Tuning the absorption, charge transport properties, and solar cell efficiency with the number of thienyl rings in platinum-containing poly(aryleneethynylene)s

Journal of the American Chemical Society

Volumn 129, Issue 46, 2007, Pages 14372-14380

  Wong, Wai Yeung ^a   Wang, Xing Zhu ^a,b   He, Ze ^a   Chan, Kwok Kwan ^a   Djurišć, Aleksandra B ^c   Cheung, Kai Yin ^c   Yip, Cho Tung ^c   Ng, Alan Man Ching ^c   Yan, Yan Xi ^c   Mak, Chris S K ^c   Chan, Wai Kin ^c  

^a HONG KONG BAPTIST UNIVERSITY   (Hong Kong)

^b XIANGTAN UNIVERSITY   (China)

^c UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

PHOTOPHYSICS; POLYMER SOLAR CELL EFFICIENCY; SOLAR SPECTRA; THIENYL RINGS;

ABSORPTION; CHARACTERIZATION; CHARGE TRANSFER; COMPUTER SIMULATION; HETEROJUNCTIONS; PLATINUM COMPOUNDS; QUANTUM EFFICIENCY; TRANSPORT PROPERTIES;

SOLAR CELLS;

PLATINUM; POLY(3 HEXYLTHIOPHENE); POLYMER; THIAZOLE DERIVATIVE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ABSORPTION; ARTICLE; DEVICE; ILLUMINATION; LIGHT; PARAMETER; SYNTHESIS;

EID: 36448937485     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja074959z     Document Type: Article

References (94)

1. (a) Shaheen, S. E.; Ginley, D. S.; Jabbour, G. E. MRS Bull. 2005, 30, 10.
2. (b) Barnham, K. W. J.; Mazzer, M.; Clive, B. Nature 2006, 5, 161.
3. (a) Brabec, C. J.; Sariciftci, N. S.; Hummelen, J. C. Adv. Funct. Mater. 2001, 11, 15.
4. (b) Coakley, K. M.; McGehee, M. D. Chem. Mater. 2004, 16, 4533.
5. (c) Günes, S.; Neugebauer, H.; Sariciftci, N. S. Chem. Rev. 2007, 107, 1324.
6. (d) Winder, C.; Saricftci, N. S. J. Mater. Chem. 2004, 14, 1077.
7. (a) Kim, J. Y.; Kim, S. H.; Lee, H. H.; Lee, K.; Ma, W.; Gong, X.; Heeger, A. J. Adv. Mater. 2006, 18, 572.
8. (b) Reyes-Reyes, M.; Kim, K.; Carroll, D. J. Appl. Phys. Lett. 2005, 87, 083506.
9. (c) Kim, Y.; Cook, S.; Tuladhar, S. M.; Choulis, S. A.; Nelson, J.; Durrant, J. R.; Bradley, D. D. C.; Giles, M.; McCulloch, I.; Ha, C. S.; Ree, M. Nat. Mater. 2006, 5, 197.
10. (d) Li, G.; Shrotriya, V.; Huang, J.; Yao, Y.; Moriarty, T.; Emery, K.; Yang, Y. Nat. Mater. 2005, 4, 864.
11. (e) Li, G.; Shortriya, V.; Yao, Y.; Yang, Y. J. Appl. Phys. 2005, 98, 043704.
12. (f) Kim, Y.; Choulis, S. A.; Nelson, J.; Bradley, D. D. C.; Cook, S.; Durrant, J. R. Appl. Phys. Lett. 2006, 86, 063502.
13. (g) De Bettignies, R.; Leroy, J.; Firon, M.; Sentein, C. Synth. Met. 2006, 156, 510.
14. (h) Mihailetchi, V. D.; Xie, H.; de Boer, B.; Popescu, L. M.; Hummelen, J. C.; Blom, P. W. M.; Koster, L. J. A. Appl. Phys. Lett. 2006, 89, 012107.
15. (i) von Hauff, E.; Parisi, J.; Dyakonov, V. J. Appl. Phys. 2006, 100, 043702-1.
16. (j) Kim, K.; Liu, J.; Namboothiry, M. A. C.; Carroll, D. L. Appl. Phys. Lett. 2007, 90, 163511.
17. (a) Koster, L. J. A.; Mihailetchi, V. D.; Bloom, P. W. Appl. Phys. Lett. 2006, 88, 093511.
18. (b) Scharber, M. C.; Mühlbacher, D.; Koppe, M.; Denk, P.; Waldauf, C.; Heeger, A. J.; Brabec, C. J. Adv. Mater. 2006, 18, 789.
19. (c) Peet, J.; Kim, J. Y.; Coates, N. E.; Ma, W. L.; Moses, D.; Heeger, A. J.; Bazan, G. C. Nat. Mater. 2007, 6, 497.
20. (a) Zhou, Q.; Hou, Q.; Zheng, L.; Deng, X.; Yu, G.; Cao, Y. Appl. Phys. Lett. 2004, 84, 1653.
21. (b) Svensson, M.; Zhang, F.; Veenstra, S. C.; Verhees, W. J. H.; Hummelen, J. C.; Kroon, J. M.; Inganäs, O.; Anderson, M. R. Adv. Mater. 2003, 15, 988.
22. (c) Zhang, F.; Mammo, W.; Andersson, L. M.; Admassie, S.; Andersson, M. R.; Inganäs, O. Adv. Mater. 2006, 18, 2169.
23. (d) Hou, J.; Tan, Z.; Yan, Y.; He, Y.; Yang, C.; Li, Y. J. Am. Chem. Soc. 2006, 128, 4911.
24. (e) Mühlbacher, D.; Scharber, M.; Morana, M.; Zhu, Z.; Waller, D.; Gaudiana, R.; Brabec, C. Adv. Mater. 2006, 18, 2884.
25. (f) Wong, W.-Y.; Wang, X.-Z.; He, Z.; Djurišić, A. B.; Yip, C.-T.; Cheung, K.-Y.; Wang, H.; Mak, C. S.-K.; Chan, W.-K. Nat. Mater. 2007, 6, 521.
26. (g) Peet, J.; Kim, J. Y.; Coates, N. E.; Ma, W. L.; Moses, D.; Heeger, A. J.; Bazan, G. C. Nat. Mater. 2007, 6, 497.
27. (a) McNeill, C. R.; Abrusci, A.; Zaumsell, J.; Wilson, R.; McKiernan, M. J.; Burroughes, J. H.; Halls, J. J. M.; Greenham, N. C.; Friend, R. H. Appl. Phys. Lett. 2007, 90, 193506.
28. (b) Yao, Y.; Shi, C.; Li, G.; Shotriya, V.; Pei, Q.; Yang, Y. Appl. Phys. Lett. 2006, 89, 153507.
29. (c) Alam, M. M.; Jenekhe, S. A. Chem. Mater. 2004, 16, 4647.
30. (a) Manners, I. Science 2001, 294, 1664.
31. (b) Nguyen, P.; Gómez-Elipe, P.; Manners, I. Chem. Rev. 1999, 99, 1515.
32. (c) Kingsborough, R. P.; Swager, T. M. Prog. Inorg. Chem. 1999, 48, 123.
33. (d) Abd-El-Aziz, A. S. Macromol. Rapid Commun. 2002, 23, 995.
34. (e) Holliday, B. J.; Swager, T. M. Chem. Commun. 2005, 23.
35. (f) Fustin, C.-A.; Guillet, P.; Schubert, U. S.; Gohy, J.-F. Adv. Mater. 2007, 19, 1665.
36. (g) Abd-El-Aziz, A. S.; Todd, E. K. Coord. Chem. Rev. 2003, 246, 3.
37. (h) Abd-El-Aziz, A. S.; Carraher, C. E., Jr.; Pittman, C. U., Jr.; Zeldin, M. Macromolecules Containing Metal and Metal-Like Elements; Wiley-Interscience: New Jersey, 2005; Vol. 5.
38. (i) Wolf, M. O. J. Inorg. Organomet. Polym. Mater. 2006, 16, 189.
39. (j) Abd-El-Aziz, A. S., Manners, I., Eds. Frontiers in Transition Metal-Containing Polymers; Wiley-Interscience: New Jersey, 2007.
40. (k) Fyfe, H. B.; Mlekuz, M.; Zargarian, D.; Taylor, N. J.; Marder, T. B. J. Chem. Soc., Chem. Commun. 1991, 188.
41. (a) Younus, M.; Köhler, A.; Cron, S.; Chawdhury, N.; Al-Mandhary, M. R. A.; Khan, M. S.; Lewis, J.; Long, N. J.; Friend, R. H.; Raithby, P. R. Angew. Chem., Int. Ed. 1998, 37, 3036.
42. (b) Long, N. J.; Williams, C. K. Angew. Chem., Int. Ed. 2003, 42, 2586.
43. (c) Manners, I. Synthetic Metal-Containing Polymers; Wiley-VCH: Weinheim, 2004.
44. (d) Wong, W.-Y.; Ho, C.-L. Coord. Chem. Rev. 2006, 250, 2627.
45. (e) Chawdhury, N.; Köhler, A.; Friend, R. H.; Wong, W.-Y.; Lewis, J.; Younus, M.; Raithby, P. R.; Corcoran, T. C.; Al-Mandhary, M. R. A.; Khan, M. S. J. Chem. Phys. 1999, 110, 4963.
46. (f) Guo, F.; Kim, Y. G.; Reynolds, J. R.; Schanze, K. S. Chem. Commun. 2006, 1887.
47. (g) Silverman, E. E.; Cardolaccia, T.; Zhao, X.; Kim, K. Y.; Haskins-Glusac, K.; Schanze, K. S. Coord. Chem. Rev. 2005, 249, 1491.
48. (h) Köhler, A.; Wittman, H. F.; Friend, R. H.; Khan, M. S.; Lewis, J. Synth. Met. 1996, 77, 147.
49. (i) Wong, W.-Y. Comment Inorg. Chem. 2005, 26, 39.
50. (j) Wong, W.-Y. J. Inorg. Organomet. Polym. Mater. 2005, 15, 197.
51. (k) Yam, V. W.-W. Acc. Chem. Res. 2002, 35, 555.
52. (l) Szafert, S.; Gladysz, J. A. Chem. Rev. 2003, 103, 4175.
53. (m) Powell, C. E.; Humphrey, M. G. Coord. Chem. Rev. 2004, 248, 725.
54. (n) Bruce, M. I.; Low, P. J. Adv. Organomet. Chem. 2004, 50, 179.
55. (o) Uwe, U. H. F. Chem. Rev. 2000, 100, 1605.
56. (p) Davies, S. J.; Johnson, B. F. G.; Khan, M. S.; Lewis, J. J. Chem. Soc., Chem. Commun. 1991, 187.
57. (q) Lewis, J.; Khan, M. S.; Johnson, B. F. G.; Marder, T. B.; Fyfe, H. B.; Wittmann, F.; Friend, R. H.; Dray, A. E. J. Organomet. Chem. 1992, 425, 165.
58. (r) Fujikura, Y.; Sonogashira, K.; Hagihara, N. Chem. Lett. 1975, 1067.
59. (s) Sonogashira, K.; Takahashi, S.; Hagihara, N. Macromolecules 1977, 10, 879.
60. (t) Sonogashira, K.; Kataoka, S.; Takahashi, S.; Hagihara, N. J. Organomet. Chem. 1978, 160, 319.
61. (u) Takahashi, S.; Kuroyama, Y.; Sonogashira, K.; Hagihara, N. Synthesis 1980, 627.
62. (a) Xue, J.; Uchida, S.; Rand, B. P.; Forrest, S. R. Appl. Phys. Lett. 2004, 84, 3013.
63. (b) Robertson, N. Angew. Chem., Int. Ed. 2006, 45, 2338.
64. (c) Reagan, D. O.; Grätzel, M. Nature 1991, 353, 737.
65. (d) Grätzel, M. Inorg. Chem. 2005, 44, 6841.
66. (a) Roncali, J. Chem. Rev. 1997, 97, 173.
67. (b) Wong, W.-Y.; Choi, K.-H.; Lu, G.-L.; Shi, J.-X. Macromol. Rapid Commun. 2001, 22, 461.
68. (c) Köhler, A.; Younus, M.; Al-Mandhary, M. R. A.; Raithby, P. R.; Khan, M. S.; Friend, R. H. Synth. Met. 1999, 101, 246.
69. (d) Havinga, E. E.; Haeve, W.; Wynberg, H. Synth. Met. 1993, 55-57, 299.
70. (a) Yamamoto, T.; Suganuma, H.; Maruyama, T.; Inoue, T.; Muramatsu, Y.; Arai, M.; Komarudin, D.; Ooba, N.; Tomaru, S.; Sasaki, S.; Kubota, K. Chem. Mater. 1997, 9, 1217.
71. (b) Cao, J.; Kampf, J. W.; Curtis, M. D. Chem. Mater. 2003, 15, 404.
72. (c) MacLean, B. J.; Pickup, P. G. J. Mater. Chem. 2001, 11, 1357.
73. (d) Politis, J. K.; Curtis, M. D.; Gonzalez, L.; Martin, D. C.; He, Y.; Kanicki, J. Chem. Mater. 1998, 10, 1713.
74. (e) Masui, K.; Mori, A.; Okano, K.; Takamura, K.; Kinoshita, M.; Ikeda, T. Org. Lett. 2004, 6, 2011.
75. (a) Perepichka, I. F.; Perepichka, D. F.; Meng, H.; Wudl, F. Adv. Mater. 2005, 17, 2281.
76. (b) McCullough, R. D. Adv. Mater. 2005, 17, 2281.
77. (c) Fichou, D., Ed. Handbook of Oligo- and Polythiophenes; Wiley-VCH: New York, 1999.
78. (d) Roncali, J.; Blanchard, P.; Frère, P. J. Mater. Chem. 2005, 15, 1589.
79. (e) Stott, T. L.; Wolf, M. O. Coord. Chem. Rev. 2003, 246, 89.
80. (a) Zade, S. S.; Bendikov, M. Org. Lett. 2006, 8, 5243.
81. (b) Bäuerle, P. Adv. Mater. 1992, 4, 102.
82. (c) Lahti, P. M.; Obrzut, J.; Karasz, F. E. Macromolecules 1987, 20, 2023.
83. Wilson, J. S.; Chawdhury, N.; Al-Mandhary, M. R. A.; Younus, M.; Khan, M. S.; Raithby, P. R.; Köhler, A.; Friend, R. H. J. Am. Chem. Soc. 2001, 123, 9412.
84. (a) Garcia, P.; Pernaut, J. M.; Hapiot, P.; Wintgens, V.; Valat, P.; Garnier, F.; Delabouglise, D. J. Phys. Chem. 1993, 97, 513.
85. (b) Jestin, I.; Frère, P.; Mercier, N.; Levillain, E.; Stievenard, D.; Roncali, J. J. Am. Chem. Soc. 1998, 120, 8150.
86. (c) Diaz, A. F.; Crowley, J.; Bargon, J.; Gardini, G. P.; Torrance, J. B. J. Electroanal. Chem. 1981, 121, 355.
87. (d) Harima, Y.; Kim, D.-H.; Tsutitori, Y.; Jiang, X.; Patil, R.; Ooyama, Y.; Ohshita, J.; Kunai, A. Chem. Phys. Lett. 2006, 420, 387.
88. Dawson, W. R.; Windsor, M. W. J. Phys. Chem. 1968, 72, 3251.
89. (a) Thelakkat, M.; Schmidt, H.-W. Adv. Mater. 1998, 10, 219.
90. (b) Ashraf, R. S.; Shahid, M.; Klemm, E.; Al-Ibrahim, M.; Sensfuss, S. Macromol. Rapid Commun. 2006, 27, 1454.
91. Chatt, J.; Shaw, B. L. J. Chem. Soc. 1960, 4020.
92. Chatt, J.; Hayter, R. G. J. Chem. Soc., Dalton Trans. 1961, 896.
93. Mihailetchi, V. D.; Xie, H.; de Boer, B.; Koster, L. J. A.; Blom, P. W. M. Adv. Funct. Mater. 2006, 16, 699.
94. Liu, Z. T.; Kwok, H. S.; Djurišić, A. B. J. Phys. D: Appl. Phys. 2004, 37, 678.