Theoretical investigation on the effect of protonation on the absorption and emission spectra of two amine-group-bearing, red push'pull emitters, 4-dimethylamino-4′-nitrostilbene and 4-(dicyanomethylene)-2-methyl-6- p -(dimethylamino) styryl-4H-pyran, by DFT and TDDFT Calculations

Journal of Physical Chemistry A

Volumn 114, Issue 17, 2010, Pages 5580-5587

  Petsalakis, I D ^a   Georgiadou, D G ^b,c   Vasilopoulou, M ^b   Pistolis, G ^b   Dimotikali, D ^c   Argitis, P ^a   Theodorakopoulos, G ^a  

^a THEORETICAL AND PHYSICAL CHEMISTRY INSTITUTE   (Greece)

^b INSTITUTE OF MICROELECTRONICS   (Greece)

^c NATIONAL TECHNICAL UNIVERSITY OF ATHENS   (Greece)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORBANCES; ABSORPTION AND EMISSION SPECTRA; ATTRACTIVE SYSTEMS; B3LYP FUNCTIONALS; DFT AND TDDFT; DICYANOMETHYLENE; EMISSION TUNING; PROTONATED; THEORETICAL INVESTIGATIONS; TIME DEPENDENT DENSITY FUNCTIONAL THEORY;

ABSORPTION; CAMS; ELECTRONIC STRUCTURE; EMISSION SPECTROSCOPY; LIGHT EMITTING DIODES; ORGANIC LIGHT EMITTING DIODES (OLED); PROTONATION; TUNING;

DENSITY FUNCTIONAL THEORY;

EID: 77951816768     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp100338d     Document Type: Article

References (48)

1. Rijkenberg, R. A.; Bebelaar, D.; Buma, W. J.; Hofstraat, J. W. J. Phys. Chem. A 2002, 106, 2446
2. Cha, M.; Torruellas, W. E.; Stegeman, G. I.; Horsthius, W. H. G.; Möhlmann, G.; Meth, R. J. Appl. Phys. Lett. 1994, 65, 2648
3. Beljonne, D.; Bredas, J. L.; Cha, M.; Torruellas, W. E.; Stegeman, G. I.; Hofstraat, J. W.; Horsthius, W. H. G.; Möhlmann, G. R. J. Chem. Phys. 1995, 103, 7834
4. Moran, A. M.; Bartholomew, G. P.; Bazan, G. C.; Myers Kelley, A. J. Phys. Chem. A 2002, 106, 4928
5. Gomez, I.; Reguero, M.; Boggio-Pasqua, M.; Robb, M. A. J. Am. Chem. Soc. 2005, 127, 7119
6. Farztdinov, V. M.; Ernsting, N. P. Chem. Phys. 2002, 277, 257
7. Görner, H. J. Photochem. Photobiol. A: Chem. 1987, 40, 325
8. Gruen, H.; Görner, H. J. Phys. Chem. 1989, 93, 7144
9. Maciejewski, A.; Naskrecki, R.; Lorene, M.; Ziolek, M.; Karolczak, J.; Kubicki, J.; Matysiak, M.; Szymanski, M. J. Mol. Struct. 2000, 555, 1
10. Pomogaev, V. A.; Svetlichnyi, V. A.; Pomogaev, A. V.; Svetlichnaya, N. N.; Kopylova, T. N. High Energy Chem. 2005, 39, 403
11. Xu, X.; Zhang, R.; Cao, Z.; Zhang, Q. J. Theor. Comput. Chem. 2008, 7, 719
12. Oberlé, J.; Abraham, E.; Jonusauskas, G.; Rullieire, C. J. Raman Spectrosc. 2000, 31, 311
13. Oberlé, J.; Abraham, E.; Jonusauskas, G.; Lapouyade, R.; Rullieire, C. Bull. Chem. Soc. Jpn. 2002, 75, 1041
14. Jager, W. F.; Sarker, A. M.; Neckers, D. C. Macromolecules 1999, 32, 8791
15. Das, G. P.; Dudis, D. S. Chem. Phys. Lett. 1999, 312, 57
16. Morley, J. O. J. Phys. Chem. 1994, 98, 13182
17. Van Tassle, A. J.; Prantil, M. A.; Fleming, G. R. J. Phys. Chem. B 2006, 110, 18989
18. Marguet, S.; Mialocq, J. C.; Millie, P.; Berthier, G.; Momicchioli, F. Chem. Phys. 1992, 160, 265
19. Suzuki, H.; Hoshino, S. J. Appl. Phys. 1996, 79, 8816
20. B.-J. Jung, B.-J.; Yoon, C.-B.; Shim, H.-K.; Do, L.-M.; Zyung, T. Adv. Funct. Mater. 2001, 11, 430
21. Tang, C. W.; Van Slyke, S. A.; Chen, C. H. J. Appl. Phys. 1989, 65, 3610
22. Vasilopoulou, M.; Georgiadou, D. G.; Pistolis, G.; Argitis, P. Adv. Funct. Mater. 2007, 17, 3477
23. Georgiadou, D. G.; Vasilopoulou, M.; Pistolis, G.; Palilis, L. C.; Dimotikali, D.; Argitis, P. Phys. Stat. Sol. A 2008, 205, 2526
24. Li, J.; Liu, D.; Hong, Z.; Tong, S.; Wang, P.; Ma, C.; Lengyel, O.; Lee, C.-S.; Kwong, H.-L.; Lee, S. Chem. Mater. 2003, 15, 1486
25. Kann, S.; Liu, X.; Shen, F.; Zhang, J.; Ma, Y.; Zhang, G.; Wang, Y.; Shen, J. Adv. Funct. Mater. 2003, 13, 603
26. Vasilopoulou, M.; Georgiadou, D. G.; Palilis, L. C.; Botsialas, A.; Petrou, P. S.; Kakabakos, S. E.; Argitis, P. Microelectron. Eng. 2009, 86, 1511
27. Kim, J.-M. Macromol. Rapid Commun. 2007, 28, 1191
28. Vekselman, A. M.; Zhang, C.; Darling, G. D. Chem. Mater. 1997, 9, 1942
29. Parr, R. G.; Yang, W. Annu. Rev. Phys. Chem. 1995, 46, 701
30. Marques, M. A. L.; Gross, E. K. U. Annu. Rev. Phys. Chem. 2004, 55, 427
31. Christiansen, O.; Koch, H.; Jørgensen, P. Chem. Phys. Lett. 1995, 243, 409
32. Hättig, C.; Köhn, A. J. Chem. Phys. 2002, 117, 6939
33. Hättig, C.; Weigend, F. J. Chem. Phys. 2000, 113, 5154
34. Hättig, C. J. Chem. Phys. 2003, 118, 7751
35. Köhn, A.; Hättig, C. J. Chem. Phys. 2003, 119, 5021
36. Dreuw, A.; Head-Gordon, M. Chem. Rev. 2005, 105, 4009
37. Tamar Stein, T.; Kronik, L.; Baer, R. J. Am. Chem. Soc. 2009, 131, 2818
38. Petsalakis, I. D.; Kerkines, I. S. K.; Lathiotakis, N. N.; Theodorakopoulos, G. Chem. Phys. Lett. 2009, 474, 278
39. Becke, A. D. J. Chem. Phys. 1993, 98, 1372
40. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B. 1988, 37, 785
41. Schäfer, A.; Huber, C.; Ahlrichs, R. J. Chem. Phys. 1994, 100, 5829
42. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision C.02, and Gaussian 09, Revision A. 1.; Gaussian, Inc.: Wallingford CT, 200.
43. Peach, M. J. G.; Benfield, P.; Helgaker, T.; Tozer, D. J. J. Chem. Phys. 2008, 128 044118
44. Cozi, M.; Scalmani, G.; Rega, N.; Barone, V. J. Chem. Phys. 2002, 117, 43
45. Pedone, A.; Bloino, J.; Monti, S.; Prampolini, G.; Barone, V. Phys. Chem. Chem. Phys. 2010, 12, 1000
46. Ahlrichs, R.; Bär, M.; Häser, M.; Horn, H.; Kölmel, C. Chem. Phys. Lett. 1989, 162, 165
47. TURBOMOLE, version 5.10; http://www.turbomole.com.
48. Förster, T. Disc. Faraday Soc. 1959, 27, 7