臺灣博碩士論文加值系統

本論文目的為發展新型主鏈予體－受體型共軛高分子於異質接面太陽能電池之應用。我們首先合成一具強拉電子能力及高平面性之苯并呋喃(benzo[c][1,2,5]oxadiazole)基團及一推電子基團苯并二噻吩(benzo[1,2-b:4,5- b′]dithiophene)於主鏈之共軛高分子PBDTBO，並藉由導入烷氧基於苯并呋喃片段，藉此提升高分子之溶解度，此高分子具有良好之熱穩定性，相當高之分子量(Mn=62 kg mol-1)，優良之溶解度及較低之最高填滿分子軌域能階(-5.27eV)，在製成太陽能電池元件後，不需經由退火或添加劑之處理即具有相當之開路電壓為0.86 V與能量轉換效率為5.7%。我們接著合成一系列含噻吩衍生物為推電子基團，苯并呋喃為拉電子基團之結晶性高分子—PTHBO、PBTTBO、PTTTBO，此系列高分子具有高度結晶特性，與低的最高填滿分子軌域能階(5,.47eV)，其太陽能電池元件可獲得開路電壓為1.02 V，且由於其高度結晶特性，其中PBTTBO可得一相當高之填充因子(FF=74%)，在經由添加劑之修飾後，PTTTBO可得一能量轉換效率為5.3%。隨後我們利用一強推電子基團并雙噻吩及其衍生物為電子予體，與苯并呋喃進行聚合，合成出一系列具寬廣吸收(350至700奈米)，良好熱穩定性之高分子—PCyTBO、PCySiTBO、PCyNTBO，其中PCySiTBO亦具有結晶之特性，在製成太陽能電池元件後，由於其寬廣之吸收範圍有利於吸收較多之光子並產生較高之光電流(13.8 mA cm-2)其能量轉換效率可達5.0%。最後我們進一步利用弱推電子基團與強拉電子基團之設計概念合成出一系列弱推電子基團咔唑及茀衍生物與苯并呋喃聚合之高分子，PFTBO、PAFTBO、PCTBO，此系列高分子成功降低最高填滿分子軌域能階，並在製成高分子太陽能電池元件後得到相當高之開路電壓(PFTBO, 1.04 V; PAFTBO, 0.97 V; PCTBO, 0.98 V)，且不需經由退火或添加劑之處理即可得一能量轉換效率為4%。

The objective of this thesis is to develop new main chain donor–acceptor (D–A) conjugated polymers for bulkheterojunction (BHJ) solar cell applications. First of all, we have used Stille coupling to prepare a low-bandgap conjugated polymer, PBDTBO, featuring alternating benzo[1,2-b:4,5- b′]dithiophene (BDT) and 5,6-bis(octyloxy)benzo[c][1,2,5]oxadiazole (BO) units in its backbone, This polymer exhibited good thermal stability, acceptable solubility, high molecular weight (Mn = 62 kg mol–1), and a low HOMO energy level(-5.27 eV). A BHJ polymer solar cells incorporating PBDTBO and PC61BM (blend weight ratio, 1:1), prepared without requiring special treatment, exhibited a high open-circuit voltage (0.86 V) and a high solar energy PCE (5.7%). Second, We have used Stille coupling polymerization to prepare a series of new crystalline, conjugated polymers—PTHBO, PBTTBO, and PTTTBO—featuring alternating thiophene-based building blocks and BO units in their backbones. These polymers possess excellent crystallinity, thermal stability and low-lying HOMO energy levels (-5.47eV). These desirable properties make PTHBO, PBTTBO, and PTTTBO promising materials for solar cell applications. A device incorporating PTTTBO and PC61BM (blend weight ratio, 1:1), with DIO (0.5 vol%) as an additive, exhibited a high value of Voc of 0.87 V and a PCE of 5.3%. Subsequently, We have used Stille coupling polymerization to prepare a series of new crystalline, conjugated polymers—PCyTBO, PCySiTBO, and PCyNTBO—featuring alternating C-, Si-, and N-bridged dithiophene-based building blocks and BO units in their backbones. These polymers exhibit broad absorption (350 to 700 nm) and good thermal stability, and PCySiTBO possess good crystallinity, making them promising materials for solar cell applications. A device incorporating PCySiTBO and PC71BM (blend weight ratio, 1:1), with DIO (2 vol%) as an additive, exhibited a value of Voc of 0.64 V, a value of Jsc of 13.8 mA cm–2, a FF of 0.57, and a PCE of 5.0%. Finally, We have used Suzuki coupling polymerization to prepare a series of new conjugated polymers—PFTBO, PAFTBO, and PCTBO—featuring alternating 9,9-dialkylfluorine, alkylidene fluorine and N-alkyl-2,7-carbazole units as weak electron-rich building blocks and BO units as the electron-deficient acceptors in their backbones. The successfully lowered HOMO energy levels translated into high open circuit voltage of BHJ photovoltaic devices fabricated from blend of these polymers with PCBM (PFTBO, 1.04 V; PAFTBO, 0.97 V; PCTBO, 0.98 V). A device incorporating PCTBO and PC61BM (blend weight ratio, 1:1), exhibited a high value of Voc of 0.98 V, a value of Jsc of 7.2 mA cm–2, a FF of 0.58, and a PCE of 4.1% without any post treatment.

Abstract i
摘要 iii
誌謝 iv
Figure List viii
Scheme and Table List xiii
Chapter 1: Introduction 1
1-1 Introduction of Polymer Solar Cells 1
1-2 The Principle of Bulk Heterojunction Polymer Solar Cells 3
1-3 Literature Review of Materials for Bulk Heterojunction Polymer Solar Cells 7
1-3-1 Side Chain Donor–Acceptor Conjugated Polymers 11
1-3-2 Main Chain Donor–Acceptor Conjugated Polymers 13
1-4 Motivation 17
Chapter 2: Synthesis, Characterization, and Photovoltaic Properties of a Low-Bandgap Copolymer Based on 2,1,3-Benzooxadiazole 20
2-1 Introduction 20
2-2 Experimental 22
2-3 Results and Discussion 30
2-4 Conclusions 35
Chapter 3: Crystalline Low–Band Gap Polymers Comprising Thiophene and 2,1,3-Benzooxadiazole Units for Bulk Heterojunction Solar Cells 44
3-1 Introduction 44
3-2 Experimental 46
3-3 Results and Discussion 55
3-4 Conclusions 63
Chapter 4: The New Low–Band Gap Polymers Comprising C-, Si-, or N-Bridged Dithiophene and alkoxy-modified 2,1,3-Benzooxadiazole Units for Bulk Heterojunction Solar Cells 74
4-1 Introduction 74
4-2 Experimental 77
4-3 Results and Discussion 82
4-4 Conclusions 92
Chapter 5: Benzooxadiazole–Based Donor–Acceptor Copolymer for Bulk Heterojunction Solar Cells with High Open–Circuit Voltage 105
5-1 Introduction……………………………………………………………………..105
5-2 Experimental 108
5-3 Results and Discussion 113
5-4 Conclusions 119
Chapter 6: Conclusions 129
References 131
Publication List 142

References
(1) Coakley, K. M.; McGehee, M. D. Chem. Mater. 2004, 16, 4533.
(2) Günes, S.; Neugebauer, H.; Sariciftci, N. S. Chem. Rev. 2007, 107, 1324.
(3) Krebs, F. C.; Jorgensen, M.; Norrman, K.; Hagemann, O.; Alstrup, J.; Nielsen, T. D.; Fyenbo, J.; Larsen, K.; Kristensen, J. Sol. Energy Mater. Sol. Cells 2009, 93, 422.
(4) Krebs, F. C.; Gevorgyan, S. A.; Alstrup, J. J. Mater. Chem. 2009, 19, 5442.
(5) Zhang, F.; Svensson, M.; Andersson, M. R.; Maggini, M.; Bucella, S.; Menna, E.; Inganas, O. Adv. Mater. 2001, 13, 1871.
(6) Cravino, A.; Sariciftci, N. S. J. Mater. Chem. 2002, 12, 1931.
(7) Tan, Z.; Hou, J.; He, Y.; Zhou, E.; Yang, C.; Li, Y. Macromolecules 2007, 40, 1868.
(8) Koyuncu, S.; Zafer, C.; Koyuncu, F. B.; Aydin, B.; Can, M.; Sefer, E.; Ozdemir, E.; Icli, S. J. Polym. Sci., Part A: Polym. Chem. 2009, 47, 6280.
(9) Alm, M. M.; Jenekhe, S. A. Chem. Mater. 2004, 16, 4647.
(10) Kietzke, T; Hörhold, H.-H.; Neher, D. Chem. Mater. 2005, 17, 6532.
(11) Zhan, X.; Tan, Z.; Domercq, B.; An, Z.; Zhang, X.; Barlow, S.; Li, Y.; Zhu, D.; Kippelen, B.; Marder, S. R. J. Am. Chem. Soc. 2007, 129, 7246.
(12) Holcombe, T. W.; Woo, C. H.; Kavulak, D. F. J.; Thompson, B. C.; Fréchet, J. M. J. J. Am. Chem. Soc. 2009, 131, 14160.
(13) Hunyh, W.; Dittmer, J.; Alivisatos, A. P. Science 2002, 295, 2425.
(14) Huynh, W. U.; Dittmer, J. J.; Libby, W. C.; Whiting, G. L.; Alivisatos, A. P. Adv. Funct. Mater. 2003, 13, 73.
(15) McDonald, S.; Konstantanos, G.; Zhang, S.; Cyr, P. W.; Levira, L.; Sargent, H. Nat. Mater. 2005, 4, 138.
(16) Zhou, Y.; Li, Y.; Zhong, H.; Hou, J.; Ding, Y.; Yang, C.; Li, Y. Nanotechnology 2006, 17, 4041.
(17) Yu, G.; Gao, J.; Hummelen, J. C.; Wudl, F.; Heeger, A. J. Science 1995, 270, 1789.
(18) Li, Y.; Zou, Y. Adv. Mater. 2008, 20, 2952.
(19) Dennler, G.; Scharber, M. C.; Brabec, C. J. Adv. Mater. 2009, 21, 1323.
(20) Cheng, Y.-J.; Yang, S.-H.; Hsu, C.-S. Chem. Rev. 2009, 109, 5868.
(21) Chen, J.; Cao, Y. Acc. Chem. Res. 2009, 42, 1709.
(22) Inganäs, O.; Zhang, F.; Andersson, M .R. Acc. Chem. Res. 2009, 42, 1731.
(23) Liang, Y.; Yu, L. Acc. Chem. Res. 2010, 43, 1227.
(24) Po, R.; Maggini, M.; Camaioni, N. J. Phys. Chem. C 2010, 114, 695.
(25) Winder, C.; Sariciftci, N .S. J. Mater. Chem. 2004, 14, 1077.
(26) Scharber, M. C.; Mühlbacher, D.; Koppe, M.; Denk, P.; Waldauf, C.; Heeger, A. J.; Brabec, C. J. Adv. Mater. 2006, 18, 789.
(27) Thompson, B. C.; Fréchet, J. M. J. Angew. Chem. Int. Ed. 2008, 47, 58.
(28) Son, H. J.; He, F.; Carsten, B.; Yu, L. P. J. Mater. Chem. 2011, 21, 18934
(29) .Rostalski, J.; Meissner, D. Sol. Energy Mater. Sol. Cells 2000, 61, 87.
(30) Shaheen, S. E., Brabec, C. J., Sariciftci, N. S., Padinger, F., Fromherz, T., and Hummelen, J. C. Appl. Phys. Lett. 2001, 78, 841– 843
(31) Brabec, C. J., Shaheen, S. E., Winder, C., Sariciftci, N. S., and Denk, P. Appl. Phys. Lett. 2002, 80, 1288– 1290
(32) Reyes-Reyes, M., Kim, K., and Carroll, D. L. Appl. Phys. Lett. 2005, 87, 3
(33) Kim, J. Y., Kim, S. H., Lee, H. H., Lee, K., Ma, W. L., Gong, X., and Heeger, A. J. Adv. Mater. 2006, 18, 572
(34) Ma, W. L., Yang, C. Y., Gong, X., Lee, K., and Heeger, A. J. Adv. Funct. Mater. 2005, 15, 1617– 1622
(35) Li, G., Shrotriya, V., Huang, J. S., Yao, Y., Moriarty, T., Emery, K., and Yang, Y. Nat. Mater. 2005, 4, 864– 868
(36) Dennler, G., Scharber, M. C., and Brabec, C. J. Adv. Mater. 2009, 21, 1323– 1338
(37) 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., and Ree, M. Nat. Mater. 2006, 5, 197
(38) Gadisa, A., Mammo, W., Andersson, L. M., Admassie, S., Zhang, F., Andersson, M. R., and Inganäs, O. Adv. Funct. Mater. 2007, 17, 3836
(39) Zhang, F., Jespersen, K. G., Björström, C., Svensson, M., Andersson, M. R., Sundström, V., Magnusson, K., Moons, E., Yartsev, A., and Inganäs, O. Adv. Funct. Mater. 2006, 16, 667
(40) Andersson, L. M., Zhang, F., and Inganäs, O. Appl. Phys. Lett. 2007, 91 071108
(41) Kroon, R., Lenes, M., Hummelen, J. C., Blom, P. W. M., and de Boer, B. Polym. Rev. 2008, 48, 531
(42) Bundgaard, E. and Krebs, F. C. Sol. Energy Mater. Sol. Cells 2007, 91, 954
(43) Park, S. H., Roy, A., Beaupre, S., Cho, S., Coates, N., Moon, J. S., Moses, D., Leclerc, M., Lee, K., and Heeger, A. J. Nat. Photonics 2009, 3, 297
(44) Liang, Y. Y., Feng, D. Q., Wu, Y., Tsai, S. T., Li, G., Ray, C., and Yu, L. P. J. Am. Chem. Soc. 2009, 131, 7792
(45) Chen, H.-Y., Hou, J., Zhang, S., Liang, Y., Yang, G., Yang, Y., Yu, L., Wu, Y., and Li, G. Nat. Photonics 2009, 3, 649
(46) Scharber, M. C., Mühlbacher, D., Koppe, M., Denk, P., Waldauf, C., Heeger, A. J., and Brabec, C. J. Adv. Mater. 2006, 18, 789
(47) Thompson, B. C. and Fréchet, J. M. J. Angew. Chem., Int. Ed. 2008, 47, 58
(48) Chang, Y.-T.; Hsu, S.-L.; Su, M.-H.; Wei, K.-H. Adv. Mater. 2009, 21, 2093.
(49) Wang, H.-S.; Su, M.-S.; Wei, K.-H. J. Polym. Sci., Part A: Polym. Chem. 2010, 48, 3331.
(50) Zhang, Z. G.; Liu, Y. L.; Yang, Y.; Hou, K.; Peng, B.; Zhao, G.; Zhang, M.; Guo, X.; Kang, E. T.; Li, F. Macromolecules 2010, 43, 9376.
(51) Huang, F.; Chen, K. S.; Yip, H. L.; Hau, S. K.; Acton, O.; Zhang, Y.; Luo, J.; Jen, A; K. Y. J. Am. Chem. Soc. 2009, 131, 13886.
(52) Zhou, H.; Yang, Y.; Stuart, A. C.; Price, S. C.; Liu, S. and You, W. Angew. Chem., Int. Ed., 2011, 50, 2995.
(53) Price, S. C.; Stuart, A. C.; Yang, L.; Zhou, H. and You, W. J. Am. Chem. Soc., 2011, 133, 4625.
(54) Wienk, M. M.; Turbiez, M.; Gilot, J. and Janssen, R. A. J. Adv.Mater., 2008, 20, 2556.
(55) Huo, L. J.; Hou, J. H.; Chen, H. Y.; Zhang, S. Q.; Jiang, Y.; Chen, T. L. and Yang, Y. Macromolecules, 2009, 42, 6564.
(56) Su, M. S.; Kuo, C. Y.; Yuan, M. C.; Jeng, U. S.; Su, C. J. and Wei, K. H. Adv. Mater., 2011, 23, 3315
(57) Chu, T.; Lu, J.; Beaupr, S.; Zhang, Y.; Pouliot, J.; Wakim, S.; Zhou, J.; Leclerc, M.; Li, Z.; Ding J.; and Tao, Y.; J. Am. Chem. Soc., 2011, 133, 4250.
(58) Qin, R. P.; Li, W. W.; Li, C. H.; Du, C.; Veit, C.; Schleiermacher, H. F.; Andersson, M.; Bo, Z. S.; Liu, Z. P.; Inganas, O.; Wuerfel, U. and Zhang, F. L.; J. Am. Chem. Soc., 2009, 131, 14612.
(59) Son, H.J.; Wang, W.; Xu, T;. Liang, Y.; Wu, Y.; Liand G.; Yu, L. J.Am. Chem. Soc., 2011, 133, 1885.
(60) G. Yu, J. Gao, J. C. Hummelen, F. Wudl and A. J. Heeger, Science, 1995, 270, 1789.
(61) S. Günes, H. Neugebauer and N. S. Sariciftci, Chem. Rev., 2007, 107, 1324.
(62) M. M. Wienk, J. M. Koon, W. J. H. Verhees, J. Knol, J. C. Hummelen, P. A. van Hal and R. A. J. Janssen, Angew. Chem. Int. Ed., 2003, 42, 3371.
(63) M. Y. Chiu, U. S. Jeng, C. H. Su, K. S. Liang and K. H. Wei, Adv. Mater., 2008, 20, 2573.
(64) F. Zhang, M. Svensson, M. R. Andersson, M. Maggini, S. Bucella, E. Menna and O. Inganäs, Adv. Mater., 2001, 13, 1871.
(65) J. H. Park, D. S. Chung, D. H. Lee, H. Kong, I. H. Jung, M. J. Park, N. S. Cho, C. E. Park and H. K. Shim, Chem. Commun., 2010, 46, 1863.
(66) L. Huo, H. Y. Chen, J. Hou, T. L. Chen and Y. Yang, Chem. Commun., 2009, 5570.
(67) Y. Zou, D. Gendron, R. Neagu and M. Leclerc, Macromolecules., 2009, 42, 6361.
(68) C. H. Woo, P. M. Beaujuge, T. W. Holcombe, O. P. Lee and J. M. J. Fréchet, J. Am. Chem. Soc., 2010, 132, 15547.
(69) G. Y. Chen, C. M. Chiang, D. Kekuda, S. C. Lan, C. W. Chu and K. H. Wei, J. Polm. Sci. Part A: Polym. Chem., 2010, 48, 1669.
(70) J. C. Bijleveld, V. S. Gevaert, D. D. Nuzzo, M. Turbiez, S. G. J. Mathijssen, D. M. de Leeuw, M. M. Wienk and R. A. J. Janssen, Adv. Mater., 2010, 22, E242.
(71) Y. Zou, A. Najari, P. Berrouard, S. Beaupre, B. R. Aich, Y. Tao and M. Leclerc, J. Am. Chem. Soc., 2010, 132, 5330.
(72) Y. Zhang, S. K. Hau, H. L. Yip, Y. Sun, O. Acton and A. K. Y. Jen, Chem. Mater., 2010, 22, 2696.
(73) M. C. Yuan, M. Y. Chiu, C. M. Chiang and K. H. Wei, Macromolecules, 2010, 43, 6936.
(74) Y. Zhang, J. Zou, H. L. Yip, Y. Sun, J. A. Davies, K. S. Chen, O. Acton and A. K. J. Jen, J. Mater. Chem., 2011, 21, 3895.
(75) G. Y. Chen, Y. H. Cheng, Y. J. Chou, M. S. Su, C. M. Chen and K. H. Wei, Chem. Commun., 2011, DOI: 10.1039/c1cc10585j.
(76) J. S. Hae, W. Wei, X. Tao, L. Yongye, W. Yue, L. Gang and L. Yu, J. Am. Chem. Soc., 2011, 133, 1885.
(77) B. Kim, B. Ma, V. R. Donuru, H. Liu and J. M. J. Fréchet, Chem. Commun., 2010, 46, 4148.
(78) Y. T. Chang, S. L. Hsu, M. H. Su and K. H. Wei, Adv. Mater., 2009, 21, 2093.
(79) Y. T. Chang, S. L. Hsu, G. Y. Chen, M. H. Su, T. A. Sing, E. W. G. Diau and K. H. Wei, Adv. Funct. Mater., 2008, 18, 2356.
(80) Y. T. Chang, S. L. Hsu, M. H. Su and K. H. Wei, Adv. Funct. Mater., 2007, 17, 3326.
(81) 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., 2009, 131, 13886.
(82) C. J. Brabec, A. Cravino, D. Meissner, N. S. Sariciftci, T. Fromherz, M. T. Rispens, L. Sanchez and J. C. Hummelen, Adv. Funct. Mater., 2001, 11, 374.
(83) M. C. Scharber, D. Mühlbacher, M. Koppe, P. Denk, C. Waldauf, A. J. Heeger and C. J. Brabec, Adv. Mater., 2006, 18, 789.
(84) H. Pan, Y. Li, Y. Wu, P. Liu, B. S. Ong, S. Zhu and G. Xu, J. Am. Chem. Soc., 2007, 129, 4112.
(85) N. Blouin, A. Michaud, D. Gendron, S. Wakim, E. Blair, R. N. Plesu, M. Belletete, G. Durocher, Y. Tao and M. Leclerc, J. Am. Chem. Soc., 2008, 130, 732.
(86) J. C. Bijleveld, M. Shahid, J. Gilot, M. M. Wienk and R. A. J. Janssen, Adv. Funct. Mater., 2009, 19, 3262.
(87) C. V. Hoven, X. D. Dung, R. C. Coffin, J. Peet, T. Q. Nguyen and C. C. Bazan, Adv. Mater., 2010, 22, E63.
(88) P. Qin, W. Li, C. Li, C. Du, C. Veit, H. F. Schleiermacher, M. Andersson, Z. Bo, Z. Liu, O. Inganas, U. Wuerfel and F. Zhang, J. Am. Chem. Soc., 2009, 131, 14612.
(89) Y. Zou, A. Najari, P. Berrouard, S. Beaupre, B. R. Aich, Y. Tao and M. Leclerc, J. Am. Chem. Soc., 2010, 132, 5330.
(90) D. A. M. Egbe, L. H. Nguyen, H. Hoppe, D. Mühlbacher and N. S. Sariciftci, Macromol. Rapid Commun., 2005, 26, 1389.
(91) Z. K. Chen, W. Huang, L. H. Wang, E. T. Kang, B. J. Chen, C. S. Lee and S. T. Lee, Macromolecules, 2000, 33, 9015.
(92) E. Wang, M. Wang, L. Wang, C. Duanm, J. Zhang, W. Cai, C. He, H. Wu and Y. Cao, Macromolecules, 2009, 42, 4410.
(93) J. Hou, M. H. Park, S. Zhang, Y. Yao, L. M. Chen, J. H. Li and Y. Yang, Macromolecules, 2008, 41, 6012.
(94) J. Y. Kim, K. Lee, N. E. Coates, D. Moses, T. Q. Nguyen, M. Dante and A. J. Heeger, Science, 2007, 317, 222.
(95) M. C. Yuan, M. Y. Chiu, C. M. Chiang and K. H. Wei, Macromolecules, 2010, 43, 6270.
(96) G. Y. Chen, Y. H. Cheng, Y. J. Chou, M. S. Su, C. M. Chen and K. H. Wei, Chem. Commun., 2011, 47, 5064.
(97) J. M. Jiang, P. A. Yang, H. C. Chen and K. H. Wei, Chem. Commun., 2011, 47, 8877
(98) J. Peet, J. Y. Kim, N. E. Coates, W. L. Ma, D. Moses, A. J. Heeger and G. C. Bazan, Nature Mater., 2007, 65, 497.
(99) I. Osaka, G. Sauve, R. Zhang, T. Kowalewski and R. D. McCullough, Adv. Mater., 2007, 19, 4160.
(100) J. Li, F. Qin, C. M. Li, Q. Bao, M. B. Chan-Park, W. Zhang, J. Qin and B. S. Ong, Chem. Mater. 2008, 20, 2057.
(101) R. Rieger, D. Beckmann, W. Pisula, W. Steffen, M. Kastler and K. Mullen, Adv. Mater., 2010, 22, 83.
(102) Y. Li, Y. Wu, P. Liu, M. Birau, H. Pan and B. S. Ong, Adv. Mater., 2006, 18, 3029.
(103) Y. W. Li, Z. F. Li, C. Y. Wang, H. Li, H. G. Lu, B. Xu and W. J. Tian, J. Polym. Sci., Part A: Polym. Chem., 2010, 48, 2765.
(104) C. Melzer, E. J. Koop, V. D. Mihailetchi and P. W. Blom, Adv.Funct. Mater., 2004, 14, 865.
(105) E. Zhou, Q. Wei, S. Yamakawa, Y. Zhang, K. Tajima, C. Yang and K. Hashimoto, Macromolecules, 2010, 43, 821.
(106) J. Pommerehne, H. Vestweber, W. Guss, R. F. Mahrt, H. Bassler, M. Porsch and J. Daub, Adv. Mater., 1995, 7, 551.
(107) Y. Zhu, R. D. Champion and S. A. Jenekhe, Macromolecules, 2006, 39, 8712.
(108) J. L. Bredas, D. Beljonne, V. Coropceanu and J. Cornil, Chem. Rev., 2004, 104, 4971.
(109) P. T. Wu, F. S. Kim, R. D. Champion and S. A. Jenekhe, Macromolecules, 2008, 41, 7021.
(110) Zhang, S.; Guo, Y.; Fan, H.; Liu, Y.; Chen, H. Y.; Yang, G.; Zhan, X.; Liu, Y.; Li Y.; Yang, Y. J Polym Sci Part A: Polym Chem 2009, 47, 5498
(111) Zhang, Y.; Zou, J.; Yip, H. L.; Chen, K. S.; Davies, J. A.; Sun, Y. and Jen, A. K. J. Macromolecules, 2011, 44, 4752.
(112) Zhang, M. J.; Guo, X. and Li, Y. F. Macromolecules, 2011, 44, 8798.
(113) Song, J. S.; Du, C.; Li, C. H.and Bo, Z. H. J Polym Sci Part A: Polym Chem 2011, 49, 4267.
(114) Bijleveld, J. C.; Verstrijden, R. A. M.; Wienk, M. M. and Janssen, R. A. J. J. Mater. Chem., 2011, 21, 9224.
(115) Wang, X. C.; Luo, H.; Sun, Y. P.; Zhang, M. J.; Li, X. Y.; Yu, G.; Liu, Y. Q.; Li, Y. F. and Wang, H. Q. J Polym Sci Part A: Polym Chem 2012, 50, 371.
(116) Sun, Y.; Chien, S. C.; Yip, H. L.; Zhang, Y.; Chen, K. S.; Zeigler, D. F.; Chen, F. C.; Lin, B. and Jen, A. K. Y. J. Mater. Chem., 2011, 21, 13247.
(117) Laure, B.; Christos, L. C.; Nicolas, L.; Olivier, B.; Sadiara, F.; Patrick, L.and Thomas, M. J Polym Sci Part A: Polym Chem 2012, 50, 1861.
(118) Wang, X. C.; Sun, Y. P.; Chen, S.; Guo, X.; Zhang, M. J.; Li, X. Y.; Li Y. F. and Wang, H. Q. Macromolecules, 2012, 45, 1208.
(119) Yuan, M. C.; Su, M. H.; Chiu, M. Y. and Wei, K. H. J Polym Sci Part A: Polym Chem 2009, 48, 1298.
(120) Hsu, S. L.; Chen, C. M. and Wei, K. H. J Polym Sci Part A: Polym Chem 2010, 48, 5126.
(121) Zhang, Z. G.; Zhang, S.; Ming, J.; Chui, C. H.; Zhang, J.; Zhang, M. J. and Li, Y. F. Macromolecules, 2012, 45, 113.
(122) Zhu, Z.; Waller, D.; Gaudiana, R.; Morana, M.; Muhlbacher, D.; Scharber, M. and Brabec, C. J. Macromolecules, 2007, 40, 1981.
(123) Lee, K. J.; Ma, L. W.; Brabec, C. J.; Yuen, J.; J. Moon, S.; Kim, J. Y.; Lee, K.; Bazan, G. C. and Heeger, A. J. J. Am. Chem. Soc., 2008, 130, 3619.
(124) Zhan, X. W.; Risko, C.; Amy, F.; Chan, C.; Zhao, W.; Barlow, S.; Kahn, A.; Bredas, J. L. and Marder, S. R. J. Am. Chem. Soc., 2005, 127, 9021.
(125) Lu, G.; Usta, H.; Risko, C.; Wang, L.; Facchetti, A.; Ratner, M. A. and Marks, T. J. J. Am. Chem. Soc., 2008, 130, 7670.
(126) Zhou, E. J.; Nakamura, M.; Nishizawa, T.; Zhang, Y.; Wei, Q. S.; Tajima, K.; Yang, C. H. and Hashimoto, K. Macromolecules, 2008, 41, 8302.
(127) Jiang, J. M.; Yang, P. A.; Hsieh T. H. and Wei, K. H. Macromolecules, 2011, 44, 9155.
(128) He, C.; Zhong, C. M.; Wu, H. B.; Yang, R. Q.; Yang, W.; Huang, F.; Bazan, C. C. and Cao, Y. J. Mater. Chem., 2010, 20, 2617.
(129) Vandewal, K.; Tvingstedt, K.; Gadisa, A.; Inganas, O. and Manca, J. V. Nat. Mater., 2009, 8, 904.
(130) Du, C.; Li, W. W.; Chen, X.; Bo, Z. H.; Veit, C.; Ma, Z. F.; Wuerfel, U.; Hu, W. P. and Zhang, F. L. Macromolecules, 2011, 44, 7617.
(131) Najri, A.; Berrouard, P.; Ottone, C.; Boivin, M.; Zou, Y. P.; Gendron, D.; Caron, W. O.; Legros, P.; Allen, C. N.; Sadki, S. and Leclerc, M. Macromolecules, 2011, 45, 1833.
(132) Wang, M.; Li, C. H.; Lv, A.; Wang, Z. H. and Bo, Z. H. Macromolecules, 2011, 45, 3017.
(133) Scherf, U.; List, E. J. Adv. Mater. 2002, 14, 477.
(134) Fong, H. H.; Papadimitratos, A. and Malliaras, G. G. Appl. Phys. Lett. 2006, 89, 172116.
(135) Heeney, M.; Bailey, C.; Giles, M.; Shkunov, M.; Sparrowe, D.; Tierney, S.; Zhang, W.; McCulloch, I. Macromolecules, 2004, 37, 5250.
(136) Morin, J. F.; Leclerc, M.; Ades, D. and Siove, A. Macromol. Rapid Commun., 2005, 26, 761
(137) Morin, J. F.; Drolet, N.; Tao, Y.; Leclerc, M. Chem. Mater., 2004, 16, 4619.
(138) Zhou, H. X.; Yang, L.; Stoneking, S. and You, W. Appl. Mater. Interfaces., 2010, 2, 1377
(139) Ranger, M.; Rondeau, D. and Leclerc, M. Macromolecules, 1997, 30, 7686.
(140) Blouin, N.; Michaud, A. and Leclerc, M. Adv. Mater., 2007, 19, 2295.
(141) Kim, Y.; Cook, S.; Kirkpatrick, J.; Nelson, J.; Durrant, J. R.; Bradley, D. D. C.; Giles, M.; Heeney, M.; Hamilton, R.; McCulloch, I. J. Phys. Chem. C2007, 111, 8137
(142) Heeger, A. J.; Park, J. K.; Jo, J.; Seo, J. H.; Moon, J. S.; Park, Y. D.; Lee, K.; Bazan, G. C. Adv. Mater.2011, 23, 2430
(143) Ong, B. S.; Wu, Y.; Gardner, S. J. Am. Chem. Soc.2004, 126, 3378
(144) Osaka, I.; Takimiya, K.; McCullough, R. D. Adv. Mater.2010, 22, 4993
(145) Waking, S.; Beaupre, S.; Blouin, N.; Aich, B. R.; Rodman, S.; Gaudiana, R.; Tao, Y. and Leclerc, M. J. Mater. Chem., 2009, 19, 5351.