Browse > Article
http://dx.doi.org/10.5012/bkcs.2012.33.8.2683

Facile Evaluation of Thermodynamic Parameters for Reverse Thermochromism of Indolinobenzospiropyran-6-carboxylates in Aqueous Binary Solvents  

Keum, Sam-Rok (Department of Advanced Material Chemistry, Korea University, Sejong Campus)
Ma, So-Young (Department of Advanced Material Chemistry, Korea University, Sejong Campus)
Lim, Hyun-Woo (Department of Advanced Material Chemistry, Korea University, Sejong Campus)
Han, Tae-Hwi (Department of Advanced Material Chemistry, Korea University, Sejong Campus)
Choi, Kyu-Hyun (Department of Advanced Material Chemistry, Korea University, Sejong Campus)
Publication Information
Abstract
The position of the thermodynamic equilibrium for reverse thermochromic spiropyran 6-carboxylates (SP-COOHs) was easily determined in aqueous binary mixtures, such as water-methanol, water-acetonitrile and water-dimethyl sulfoxide. The existence of more than one type of interconvertible species of the ring-opened form of SP-COOH in aqueous binary solvents enables us to evaluate the molar extinction coefficients of the ring-opened species of SP-COOH and to obtain the thermodynamic parameters.
Keywords
Reverse thermochromism; Aqueous binary solvent mixtures; Prototropic equilibrium; $E_{TE}$(BM); $E_T$(BM); Preferential solvation;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 0  (Related Records In Web of Science)
연도 인용수 순위
1 Aldosin, S. In Organic Photochromic and Thermochromic Compounds, Vol 2; Crano, J. C., Gugelielmetti, R. J., Eds.; Kluwer: Dordrecht, 1999; p 297.
2 Nishimura, N.; Miyake, J.; Sueishi, Y. Bull. Chem. Soc. Japn. 1989, 62, 1777.   DOI
3 Reichardt, C. In Solvents and Solvents Effects in Organic Chemistry; VCH Publishers: New York, NY, 1988; Chapter 4, p 107.
4 Bertelson, R. C. In Photochromism; Brown, G. H., Ed.; Wiley- Intersciences: New York, 1971; Chapter 3, p 45.
5 Samat, A.; Lokshin, V. In Photochromic and Thermochromic Compounds, Vol. 2; Crano, J. C., Guglielmetti, R. J., Eds., New York, 1999; Chapter 10, p 415.
6 Wohl, C. J.; Kuciauskas, D. J. Phys. Chem. B 2005, 109, 21893.   DOI
7 Wojtyk, J. T. C.; Wasey, A.; Xiao, N. N.; Kazmaier, P. M.; Hoz, S.; Chen, Y. C.; Lemieux, R. P.; Buncel, E. J. Phys. Chem. A 2007, 111, 2511.   DOI
8 Kosower, E. M.; Hofmann, D.; Wallenfels, K. J. Am. Chem. Soc. 1962, 84, 2755   DOI
9 Maafi, M. Molecules 2008, 13, 2260.   DOI
10 Suzuki, T.; Lin, F. T.; Priyadashy, S.; Weber, S. G. J. Chem. Soc. Chem. Comm. 1998, 24, 2685.
11 Inouye, M.; Ueno, M.; Kitao, T. J. Am. Chem. Soc. 1990, 112, 8977.   DOI
12 Wojtyk, J. T. C.; Kazmaier, P. M.; Buncel, E. Chem. Comm. 1998, 1703.
13 Miyashita, A.; Iwamoto, A.; Kuwayama, T.; Shitara, H.; Aoki, Y.; Nihira, H. Chem. Lett. 1997, 965.
14 Keum, S. R.; Roh, S. J.; Kim, S. E.; Lee, S. H.; Cho, C. H.; Kim, S. H.; Koh, K. N. Bull. Korean Chem. Soc. 2006, 27, 187.   DOI
15 Keum, S. R.; Noh, S. J.; Ahn, S. M.; Lim, S. S.; Kim, S. H.; Koh, K. Dyes and Pigments 2007, 74, 343.   DOI
16 Skwierczynski, R. D.; Connors, K. A. J. Chem. Soc. Perkin Trans. 2 1994, 467.
17 Giusti, L. A.; Marini, V. G.; Machado, V. G. J. Mol. Liq. 2009, 150, 9.   DOI
18 Keum, S. R.; Hur, M. S.; Kazmaier, P. M.; Buncel, E. Can. J. Chem. 1991, 69, 1940.   DOI
19 Crano, J. C.; Guglielmetti, R. J. In Organic Photochromic and Thermochromic Compounds; Plenum Press: New York and London, 1999; p 11.
20 Keum, S. R.; Lee, K. B.; Buncel, E. Tetrahedron Lett. 1994, 35, 1015.   DOI
21 Durr, H.; Bouas-Laurent, H. In Photochromism: Molecules and Systems; Amsterdam: Elsevier, 1990; Chapter 10, p 24.
22 Keum, S. R.; Ku, B. S.; Shin, J. T.; Ko, J. J.; Buncel, E. Tetrahedron 2005, 61, 6720.   DOI
23 Kawata, S.; Kawata, Y. Chemical Reviews 2000, 100, 1777.   DOI   ScienceOn
24 BerkovicValeri, G.; Weiss, K. V. Chemical Reviews 2000, 100, 1741.   DOI
25 Keum, S. R.; Ahn, S. M.; Lee, S. H. Dyes and Pigments 2004, 60, 55.   DOI