Browse > Article
http://dx.doi.org/10.5012/bkcs.2007.28.4.647

Excited-state Intramolecular Proton Transfer of 1,5- and 1,8-Dihydroxyanthraquinones Chemically Adsorpted onto SiO2, SiO2-Al2O3, and Al2O3 Matrices  

Cho, Dae-Won (Department of Chemistry, Chosun University)
Song, Ki-Dong (Department of Chemistry, Chosun University)
Park, Seong-Kyu (Department of Chemistry, Chosun University)
Jeon, Ki-Seok (Fusion Biotechnology Research Center, Korea Research Institute of Chemical Technology)
Yoon, Min-Joong (Department of Chemistry, Chungnam National University)
Publication Information
Abstract
In order to investigate the excited-state intramolecular proton transfer (ESIPT) process of dihydroxyanthraquinones (DHAQ; 1,5-DHAQ and 1,8-DHAQ) in organic-inorganic hybrid matrices, transparent SiO2, SiO2- Al2O3, and Al2O3 matrices chemically bonded with DHAQ were prepared using a sol-gel technique. The absorption maxima of 1,5- and 1,8-DHAQ in SiO2 matrices are observed at around 420 nm, whereas those of DHAQ in both SiO2-Al2O3 and Al2O3 matrices are markedly shifted to longer wavelength compared with those in SiO2 matrix. This indicates that DAHQ forms a chemical bond with an Al atom of Al2O3. The DHAQ in SiO2 matrix shows a markedly Stokes-shifted emission which is originated from the ESIPT in DHAQ. Based on the emission lifetimes of DHAQ, the ESIPT of DHAQ was found to be strongly affected by the chemical interaction with Al atom in the Al2O3-related matrices.
Keywords
Excited-state intramolecular proton transfer; Organic-inorganic hybrid matrix; Dihydroxyanthraquinone;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 2  (Related Records In Web of Science)
Times Cited By SCOPUS : 0
연도 인용수 순위
1 Laine, R. M.; Sanchez, C.; Brinker, C. J.; Giannelis, E. Organic/Inorganic Hybrid Materials; Materials Research Society: Warrendale, PA, 1998; Vol. 519
2 Kelin, L. C.; Francis, L. F.; De Duire, M. R.; Mark, J. E. Organic/Inorganic Hybrid Materials II; Materials Research Society: Warrendale, PA, 1999; Vol. 576
3 Laine, R. M.; Sanchez, C.; Brinker, C. J.; Giannelis, E. Organic/ Inorganic Hybrid Materials-2000; Materials Research Society: Warrendale, PA, 2000; Vol. 628
4 Sanchez, C.; Laine, R. M.; Yang, S.; Brinker, C. J. Organic/Inorganic Hybrid Materials- 2002; Materials Research Society: Warrendale, PA, 2002; Vol. 726
5 Chapul, F.; Boilol, J.-P.; Riehl, D.; Levy, Y. Sol-Gel Optics III 1994, 286
6 Suratwala, T.; Gardlund, Z.; Boulton, J. M.; Uhlmann, D. R. Sol-Gel Opitcs III 1991, 310
7 Keeling-Tucker, T.; Brennan, J. D. Chem. Mater. 2001, 13, 3331
8 Remers, W. A. The Chemistry of Antitumor Antibiotics; John Wiley: New York, 1979; Vol. 1
9 Asquith, R. S.; Ingham, P. J. Soc. Dyes Colour 1978, 94, 12
10 Van Benthem, M. H.; Gillispie, G. D. J. Phys. Chem. 1984, 88, 2954   DOI
11 Formoshinho, S. J.; Arnaut, L. G. J. Photochem. Photobiol. A:Chem. 1993, 75, 21   DOI   ScienceOn
12 Choi, J. R.; Jeoung, S. C.; Cho, D. W. Bull. Korean Chem. Soc. 2003, 24, 1675   DOI   ScienceOn
13 Reisfeld, R. Proc. SPIE 1990, 29, 1328
14 Sanchez, C.; Schubert, U.; Laine, R. M.; Chujo, Y. Organic/ Inorganic Hybrid Materials-2004; Materials Research Society: Warrendale, PA, 2004; Vol. 847
15 Avnir, D.; Kaufman, V. R.; Reisfeld, R. J. Non-Cryst. Solids 1985, 74, 395
16 Zink, J. I.; Dunn, B. S. J. Ceram. Soc. Jpn. 1991, 99, 878   DOI
17 Tani, T.; Namikawa, H.; Arai, K. J. Appl. Phys. 1985, 58, 3559   DOI
18 Seo, Y. S.; Lee, C.; Lee, K. H.; Yoon, K. B. Angew. Chem. Int. Ed. 2005, 44, 910   DOI   ScienceOn
19 Zhang, J.; Yamashita, H.; Anpo, M. Chem. Lett. 1997, 1027
20 Zhang, J.; Matsuoka, M.; Yamashita, H.; Anpo, M. Langmuir 1999, 15, 77   DOI   ScienceOn
21 Ishiwaki, T.; Inoue, H.; Makishima, A. J. Non-Cryst. Solids 1996, 203, 43
22 Kim, Y. H.; Yoon, M.; Cho, D. W.; Jeoung, S. C.; Kim, D. Bull. Korean Chem. Soc. 1997, 18, 803
23 Choi, J. R.; Jeoung, S. C.; Cho, D. W. Chem. Phys. Lett. 2004, 385, 384   DOI   ScienceOn
24 Cho, D. W.; Kim, S. H.; Yoon, M.; Jeoung, S. C. Chem. Phys. Lett. 2004, 391, 314   DOI   ScienceOn
25 Cho, D. W.; Yoon, M. J. Photochem. Photobiol. A: Chem. 2006, 181, 414   DOI   ScienceOn
26 Sauter, B.; Basché, T.; Brauchle, C. J. Opt. Soc. Am. 1992, B9, 804
27 Basche, T.; Bräuchle, C. Chem. Phys. Lett. 1991, 181, 179   DOI   ScienceOn
28 Flom, S. R.; Barbara, P. F. J. Phys. Chem. 1985, 89, 4489   DOI
29 Tsipis, C. A.; Bakalbassis, E. G. Can. J. Chem. 1982, 60, 2477   DOI