Abstract

Solvatochromic fluorescence behavior of 8-aminoquinoline based benzothiazole derivative in varying solvent systems has been investigated. Benzothiazole appended 8-aminoquinoline 3 showed distinctive fluorescence color changes depending upon the solvent polarities and the fluorescence color changes occurred over relatively wide span in visible region from 486 nm to 598 nm which can be detected with naked eye. Compound 3 also exhibited significant spectral shifts in ${\lambda}_{em}$ as a function of water composition in binary aqueous solvent systems. The changes are due to the specific interaction of 3 by hydrogen bonding with water as well as general solvent effect. The observed solvatochromic fluorescence characteristics of 3 could be used as a new probe for the micro-environmental polarity changes as well as a sensitive sensor for the determination of water composition in binary aqueous solutions.

주제어

#Fluorescence solvatochromism   #8-Aminoquinoline   #Solvent polarity   #Water composition   #Binary aqueous solution  

저자의 다른 논문

참고문헌 (27)

1. Chemosensors of Ion and Molecule Recognition; Desvergne, J. P.; Czarnik, A. W., Eds.; Kluwer: Dordrecht, 1997 
2. Fluorescent Chemosensors for Ion and Molecule Recognition; Czarnik, A. W., Ed.; American Chemical Society: Washington, DC, 1993 
3. Haugland, R. P. Handbook of Fluorescent Probes and Research Products, 8th Ed.; Molecular Probes: Eugene, 2001. See also http://www.probes.com/handbook/ 
4. Reichardt, C. Solvents and Solvent Effects in Organic Chemistry, 2nd ed.; VCH: Weinheim, 1988 
5. Yam, V.; Wong, K.; Zhu, N. J. Am. Chem. Soc. 2002, 124, 6506 
6. Ercelen, S.; Klymchenko, A.; Demchenko, A. Anal. Chim. Acta 2002, 464, 273 
7. Valle, J.; Catalan, J. Chem. Phys. 2001, 270, 1 
8. Shin, E. J.; Lee, S. H. Bull. Korean Chem. Soc. 2002, 23, 1309  원문보기 상세보기
9. Shin, E. J. Bull. Korean Chem. Soc. 2004, 25, 907  원문보기 상세보기
10. Forlini, F.; Tritto, I.; Piemontesi, F. Macromol. Chem. Phys. 2000, 201, 401 
11. Cupane, A. L. M.; Fronticelli, C. J. Biol. Chem. 1997, 272, 26271 
12. Rachofsky, E. L.; Osman, R.; Ross, J. B. Biochemistry 2001, 40, 946 
13. Hisamoto, H.; Tohma, H.; Yamada, T.; Yamauchi, K.-I.; Siswanta, D.; Yoshioka, N.; Suzuki, K. Anal. Chim. Acta 1998, 373, 271 
14. Tada, E. B.; Silva, P. L.; El Seoud, O. A. J. Phys. Org. Chem. 2003, 16, 691 
15. Peyrin, F. X.; Auillaume, Y. C. Anal. Chem. 1999, 71, 2708 
16. Pearce, D. A.; Jotterand, N.; Carrico, I. S.; Imperiali, B. J. Am. Chem. Soc. 2001, 123, 5160 
17. Jiang, P.; Chen, L.; Lin, J.; Liu, Q.; Ding, J.; Gao, X.; Guo, Z. Chem. Commun. 2002, 1424 
18. Bagatin, I.; Souza, E.; Ito, A.; Toma, H. Inorg. Chem. Commun. 2003, 6, 288 
19. Youk, J.-S.; Kim, Y. H.; Kim, E.-J.; Youn, N. J.; Chang, S.-K. Bull. Korean Chem. Soc. 2004, 25, 869  원문보기 상세보기
20. Iwamoto, K.; Araki, K.; Fujishima, H.; Shinkai, S. J. Chem. Soc. Perkin Trans. 1 1992, 1885 
21. Pratt, Y. T.; Drake, N. L. J. Am. Chem. Soc. 1960, 82, 1155 
22. Miyaji, H.; Sato, W.; Sessler, J. Angew. Chem. Int. Ed. 2000, 39, 1777 
23. Lakowicz, J. R. Principles of Fluorescence Spectroscopy, 2nd ed.; Kluwer: New York, 1999; p 196 
24. Liu, W.; Wang, Y.; Jin, W.; Shen, G.; Yu, R. Anal. Chim. Acta 1999, 383, 299 
25. Youk, J.-S.; Kim, Y. H.; Moon, S. Y.; Choe, J. I.; Chang, S.-K. Chem. Lett. 2004, 702 
26. Hata, T.; Uno, T. Bull. Chem. Soc. Jpn. 1972, 45, 477 
27. Han, M. S.; Kim, D. H. Angew. Chem. Int. Ed. 2002, 41, 3809 

이 논문을 인용한 문헌 (0)

1. 이 논문을 인용한 문헌 없음