran to merocyanine accompanied by a photocrosslinking reaction between the cinnamoyl moieties. Two kinds of photochemical reaction were selectively achieved by irradiation with monochromatic UV light at wavelengths of 275 and 365 nm, respectively. The effect of the selective photochemical reaction on the photochromism of the dye and its decaying behavior was investigated.
  1. Brown GH, Ed., Techniques of Chemistry, Wiley-Inter-science, New York, 1971, vol. III. (1971)
  2. Durr H, Bouas-Laurent H, Ed., Photochromism Molecules and System, Elsiver, Amsterdam (1990)
  3. Matsuda K, Irie M, J. Am. Chem. Soc., 122(30), 7195 (2000) 
  4. Matsuta K, Irie M, Polyhedron, 20, 1391 (2001) 
  5. Irie M, Chem. Rev., 100(5), 1685 (2000) 
  6. Morimoto M, Kobatake S, Irie M, Adv. Mater., 14, 1027 (2002) 
  7. Tamaoki N, Keuren EV, Matsuda H, Appl. Phys. Lett., 69, 1188 (1996) 
  8. Cullum BS, Mobbley J, Bogurd JS, Moscovitch M, Phillips CW, Vo-Pink T, Anal. Chem., 72, 5612 (2000) 
  9. Tian H, Tu HY, Adv. Mater., 12, 1597 (2000) 
  10. Berkovic G, Krongauz V, Weiss V, Chem. Rev., 100(5), 1741 (2000) 
  11. Hashimoto S, Shimojima A, Yuzawa T, Hiura H, J. Mol. Struct., 1, 242 (1991)
  12. Kim SH, Lee SM, Park JH, Kim JH, Kang SW, Dyes Pigment., 45, 51 (2000) 
  13. Sun SJ, Schwarz G, Kricheldorf HR, Chang TC, J. Polym. Sci. A: Polym. Chem., 37(8), 1125 (1999) 
  14. Rehab A, Salahuddin N, Polymer, 40(9), 2197 (1999) 
  15. Kawatzuki N, Yamamoto T, Ono H, Appl. Phys. Lett., 74, 935 (1999) 
  16. Gong YK, Nakanishi F, Abe K, Mol. Cryst. Liq. Cryst., 327, 123 (1999)
  17. Choi DH, Cha YK, Bull. Korean Chem. Soc., 23, 4 (2002)
  18. Choi DH, Oh SJ, Cha HB, Lee JY, Eur. Polym. J., 37, 1951 (2001) 
  19. Greenwald Y, Cohen G, Poplawaski J, Ethrenfreund E, Speiser S, Davidov D, J. Am. Chem. Soc., 118, 1980 (1996)
  20. Lee JH, Park JW, Oh JM, Choi SK, Macromolecules, 28(1), 377 (1995) 
  21. Allcock HR, Kim CH, Macromolecules, 24, 2846 (1991) 
  22. Biteau J, Chaput F, Boilot JP, J. Phys. Chem., 100(21), 9024 (1996)