Synthesis of a soluble fulleropyrrolidine derivative for use as an electron acceptor in bulk-heterojunction polymer solar cells

Synthetic Metals

Volumn 162, Issue 5-6, 2012, Pages 483-489

  Mi, Dongbo ^a   Kim, Hee Un ^a   Kim, Ji Hoon ^a   Xu, Fei ^a   Jin, Sung Ho ^a   Hwang, Do Hoon ^a  

^a Pusan National University   (South Korea)

Author keywords

Electron acceptor; Fulleropyrrolidine derivative; Organic solar cell; Phenothiazine

Indexed keywords

1 ,3-DIPOLARCYCLOADDITION; [60] FULLERENE; ACTIVE LAYER; AZOMETHINE YLIDES; BULK HETEROJUNCTION; DEVICE FABRICATIONS; ELECTRON ACCEPTOR; ELECTRON DONORS; FABRICATED DEVICE; FULLEROPYRROLIDINES; IMPROVED SOLUBILITY; LUMO ENERGY LEVELS; ORGANIC PHOTOVOLTAICS; ORGANIC SOLAR CELL; PHENOTHIAZINE; PHOTOVOLTAIC DEVICES; POLYMER SOLAR CELLS; POST-ANNEALING TEMPERATURE; POWER CONVERSION EFFICIENCIES; PYRROLIDINES; WEIGHT RATIOS;

CONVERSION EFFICIENCY; CYCLOADDITION; FULLERENES; HETEROJUNCTIONS; INSECTICIDES; ORGANIC SOLVENTS; PHOTOVOLTAIC EFFECTS; SOLUBILITY;

ELECTRONS;

EID: 84862818517     PISSN: 03796779     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.synthmet.2012.01.004     Document Type: Article

References (32)

1. S. Gunes, H. Neugebauer, and N.S. Sariciftci Chem. Rev. 107 2007 1324 1338
2. H. Choi, J.S. Park, E. Jeong, G.-H. Kim, B.R. Lee, S.O. Kim, M.H. Song, H.Y. Woo, and J.Y. Kim Adv. Mater. 23 2011 2759 2763
3. C. Yang, J.Y. Kim, S. Cho, J.K. Lee, A.J. Heeger, and F. Wudl J. Am. Chem. Soc. 130 2008 6444 6450
4. Y.-J. Cheng, S.-H. Yang, and C.-S. Hsu Chem. Rev. 109 2009 5868 5923
5. C.H. Woo, B.C. Thompson, B.J. Kim, M.F. Toney, and J.M. Frechet J. Am. Chem. Soc. 130 2008 16324 16329
6. G. Li, V. Shrotriya, J. Huang, Y. Yao, T. Moriarty, K. Emery, and Y. Yang Nat. Mater. 4 2005 864 868
7. L. Huo, J. Hou, S. Zhang, H.-Y. Chen, and Y. Yang Angew. Chem. Int. Ed. 49 2010 1500 1503
8. Y. Zou, A. Naiari, P. Berrouard, S. Beaupre, B.R. Aich, Y. Tao, and M. Leclerc J. Am. Chem. Soc. 132 2010 5330 5331
9. Y. Liang, Y. Wu, D. Feng, S.-T. Tsai, H.-J. Son, G. Li, and L. Yu J. Am. Chem. Soc. 131 2009 56 57
10. R. Qin, W. Li, C. Li, C. Du, C. Veit, H.-F. Schleiermacher, M. Adersson, Z. Bo, Z. Liu, O. Inganas, U. Wuerfel, and F. Zhang J. Am. Chem. Soc. 131 2009 14612 14613
11. H.-Y. Chen, J. Hou, S. zhang, Y. Liang, G. Yang, Y. Yang, L. Yu, Y. Wu, and G. Li Nat. Photonics 3 2009 649 653
12. J. Hou, H.-Y. Chen, S. Zhang, R.I. Chen, Y. Yang, Y. Wu, and G. Li J. Am. Chem. Soc. 131 2009 15586 15587
13. 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. Photonics 3 2009 297 302
14. Y. Liang, Z. Xu, J. Xia, S.-T. Tsai, Y. Wu, G. Li, C. Ray, and L. Yu Adv. Mater. 22 2010 E135 E138
15. F. Huang, K.-S. Chen, H.-L. Yip, S.K. Hau, O. Acton, Y. Zhang, J. Luo, and A.K.-Y. Jen J. Am. Chem. Soc. 131 2009 13886 13887
16. S. Wen, J. Pei, Y. Zhou, P. Li, L. Xue, Y. Li, B. Xu, and W. Tian Macromolecules 42 2009 4977 4984
17. I.K. Boris, V.K. Oxana, J.G. Marco, and O.M. Ubaldo Ind. Eng. Chem. Res. 48 2009 545 571
18. C.A. Reed, and R.D. Bolskar Chem. Rev. 100 2000 1075 1120
19. D.M. Guldi, and S. Fukuzumi The small reorganization energy of fullerenes Fullerenes: From Synthesis to Optoelectronic Properties 2003 Kluwer Dordrecht, The Netherlands pp. 237-265
20. T.B. Singh, N. Marjanovic, G.J. Matt, S. Günes, N.S. Sariciftci, A.M. Ramil, A. Andreev, H. Sitter, R. Schwödiauer, and S. Bauer Org. Electron. 6 2005 105 110
21. Y.-W. Zhong, Y. Matsuo, and E. Nakamura J. Am. Chem. Soc. 129 2007 3052 3053
22. D.H. Hwang, S.K. Kim, M.J. Park, J.H. Lee, B.W. Koo, I.N. Kang, S.H. Kim, and T. Zyung Chem. Mater. 16 2004 1298 1303
23. D.H. Hwang, J.D. Lee, H.J. Cho, N.S. Cho, S.K. Lee, M.J. Park, H.K. Shim, and C. Lee Synth. Met. 158 2008 802 809
24. D. Mi, J.H. Kim, F. Xu, S.H. Lee, S.C. Yoon, W.S. Shin, S.J. Moon, C. Lee, and D.H. Hwang Sol. Energy Mater. Sol. Cells 95 2011 1182 1187
25. D.M. Guldi, C.L. Luo, and A. Swartz J. Org. Chem. 67 2002 1141 1152
26. J.L. Bredas, R. Silbey, D.S. Boudreaux, and R.R. Chance J. Am. Chem. Soc. 105 1983 6555 6559
27. Y.Z. Lee, X.W. Chen, S.A. Chen, P.K. Wei, and W.S. Fann J. Am. Chem. Soc. 123 2001 2296 2307
28. C.J. Brabec, A. Cravino, D. Meissner, N.S. Sariciftci, T. Fromherz, M.T. Rispens, L. Sanchez, and J.C. Hummelen Adv. Funct. Mater. 11 2001 374 380
29. P. Morvillo, and E. Bobeico Sol. Energy Mater. Sol. Cells 92 2008 1192 1198
30. L. Liu, Y. Shi, and Y. Yang Adv. Funct. Mater. 11 2001 420 424
31. H. Frohne, S.E. Shaheen, C.J. Brabec, D.C. Muller, N.S. Sariciftci, and K. Meerholz Chem. Phys. Chem. 3 2002 795 799
32. F.B. Kooistra, J. Knol, F. Kastenberg, L.M. Popescu, W.J.H. Verhees, J.M. Kroon, and J.C. Hummelen Org. Lett. 9 2007 551 554