Thermally stable nonaggregating pyrenylarenes for blue organic light-emitting devices

Journal of Organic Chemistry

Volumn 76, Issue 18, 2011, Pages 7474-7481

  Goel, Atul ^a,c   Kumar, Vijay ^a   Nag, Pankaj ^a   Bajpai, Vikas ^a   Kumar, Brijesh ^a   Singh, Charan ^b   Prakash, Sattey ^b   Anand, R S ^b  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

^b INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

^c UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACCEPTOR GROUPS; BLUE LIGHT-EMITTING; CONVENTIONAL HEATING; DEVICE CONFIGURATIONS; DONOR-ACCEPTORS; LUMINANCE EFFICIENCY; MULTI-LAYER DEVICES; NEW SERIES; NON-AGGREGATION; OPTICAL BEHAVIOR; ORGANIC LIGHT-EMITTING DEVICES; PHOTOPHYSICAL; THERMALLY STABLE;

CYANIDES; MICROWAVE IRRADIATION; ORGANIC COMPOUNDS; THERMODYNAMIC STABILITY;

LIGHT EMISSION;

ACETAL; AMINE; KETENE DERIVATIVE; NITRILE; POLYCYCLIC AROMATIC HYDROCARBON; PYRENE DERIVATIVE;

ARTICLE; BLUE LIGHT; DEVICE; ELECTROCHEMISTRY; HEATING; LUMINANCE; MICROWAVE IRRADIATION; SOLID STATE; THERMOSTABILITY;

HYDROCARBONS; LIGHT;

EID: 80052744554     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo2011768     Document Type: Article

References (52)

1. Marsitzky, D.; Mullen, K. In Advances in Synthetic Metals, Twenty Years of Progress in Science and Technology; Bernier, P., Lefrant, S., Bidan, G., Eds.; Elsevier: New York, 1999; p 1.
2. Figueira-Duarte, T. M.; Müllen, K. Chem. Rev. 2011, in press.
3. Grimsdale, A. C.; Chan, K. L.; Martin, R. E.; Jokisz, P. G.; Holmes, A. B. Chem. Rev. 2009, 109, 897
4. Miyata, S.; Nalwa, H. S. Organic Electroluminescent Materials and Devices; Gordon and Breach Publishers: Amsterdam, 1997.
5. Winnik, F. M. Chem. Rev. 1993, 93, 587
6. Tour, J. M. Chem. Rev. 1996, 96, 537
7. Pu, L. Chem. Rev. 1998, 98, 2405
8. Martin, R. E.; Diederich, F. Angew. Chem., Int. Ed. 1999, 38, 1350
9. Berresheim, A. J.; Muller, M.; Müllen, K. Chem. Rev. 1999, 99, 1747
10. Pysh, E. S.; Yang, N. C. J. Am. Chem. Soc. 1963, 85, 2124
11. Fujitsuka, M.; Luo, H.; Murata, Y.; Kato, N.; Ito, O.; Komatsu, K. Chem. Lett. 2002, 968
12. Okamoto, A.; Kanatani, K.; Saito, I. J. Am. Chem. Soc. 2004, 126, 4820
13. Fujimoto, K.; Shimizu, H.; Inouye, M. J. Org. Chem. 2004, 69, 3271
14. Han, M. K.; Lin, P.; Paek, D.; Harvey, J. J.; Fuior, E.; Knutson, J. R. Biochemistry 2002, 41, 3468
15. Langenegger, S. M.; Häner, R. Chem. Commun. 2004, 2792
16. Martinez-Manez, R.; Sancenon, F. Chem. Rev. 2003, 103, 4419
17. Yuasa, H.; Miyagawa, N.; Izumi, T.; Nakatani, M.; Izumi, M.; Hashimoto, H. Org. Lett. 2004, 6, 1489
18. Abe, H.; Mawatari, Y.; Teraoka, H.; Fujimoto, K.; Inouye, M. J. Org. Chem. 2004, 69, 495
19. Kim, S. K.; Bok, J. H.; Bartsch, R. A.; Lee, J. Y.; Kim, J. S. Org. Lett. 2005, 7, 4839
20. Chou, T.-C.; Hwa, C.-L.; Lin, J.-J.; Liao, K.-C.; Tseng, J.-C. J. Org. Chem. 2005, 70, 9717
21. De Halleux, V.; Calbert, J.-P.; Brocorens, P.; Cornil, J.; Declercq, J.-P.; Brédas, J.-L.; Geerts, Y. Adv. Funct. Mater. 2004, 14, 649
22. Hassheider, T.; Benning, S. A.; Kitzerow, H.-S.; Achard, M.-F.; Bock, H. Angew, Chem. Int. Ed. 2001, 40, 2060-2063
23. Barboiu, M.; Prodi, L.; Montalti, M.; Zaccheroni, N.; Kyritsakas, N.; Lehn, J.-M. Chem.-Eur. J. 2004, 10, 2953
24. Martin, R. B.; Qu, L.; Harruff, B. A.; Bunker, C. E.; Gord, J. R.; Allard, L. F.; Sun, Y.-P. J. Phys. Chem. B 2004, 108, 11447
25. Bodenant, B.; Fages, F.; Delville, M.-H. J. Am. Chem. Soc. 1998, 120, 7511
26. Maubert, B.; McClenaghan, N. D.; Indelli, M. T.; Campagna, S. J. Phys. Chem. A 2003, 107, 447
27. Tyson, D. S.; Henbest, K. B.; Bialecki, J. F.; Castellano, N. J. Phys. Chem. A 2001, 105, 8154
28. Wu, K.-C.; Ku, P.-J.; Lin, C.-S.; Shih, H.-T.; Wu, F.-I.; Huang, M.-J.; Lin, J.-J.; Chen, I.-C.; Cheng, C.-H. Adv. Funct. Mater. 2008, 18, 67
29. Moorthy, J. N.; Natarajan, P.; Venkatkrishnan, P.; Huang, D. F.; Chow, T. J. Org. Lett. 2007, 9, 5215
30. Liu, F.; Lai, W. Y.; Tang, C.; Wu, H. B.; Chen, Q. Q.; Peng, B.; Wei, W.; Huang, W.; Cao, Y. Macromol. Rapid Commun. 2008, 29, 659
31. Jia, W.-L.; McCormick, T.; Liu, Q.-D.; Fukutani, H.; Motala, M.; Wang, R.-Y.; Tao, Y.; Wang, S. J. Mater. Chem. 2004, 14, 3344
32. Mikroyannidis, J. A.; Fenenko, L.; Adachi, C. J. Phys. Chem. B 2006, 110, 20317
33. Oyamada, T.; Uchiuzou, H.; Akiyama, S.; Oku, Y.; Shimoji, N.; Matsushige, K.; Sasabe, H.; Adachi, C. J. Appl. Phys. 2005, 98, 074506
34. Venkataramana, G.; Sankaraman, S. Eur. J. Org. Chem. 2005, 4162
35. Figueira-Duarte, T. M.; Del Rosso, P. G.; Trattnig, R.; Sax, S.; List, E. J. W.; Müllen, K. Adv. Mater. 2010, 22, 990
36. Hagopian, S.; Singer, L. A. J. Am. Chem. Soc. 1985, 107, 1874
37. Rice, J. E.; LaVoie, E. J.; McCarstland, D. J.; Fischer, D. L.; Wiley, J. C., Jr. J. Org. Chem. 1986, 51, 2428
38. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457
39. Suzuki, A. J. Organomet. Chem. 1999, 576, 147
40. Beinhoff, M.; Weigel, W.; Jurczok, M.; Rettig, W.; Modrakowski, C.; Brüdgam, I.; Hartl, H.; Schlüter, A. D. Eur. J. Org. Chem. 2001, 3819
41. Goel, A.; Kumar, V.; Chaurasia, S.; Rawat, M.; Prasad, R.; Anand, R. S. J. Org. Chem. 2010, 75, 3656
42. Goel, A.; Dixit, M.; Chaurasia, S.; Kumar, A.; Raghunandan, R.; Maulik, P. R.; Anand, R. S. Org. Lett. 2008, 10, 2553
43. Goel, A.; Chaurasia, S.; Dixit, M.; Kumar, V.; Prakash, S.; Jena, B.; Verma, J. K.; Jain, M.; Anand, R. S.; Manoharan, S. S. Org. Lett. 2009, 11, 1289
44. Dieter, R. K. Tetrahedron 1986, 42, 3029
45. Junjappa, H.; Ila, H.; Asokan, C. V. Tetrahedron 1990, 46, 5423
46. Goel, A.; Ram, V. J. Tetrahedron 2009, 65, 7865
47. Tominaga, Y.; Ushirogouchi, A.; Matsuda, Y. J. Heterocycl. Chem. 1987, 24, 1557
48. Tominaga, Y. Trends Heterocycl. Chem. 1991, 2, 43
49. Zachariasse, K. A. Trends Photochem. Photobiol. 1994, 3, 211
50. Birks, J. B.; Dyson, D. J.; Munro, I. H. Proc. R. Soc. London, Ser. A 1963, 275, 575
51. Birks, J. B.; Lumb, M. D.; Munro, I. H. Proc. R. Soc. London, Ser. A 1964, 280, 289
52. Honda, C.; Katsumata, Y.; Yasutome, R.; Yamazaki, S.; Ishii, S.; Matsuoka, K.; Endo, K. J. Photochem. Photobiol., A 2006, 182, 151