Linear and two-photon absorption properties of interacting polar chromophores: Standard and unconventional effects

ChemPhysChem

Volumn 7, Issue 3, 2006, Pages 685-696

  Terenziani, Francesca ^a   Morone, Marika ^a,b   Gmouh, Said ^a   Blanchard Desce, Mireille ^a  

^a Bât 10A   (France)

^b UNIVERSITY OF MILANO BICOCCA   (Italy)

Author keywords

Chromophores; Electrostatic interactions; Excitons; Nonlinear optics; Solvent effects

Indexed keywords

COULOMB INTERACTIONS; DIMERS; ELECTROSTATICS; EXCITONS; LUMINESCENCE OF ORGANIC SOLIDS; NONLINEAR OPTICS; PHOTONS; SOLVENTS; SUPRAMOLECULAR CHEMISTRY; TWO PHOTON PROCESSES;

ACTIVE CHROMOPHORES; NONLINEAR OPTICAL RESPONSE; POLAR CHROMOPHORES; SOLVENT EFFECTS; SUPRAMOLECULAR LEVEL; THEORETICAL INVESTIGATIONS; TPA CROSS SECTIONS; TWO PHOTON ABSORPTION;

CHROMOPHORES;

EID: 33645098233     PISSN: 14394235     EISSN: 14397641     Source Type: Journal    
DOI: 10.1002/cphc.200500536     Document Type: Article

References (74)

1. S. Maruo, O. Nakamura, S. Kawata, Opt. Lett. 1997, 22, 132-134.
2. B. H. Cumpston, S. P. Ananthavel, S. Barlow, D. L. Dyer, J. E. Ehrlich, L. L. Erskine, A. A. Heikal, S. M. Kuebler, I.-Y. S. Lee, D. McCord-Maughon, J. Qin, H. Rockel, M. Rumi, X.-L. Wu, S. R. Marder, J. W. Perry, Nature 1999, 398, 51-54.
3. W. Denk, J. H. Strickler, W. W. Webb, Science 1990, 248, 73-76.
4. J. D. Bhawalkar, N. D. Kumar, C. F. Zhao, P. N. Prasad, J. Clin. Laser. Med. Surg. 1997, 15, 201-204.
5. M. Drobizhev, Y. Stepanenko, Y. Dzenis, A. Karotki, A. Rebane, P. N. Taylor, H. L. Anderson, J. Am. Chem. Soc. 2004, 126, 15 352-15 353.
6. J. D. Bhawalkar, G. S. He, C.-K. Park, C. F. Zhao, G. Ruland, P. N. Prasad, Opt. Commun. 1996, 124, 33-37.
7. A. Abbotto, L. Beverina, R. Bozio, S. Bradamante, C. Ferrante, G. A. Pagani, R. Signorini, Adv. Mater. 2000, 12, 1963-1967.
8. L. Antonov, K. Kamada, K. Ohta, F. S. Kamounah, Phys. Chem. Chem. Phys. 2003, 5, 1193-1197.
9. K. D. Belfield, D. J. Hagan, E. W. Van Stryland, K. J. Schafer, R. A. Negres, Org. Lett. 1999, 1, 1575-1578.
10. G. S. He, L. Yuan, N. Cheng, J. D. Bhawalkar, P. N. Prasad, L. L. Brott, S. J. Clarson, B. A. Reinhardt, J. Opt. Soc. Am. B 1997, 14, 1079-1087.
11. J. Kawamata, M. Akiba, T. Tani, A. Harada, Y. Inagaki, Chem. Lett. 2004, 33, 448-449.
12. O.-K. Kim, K.-S. Lee, H. Y. Woo, K.-S. Kim, G. S. He, S. H. Guang, J. Swiatkiewicz, P. N. Prasad, Chem. Mater. 2000, 12, 284-286.
13. B. A. Reinhardt, L. L. Brott, S. J. Clarson, A. G. Dillard, J. C. Bhatt, R. Kannan, L. Yuan, G. S. He, P. N. Prasad, Chem. Mater. 1998, 10, 1863-1874.
14. B. Strehmel, A. M. Sarker, H. Detert, ChemPhysChem. 2003, 4, 249-259.
15. A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, P. N. Prasad, Chem. Mater. 2000, 12, 2838-2841.
16. D. Beljonne, W. Wenseleers, E. Zojer, Z. Shuai, H. Vogel, S. J. K. Pond, J. W. Perry, S. R. Marder, J.-L. Brédas, Adv. Funct. Mater. 2002, 12, 631-641.
17. B. R. Cho, K. H. Son, H. L. Sang, Y.-S. Song, Y-K. Lee, S.-J. Jeon, J. H. Choi, H. Lee, M. Cho, J. Am. Chem. Soc. 2001, 123, 10 039-10 045.
18. S.-J. Chung, K.-S. Kim, T.-C. Lin, G. S. He, J. Swiatkiewicz, P. N. Prasad, J. Phys. Chem. B 1999, 103, 10 741-10 745.
19. S.-J. Chung, T.-C. Lin, K.-S. Kim, G. S. He, J. Swiatkiewicz, P. N. Prasad, G. A. Baker, F. V. Bright, Chem. Mater. 2001, 13, 4071 -4076.
20. M. Drobizhev, A. Karotki, A. Rebane, C. W. Spangler, Opt. Lett. 2001, 26, 1081-1083.
21. G. S. He, J. Swiatkiewicz, Y. Jiang, P. N. Prasad, B. A. Reinhardt, L.-S. Tan, R. Kannan, J. Phys. Chem. A 2000, 104, 4805-4810.
22. M. P. Joshi, J. Swiatkiewicz, F. Xu, P. N. Prasad, B. A. Reinhardt, R. Kannan, Opt. Lett. 1998, 23, 1742-1744.
23. H. J. Lee, J. Sohn, J. Hwang, S. Y. Park, H. Choi, M. Cha, Chem. Mater. 2004, 16, 456-465.
24. A. M. McDonagh, M. G. Humphrey, M. Samoc, B. Luther-Davies, Organometallics 1999, 18, 5195-5197.
25. F. Meng, B. Li, S. Qian, K. Chen, H. Tian, Chem. Lett. 2004, 33, 470-471.
26. O. Mongin, J. Brunel, L. Porrès, M. Blanchard-Desce, Tetrahedron Lett. 2003, 44, 2813-2816.
27. L. Porrès, O. Mongin, C. Katan, M. Charlot, T. Pons, J. Mertz, M. Blanchard-Desce, Org. Lett. 2004, 6, 47-50.
28. C. W. Spangler, E. H. Elandaloussi, M. K. Casstevens, D. N. Kumar, J. F. Weibel, R. Burzynski, Proc. SPIE-Int. Soc. Opt. Eng. 1999, 3798, 117-122.
29. W. J. Yang, D. Y. Kim, C. H. Kim, M.-Y. Jeong, S. K. Lee, S.-J. Jeon, B. R. Cho, Org. Lett. 2004, 6, 1389-1392.
30. A. Abbotto, L. Beverina, R. Bozio, A. Facchetti, C. Ferrante, G. A. Pagani, D. Pedron, R. Signorini, Chem. Commun. 2003, 2144-2145.
31. M. Drobizhev, A. Karotki, Y. Dzenis, A. Rebane, Z. Suo, C. W. Spangler, J. Phys. Chem. B 2003, 107, 7540-7543.
32. M. Drobizhev, A. Karotki, M. Kruk, N. Z. Mamardashvili, A. Rebane, Chem. Phys. Lett. 2002, 361, 504-512.
33. M. Drobizhev, A. Rebane, Z. Suo, C. W. Spangler, J. Lumin. 2005, 111, 291-305.
34. S. Liu, K. S. Lin, V. M. Churikov, Y. Z. Su, J. T. s. Lin, T-H. Huang, C. C. Hsu, Chem. Phys. Lett. 2004, 390, 433-439.
35. J. Yoo, S. K. Yang, M.-Y. Jeong, H. C. Ahn, S.-J. Jeon, B. R. Cho, Org. Lett. 2003, 5, 645-648.
36. C. Katan, F. Terenziani, O. Mongin, M. H. V. Werts, L. Porrès, T. Pons, J. Mertz, S. Tretiak, M. Blanchard-Desce, J. Phys. Chem. A 2005, 109, 3024-3037.
37. G. S. He, J. D. Bhawalkar, C. F. Zhao, P. N. Prasad, Appl. Phys. Lett. 1995, 67, 2433-2435.
38. M. Blanchard-Desce, C. R. Phys. 2002, 3, 439-448.
39. A. S. Davydov, Theory of Molecular Excitons, Plenum Press, New York, 1971.
40. J. Frenkel, Phys. Rev. 1931, 37, 17-44.
41. J. Frenkel, Phys. Rev. 1931, 37, 1276-1294.
42. J. Knoester, F. C. Spano in J-aggregates (Ed.: T. Kobayashi), World Scientific, Singapore, 1996.
43. L. D. Bakalis, J. Knoester, J. Chem. Phys. 1997, 106, 6964-6976.
44. V. M. Agranovich, D. M. Basko, J. Chem. Phys. 2000, 112, 8156-8162.
45. A. Painelli, F. Terenziani, J. Am. Chem. Soc. 2003, 125, 5624-5625.
46. F. Terenziani, A. Painelli, Phys. Rev. B 2003, 68, 165405.
47. P. Lozano, T. de Diego, S. Gmouh, M. Vaultier, J. L. Iborra, Biotechnol. Prog. 2004, 20, 661-669.
48. C. Reichardt, Chem. Rev. 1994, 94, 2319-2358.
49. B. Boldrini, E. Cavalli, A. Painelli, F. Terenziani, J. Phys. Chem. A 2002, 106, 6286-6294.
50. F. Terenziani, A. Painelli, J. Lumin. 2004, 112, 474-478.
51. A. Painelli, F. Terenziani, L. Angiolini, T. Benelli, L. Giorgini, Chem. Eur. J. 2005, 11, 6053-6063.
52. While this distance can appear too long with respect to the molecular structure, it should be noted that the presence of the negatively charged counterion can lower the effective charge of the cation. Indeed a fit of the spectra of 1 c can analogously be obtained by fixing the distance to 8 Å and imposing a partial positive charge of 0.7e on the ammonium moiety.
53. W. Verbouwe, M. Van der Auweraer, F. C. De Schryver, J. J. Piet, J. M. Warman, J. Am. Chem. Soc. 1998, 120, 1319-1324.
54. Y. Wang, G. S. He, P. N. Prasad, T. Goodson III, J. Am. Chem. Soc. 2005, 127, 10 128-10 129.
55. W. Leng, J. Grunden, G. P. Bartholomew, G. C. Bazan, A. Meyers Kelley, J. Phys. Chem. A 2004, 108, 10 050-10 059.
56. T. Pullerits, V. Sundström, Acc. Chem. Res. 1996, 29, 381-389.
57. In other solvents fluorescence quantum yields are always lower than 1 %.
58. Calculated TPA cross sections underestimate experimental ones by a factor of about 2. This agreement is acceptable in consideration of the two-state description adopted for the chromophore and of the absence of any local field correction.
59. Typical value of squared refractive index for common solvents.
60. C. E. Augelli-Szafran, S. A. Glase, L. C. Walker, L. Craswell, T. Yasunaga, PTC Int. Appl. WO 0076987, 2000.
61. J. N. Demas, G. A. Crosby, J. Phys. Chem. 1971, 75, 991-1024.
62. C. Xu, W. W. Webb, J. Opt. Soc. Am. B 1996, 13, 481-491.
63. M. A. Albota, C. Xu, W. W. Webb, Appl. Opt. 1998, 37, 7352-7356.
64. M. H. V. Werts, N. Nerambourg, D. Pélégry, Y. Le Grand, M. Blanchard-Desce, Photochem. Photobio. Sci. 2005, 4, 531-538.
65. J. L. Oudar, D. S. Chemla, J. Chem. Phys. 1977, 66, 2664-2668.
66. A. Painelli, F. Terenziani, Chem. Phys. Lett. 1999, 312, 211-220.
67. A. Painelli, Chem. Phys. 1999, 245, 185-197.
68. M. Rumi, J. E. Ehrlich, A. A. Heikal, J. W. Perry, S. Barlow, Z.-Y. Hu, D. McCord-Maughon, T. C. Parker, H. Röckel, S. Thayumanavan, S. R. Marder, D. Beljonne, J.-L. Brédas, J. Am. Chem. Soc. 2000, 122, 9500-9510.
69. R. L. Sutherland, Handbook of Nonlinear Optics, Marcel Dekker, New York, 1996.
70. J.-L. Brédas, C. Adant, P. Tackx, A. Persoons, Chem. Rev. 1994, 94, 243-278.
71. S. J. Cyvin, J. E. Rauch, J. C. Decius, J. Chem. Phys. 1965, 43, 4083-4095.
72. B. J. Orr, J. F. Ward, Mol. Phys. 1971, 20, 513-526.
73. P. N. Butcher, D. Cotter, The Elements of Nonlinear Optics, Cambridge University Press, Cambridge, 1990.
74. A. Willetts, J. E. Rice, D. M. Burland, D. P. Shelton, J. Chem. Phys. 1992, 97, 7590-7599.