Structural and photosensitizing features of phthalocyanine - Zeolite hybrid nanomaterials

Photochemistry and Photobiology

Volumn 89, Issue 6, 2013, Pages 1406-1412

  Grüner, Malte ^a   Siozios, Vassilios ^a   Hagenhoff, Birgit ^b   Breitenstein, Daniel ^b   Strassert, Cristian A ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b TASCON GMBH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE DERIVATIVE; PHOTOSENSITIZING AGENT; PHTHALOCYANINE; ZEOLITE;

MASS SPECTROMETRY; SPECTROFLUOROMETRY; TRANSMISSION ELECTRON MICROSCOPY;

INDOLES; MASS SPECTROMETRY; MICROSCOPY, ELECTRON, TRANSMISSION; PHOTOSENSITIZING AGENTS; SPECTROMETRY, FLUORESCENCE; ZEOLITES;

EID: 84887408042     PISSN: 00318655     EISSN: 17511097     Source Type: Journal    
DOI: 10.1111/php.12141     Document Type: Article

References (47)

1. Dougherty, T. J., B. W. Henderson, C. J. Gomer, G. Jori, D. Kessel, M. Korbelik, J. Moan, and, Q. Peng, (1998) Photodynamic therapy. J. Natl Cancer Inst. 90, 889-905.
2. Schweitzer, C., and, R. Schmidt, (2003) Physical mechanisms of generation and deactivation of singlet oxygen. Chem. Rev. 103, 1685-1757.
3. Regehly, M., K. Greish, F. Rancan, H. Maeda, F. Böhm, and, B. Röder, (2007) Water-soluble polymer conjugates of ZnPP for photodynamic tumor therapy. Bioconjug. Chem. 18, 494-499.
4. Ishii, K. K., M. Shiine, Y. Shimizu, S. Hoshino, A. Hisaku, K. Sogawa, and, N. Kobayashi, (2008) Control of photobleaching in photodynamic therapy using the photodecarbonylation reaction of ruthenium phthalocyanine complexes via stepwise two-photon excitation. J. Phys. Chem. B 112, 3138-3143.
5. Pandey, R. K., K. M. Smith, and, T. T. Dougherty, (1990) Porphyrin dimers as photosensitizers in photodynamic therapy. J. Med. Chem. 33, 2032-2038.
6. Schmitt, F., P. Govindaswamy, G. Süss-Fink, W. H. Ang, P. J. Dyson, L. Juillerat-Jeanneret, and, B. Therrien, (2008) Ruthenium porphyrin compounds for photodynamic therapy of cancer. J. Med. Chem. 51, 1811-1816.
7. Nishiyama, N., H. R. Stapert, G. Zhang, D. Takasu, D. Jiang, T. Nagano, T. Aida, and, K. Kataoka, (2003) Light-harvesting ionic dendrimer porphyrins as new photosensitizers for photodynamic therapy. Bioconjug. Chem. 14, 58-66.
8. Konan, Y. N., R. Gurny, and, E. Allemann, (2002) State of the art in the delivery of photosensitizers for photodynamic therapy. J. Photochem. Photobiol. B 66, 89-106.
9. Ishii, K., M. Shiine, Y. Kikukawa, N. Kobayashi, T. Shiragami, J. Matsumoto, M. Yasuda, H. Suzuki, and, H. Yokoi, (2007) Silica gel-supported photofunctional silicon phthalocyanine complexes: Photodesorption of molecular oxygen by singlet oxygen generation. Chem. Phys. Lett. 448, 264-267.
10. Ishii, K., Y. Kikukawa, M. Shiine, N. Kobayashi, T. Tsuru, Y. Sakai, and, A. Sakoda, (2008) Synthesis and photophysical properties of silica-gel-supported photofunctional (phthalocyaninato)silicon complexes. Eur. J. Inorg. Chem. 2975-2981.
11. Dieu, L.-Q., A. Devaux, I. Lopez-Duarte, M. V. Martinez-Diaz, D. Brühwiler, G. Calzaferri, and, T. Torres, (2008) Novel phthalocyanine-based stopcock for zeolite L. Chem. Commun. 1187-1189
12. Lopez-Duarte, I., L.-Q. Dieu, I. Dolamic, M. V. Martinez-Diaz, T. Torres, G. Calzaferri, and, D. Brühwiler, (2011) On the significance of the anchoring group in the design of antenna materials based on phthalocyanine stopcocks and zeolite L. Chem. Eur. J. 17, 1855-1862.
13. Strassert, C. A., M. Otter, R. Q. Albuquerque, A. Höne, Y. Vida, B. Maier, and, L. De Cola, (2009) Photoactive hybrid nanomaterial for targeting, labeling, and killing antibiotic-resistant bacteria. Angew. Chem. Int. Ed. 48, 7928-7931.
14. He, J., H. E. Larkin, Y. S. Li, D. Rihter, S. I. Zaidi, M. A. Rodgers, H. Mukhtar, M. E. Kenney, and, N. L. Oleinick, (1997) The synthesis, photophysical and photobiological properties and in vitro structure-activity relationships of a set of silicon phthalocyanine PDT photosensitizers. Photochem. Photobiol. 65, 581-586.
15. Jiang, X., S. Yeung, P. Lo, W. Fong, and, K. P. N. Dennis, (2011) Phthalocyanine-polyamine conjugates as highly efficient photosensitizers for photodynamic therapy. J. Med. Chem. 54, 320-330.
16. Li, H., T. J. Jensen, F. R. Fronczek, and, M. G. Vicente, (2008) Syntheses and properties of a series of cationic water-soluble phthalocyanines. J. Med. Chem. 51, 502-511.
17. Liu, W., T. J. Jensen, F. R. Fronczek, R. P. Hammer, K. M. Smith, M. Graca, and, H. Vicente, (2005) Synthesis and cellular studies of nonaggregated water-soluble phthalocyanines. J. Med. Chem. 2005 (48), 1033-1041.
18. Hu, M., N. Brasseur, S. Z. Yildiz, J. E. van Lier, and, C. C. Leznoff, (1998) Hydroxyphthalocyanines as potential photodynamic agents for cancer therapy. J. Med. Chem. 41, 1789-1802.
19. Fernández, D. A., J. Awruch, and, L. E. Dicelio, (1996) Photophysical and aggregation studies of t-butyl-substituted Zn phthalocyanines. Photochem. Photobiol. 63, 784-792.
20. Rodriguez, M. E., F. Morán, A. Bonansea, M. Monetti, D. A. Fernández, C. A. Strassert, V. Rivarola, J. Awruch, and, L. E. Dicelio, (2003) A comparative study of the photophysical and phototoxic properties of octakis(decyloxy)phthalocyaninato zinc(II), incorporated in a hydrophilic polymer, in liposomes and in non-ionic micelles. Photochem. Photobiol. Sci. 2, 988-994.
21. Diz, V. E., G. A. Gauna, C. A. Strassert, J. Awruch, and, L. E. Dicelio, (2010) Photophysical properties of microencapsulated phthalocyanines. J. Porphyr. Phthalocyanines 14, 278-283.
22. Samia, A. C., X. Chem, and, C. Burda, (2003) Semiconductor quantum dots for photodynamic therapy. J. Am. Chem. Soc. 125, 15736-15737.
23. Voskuhl, J., U. Kauscher, M. Gruener, H. Frisch, B. Wibbeling, C. A. Strassert, and, B. J. Ravoo, (2013) A soft supramolecular carrier with enhanced singlet oxygen photosensitizing properties. Soft Matter 9, 2453-2457.
24. Yadanaparthi, S. K., D. Graybill, and, R. von Wandruszka, (2009) Adsorbents for the removal of arsenic, cadmium, and lead from contaminated waters. J. Hazard. Mater. 171, 1-15.
25. Shi, J., W. Bian, and, X. Yin, (2009) Organic contaminants removal by the technique of pulsed high-voltage discharge in water. J. Hazard. Mater. 171, 924-931.
26. Martínez-Huitle, C. A., and, E. Brillas, (2008) Electrochemical alternatives for drinking water disinfection. Angew. Chem. Int. Ed. 47, 1998-2005.
27. Neyens, E., and, J. Baeyens, (2003) A review of classic Fenton's peroxidation as an advanced oxidation technique. J. Hazard. Mater. 98, 33-50.
28. Litter, M. I., and, N. Quici, (2010) Photochemical advanced oxidation processes for water and wastewater treatment. Recent Pat. Eng. 4, 217-241.
29. Legrini, O. E., E. Oliveros, and, A. M. Braun, (1993) Photochemical processes for water treatment. Chem. Rev. 93, 671-698.
30. 2 photocatalytic technology for water potabilization in plastic bottles for isolated regions. Photocatalyst fixation. J. Sol. Energ.-TASME 129, 119-126.
31. Marugan, J.,. (2010) Supported and immobilized photocatalysts for oxidation of chemical pollutants and inactivation of microorganisms. In Handbook of Photocatalysts (Edited by, G. K. Castello,), pp. 359-384. Nova Science Publishers, Inc., New York.
32. 2/adsorbent nanocomposites prepared via wet chemical impregnation for wastewater treatment: A review. Appl. Catal. 371, 1-9.
33. Mahendra, S., Q. Li, D. Y. Lyon, L. Brunet, and, P. J. J. Alvarez, (2009) Nanotechnology-enabled water disinfection and microbial control: Merits and limitations. In Nanotechnology Applications for Clean Water (Edited by, S. Nora, D. Mamadou, D. Jeremiah, S. Anita, and, S. Richard,), pp. 157-166. William Andrew Publishing, Boston, MA.
34. Likodimos, V., D. Dionysiou, and, P. Falaras, (2010) Clean water: Water detoxification using innovative photocatalysts. Rev. Environ. Sci. Biotechnol. 9, 87-94.
35. Caslake, L. F., D. J. Connolly, V. Menon, C. M. Duncanson, R. Rojas, and, J. Tavakoli, (2004) Disinfection of contaminated water by using solar irradiation. Appl. Environ. Microbiol. 70, 1145-1151.
36. Benabbou, A. K., C. Guillard, S. Pigeot-Rémy, C. Cantau, T. Pigot, P. Lejeune, Z. Derriche, and, S. Lacombe, (2011) Water disinfection using photosensitizers supported on silica. J. Photochem. Photobiol. A 219, 101-108.
37. Amore, S., M. G. Lagorio, L. E. Dicelio, and, E. San Román, (2001) Photophysical properties of supported dyes. Quantum yield calculations in scattering media. Prog. React. Kinet. 26, 159-177.
38. Rodríguez, H. B., A. Iriel, and, E. S. Román, (2006) Energy transfer among dyes on particulate solids. Photochem. Photobiol. 82, 200-207.
39. Zeug, A., J. Zimmermann, B. Roder, M. Gabriela Lagorio, and, E. San Roman, (2002) Microcrystalline cellulose as a carrier for hydrophobic photosensitizers in water. Photochem. Photobiol. Sci. 1, 198-203.
40. Bonnett, R., D. G. Buckley, T. Burrow, A. B. B. Galia, B. Saville, and, S. P. Songca, (1993) Photobactericidal materials based on porphyrins and phthalocyanines. J. Mater. Chem. 3, 323-324.
41. Lacombe, S., and, T. Pigot, (2010) New materials for sensitized photo-oxygenation. Photochemistry. 38, 307-329.
42. Iriel, A., M. G. Lagorio, L. E. Dicelio, and, E. San Roman, (2002) Photophysics of supported dyes: Phthalocyanine on silanized silica. Phys. Chem. Chem. Phys. 4, 224-231.
43. Strassert, C. A., G. M. Bilmes, J. Awruch, and, L. E. Dicelio, (2008) Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines. Photochem. Photobiol. Sci. 7, 738-747.
44. Lee, J. S., H. Lim, K. Ha, H. Cheong, and, K. B. Yoon, (2006) Facile monolayer assembly of fluorophore-containing zeolite rods in uniform orientations for anisotropic photoluminescence. Angew. Chem. Int. Ed. 45, 5288-5292.
45. Zabala Ruiz, A., D. Brühwiler, T. Ban, and, G. Calzaferri, (2005) Synthesis of zeolite L. Tuning size and morphology. Monatsh. Chem. 136, 77-89.
46. Allampally, N. K., C. A. Strassert, and, L. De Cola, (2012) Luminescent gels by self-assembling platinum complexes. Dalton Trans. 41, 13132.
47. Wilkinson, F., W. P. Helman, and, A. B. Ross, (1993) Quantum yields for the photosensitized formation of the lowest electronically excited single state of molecular oxygen in solution. J. Phys. Chem. Ref. Data 22, 113-262.