Porphyrin-dithienothiophene π-conjugated copolymers: Synthesis and their applications in field-effect transistors and solar cells

Macromolecules

Volumn 41, Issue 19, 2008, Pages 6895-6902

  Huang, Xuebin ^a,b   Zhu, Chunli ^a,b   Zhang, Shiming ^a,c   Li, Weiwei ^a,c   Guo, Yunlong ^a,c   Zhan, Xiaowei ^a   Liu, Yunqi ^a   Bo, Zhishan ^a  

^a INSTITUTE OF CHEMISTRY   (China)

^b BEIJING INSTITUTE OF TECHNOLOGY   (China)

^c UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ABS RESINS; ABSORPTION; ABSORPTION SPECTROSCOPY; ACIDS; CHEMICAL OXYGEN DEMAND; CONVERSION EFFICIENCY; COPOLYMERIZATION; COPOLYMERS; ELECTROCHEMICAL PROPERTIES; EMISSION SPECTROSCOPY; ESTERS; FATTY ACIDS; GLASS TRANSITION; ORGANIC COMPOUNDS; OXIDATION; PALLADIUM; PHOTOVOLTAIC CELLS; PLASTIC PRODUCTS; POLYMERS; PORPHYRINS; SOLAR CELLS; SOLAR ENERGY; SOLAR EQUIPMENT; THICK FILMS; TRANSISTORS;

ACTIVE LAYERS; BUTYRIC ACID METHYL ESTERS; CHARGE TRANSPORTS; CONJUGATED COPOLYMERS; CONSISTENT; COUPLING REACTIONS; ELECTROCHEMICAL; EMISSION MAXIMUM; IN FIELDS; METHANOFULLERENE; ONSET DECOMPOSITION TEMPERATURES; OPTICAL; OXIDATION AND REDUCTIONS; OXIDATION PEAKS; PHOTOVOLTAIC PROPERTIES; POLYMER SOLAR CELLS; Q-BANDS; ROOM TEMPERATURES; SORET BANDS; TRANSITION TEMPERATURES; TRIPLE BONDS;

FIELD EFFECT TRANSISTORS;

EID: 54849421747     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma801407u     Document Type: Article

References (42)

1. (a) Balaban, T. S. Acc. Chem. Res. 2005, 38, 612-623.
2. (b) Imahori, H. J. Phys. Chem. B 2004, 108, 6130-6143.
3. (a) Anderson, H. L.; Martin, S. J.; Bradley, D. D. C. Angew. Chem., Int. Ed. Engl. 1994, 33, 655-657.
4. (b) Rath, H.; Sankar, J.; PrabhuRaja, V.; Chandrashekar, T. K.; Nag, A.; Goswami, D. J. Am. Chem. Soc. 2005, 127, 11608-11609.
5. (c) Drobizhev, M.; Stepanenko, Y.; Rebane, A.; Wilson, C. J.; Screen, T. E. O.; Anderson, H. L. J. Am. Chem. Soc. 2006, 128, 12432-12433.
6. (d) MacDonald, I. J.; Dougherty, T. J. J. Porphyrins Phthalocyanines 2001, 5, 105-129.
7. (a) Li, B. S.; Li, J.; Fu, Y. Q.; Bo, Z. S. J. Am. Chem. Soc. 2004, 126, 3430-3431.
8. (b) Fei, Z. P.; Li, B. S.; Bo, Z. S.; Lu, R. Org. Lett. 2004, 6, 4703-4706.
9. (c) Li, B. S.; Xu, X. J.; Sun, M. H.; Fu, Y. Q.; Yu, G., Liu, Y. Q.; Bo, Z. S. Macromolecules 2006, 39, 456-461.
10. (a) Noh, Y. Y.: Kim, J. J.; Yoshida, Y.; Yase, K. Adv. Mater. 2003, 15, 699-702.
11. (b) Shea, P. B.; Kanicki, J.; Pattison, L. R.; Petroff, P.; Kawano, M.; Yamada, H.; Ono, N. J. Appl. Phys. 2006, 100, 034502.
12. Pichler, K.; Andersen, H. L.; Bradley, D. D. C.; Friend, R. H.; Hamer, P. J.; Harrison, M. G.; Jarrett, C. P.; Martin, S. J.; Stephens, J. A. Mol. Cryst. Liq. Cryst. 1994, 256, 415-422.
13. (a) Xiao, S. Q.; U Y. L.; Li, Y. J.; Zhuang, J. P.; Wang, N.; Liu, H. B.; Ning, B.; Liu, Y.; Lu, F. S.; Fan, L. Z.; Yang, C. H.; Li, Y. F.; Zhu, D. B. J. Phys. Chem. B 2004, 108, 16677-16685.
14. (b) Hagemann, O.; Jorgensen, M.; Krebs, F. C. J. Org. Chem. 2006, 71, 5546-5559.
15. (c) Krebs, F. C.; Hagemann, O.; Jorgensen, M. Sol. Energy Mater. Sol. Cells 2004, 83, 211-228.
16. (d) Feng, J.; Zhang, Q.; Li, W.; Li, Y.; Yang, M.; Cao, Y. J. Appl. Polym. Sci. 2008, 109, 2283-2290.
17. (a) Eichhorn, H.; Sturm, M.; Wohrle, D. Macromol. Chem. Phys. 1995, 196, 115-131.
18. (b) Lu, F. S.; Xiao. S. Q.; Li, Y. L.; Liu, H. B.; Li, H. M.; Zhuang, J. P.; Liu, Y.; Wang, N.; He, X. R.; Li, X. F.; Gan, L. B.; Zhu, D. B. Macromolecules 2004, 37, 7444-7450.
19. Scamporrino, E.; Vitalini, D. Macromolecules 1992, 25, 1625-1632.
20. Aratani, N.; Osuka, A.; Kim, Y. H.; Jeong, D. H.; Kim, D. Angew. Chem., Int. Ed. 2000, 39, 1458-1462.
21. (a) Yamamoto, T.; Fukushima, N.; Nakajima, H.; Maruyama, T.; Yamaguchi, I. Macromolecules 2000, 33, 5988-5994.
22. (b) Screen, T. E. O.; Lawton, K. B.; Wilson, G. S.; Dolney, N.; Ispasoiu, R.; Goodson, T.; Martin, S. J.; Bradley, D. D. C.; Anderson, H. L. J. Mater. Chem. 2001, 11, 312-320.
23. (c) Huang, C. S.; Wang, N.; Li, Y. L.; Li, C. H.; Li, J. B.; Liu, H. B.; Zhu, D. B. Macromolecules 2006, 39, 5319-5325.
24. (a) Laquindanum, J. G.; Katz, H. E.; Lovinger, A. J.; Dodabalapur, A. Adv. Mater. 1997, 9, 36-39.
25. (b) Li, X. C.; Sirringhaus, H.; Garnier, F.; Holmes, A. B.; Moratti, S. C.; Feeder, N.; Clegg, W.; Teat, S. J.; Friend, R. H. J. Am. Chem. Soc. 1998, 120, 2206-2207.
26. (c) Sirringhaus, H.; Friend, R. H.; Wang, C.; Leuninger, J.; Mullen, K. J. Mater. Chem. 1999, 9, 2095-2101.
27. (d) Iosip, M. D.; Destri, S.; Pasini, M.; Porzio, W.; Pernstich, K. P.; Batlogg, B. Synth. Met. 2004, 146, 251-257.
28. (e) Gao, J. H.; Li, R. J.; Li, L. Q.; Meng, Q.; Jiang, H.; Li, H. X.; Hu, W. P. Adv. Mater. 2007, 19, 3008-3011.
29. (a) Xiao, K.; Liu, Y. Q.; Qi, T.; Zhang, W.; Wang, F.; Gao, J. H.; Qiu, W. F.; Ma, Y. Q.; Cui, G. L.; Chen, S. Y.; Zhan, X. W.; Yu, G.; Qin, J. G.; Hu, W. P.; Zhu, D. B. J. Am. Chem. Soc. 2005, 127, 1328113286.
30. (b) Sun, Y. M.; Ma, Y. Q.; Liu, Y. Q.; Lin, Y. Y.; Wang, Z. Y.; Wang, Y.; Di, C. A.; Xiao, K.; Chen, X. M.; Qiu, W. F.; Zhang, B.; Yu. G.; Hu, W. P.; Zhu, D. B. Adv. Funct. Mater. 2006, 16, 426-432.
31. (c) Hunziker, C.; Zhan, X.; Losio, P. A.; Figi, H.; Kwon, O-P.; Barlow, S.; Günter, P.; Marder, S. R. J. Mater. Chem. 2007, 17, 4972-4979.
32. Lindsey, J. S.; Prathapan, S.; Johnson, T. E.; Wagner. R. W. Tetrahedron 1994, 50, 8941-8968.
33. Elangovan, A.; Wang, Y. H.; Ho, T. I. Org. Lett. 2003, 5, 1841-1844.
34. Nielsen, K. T.; Spanggaard, H.; Krebs, F. C. Macromolecules 2005, 38, 1180-1189.
35. Pommerehne, J.; Vestweber, H.; Guss, W.; Mahrt, R. F.; Bässler, H.; Porsch, M.; Daub, J. Adv. Mater. 1995, 7, 551-554.
36. Halls, J. J. M.; Cornill, J.; dos Santos, D. A.; Silbey, R.; Hwang, D. H.; Holmes, A. B.; Brédas, J. L.; Friend, R. H. Phys. Rev. B 1999, 60, 5721-5727.
37. Neuteboom, E. E.; Meskers, S. C. J.; Van Hal, P. A.; Van Duren, J. K. J.; Meijer, E. W.; Janssen, R. A. J.; Dupin, H.; Pourtois, G.; Cornil, J.; Lazzaroni, R.; Brédas, J. L.; Beljonne, D. J. Am. Chem. Soc. 2003, 125, 8625-8638.
38. Li, W. R.; Kao, K. C.; Yo, Y. C.; Lai, C. K. Helv. Chim. Acta 1999, 82, 1400-1407.
39. Lee, C. H.; Lindsey, J. S. Tetrahedron 1994, 50, 11427-11440.
40. Pedulli, G. F.; Tiecco, M.; Guerra, M.; Martelli, G.; Zanirato, P. J. Chem. Soc.. Perkin Trans. 2 1978, 212-217.
41. Zhan, X. W.; Tan, Z. A.; Domercq, B.; An, Z. S.; Zhang, X.; Barlow, S.; Li, Y. F.; Zhu, D. B.; Kippelen, B.; Marder, S. R. J. Am. Chem. Soc. 2007, 129, 7246-7247.
42. Li, P.; Ahrens, B.; Feeder, N.; Raithby, P. R.; Teat, S. J.; Khan, M. S. Dalton Trans. 2005, 874-883.