Reducing regioisomers of fullerene-bisadducts by tether-directed remote functionalization: Investigation of electronically and sterically isomeric effects on bulk-heterojunction solar cells

ACS Applied Materials and Interfaces

Volumn 6, Issue 2, 2014, Pages 996-1004

  Liao, Ming Hung ^a   Lai, Yin Yu ^a   Lai, Yu Ying ^a   Chen, Yen Ting ^a   Tsai, Che En ^a   Liang, Wei Wei ^a   Cheng, Yen Ju ^a  

^a NATIONAL CHIAO TUNG UNIVERSITY   (Taiwan)

Author keywords

bis adducts; bulk heterojunction; regioisomers; shallow trap effect; solar cells; tether

Indexed keywords

BIS-ADDUCTS; BULK HETEROJUNCTION; REGIOISOMERS; SHALLOW-TRAP EFFECT; TETHER;

FULLERENES; HETEROJUNCTIONS; PLANTS (BOTANY); SOLAR CELLS; TETHERLINES;

PEOPLE MOVERS;

EID: 84892926967     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/am404485t     Document Type: Article

References (48)

1. Arias, A. C.; MacKenzie, J. D.; McCulloch, I.; Rivnay, J.; Salleo, A. Chem. Rev. 2010, 110, 3-24
2. Yu, G.; Gao, J.; Hummelen, J. C.; Wudl, F.; Heeger, A. J. Science 1995, 270, 1789-1791
3. Günes, S.; Neugebauer, H.; Sariciftci, N. S. Chem. Rev. 2007, 107, 1324-1338
4. Thompson, B. C.; Fréchet, J. M. J. Angew. Chem., Int. Ed. 2008, 47, 58-77
5. Cheng, Y.-J.; Yang, S.-H.; Hsu, C.-S. Chem. Rev. 2009, 109, 5868-5923
6. He, Y.; Li, Y. Phys. Chem. Chem. Phys. 2011, 13, 1970-1983
7. Li, C.-Z.; Yip, H.-L.; Jen, A. K.-Y. J. Mater. Chem. 2012, 22, 4161-4177
8. Green, M. A.; Emery, K.; Hishikawa, Y.; Warta, W.; Dunlop, E. D. Prog. Photovolt.: Res. Appl. 2013, 21, 827-837
9. Chen, H.-Y.; Hou, J.; Zhang, S.; Liang, Y.; Yang, G.; Yang, Y.; Yu, L.; Wu, Y.; Li, G. Nat. Photonics 2009, 3, 649-653
10. Brabec, C. J.; Cravino, A.; Meissner, D.; Sariciftci, N. S.; Fromherz, T.; Rispens, M. T.; Sanchez, L.; Hummelen, J. C. Adv. Funct. Mater. 2001, 11, 374-380
11. Scharber, M. C.; Mühlbacher, D.; Koppe, M.; Denk, P.; Waldauf, C.; Heeger, A. J.; Brabec, C. J. Adv. Mater. 2006, 18, 789-794
12. Koster, L. J. A.; Mihailetchi, V. D.; Blom, P. W. M. Appl. Phys. Lett. 2006, 88, 093511-1-093511-3
13. Kooistra, F. B.; Knol, J.; Kastenberg, F.; Popescu, L. M.; Verhees, W. J. H.; Kroon, J. M.; Hummelen, J. C. Org. Lett. 2007, 9, 551-554
14. Zhang, Y.; Yip, H.-L.; Acton, O.; Hau, S. K.; Huang, F.; Jen, A. K.-Y. Chem. Mater. 2009, 21, 2598-2600
15. Yang, C.; Kim, J. Y.; Cho, S.; Lee, J. K.; Heeger, A. J.; Wudl, F. J. Am. Chem. Soc. 2008, 130, 6444-6450
16. Backer, S. A.; Sivula, K.; Kavulak, D. F.; Fréchet, J. M. J. Chem. Mater. 2007, 19, 2927-2929
17. Lenes, M.; Wetzelaer, G.-J. A. H.; Kooistra, F. B.; Veenstra, S. C.; Hummelen, J. C.; Blom, P. W. M. Adv. Mater. 2008, 20, 2116-2119
18. He, Y.; Chen, H.-Y.; Hou, J.; Li, Y. J. Am. Chem. Soc. 2010, 132, 1377-1382
19. Cheng, Y.-J.; Hsieh, C.-H.; He, Y.; Hsu, C.-S.; Li, Y. J. Am. Chem. Soc. 2010, 132, 17381-17383
20. Zhao, G.; He, Y.; Li, Y. Adv. Mater. 2010, 22, 4355-4358
21. Ye, G.; Chen, S.; Xiao, Z.; Zuo, Q.; Wei, Q.; Ding, L. J. Mater. Chem. 2012, 22, 22374-22377
22. Han, G. D.; Collins, W. R.; Andrew, T. L.; Bulović, V.; Swager, T. M. Adv. Funct. Mater. 2013, 23, 3061-3069
23. Liu, C.; Xu, L.; Chi, D.; Li, Y.; Liu, H.; Wang, J. ACS Appl. Mater. Interfaces 2013, 5, 1061-1069
24. Kim, K.-H.; Kang, H.; Nam, O. Y.; Jung, J.; Kim, P. S.; Cho, C.-H.; Lee, C.; Yoon, S. C.; Kim, B. J. Chem. Mater. 2011, 23, 5090-5095
25. Li, C.-Z.; Yip, H.-L.; Jen, A. K.-Y. J. Mater. Chem. 2012, 22, 4161-4177
26. Ye, G.; Chen, S.; Xiao, Z.; Zuo, Q.; Wei, Q.; Ding, L. J. Mater. Chem. 2012, 22, 22374-22377
27. Zhang, C.; Chen, S.; Xiao, Z.; Zuo, Q.; Ding, L. Org. Lett. 2012, 14, 1508-1511
28. Cheng, Y.-J.; Liao, M.-H.; Chang, C.-Y.; Kao, W.-S.; Wu, C.-E.; Hsu, C.-S. Chem. Mater. 2011, 23, 4056-4062
29. Li, C.-Z.; Chien, S.-C.; Yip, H.-L.; Chueh, C.-C.; Chen, F.-C.; Matsuo, Y.; Nakamura, E.; Jen, A. K.-Y. Chem. Commun. 2011, 47, 10082-10084
30. He, Y.; Peng, B.; Zhao, G.; Zou, Y.; Li, Y. J. Phys. Chem. C 2011, 115, 4340-4344
31. Meng, X.; Zhang, W.; Tan, Z.; Li, Y.; Ma, Y.; Wang, T.; Jiang, L.; Shu, C.; Wang, C. Adv. Funct. Mater. 2012, 22, 2187-2193
32. Kim, K.-H.; Kang, H.; Kim, H. J.; Kim, P. S.; Yoon, S. C.; Kim, B. J. Chem. Mater. 2012, 24, 2373-2381
33. Hirsch, A.; Lamparth, I.; Karfunkel, H. R. Angew. Chem., Int. Ed. 1994, 33, 437-438
34. Kitaura, S.; Kurotobi, K.; Sato, M.; Takano, Y.; Umeyama, T.; Imahori, H. Chem. Commun. 2012, 48, 8550-8552
35. Bouwer, R. K. M.; Hummelen, J. C. Chem.-Eur. J. 2010, 16, 11250-11253
36. Bouwer, R. K. M.; Wetzelaer, G. -J.; Blom, P. W. M.; Hummelen, J. C. J. Mater. Chem. 2012, 22, 15412-15417
37. Lenes, M.; Shelton, S. W.; Sieval, A. B.; Kronholm, D. F.; Hummelen, J. C.; Blom, P. W. M. Adv. Funct. Mater. 2009, 19, 3002-3007
38. Frost, J. M.; Faist, M. A.; Nelson, J. Adv. Mater. 2010, 22, 4881-4884
39. Azimi, H.; Senes, A.; Scharber, M. C.; Hingerl, K.; Brabec, C. J. Adv. Energy Mater. 2011, 1, 1162-1168
40. Diederich, F.; Kessinger, R. Acc. Chem. Res. 1999, 32, 537-545
41. Bourgeois, J.-P.; Echegoyen, L.; Fibbioli, M.; Pretsch, E.; Diederich, F. Angew. Chem., Int. Ed. 1998, 37, 2118-2121
42. Taki, M.; Sugita, S.; Nakamura, Y.; Kasashima, E.; Yashima, E.; Okamoto, Y.; Nishimura, J. J. Am. Chem. Soc. 1997, 119, 926-932
43. Isaacs, L.; Haldimann, R. F.; Diederich, F. Angew. Chem., Int. Ed. 1994, 33, 2339-2342
44. Nierengarten, J.-F.; Gramlich, V.; Cardullo, F.; Diederich, F. Angew. Chem., Int. Ed. 1996, 35, 2101-2103
45. Ashton, P. R.; Diederich, F.; Gomez-Lopez, M.; Nierengarten, J.-F.; Preece, J. A.; Raymo, F. M.; Stoddart, J. F. Angew. Chem., Int. Ed. 1997, 36, 1448-1451
46. Dietel, E.; Hirsch, A.; Eichhorn, E.; Rieker, A.; Hackbarth, S.; Röder, B. Chem. Commun. 1998, 1981-1982
47. Atkinson, G. E.; Fischer, P. M.; Chan, W. C. J. Org. Chem. 2000, 65, 5048-5056
48. Nakamura, Y.; Takano, N.; Nishimura, T.; Yashima, E.; Sato, M.; Kudo, T.; Nishimura, J. Org. Lett. 2001, 3, 1193-1196