Rapid Communication in Photoscience

  • 제3권2호
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  • Pages.38-41
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  • 2014
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  • 2234-8182(pISSN)
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  • 2288-4564(eISSN)
한국광과학회 (Korean Society of Photoscience)
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DOI QR코드

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On-Off Type Mechanofluorochromism of a Novel Fluorescent Amorphous Molecular Material, N-{4-[Bis(4-methylphenyl)amino]benzylidene}aniline

  • Manabe, Satoshi (Department of Applied Chemistry, Muroran Institute of Technology) ;
  • Nagata, Eisuke (Department of Applied Chemistry, Muroran Institute of Technology) ;
  • Nakano, Hideyuki (Department of Applied Chemistry, Muroran Institute of Technology)
  • 투고 : 2014.06.02
  • 심사 : 2014.06.10
  • 발행 : 2014.06.01
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초록

The title compound (BMBZA) was designed and synthesized as a novel fluorescent amorphous molecular material. BMBZA was found to exhibit solvatofluorochromism and to readily form an amorphous glass by cooling the melt on standing. In addition, the morphological change from crystalline state to amorphous one could be induced by mechanical grinding. Although fluorescence was scarcely observed for the crystalline sample of BMBZA, the grinding the sample was found to enhance the fluorescence emission, that is, BMBZA exhibited on-off type mechanofluorochromism.

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참고문헌

  1. Shirota, Y. J. Mater. Chem., 2000, 10, 1-25. https://doi.org/10.1039/a908130e
  2. Mitschke, U.; Baeuerle, P. J. Mater. Chem., 2000, 10, 1471-1507. https://doi.org/10.1039/a908713c
  3. Guo, Y.; Yu, G.; Liu, Y. Adv. Mater., 2010, 22, 4427-4447. https://doi.org/10.1002/adma.201000740
  4. Kim, J. H.; Watanabe, A.; Chung, J. W.; Jung, Y.; An, B.-K.; Tada, H.; Park, S. Y. J. Mater. Chem., 2010, 20, 1062-1064. https://doi.org/10.1039/b917394c
  5. Xiao, L.; Chen, Z.; Qu, B. Luo, J.; Kong, S.; Gong, Q.; Kido, J. Adv. Mater., 2011, 23, 926-952. https://doi.org/10.1002/adma.201003128
  6. Bisri, S. Z.; Takenobu, T.; Sawabe, K.; Tsuda, S.; Yomogida, Y.; Yamao, T.; Hotta, S.; Adachi, C.; Iwasa, Y. Adv. Mater., 2011, 23, 2753-2758. https://doi.org/10.1002/adma.201004572
  7. Chi, Z.; Zhang, X.; Xu, B.; Zhou, X.; Ma, C.; Zhang, Y.; Liu, S.; Xu, J. Chem. Soc. Rev., 2012, 41, 3878-3896. https://doi.org/10.1039/c2cs35016e
  8. Zhang, X.; Chi, Z.; Zhang, Y.; Liu, S.; Xu, J. J. Mater. Chem. C, 2013, 1, 3376-3390. https://doi.org/10.1039/c3tc30316k
  9. Lee, Y.-A. J. Am. Chem. Soc., 2003, 125, 7778-7779. https://doi.org/10.1021/ja034560k
  10. Sagara, Y.; Mutai, T.; Yoshikawa, I.; Araki, K. J. Am. Chem. Soc., 2007, 129, 1520-1521. https://doi.org/10.1021/ja0677362
  11. Sagara, Y.; Kato, T. Angew. Chem. Int. Ed., 2008, 47, 5175-5178. https://doi.org/10.1002/anie.200800164
  12. Ito, H.; Saito, T.; Oshima, N.; Kitamura, N.; Ishizaka, S.; Hinatsu, Y.; Wakeshima, M.; Kato, M.; Tsuge, K.; Sawamura, M. J. Am. Chem. Soc., 2008, 130, 10044-10045. https://doi.org/10.1021/ja8019356
  13. Yoon, S. J.; Chung, J. W.; Gierschner, J.; Kim, K. S.; Choi, M.-G.; Kim, D.; Park, S. Y. J. Am. Chem. Soc., 2010, 132, 13675-13683. https://doi.org/10.1021/ja1044665
  14. Luo, X.; Li, J.; Li, C.; Heng, L.; Dong, Y. Q.; Liu, Z.; Bo, Z. Tang, B. Z. Adv. Mater., 2011, 23, 3261-3265. https://doi.org/10.1002/adma.201101059
  15. Dong, Y.; Xu, B.; Zhang, J.; Tan, X.; Wang, L.; Chen, J.; Lv, H.; Wen, S.; Li, B.; Ye, L.; Zou, B.; Tian, W. Angew. Chem. Int. Ed., 2012, 51, 10782-10785. https://doi.org/10.1002/anie.201204660
  16. Shan, G.-G.; Li, H.-B.; Qin, J.-S.; Zhu, D.-X.; Liao, Y.; Su, Z.-M. Dalton Trans., 2012, 41, 9590-9593. https://doi.org/10.1039/c2dt31013a
  17. Xu, B.; Xie, M.; He, J.; Xu, B.; Chi, Z.; Tian, W.; Jiang, L.; Zhao, F.; Liu, S.; Zhang, Y.; Xu, Z.; Xu, J. Chem. Commun., 2013, 49, 273-275. https://doi.org/10.1039/c2cc36806d
  18. Shen, X. Y.; Wang, Y. J.; Zhao, E.; Yuan, W. Z.; Liu, Y.; Lu, P.; Qin, A.; Ma, Y.; Sun, J. Z.; Tang, B. Z. J. Phys. Chem. C, 2013, 117, 7334-7347. https://doi.org/10.1021/jp311360p
  19. Yuan, W. Z.; Tan, Y.; Gong, Y.; Lu, P.; Lam, J. W.; Shen, X. Y.; Feng, C.; Sung, H. H-Y.; Lu, Y.; Williams, I. D.; Sun, J. Z.; Zhang, Y.; Tang, B. Z. Adv. Mater., 2013, 25, 2837-2843. https://doi.org/10.1002/adma.201205043
  20. Luo, J.; Li, L.-Y.; Song, Y.; Pei, J. Chem. Eur. J., 2011, 17, 10515-10519. https://doi.org/10.1002/chem.201101284
  21. Zhang, Y.; Sun, J.; Lv, X.; Ouyang, M.; Cao, F.; Pan, G.; Pan, L.; Fan, G.; Yu, W.; He, C.; Zheng, S.; Zhang, F.; ang, W.; Zhang, C. CrystEngComm, 2013, 15, 8998-9002. https://doi.org/10.1039/c3ce41221k
  22. Zhang, B.; Hsu, C.-H.; Yu, Z.-Q.; Yang, S.; Chen, E.-Q. Chem. Commun., 2013, 49, 8872-8874. https://doi.org/10.1039/c3cc44083d
  23. Zhang., Y.; Sun, J.; Zhuang, G.; Ouyang, M.; Yu, Z.; Cao, F.; Pan, G.; Tang, P.; Zhang, C.; Ma, Y. J. Mater. Chem. C, 2014, 2,195-200. https://doi.org/10.1039/c3tc31416b
  24. Kwon, M. S.; Gierschner, J.; Seo, J.; Park, S. Y. J. Mater. Chem. C, 2014, 2, 2252-2557.
  25. Ishikawa, W.; Inada, H.; Nakano, H.;. Shirota, Y. Chem. Lett., 1991, 1731-1734.
  26. Inada, H.; Ohnishi, K.; Nomura, S.; Higuchi, A.; Nakano, H.; Shirota, Y. J. Mater. Chem., 1994, 4, 171-177. https://doi.org/10.1039/jm9940400171
  27. Ueta, E.; Nakano, H.; Shirota, Y. Chem. Lett., 1994, 2397-2400;
  28. Utsumi, H.; Nagahama, D.; Nakano, H.; Shirota, Y. J. Mater. Chem., 2002, 12, 2612-2619. https://doi.org/10.1039/b205201f
  29. Tanino, T.; Yoshikawa, S.; Ujike, T.; Nagahama, D.; Moriwaki, K.; Takahashi, T.; Kotani, Y.; Nakano, H.; Shirota, Y. J. Mater. Chem., 2007, 17, 4953-4963. https://doi.org/10.1039/b711542c
  30. Mizuguchi, K.; Kageyama, H.; Nakano, H. Mater. Lett., 2011, 65, 2658-2661. https://doi.org/10.1016/j.matlet.2011.05.068
  31. Mizuguchi, K.; Nakano, H. Dyes Pigm., 2013, 96, 76-80. https://doi.org/10.1016/j.dyepig.2012.08.006
  32. Solvents and Solvent Effects in Organic Chemistry, ed. by Reichardt, C., Weinheim, Wiley-VCH, 2003.

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