Photoluminescence of a covalent assembled porphyrin-based monolayer: Optical behavior in the presence of O2

Journal of Physical Chemistry B

Volumn 110, Issue 33, 2006, Pages 16781-16786

  Gulino, Antonino ^a   Giuffrida, Salvatore ^a   Mineo, Placido ^a   Purrazzo, Michele ^a   Scamporrino, Emilio ^a   Ventimiglia, Giorgio ^a   Van Der Boom, Milko E ^b   Fragalà, Ignazio ^b  

^a UNIVERSITY OF CATANIA   (Italy)

^b WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

MONOLAYERS; NITROGEN COMPOUNDS; OPTICAL PROPERTIES; OXYGEN; PHOTOLUMINESCENCE; SENSORS; ULTRAVIOLET RADIATION;

COVALENTLY ASSEMBLED MONOLAYER (CAM); LUMINESCENCE QUENCHING; OPTICAL BEHAVIOR;

PORPHYRINS;

EID: 33748527185     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp062967g     Document Type: Article

References (74)

1. Gulino, A.; Bazzano, S.; Mineo, P.; Scamporrino, E.; Vitalini, D.; Fragalà, I. Chem. Mater. 2005, 17, 521.
2. Chung, J.; Lee, K. H.; Lee, J.; Troya, D.; Schatz, G. C. Nanotechnology 2004, 15, 1596.
3. Wang, Z. L. Adv. Mater. 2003, 15, 432.
4. Kappler, J.; Weimar, U.; Gopel, W. In Advanced Gas Sensing; Doll, T., Ed.; Kluwer Academic Publishers: Boston, MA, 2003.
5. Massari, A. M.; Gurney, R. W.; Wightman, M. D.; Huang, C.-H. K.; Nguyen, S. T.; Hupp, J. T. Polyhedron 2003, 22, 3065.
6. Rodriguez-Mendez, M. L.; Gorbunova, Y.; de Saya, J. A. Langmuir 2002, 18, 9560.
7. Lavigne, J. J.; Anslyn, E. V. Angew. Chem., Int. Ed. 2001, 40, 3118.
8. Eranna, G.; Joshi, B.; Runthala, D.; Gupta, R. Crit. Rev. Solid State Mater. Sci. 2004, 29, 111.
9. Ramamoorthy, R.; Dutta, P. K.; Akbar, S. A. J. Mater. Sci. 2003, 38, 4271.
10. Baraton, M. I.; Merhari, L.; Wang, J.; Gonsalves, K. E. Nanotechnology 1998, 9, 356.
11. Lu, X.; Winnik, M. A. Chem. Mater. 2001, 13, 3449.
12. Demas, J. N.; DeGraff, B. A.; Coleman, P. B. Anal Chem. 1999, 71, 793A.
13. Zhang, H.; Sun, Y.; Ye, K.; Zhang, P.; Wang, Y. J. Mater. Chem. 2005, 15, 3181.
14. Brinas, R.; Troxler, T.; Hochstrasser, R. M.; Vinogradov, S. A. J. Am. Chem. Soc. 2005, 127, 11851.
15. Han, B.-H.; Manners, I.; Winnik, M. A. Chem. Mater. 2005, 17, 3160.
16. Koese, M. E.; Carroll, B. F.; Schanze, K. S. Langmuir 2005, 21, 9121.
17. Khalil, G.; Gouterman, M.; Ching, S.; Costin, C.; Coyle, L.; Gouin, S.; Gree, E.; Sadilek, M.; Wan, R.; Yearyean, J.; Zelelow, B. J. Porphyrins Phthalocyanines 2002, 6, 135.
18. Okamoto, M.; Tanaka, F. J. Phys. Chem. A 2002, 106, 3982.
19. Abe, T.; Matsuguchi, M.; Sakai, Y. Chem. Sens. 2000, 16, 109.
20. Olea, A. F.; Wilkinson, F. J. Phys. Chem. 1995, 99, 4518.
21. Demas, J. N.; DeGraff, B. A. Coord. Chem. Rev. 2001, 211, 317.
22. Di Marco, G.; Lanza, M.; Campagna, S. Adv. Mater. 1995, 7, 468.
23. Gonen, A.; Albena, I.; Rami, C.; Felder, C. E.; Cahen, D.; Ellis, A. B.; Shanzer, A. J. Am. Chem. Soc. 2000, 122, 1116.
24. Gulino, A.; Condorelli, G. G.; Mineo, G. P.; Fragalà, I. Nanotechnology 2005, 16, 2170.
25. Gulino, A.; Mineo, G. P.; Bazzano, S.; Vitalini, D.; Fragalà, I. Chem. Mater. 2005, 17, 4043.
26. Imahori, H.; Hosomizu, K.; Mori, Y.; Sato, T.; Ahn, T. K.; Kim, S. K.; Kim, D.; Nishimura, Y.; Yamazaki, I.; Ishii, H.; Hotta, H.; Matano, Y. J. Phys. Chem. B. 2004, 108, 5018.
27. Liu, Z.; Yasseri, A. A.; Loewe, R. S.; Lysenko, A. B.; Malinovskii, V. L.; Zhao, Q.; Surthi, S.; Li, Q.; Misra, V.; Lindsey, J. S.; Bocian, D. F. J. Org. Chem. 2004, 69, 5568.
28. Yamada, H.; Imahori, H.; Nishimura, Y.; Yamazaki, I.; Ahn, T. K.; Kim, S. K.; Kim, D.; Fukuzumi, S. J. Am. Chem. Soc. 2003, 125, 9129.
29. Fendler, J. H. Chem. Mater. 2001, 13, 3196.
30. Gomez-Romero, P. Adv. Mater. 2001, 13, 163.
31. Giribabu, L.; Anita Rao, T.; Maiya, B. G. Inorg. Chem. 1999, 38, 4971.
32. Offord, D. A.; Sachs, S. B.; Ennis, M. S.; Eberspacher, T. A.; Griffin, J. H.; Chidsey, C. E. D.; Collman, J. P. J. Am. Chem. Soc. 1998, 120, 4478.
33. Lin, W.; Lin, W.; Wong, G. K.; Marks, T. J. J. Am. Chem. Soc. 1996, 118, 8034.
34. Schick, G. A.; Schreiman, I. C.; Wagner, R. W.; Lindsey, J. S.; Bocian, D. F. J. Am. Chem. Soc. 1989, 111, 1344.
35. Worsfold, O.; Dooling, C. M.; Richardson, T. H.; Vysotsky, M. O.; Tregonning, R.; Hunter, C. A.; Malins, C. J. Mater. Chem. 2001, 11, 399.
36. Li, D. Q.; Swanson, B. I.; Robinson, J. M.; Hoffbauer, M. A. J. Am. Chem. Soc. 1993, 115, 6975.
37. Gulino, A.; Mineo, P.; Scamporrino, E.; Vitalini, D.; Fragalà, I. Chem. Mater. 2004, 16, 1838.
38. Altman, M.; Shukla, A. D.; Zubkov, T.; Evmenenko, G.; Dutta, P.; van der Boom, M. E. J. Am. Chem. Soc. 2006, 128, 7374.
39. Gupta, T.; van der Boom, M. E. J. Am. Chem. Soc. 2006, 128, 8400.
40. Vitalini, D.; Mineo, P.; Scamporrino, E. Macromolecules 1999, 32, 60.
41. Mineo, P.; Scamporrino, E.; Vitalini, D. Macromol. Rapid Commun. 2002, 23, 681.
42. The presence of only one hydroxyl group in the peripheral position of the porphyrin allows an univocal binding of this compound to benzylhalide-terminated interfaces.
43. Splan, K. E.; Hupp, J. T. Langmuir 2004, 20, 10560.
44. Micali, N.; Villari, V.; Mineo, P.; Vitalini, D.; Scamporrino, E.; Crupi, V.; Majolino, D.; Migliardo, P.; Venuti, V. J. Phys. Chem. B 2003, 107, 5095.
45. Yerushalmi, R.; Scherz, A.; van der Boom, M. E. J. Am. Chem. Soc. 2004, 126, 2700.
46. Gulino, A.; Bazzano, S.; Condorelli, G. G.; Giuffrida, S.; Mineo, P.; Satriano, C.; Scamporrino, E.; Ventimiglia, G.; Vitalini, D.; Fragalà, I. Chem. Mater. 2005, 17, 1079.
47. Bensasson, R. V.; Land, E. J.; Truscott, T. G. Excited States and Free Radicals in Biology and Medicine; Oxford Science Publications: Oxford, U. K., 1993.
48. Kuriyama, Y.; Ogilby, P. R.; Mikkelsen, K. V. J. Phys. Chem. 1994, 98, 11918.
49. Kristiansen, M.; Scurlock, R. D.; Lu, K.; Ogilby, P. R. J. Phys. Chem. 1991, 95, 5190.
50. Gooding, E. A.; Serak, K. R.; Ogilby, P. R. J. Phys. Chem. 1991, 95, 7868.
51. Ishida, H.; Takahashi, H.; Sato, H.; Tsubomura, H. J. Am. Chem. Soc. 1970, 92, 275.
52. Chirvony, V. S.; Nègrerie, M.; Martin, J.-L.; Turpin, P.-Y. J. Phys. Chem. A 2002, 106, 5760.
53. Sagun, E. I.; Zenkevich, E. I.; Knyukshto, V. N.; Shulga, A. M.; Starukhin, D. A.; von Borczyskowski, C. Chem. Phys. 2002, 275, 211.
54. Amao, Y.; Miyashita, T.; Okura, I. J. Fluorine Chem. 2001, 107, 101.
55. Ashkenasy, G.; Ivanisevic, A.; Cohen, R.; Felder, C. E.; Cahen, D.; Ellis, A. B.; Shanzer, A. J. Am. Chem. Soc. 2000, 122, 1116.
56. Papkovsky, D. B.; Ponomarev, G. V.; Wolfbeis, O. S. Spectrochim. Acta, Part A 1996, 52, 1629.
57. Giasson, R.; Lee, E. J.; Zhao, X.; Wrighton, M. S. J. Phys. Chem. 1993, 97, 2596.
58. Balzani, V. In Supramolecular Photochemistry; Balzani, V., Ed.; NATO ASI Series: Series C, Mathematical and Physical Science 214; Reidel Publishing Company: Dordrecht, The Netherlands, 1987; p 220.
59. Okamoto, M. J. Phys. Chem. A 2000, 104, 7518.
60. Okamoto, M. J. Phys. Chem. A 2000, 104, 5029.
61. Roy, J. K.; Carroll, F. A.; Whitten, D. G. J. Am. Chem. Soc. 1974, 96, 6349.
62. Roy, J. K.; Whitten, D. G. J. Am. Chem. Soc. 1971, 93, 7093.
63. Xu, W.; Schmidt, R.; Whaley, M.; Demas, J. N.; DeGraff, B. A.; Karikari, E. K.; Farmer, B. L. Anal. Chem. 1995, 67, 3172.
64. Douglas, P.; Eaton, K. Sens. Actuators, B 2002, 82, 200.
65. Di Marco, G.; Lanza, M. Sens. Actuators, B 2000, 63, 42.
66. Mills, A.; Lepre, A. Anal. Chem. 1997, 69, 4653.
67. Cox, G. S.; Whitten, D. G.; Giannotti, C. Chem. Phys. Lett. 1979, 67, 511.
68. Yang, J. H.; Chen, Y. M.; Ren, Y. L.; Bai, Y. B.; Wu, Y.; Jang, Y. S.; Su, Z. M.; Yang, W. S.; Wang, Y. Q.; Zao, B.; Li, T. J. J. Photochem. Photobiol, A 2000, 134, 1.
69. Fudickar, W.; Zimmerman, J.; Ruhlmann, L.; Schneider, J.; Röder, B. ; Siggel, U.; Fuhrhop, J. H. J. Am. Chem. Soc. 1999, 121, 9539.
70. Kipp, R. A.; Li, Y.; Simon, J. A.; Schmehl, R. H. J. Photochem. Photobiol., A 1999, 121, 27.
71. Kubot, P.; Mosinger, J. J. Photochem. Photobiol., A 1996, 96, 93.
72. Spellane, P. J.; Gouterman, M.; Antipas, A.; Kimnad, S.; Liu, Y. C. Inorg. Chem. 1980, 19, 386.
73. Demas, J. N.; DeGraff, B. A.; Xu, W. Anal. Chem. 1995, 67, 1377.
74. Carraway, E. R.; Demas, J. N.; DeGraff, B. A. Anal. Chem. 1991, 63, 3, 332.