Effect of electric permittivity of the solvent on aggregation process of the water-soluble sulfonated metal phthalocyanines

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 223, Issue 2-3, 2011, Pages 149-156

  Palewska, Krystyna ^a   Sworakowski, Juliusz ^a   Lipiński, Józef ^a   Nešprek, Stanislav ^b  

^a WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

^b INSTITUTE OF MACROMOLECULAR CHEMISTRY   (Czech Republic)

Author keywords

Absorption; Dielectric constant; Dimerization; Electronic spectra; Fluorescence; Solvent effect

Indexed keywords

EID: 80054073677     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2011.08.012     Document Type: Article

References (37)

1. C.C. Leznoff, and A.B.P. Lever Phthalocyanines. Properties and Applications vols. 1-4 1989/1996 VCH New York
2. K.K. Kadish, K.M. Smith, and R. Guilard The Porphyrin Handbook vols. 1-10 1999 Academic Press San Diego
3. K.K. Kadish, K.M. Smith, and R. Guilard The Porphyrin Handbook vols. 11-20 2003 Academic Press San Diego
4. J. Jiang Functional Phthalocyanine Molecular Materials 2010 Springer Heidelberg
5. M.C. DeRosa, and R.J. Crutchley Photosensitized singlet oxygen and its applications Coord. Chem. Rev. 233-234 2002 351 371
6. J.R. Darwent, P. Douglas, A. Harriman, G. Porter, and M.-C. Richoux Metal phthalocyanines and porphyrins as photosensitizers for reduction of water to hydrogen Coord. Chem. Rev. 44 1982 83 126
7. K. Bernaue, and S. Fallab Phtalocyanine in wässeriger Lösung I Helv. Chim. Acta 44 1961 1287 1292
8. Z.A. Schelly, D.J. Harward, P. Hemmes, and E.M. Eyring Bonding in dye aggregates. Energetics of the dimerization of aqueous cobalt(II)-4,4′, 4″,4‴-tetrasulfophthalocyanine ion J. Phys. Chem. 74 1970 3040 3042
9. P.C. Martin, M. Gouterman, B.V. Pepich, G.E. Renzoni, and D.C. Schindele Effects of ligands, solvent, and variable sulfonation on dimer formation of aluminum and zinc phthalocyanine sulfonates Inorg. Chem. 30 1991 3305 3309
10. N. Rajendiran, and J. Santhanalakshmi Interaction of sulfur dioxide with zinc(II) tetrasulfo phthalocyanine in aqueous medium: steady state fluorescence quenching studies Polyhedron 21 2002 951 957
11. H. Zhan, W. Chen, J. Chen, and M.W. Wang Dimerization of zinc tetrasulfophthalocyanine in sol-gel process Mater. Sci. Eng. B 100 2003 119 123
12. A. Ogunsipe, J.-Y. Chao, and T. Nyokong Photophysical and photochemical studies of zinc(II) phthalocyanine derivatives - effect of substituents and solvents New J. Chem. 28 2004 822 827 (Pubitemid 39108020)
13. A. Ogunsipe, and T. Nyokong Effect of substitutents and solvents on the photochemical properties of zinc phthalocyanine complexes and their protonated derivatives J. Mol. Struct. 689 2004 89 97 (Pubitemid 38304868)
14. A. Ogunsipe, and T. Nyokong Photophysical and photochemical studies of supfonated non-transition metal phthalocyanines in aqueous and non-aqueous media J. Photochem. Photobiol. A: Chem. 173 2005 211 220 (Pubitemid 40801152)
15. M. Durmu, V. Ahsen, and T. Nyokong Photophysical and photochemical studies of long chain-substituted zinc phthalocyanines J. Photochem. Photobiol. A: Chem. 186 2007 323 329
16. M. Durmu, and T. Nyokong Synthesis and solvent effect on the electronic absorption and fluorescence spectral properties of substituted zinc phthalocyanines Polyhedron 26 2007 2767 2776
17. K. Palewska, M. Sujka, B. Urasińska-Wójcik, J. Sworakowski, J. Lipiński, S. Nešprek, J. Rakušan, and M. Karásková Light-induced effects in sulfonated aluminum phthalocyanines - potential photosensitizers in the photodynamic therapy J. Photochem. Photobiol. A: Chem. 197 2008 1 12
18. B. Broek-Płuska, W. Czajkowski, M. Karczewska, and H. Abramczyk Photochemistry of tetrasulphonated magnesium phthalocyanine in water and DMSO solutions by Raman, femtosecond transient absorption and stationary absorption spectroscopies J. Mol. Liq. 141 2008 140 144
19. B. Broek-Płuska, A. Jarota, K. Kurczewski, and H. Abramczyk Photochemistry of tetrasulphonated zinc phthalocyanine in water and DMSO solutions by absorption, emission. Raman spectroscopy and femtosecond transient absorption spectroscopy J. Mol. Struct. 924-926 2009 338 346
20. V. Akpe, H. Brismar, T. Nyokong, and P.O. Osadebe Photophysical and photochemical parameters of octakis(benzylthiophthalocyaninato) zinc, aluminium and tin: red shift index concept in solvent effect on the ground state absorption of zinc phthalocyanine derivatives J. Mol. Struct. 984 2010 1 14
21. A.W. Snow Phthalocyanine aggregation K.M. Kadish, K.M. Smith, R. Guilard, The Porphyrin Handbook Phthalocyanines, Properties and Materials vol. 17 2003 Academic Press San Diego
22. T. Nyokong Effect of substituents on the photochemical and photophysical properties of main group metal phthalocyanines Coord. Chem. Rev. 251 2007 1707 1722
23. H. Li, T.J. Jensen, F.R. Fronczek, and G.H. Viente Syntheses and properties of a series of cationic water-soluble phthalocyanines J. Med. Chem. 51 2008 502 511 (Pubitemid 351252278)
24. Ch. Reihardt Solvents and Solvent Effects in Organic Chemistry third ed. 2004 Wiley-VCH Weinheim
25. Ch. Reihardt Solvatochromic dyes as solvent polarity indicators Chem. Rev. 94 1994 2319 2358
26. J. Griffiths, J. Schofeld, M. Wainwright, and S.B. Brown Some observations on the synthesis of polysubstituted zinc phthalocyanine sensitisers for photodynamic therapy Dyes Pigments 33 1997 65 78 (Pubitemid 127347784)
27. P. Kluson, M. Drobek, A. Kalaj, M. Karaskova, and J. Rakusan Properties, chemical modification and absorption properties of various phthalocyanines Res. Chem. Intermed. 35 2009 103 116
28. G. ckerlöf Dielectric constants of some organic solvent-water mixtures at various temperatures J. Am. Chem. Soc. 54 1932 4125 4139
29. J.C. Scaiano Handbook of Organic Photochemistry 1989 CRC Press Boca Raton
30. A Guide to Recording Fuorescence Quantum Yields. http://www.horiba.com/ us/en/scientific/products/fluorescence-spectroscopy/application-notes/ quantum-yields/?Ovly=1 (accessed on 25.07.11).
31. P.S. Vincett, E.M. Voigt, and K.E. Rieckhoff Phosphorescence and fluorescence of phthalocyanines J. Chem. Phys. 55 1971 4131 4140
32. T. Luty On the effective molecular polarizability in molecular crystals Chem. Phys. Lett. 44 1976 335
33. A.I. Kitaigorodsky Molecular Crystals and Molecules 1973 Academic Press New York
34. W.C. Still, A. Tempczyk, R.C. Hawley, and T. Hendrickson Semi-empirical treatment of solvation for molecular mechanics and dynamics J. Am. Chem. Soc. 112 1990 6127 6129
35. D. Bashford, and D.A. Case Generalized Born models of macromolecular solvation effects Annu. Rev. Phys. Chem. 51 2000 129 152
36. M. Born Volumen and Hydratationswärme der Ionen Z. Phys. 1 1920 45 48
37. J. Sindu Luis, D. Lehmann, M. Friedrich, and D.R.T. Zahn Study of dependence of molecular orientation and optical properties of zinc phthalocyanine grown under different pressure conditions J. Appl. Phys. 101 2007 013503-1-013503-7