Synthesis and photovoltaic properties of low-bandgap polymers based on N-arylcarbazole

Polymer

Volumn 52, Issue 8, 2011, Pages 1748-1754

  Wang, Lifen ^a   Fu, Yingying ^b   Zhu, Lei ^a   Cui, Guangrui ^a   Liang, Fushun ^a   Guo, Liping ^a   Zhang, Xintong ^a   Xie, Zhiyuan ^b   Su, Zhongmin ^a  

^a NORTHEAST NORMAL UNIVERSITY   (China)

^b CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY   (China)

Author keywords

Low bandgap polymers; N arylcarbazole; Polymer solar cells

Indexed keywords

BUTYRIC ACID; CHLORINE COMPOUNDS; ENERGY GAP; HETEROJUNCTIONS; ORGANIC POLYMERS; ORGANIC SOLVENTS; POLYMER SOLAR CELLS;

BULK HETEROJUNCTION SOLAR CELLS; EXCELLENT SOLUBILITY; LOW BANDGAP POLYMERS; PHOTOVOLTAIC PROPERTY; POWER CONVERSION EFFICIENCIES; SOLAR CELL FABRICATION; SUZUKI COUPLING REACTION; WEIGHT LOSS TEMPERATURES;

SOLAR CELLS;

EID: 79953206558     PISSN: 00323861     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymer.2011.02.029     Document Type: Article

References (67)

1. G. Yu, J. Gao, J.C. Hummelen, F. Wudl, and A.J. Heeger Science 270 1995 1789
2. J.Y. Kim, K. Lee, N.E. Coates, D. Moses, T.Q. Nguyen, M. Dante, T.Q. Nguyen, M. Dante, and A.J. Heeger Science 317 2007 222
3. K.M. Coakley, and M.D. McGehee Chem Mater 16 2004 4533
4. C.J. Brabec, N.S. Sariciftci, and J.C. Hummelen Adv Funct Mater 11 2001 15
5. For recent reviews, see: F.C. Krebs Sol Energy Mater Sol Cells 93 2009 394
6. G.V. Irene, and L.C. Monica Energy Environ Sci 2 2009 19
7. B. Kippelen, and J.L. Brédas Energy Environ Sci 2 2009 251
8. M. Helgesen, R. Søndergaard, and F.C. Krebs J Mater Chem 20 2010 36
9. For actual application of polymer solar cells: F.C. Krebs, M. Jørgensen, K. Norrman, O. Hagemann, J. Alstrup, T.D. Nielsen, J. Fyenbo, K. Larsen, and Jette Kristensen Sol Energy Mater Sol Cells 93 2009 422
10. F.C. Krebs, S.A. Gevorgyan, and J. Alstrup J Mater Chem 19 2009 5442
11. F.C. Krebs, T.D. Nielsen, J. Fyenbo, M. Wadstrøm, and M.S. Pedersen Energy Environ Sci 3 2010 512
12. J. Chen, and Y. Cao Acc Chem Res 42 2010 1709
13. P.M. Beaujuge, C.M. Amb, and J.R. Reynolds Acc Chem Res 43 2010 1396
14. C.J. Brabec, S. Gowrisanker, J.J.M. Halls, D. Laird, S. Jia, and S.P. Williams Adv Mater 22 2010 3839
15. F. Zhang, W. Mammo, L.M. Andersson, S. Admassie, M.R. Andersson, and O. Inganäs Adv Mater 18 2006 2169
16. F. Wang, J. Luo, K. Yang, J. Chen, F. Huang, and Y. Cao Macromolecules 38 2005 2253
17. E. Bundgaard, and F.C. Krebs Macromolecules 39 2006 2823
18. J. Peet, J.Y. Kim, N.E. Coates, W.L. Ma, D. Moses, A.J. Heeger, and G.C. Bazan Nat Mater 6 2007 497 500
19. J.K. Lee, W.L. Ma, C.J. Brabec, J. Yuen, J.S. Moon, J.Y. Kim, K. Lee, G.C. Bazan, and A.J.J. Heeger Am Chem Soc 130 2008 3619
20. M. Wienk, M. Turbiez, J. Gilot, and R.J. Janssen Adv Mater 20 2008 2556
21. Y. Liang, Zheng. Xu, J. Xia, S.T. Tsai, Y. Wu, G. Li, C. Ray, and L. Yu Adv Mater 2010 22 E135
22. 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
23. Y.-C. Chen, C.-Y. Yu, Y.-L. Fan, L.-I. Hung, C.-P. Chen, and C. Ting Chem Commun 46 2010 6503
24. M.M. Wienk, M.P. Struijk, and R.J. Janssen Chem Phys Lett 422 2006 488
25. P.T. Boudreault, S. Beaupré, and M. Leclerc Polym Chem 1 2010 127
26. N. Blouin, and M. Leclerc Acc Chem Res 41 2008 1110
27. N. Blouin, A. Michaud, and M. Leclerc Adv Mater 19 2007 2295
28. N. Blouin, A. Michaud, D. Gendron, S. Wakim, E. Blair, R. Neagu-Plesu, M. Belletête, G. Durocher, Y. Tao, and M.J. Leclerc Am Chem Soc 130 2008 732
29. Y. Zou, D. Gendron, R. Badrou-Ach, A. Najari, Y. Tao, and M. Leclerc Macromolecules 42 2009 2891
30. R. Qin, W. Li, C. Li, C. Du, C. Veit, H.F. Schleiermacher, M. Andersson, Z. Bo, Z. Liu, Ingans, U. Wuerfel, and F. Zhang J Am Chem Soc 131 2009 14612 14613
31. E. Zhou, S. Yamakawa, K. Tajima, C. Yang, and K. Hashimoto Chem Mater 21 2009 4055
32. E. Zhou, J. Cong, S. Yamakawa, Q. Wei, M. Nakamura, K. Tajima, C. Yang, and K. Hashimoto Macromolecules 43 2010 2873
33. E. Zhou, J. Cong, K. Tajima, and K. Hashimoto Chem Mater 22 2010 4890
34. S.H. Park, A. Roy, S. Beaupré, S. Cho, N. Coates, J.S. Moon, D. Moses, M. Leclerc, K. Lee, and A.J. Heeger Nat Photonics 3 2009 297
35. J. Lu, F. Liang, N. Drolet, J. Ding, Y. Tao, and R. Movileanua Chem Commun 42 2008 5315 5317
36. F. Shi, G. Fang, F. Liang, L. Wang, Z. Mu, X. Zhang, Z. Xie, and Z. Su Eur Polym J 46 2010 1770
37. Only one example was found in a recent publication, see: D. Mohamad, R.G. Johnson, D. Janeliunas, M. Kirkus, H. Yi, D.G. Lidzey, and A. Iraqi J Mater Chem 20 2010 6990 The solar cell performances (power conversion efficiencies and open-circuit voltages) are much lower than that reported in this paper
38. R. Koguchi, N. Kobayashi, T. Shinnai, K. Oikawa, K. Tsuchiya, and M. Kijima Macromol Chem Phys 209 2008 439
39. H. Li, Y. Zhang, Y. Hu, D. Ma, L. Wang, X. Jing, and F. Wang Macromol Chem Phys 205 2004 247
40. T. Mori, and M. Kijima Eur Polym J 45 2009 1149
41. 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. Janssen J Adv Mater 2010 22 E242
42. M. Zhang, H. Fan, X. Guo, Y. He, Z. Zhang, J. Min, J. Zhang, G. Zhao, X. Zhan, and Y. Li Macromolecules 43 2010 5706
43. C. Duan, W. Cai, F. Huang, J. Zhang, M. Wang, T. Yang, C. Zhong, X. Gong, and Y. Cao Macromolecules 43 2010 5262
44. H. Zhou, L. Yang, S.C. Price, K.J. Knight, and W. You Angew Chem Int Ed 49 2010 7992
45. J. Hou, T.L. Chen, S. Zhang, L. Huo, S. Sista, and Y. Yang Macromolecules 42 2009 9217
46. Z. Ning, and H. Tian Chem Commun 2009 5483
47. J. Roncali Acc Chem Res 42 2009 1719
48. J. Zhang, Y. Yang, C. He, Y. He, G. Zhao, and Y. Li Macromolecules 42 2009 7619
49. M. Velusamy, J.-H. Huang, Y.-C. Hsu, H.-H. Chou, K.-C. Ho, W.-H. Chang, J.T. Lin, and C.-W. Chu Org Lett 11 2009 4898
50. R. Tang, Z. Tan, Y. Li, and F. Xi Chem Mater 18 2006 1053
51. P. Shen, G. Sang, J. Lu, B. Zhao, M. Wan, Y. Zou, Y. Li, and S. Tan Macromolecules 41 2008 5716
52. J. Lu, P.F. Xia, P.K. Lo, Y. Tao, and M.S. Wong Chem Mater 18 2006 6194
53. J.-H. Tsai, Y.-C. Lai, T. Higashihara, C.-J. Lin, M. Ueda, and W.-C. Chen Macromolecules 43 2010 6085
54. K. Pilgram, M. Zupan, and R.J. Skile Heterocycl Chem 6 1970 629
55. F. Dierschke, A.C. Grimsdale, and K. Müllen Synthesis 16 2003 2470
56. A. Iraqi, and I. Wataru Chem Mater 16 2004 442
57. H. Jian, and J.M. Tour J Org Chem 68 2003 5091
58. A. Iraqi, T.G. Simmance, H. Yi, M. Stevenson, and D.G. Lidzey Chem Mater 18 2006 5789
59. W. Zeng, Y. Cao, Y. Bai, Y. Wang, Y. Shi, M. Zhang, F. Wang, C. Pan, and P. Wang Chem Mater 22 2010 1915
60. F. Liang, J. Lu, J. Ding, R. Movileanu, and Y. Tao Macromolecules 42 2009 6107
61. Y. Li, J. Ding, M. Day, Y. Tao, J. Lu, and M. D'iorio Chem Mater 16 2004 2165
62. R. Mondal, N. Miyaki, H.A. Becerril, J.E. Norton, J. Parmer, A.C. Mayer, M.L. Tang, J.L. Brédas, M.D. McGehee, and Z. Bao Chem Mater 21 2009 3618
63. J. Pommerehne, H. Vestweber, W. Guss, R.F. Mahrt, H. Bassler, M. Porsch, and J. Daub Adv Mater 7 1995 551
64. L. Huo, J. Hou, S. Zhang, H.Y. Chen, and Y. Yang Angew Chem Int Ed 49 2010 1500
65. J. Cremer, P. Bäuerle, M.M. Wienk, and R.A. Janssen J Chem Mater 18 2006 5832
66. M.-C. Yuan, M.-Y. Chiu, S.-P. Liu, C.-M. Chen, and K.-H. Wei Macromolecules 43 2010 6936
67. F. Huang, K.-S. Chen, H.-L. Yip, S.K. Hau, O. Acton, Y. Zhang, J. Luo, and A.K.-Y.J. Jen Am Chem Soc 131 2009 13886