Isomers of dialkyl diketo-pyrrolo-pyrrole: Electron-deficient units for organic semiconductors

Organic Electronics

Volumn 13, Issue 11, 2012, Pages 2516-2524

  Zhao, Baomin ^a   Sun, Kuan ^a   Xue, Feng ^a   Ouyang, Jianyong ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Band gap; Diketo pyrrolo pyrrole (DPP); Electron deficient unit; Isomer; Organic solar cell

Indexed keywords

ABSORPTION SPECTROSCOPY; ALKYLATION; AROMATIC COMPOUNDS; CYCLIC VOLTAMMETRY; ELECTRONIC STRUCTURE; ENERGY GAP; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; OPTICAL PROPERTIES; ORGANIC SOLAR CELLS; PLANTS (BOTANY); SOLAR CELLS; SYNTHESIS (CHEMICAL); ULTRAVIOLET SPECTROSCOPY;

DIKETO PYRROLO PYRROLE (DPP); ELECTRON-DEFICIENT UNITS; EXPERIMENTAL CONDITIONS; FLUORESCENT SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE (NMR); PHOTOVOLTAIC PERFORMANCE; THEORETICAL SIMULATION; UV-VIS ABSORPTION SPECTROSCOPY;

ISOMERS;

EID: 84865293533     PISSN: 15661199     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.orgel.2012.07.015     Document Type: Article

References (40)

1. J.L. Brédas, D. Beljonne, V. Coropceanu, and J. Cornil Chem. Rev. 104 2004 4971
2. M. Kertesz, C.H. Choi, and S.J. Yang Chem. Rev. 105 2005 3448
3. A.C. Grimsdale, K.L. Chan, R.E. Martin, P.G. Jokisz, and A.B. Holmes Chem. Rev. 109 2009 897
4. C.J. Brabec Sol. Energy Mater. Sol. Cells 83 2004 273
5. S. Günes, H. Neugebauer, and N.S. Sariciftci Chem. Rev. 107 2007 1324
6. B.C. Thompson, and J.M.J. Fréchet Angew. Chem. Int. Ed. 41 2008 58
7. Y.J. Cheng, S.H. Yang, and C.S. Hsu Chem. Rev. 109 2009 5868
8. S.H. Park, A. Roy, S. Beaupre, S. Cho, N. Coates, J.S. Moon, D. Moses, M. Leclerc, K. Lee, and A.J. Heeger Nat. Photon. 3 2009 297
9. Z.G. Zhang, Y.L. Liu, Y. Yang, K.Y. Hou, B. Peng, G.J. Zhao, M.J. Zhang, X. Guo, E.T. Kang, and Y.F. Li Macromolecules 43 2010 9376
10. C.C.T.W. Piliego, Holcombe, J.D. Douglas, C.H.P.M. Woo, Beaujuge, J.M.J. Fréchet, J. Am. Chem. Soc. 132 (2010) 7595.
11. B. Walker, C. Kim, and T.Q. Nguyen Chem. Mater. 23 2011 470
12. A.R. Murphy, and J.M.J. Fréchet Chem. Rev. 107 2007 1066
13. C.L. Wang, H.L. Dong, W.P. Hu, Y.Q. Liu, and D.B. Zhu Chem. Rev. 112 2012 2208
14. J.W. Chen, and Y. Cao Acc. Chem. Res. 42 2009 1709
15. P.M. Beaujuge, and J.M.J. Fréchet J. Am. Chem. Soc. 133 2011 20009
16. Y.F. Li Acc. Chem. Res. 45 2012 723
17. A. Iqbal, M. Jost, R. Kirchmayr, J. Pfenninger, A. Rochat, and O. Wallquist Bull. Soc. Chim. Belg. 97 1988 615
18. A.B. Tamayo, B. Walker, and T.Q. Nguyen J. Phys. Chem. C 112 2008 11545
19. B. Walker, A.B. Tamayo, X.D. Dang, P. Zalar, J.H. Seo, A. Garcia, M. Tantiwiwat, and T.Q. Nguyen Adv. Funct. Mater. 19 2009 3063
20. M.M. Wienk, M. Turbiez, J. Gilot, and R.A.J. Janssen Adv. Mater. 20 2008 2556
21. J.C. Bijleveld, A. Zoombelt, S.G.J. Mathijssen, M.M. Wienk, M. Turbiez, D.M. de Leeuw, and R.A.J. Janssen J. Am. Chem. Soc. 131 2009 16616
22. J.C. Bijleveld, V.S. Gevaerts, D.D. Nuzzo, M. Turbiez, S.G.J. Mathijssen, D.M. de Leeuw, M.M. Wienk, and R.A.J. Janssen Adv. Mater. 22 2010 242
23. B.P. Karsten, and R.A.J. Janssen Macromol. Chem. Phys. 212 2011 515
24. Y.P. Zou, D. Gendron, R. Neagu-Plesu, and M. Leclerc Macromolecules 42 2009 6361
25. C. Piliego, C.T.W. Holcombe, J.D. Douglas, C. Woo, H. Beaujuge, and J.M.J. Fréchet J. Am. Chem. Soc. 132 2010 7595
26. Z.L. Wu, B.H. Fan, A.Y. Li, F. Xue, and J.Y. Ouyang Org. Electron. 12 2011 993
27. S. Loser, C.J. Bruns, H. Miyauchi, R.P. Ortiz, A. Facchetti, S.I. Stupp, and T.J. Marks J. Am. Chem. Soc. 133 2011 8142
28. J. Li, K. Ong, S. Lim, G. Ng, H. Tan, and Z.K. Chen Chem. Commun. 47 2011 9480
29. J.S. Ha, K. Kim, and D.H. Choi J. Am. Chem. Soc. 133 2011 10364
30. L. Burgi, M. Turbiez, R. Pfeiffer, F. Bienewald, H. Kirner, and C. Winnewisser Adv. Mater. 20 2008 2217
31. L. Huo, J. Hou, H.Y. Chen, S. Zhang, Y. Jiang, T.L. Chen, and Y. Yang Macromolecules 42 2009 6564
32. E.J. Zhou, S. Yamakawa, K. Tajima, C. Yang, and K. Hashimoto Chem. Mater. 21 2009 4055
33. E.J. Zhou, Q. Wei, S. Yamakawa, Y. Zhang, K. Tajima, C. Yang, and K. Hashimoto Macromolecules 43 2010 821
34. C. Markus, M.C. Scharber, D. Mühlbacher, M. Koppe, P. Denk, C. Waldauf, A.J. Heeger, and C.J. Brabec Adv. Mater. 18 2006 789
35. J.S. Ha, K.H. Kim, and D.H. Choi J. Am. Chem. Soc. 133 2011 10364
36. S. Stas, S. Sergeyev, and Y. Geerts Tetrahedron 66 2010 1837
37. Ś. Frebort, Z. Eliáš, A. Lyčk, S. Luňak Jr., J. Vyňuchal, L. Kubáč, R. Hrdina, and L. Burgert Tetrahedron Lett. 52 2011 5769
38. Y.F. Li, Y. Cao, J. Gao, D.L. Wang, G. Yu, and A.J. Heeger Synth. Met. 99 1999 243
39. G.Y. Chen, C.M. Chiang, D. Kekuda, S.C. Lan, C.W. Chu, and K.H. Wei J. Polym. Sci. A Polym. Chem. 48 2010 1669
40. O.P. Lee, A.T. Yiu, P.M. Beaujuge, C.H. Woo, T.W. Holcombe, J.E. Millstone, J.D. Douglas, M.S. Chen, and J.M.J. Fréchet Adv. Mater. 23 2011 5359