N -alkyldinaphthocarbazoles, azaheptacenes, for solution-processed organic field-effect transistors

Journal of the American Chemical Society

Volumn 134, Issue 44, 2012, Pages 18185-18188

  Pho, Toan V ^a   Yuen, Jonathan D ^a   Kurzman, Joshua A ^a   Smith, Braden G ^a   Miao, Maosheng ^b   Walker, Wesley T ^c   Seshadri, Ram ^a,b   Wudl, Fred ^a,b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b University of California   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CONJUGATED SYSTEMS; DIELS-ALDER REACTION; P-TYPE; PACKING MOTIFS; SOLUTION-PROCESSED; SYNCHROTRON X RAY POWDER DIFFRACTION; UV-VIS ABSORPTIONS; X RAY STRUCTURE ANALYSIS;

CYCLIC VOLTAMMETRY; FLUORESCENCE SPECTROSCOPY; ORGANIC POLYMERS; X RAY POWDER DIFFRACTION;

ORGANIC FIELD EFFECT TRANSISTORS;

CARBAZOLE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CYCLIC POTENTIOMETRY; DIELS ALDER REACTION; FIELD EFFECT TRANSISTOR; FLUORESCENCE SPECTROSCOPY; LIGHT ABSORPTION; SYNCHROTRON RADIATION; SYNTHESIS; X RAY POWDER DIFFRACTION;

EID: 84868557338     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja3082582     Document Type: Article

References (32)

1. Bendikov, M.; Wudl, F.; Perepichka, D. F. Chem. Rev. 2004, 104, 4891
2. Anthony, J. E. Angew. Chem., Int. Ed. 2008, 47, 452
3. Anthony, J. E. Chem. Rev. 2006, 106, 5028
4. Mondal, R.; Adhikari, R. M.; Shah, B. K.; Neckers, D. C. Org. Lett. 2007, 9, 2505
5. Mondal, R.; Shah, B. K.; Neckers, D. C. J. Am. Chem. Soc. 2006, 128, 9612
6. Tönshoff, C.; Bettinger, H. F. Angew. Chem., Int. Ed. 2010, 49, 4125
7. Chun, D.; Cheng, Y.; Wudl, F. Angew. Chem., Int. Ed. 2008, 47, 8380
8. Kaur, I.; Jazdzyk, M.; Stein, N. N.; Prusevich, P.; Miller, G. P. J. Am. Chem. Soc. 2010, 132, 1261
9. Payne, M. M.; Parkin, S. R.; Anthony, J. E. J. Am. Chem. Soc. 2005, 127, 8028
10. Kaur, I.; Stein, N. N.; Kopreski, R. P.; Miller, G. P. J. Am. Chem. Soc. 2009, 131, 3424
11. Zade, S. S.; Bendikov, M. Angew. Chem., Int. Ed. 2010, 49, 4012
12. Purushothaman, B.; Parkin, S. R.; Anthony, J. E. Org. Lett. 2010, 12, 2060
13. Clar, E. Polycyclic Hydrocarbons; Academic Press: London, 1964.
14. Harvey, R. G. Polycyclic Aromatic Hydrocarbons: Chemistry and Carcinogenicity; Cambridge University Press: Cambridge, U.K., 1991.
15. Wiberg, K. B. J. Org. Chem. 1997, 62, 5720
16. Gao, P.; Cho, D.; Yang, X.; Enkelmann, V.; Baumgarten, M.; Müllen, K. Chem.-Eur. J. 2010, 16, 5119
17. Zheng, Q.; Chen, S.; Zhang, B.; Wang, L.; Tang, C.; Katz, H. E. Org. Lett. 2011, 13, 324
18. Sirringhaus, H.; Friend, R. H.; Wang, C.; Leuninger, J.; Müllen, K. J. Mater. Chem. 1999, 9, 2095
19. Bouchard, J.; Wakim, S.; Leclerc, M. J. Org. Chem. 2004, 69, 5705
20. Wakim, S.; Bouchard, J.; Blouin, N.; Michaud, A.; Leclerc, M. Org. Lett. 2004, 6, 3413
21. Wex, B.; Kaafarani, B. R.; Schroeder, R.; Majewski, L. A.; Burckel, P.; Grell, M.; Neckers, D. C. J. Mater. Chem. 2006, 16, 1121
22. Yamamoto, T.; Takimiya, K. J. Am. Chem. Soc. 2007, 129, 2224
23. Zander, M.; Franke, W. Chem. Ber. 1963, 96, 699
24. Vessels, J. T.; Janicki, S. Z.; Petillo, P. A. Org. Lett. 2000, 2, 73
25. Favre-Nicolin, V.; Cerny, R. J. Appl. Crystallogr. 2002, 35, 734
26. Frisch, M. J.; Gaussian 03, revision D.01; Gaussian, Inc.: Wallingford, CT, 2004.
27. Kresse, G.; Furthmüller, J. Phys. Rev. B 1996, 54, 11169
28. Malkin, J. Photophysical and Photochemical Properties of Aromatic Compounds; CRC Press: Boca Raton, FL, 1992.
29. Clar, E.; Kelly, W. J. Am. Chem. Soc. 1954, 76, 3502
30. Goetz, K. P.; Li, Z.; Ward, J. W.; Bougher, C.; Rivnay, J.; Smith, J.; Conrad, B. R.; Parkin, S. R.; Anthopoulos, T. D.; Salleo, A.; Anthony, J. E.; Jurchescu, O. D. Adv. Mater. 2011, 23, 3698
31. Hoppe, A.; Seekamp, J.; Balster, T.; Gotz, G.; Bauerle, P.; Wagner, V. Appl. Phys. Lett. 2007, 91 132115
32. Takimiya, K.; Shinamura, S.; Osaka, I.; Miyazaki, E. Adv. Mater. 2011, 23, 4347