Excited state kinetics in crystalline solids: Self-quenching in nanocrystals of 4,4′-disubstituted benzophenone triplets occurs by a reductive quenching mechanism

Journal of the American Chemical Society

Volumn 133, Issue 43, 2011, Pages 17296-17306

  Kuzmanich, Gregory ^a   Simoncelli, Sabrina ^b   Gard, Matthew N ^a   Spänig, Fabian ^c   Henderson, Bryana L ^a   Guldi, Dirk M ^c   Garcia Garibay, Miguel A ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^c UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTALLINE SOLIDS; DIFFUSION LIMITED; DISUBSTITUTED COMPOUNDS; ELECTRON-RICH; EXCITED STATE KINETICS; FEMTOSECONDS; IODIDE ION; NANOCRYSTALLINES; NANOSECOND TRANSIENT ABSORPTION; ORDERS OF MAGNITUDE; PARENT STRUCTURE; PHOSPHORESCENCE LIFETIME; QUENCHING MECHANISMS; SELF-QUENCHING; SELF-QUENCHING EFFECT; TRIPLET QUENCHING; TRIPLET STATE;

CHARGE TRANSFER; CRYSTAL STRUCTURE; CRYSTALS; EXCITED STATES; ION EXCHANGE; POLYPROPYLENES; RATE CONSTANTS;

QUENCHING;

4,4' BIS(DIMETHYLAMINO)BENZOPHENONE; 4,4' DIAMINOBENZOPHENONE; 4,4' DIHYDROXYBENZOPHENONE; BENZOPHENONE DERIVATIVE; IODIDE; NANOCRYSTAL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; MOLECULAR DYNAMICS; PHOSPHORESCENCE; PURIFICATION; SELF QUENCHING; SYNTHESIS;

BENZOPHENONES; KINETICS; NANOPARTICLES; OXIDATION-REDUCTION; PARTICLE SIZE; SURFACE PROPERTIES;

EID: 80055017099     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja204927s     Document Type: Article

References (82)

1. Spano, F. C. Annu. Rev. Phys. Chem. 2006, 57, 217
2. Spano, F. C. Acc. Chem. Res. 2010, 43, 429
3. Shimizu, M.; Hiyama, T. Chem.-Asian J. 2010, 5, 1516
4. Lim, S. H.; Bjorklund, T. G.; Spano, F. C.; Bardeen, C. J. Phys. Rev. Lett. 2004, 92 107402
5. Andrew, T. L.; Swager, T. M. J. Polym. Sci., Part B 2011, 49, 476
6. Davis, R.; Kumar, N. S. S.; Abraham, S.; Suresh, C, H.; Rath, N. P.; Tamaoki, N.; Das, S. J. Phys. Chem. C 2008, 112, 2137
7. Anthony, J. E.; Brooks, J. S.; Eaton, D. L.; Parkin, S. R. J. Am. Chem. Soc. 2003, 123, 9482
8. Duxbury, D. F. Chem. Rev. 1993, 93, 381
9. Kobatake, S., Takami, S., Muto, H., Ishikawa, T., and Song, A. K. S. Curr. Opin. Solid State Mater. Sci. 1996, 1, 834
10. Irie, M. Nature 2007, 446, 778
11. Ikeda, T.; Tsutsumi, O. Science 1995, 268, 5219
12. Morimoto, M.; Irie, M. J. Am. Chem. Soc. 2010, 132, 14172
13. Garcia-Garibay, M. A. Angew Chem., Int. Ed. 2007, 46, 8945
14. Lebedeva, N. V.; Tarasov, V. F.; Resendiz, M. J. E.; Garcia-Garibay, M. A.; White, R. C.; Forbes, M. D. E. J. Am. Chem. Soc. 2010, 132, 82
15. Macgillivray, L. R.; Papaefstathiou, G. S.; Friscic, T.; Hamilton, T. D.; Bucar, D. K.; Chu, Q.; Varshney, D. B.; Georgiev, I. G. Acc. Chem. Res. 2008, 41, 280
16. Hollingsworth, M. D.; McBride, J. M. Adv. Photochem. 1990, 15, 279-379
17. Garcia-Garibay, M. A. Acc. Chem. Res. 2003, 36, 491
18. Zimmerman, H. E.; Nesterov, E. E. Acc. Chem. Res. 2002, 35, 77
19. Desiraju, G. R. Organic Solid State Chemistry; Elsevier: Amsterdam, 1987.
20. Ramamurthy, V.; Venkatesan, K. Chem. Rev. 1987, 87, 433-481
21. Michl, J. Chem. Rev. 2010, 110, 6891
22. Thorsmølle, V. K.; Averitt, R. D.; Demsar, J.; Smith, D. L.; Tretiak, S.; Martin, R. L.; Chi, X.; Crone, B. K.; Ramirez, A. P.; Taylor, A. J. Phys. Rev. Lett. 2009, 102 017401
23. Takeda, Y.; Katoh, R.; Kobayashi, H.; Kotani, M. J. Electron Spectrosc. Relat. Phenom. 1996, 78, 423
24. Ruiz Delgado, M. C.; Kim, E.-G.; da Silva Filho, D. A.; Bredas, J.-L. J. Am. Chem. Soc. 2010, 132, 3375
25. van Dijken, A.; Brunner, K.; Boerner, H.; Langeveld, B. M. W. Highly Efficient OLEDs with Phosphorescent Materials; Yersin, H., Ed.; Wiley-VCH: Berlin, 2008; p 311.
26. Sun, Y.; Forrest, S. R. Nat. Photonics 2008, 2, 483
27. Shen, Z.; Burrows, P. E.; Bulovic, V.; Forrest, S. R.; Thompson, M. E. Science 1997, 276, 2009
28. Sun, Y.; Giebink, N. C.; Kanno, H.; Ma, B.; Thompson, M. E.; Forrest, S. R. Nature 2006, 440, 908
29. Bolton, O.; Lee, K.; Kim, H.-J.; Lin, K. Y.; Kim, J. Nat. Chem. 2011, 3, 207
30. Peet, J.; Kim, J. Y.; Coates, N. E.; Ma, W. L.; Moses, D.; Heeger, A. J.; Bazan, G. C. Nat. Mater. 2007, 6, 497
31. Varotto, A.; Treat, N. D.; Jo, J.; Shuttle, C. G.; Batara, N. A.; Brunetti, F. G.; Seo, J. H.; Chabinyc, M. L.; Hawker, C. J.; Heeger, A. J.; Wudl, F. Angew. Chem. 2011, 50, 5166
32. Mauldin, C. E.; Piliego, C.; Poulsen, D.; Unruh, D. A.; Woo, C.; Ma, B.; Mynar, J. L.; Fréchet, J. M. J. ACS Appl. Mater. Interfaces 2010, 2, 2833
33. Burns, G. Solid State Physics; Academic Press: San Diego, CA, 1985.
34. Nye, J. F. Physical Properties of Crystals. Their Representation by Tensors and Matrices; Oxford University Press: Oxford, U.K., 1985.
35. Kaminsky, W.; Clabrown, K.; Kahr, B. Chem. Soc. Rev. 2004, 33, 514
36. Kuzmanich, G.; Gard, M. N.; Garcia-Garibay, M. A. J. Am. Chem. Soc. 2009, 131, 11606
37. Kuzmanich, G.; Natarajan, A.; Chin, K. K.; Veerman, M.; Mortko, C. J.; Garcia-Garibay, M. A. J. Am. Chem. Soc. 2008, 130, 1140
38. Swenberg, C. E.; Gaecintov, N. E. In Organic Molecular Photophysics; Birks, J. B., Ed.; John Wiley & Sons: London, 1973; p 489.
39. Wilkinson, F.; Kelly, G. In Handbook of Organic Photochemistry; Scaiano, J. C., Ed.; CRC Press: Boca Raton, FL, 1989; Vol. 1, 293.
40. Kessler, R. W.; Krabichler, G.; Uhl, S.; Oelkrug, D.; Hagan, W. P.; Hyslop, J.; Wilkinson, F. Opt. Acta 1983, 30, 1099
41. Kasai, H.; Nalwa, H. S.; Oikawa, H.; Okada, S.; Matsuda, H.; Minami, N.; Kuakuta, A.; Ono, K.; Mukoh, A.; Nakanishi, H. Jpn. J. Appl. Phys. 1992, 31, 1132
42. Gesquiere, A. J.; Uwada, T.; Asahi, T.; Masuhara, H.; Barbara, P. F. Nano Lett. 2005, 5, 1321
43. Kim, H. Y.; Bjorklund, T. G.; Lim, S.-H.; Bardeen, C. J. Langmuir 2003, 19, 3941
44. Matsune, H.; Asahi, T.; Masuhara, H.; Kasai, H.; Nakanishi, H. Mater. Res. Soc. Symp. Proc. 2005, 846, 263
45. Möler, S.; Weiser, G.; Taliani, C. Chem. Phys. 2003, 295, 11
46. Patra, A.; Hebalkar, N.; Sreedhar, B.; Sarkar, M.; Samanta, A.; Radhakrishnan, T. P. Small 2006, 2, 650
47. Kuzmanich, G.; Spänig, F.; Tsai, C.-K.; Um, J. M.; Hoekstra, R. M.; Houk, K. N.; Guldi, D. M.; Garcia-Garibay, M. A. J. Am. Chem. Soc. 2011, 133, 2342
48. Chin, K. K.; Natarajan, A.; Gard, M. N.; Campos, L. M.; Johansson, E.; Shepherd, H.; Garcia-Garibay, M. A. Chem. Commun. 2007, 41, 4266
49. Schuster, D. I.; Weil, T. M. J. Am. Chem. Soc. 1973, 95, 4091
50. Parker, C. A.; Joyce, T. A. Chem. Commun. 1968, 749
51. Wilkinson, F.; Willsher, C. J. Chem. Phys. Lett. 1984, 104, 272
52. Simoncelli, S.; Kuzmanich, G.; Gard, M. N.; Garcia-Garibay, M. A. J. Phys. Org. Chem. 2010, 23, 376
53. Wolf, M. W.; Legg, K. D.; Brown, R. E.; Singer, L. A.; Parks, J. H. J. Am. Chem. Soc. 1975, 97, 4490
54. Schuster, D. I.; Weil, T. M.; Halpern, A. M. J. Am. Chem. Soc. 1972, 94, 8284
55. Guttenplan, J. B.; Cohen, S. G. J. Am. Chem. Soc. 1972, 94, 4040
56. Favaro, G. Chem. Phys. Lett. 1973, 21, 401
57. Favaro, G. J. Photochem. 1986, 35, 375
58. Palit, D. K. Res. Chem. Intermed. 2005, 31, 205
59. Tosh, S. B.; Chattopadhyay, S. K.; Das, P. K. J. Phys. Chem. 1984, 88, 1404
60. Wang, G.-C.; Winnik, M. A. J. Photochem. 1986, 33, 291
61. Singh, A. K.; Bhasikuttan, A. C.; Palit, D. K.; Mittal, J. P. J. Phys. Chem. A 2000, 104, 7002
62. Bhasikuttan, A. C.; Singh, A. K.; Palit, D. K.; Sapre, A. V.; Mittal, J. P. J. Phys. Chem. A 1998, 102, 3470
63. Shizuka, H.; Obuchi, H. J. Phys. Chem. 1982, 86, 1297
64. Ferguson, G.; Glidewell, C. Acta Crystallogr., Sect. C. Cryst. Struct. Commun. 1996, 52, 3057
65. Ohtani, H.; Kobayashi, T.; Suzuki, K.; Nagakura, S. Bull. Chem. Soc. Jpn. 1980, 53, 43
66. Mondal, J. A.; Ghosh, H. N.; Ghant, T. K.; Mukherjee, T.; Palit, D. K. J. Phys. Chem. A 2006, 110, 3432
67. Singh, A. K.; Palit, D. K.; Mittal, J. P. Res. Chem. Intermed. 2001, 27, 125
68. Pal, T.; Paul, M.; Ghosh, S. J. Mol. Struct.: THEOCHEM 2008, 860, 8
69. Verhoeven, J. W. Pure Appl. Chem. 1996, 68, 2223
70. Murov, S. L.; Carmichael, I.; Hug, G. L. Handbook of Photochemistry, 2 ed.; Marcel Dekker, Inc.: New York, 1993.
71. Corwin, H.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 156
72. Fleischer, E. B.; Sung, N.; Hawkinson, S. J. Phys. Chem. 1968, 72, 4311
73. Genbo, S.; Shouwu, G.; Feng, P.; Youping, H.; Zhengdong, L. J. Phys. D: Appl. Phys. 1993, 26, B236
74. Ferguson, G.; Gildewell, C. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1996, 52, 3057
75. 1/ a (a = 16.430, b = 16.030, c = 9.620, α = ? = 90°, β = 100.85°).
76. Netto-Ferreira, J. C.; Leigh, W. J.; Scaiano, J. C. J. Am. Chem. Soc. 1985, 107, 2617
77. Scaiano, J. C.; Perkins, M. J.; Sheppard, J. W.; Platz, M. S.; Barcus, R. L. J. Photochem. 1983, 21, 137
78. Leigh, W. J.; Banisch, J.-A. H.; Workentin, M. S. J. Chem. Soc., Chem. Commun. 1993, 988
79. Boch, R.; Bohne, C.; Scaiano, J. C. J. Org. Chem. 1996, 61, 1423
80. Ng, D.; Yang, Z.; Garcia-Garibay, M. A. Tetrahedron Lett. 2001, 42, 9113
81. Smith, M. J.; Bücher, G. J. Phys. Chem. A 2010, 114, 10712
82. Bücher, G. J. Phys. Chem. A 2008, 112, 5411