Conjugated oligomers and polymers containing dithienosilole units

Macromolecular Chemistry and Physics

Volumn 210, Issue 17, 2009, Pages 1360-1370

  Ohshita, Joji ^a  

^a HIROSHIMA UNIVERSITY   (Japan)

Author keywords

Dithienosilole; Oligothiophene; Organic electronics; Organic light emitting diode (OLED); Organic thin film transistor (OTFT); Photovoltaic cell; Polythiophene

Indexed keywords

DITHIENOSILOLE; OLIGOTHIOPHENE; ORGANIC ELECTRONICS; ORGANIC THIN-FILM TRANSISTOR (OTFT); POLYTHIOPHENE;

CELL MEMBRANES; CHEMICAL SENSORS; CONJUGATED POLYMERS; CURRENT DENSITY; DIODES; HELMET MOUNTED DISPLAYS; LIGHT EMISSION; LIGHT EMITTING DIODES; OLIGOMERS; ORGANIC POLYMERS; PHOTOELECTROCHEMICAL CELLS; PHOTOVOLTAIC CELLS; POLYMERS; SEMICONDUCTING ORGANIC COMPOUNDS; SULFUR COMPOUNDS; THIN FILM DEVICES; THIN FILM TRANSISTORS;

ORGANIC LIGHT EMITTING DIODES (OLED);

EID: 69949153396     PISSN: 10221352     EISSN: 15213935     Source Type: Journal    
DOI: 10.1002/macp.200900180     Document Type: Article

References (47)

1. A. Mishra, C.-Q. Ma, P. Bäuerle, Chem. Rev. 2009, 109, 1141.
2. I. F. Perepichka, D. F. Perepichka, H. Meng, F. Wudl, Adv. Mater. 2005, 17, 2281.
3. I. Osaka, R. D. McCullough, Acc. Chem. Res. 2008, 41, 1202.
4. S. Gnes, H. Neugebauer, N. S. Sariciftci, Chem. Res. 2008, 107, 1324.
5. G. Barbarella, L. Favaretto, G. Sotgiu, L. Antolini, G. Gigli, R. Cingolati, Chem. Mater. 2001, 13, 4112;
6. H. H. Fong, V. A. Pozdin, A. Amassian, G. G. Malliaras, D.-M. Smilgies, M. Q. He, S. Gasper, F. Zang, M. Sorensen, J. Am. Chem. Soc. 2008, 130, 13202;
7. J. Lin, F. Qin, C. M. Li, Q. Bao, M. B. Chan-Park, W. Zhang, J. Qin, B. S. Ong, Chem. Mater. 2008, 20, 2057;
8. X. Zhan, Z. Tan, B. Domercq, Z. An, X. Zhang, S. Barlow, Y. Li, D. Zhu, B. Kippelen, S. R. Marder, J. Am. Chem. Soc. 2007, 129, 7246.
9. K. Ogawa, S. C. Rasmussen, Macromolecules, 2006, 39, 1771;
10. E. Zhou, M. Nakamura, T. Nishizawa, Y. Zhang, Q. Wei, K. Tajima, C. Yang, K. Hashimoto, Macromolecules, 2008, 41, 8302.
11. T. Baumgartner, W. Bergmans, T. Kárpáti, T. Neumann, M. Nieger, L. Nyulászi, Chem. Eur. J. 2005, 11, 4687;
12. Y.Dienes, S. Durben, T. Kárpáti, T. Neumann, U. Englert, L. Nyulászi, T. Baumgartner, Chem. Eur. J. 2007, 13, 7487;
13. Y. Dienes, M. Eggenstein, T. Kárpáti, T. C. Sutherland, L. Nyulászi, T. Baumgartner, Chem. Eur. J. 2008, 14, 9878.
14. J. Ohshita, M. Nodono, T. Watanabe, Y. Ueno, A. Kunai, Y. Harima, K. Yamashita, M. Ishikawa, J. Organomet. Chem. 1998, 553, 487.
15. J. Ohshita, M. Nodono, H. Kai, T. Watanabe, A. Kunai, K. Komaguchi, M. Shiotani, A. Adachi, K. Okita, Y. Harima, K. Yamashita, M. Ishikawa, Organometallics 1999, 18, 1453.
16. J. Ohshita, K.-H. Lee, M. Hashimoto, Y. Kunugi, Y. Harima, K. Yamashita, A. Kunai, Org. Lett. 2002, 4, 1891.
17. J. Ohshita, H. Kai, A. Takata, T. Iida, A. Kunai, N. Ohta, K. Komaguchi, M. Shiotani, A. Adachi, K. Sakamaki, K. Okita, Organometallics 2001, 20, 4800.
18. A. Adachi, J. Ohshita, A. Kunai, J. Kido, K. Okita, Chem. Lett. 1998, 1233;
19. A. Adachi, J. Ohshita, A. Kunai, K. Okita, Jpn J. Appl. Phys. 1999, 38, 2148.
20. H.-J. Son, W.-S. Han, J.-Y. Chun, S.-N. Kwon, J. Ko, S. O. Kang, Organometallics 2008, 27, 2464.
21. K.-H. Lee, J. Ohshita, A. Kunai, Organometallics 2004, 23, 5481.
22. J. Ohshita, Y. Kurushima, K.-H. Lee, Y. Ooyama, Y. Harima, Organometallics, 2007, 26, 6591.
23. For a review on silole-containing polymers including some DTS-containing ones, see: J. Chen, Y. Cao Macromol. Rapid Commun. 2007, 28, 1714.
24. A. Kraak, A. K. Wiersema, P. Jordens, H. Wynberg, Tetrahedron 1968, 24, 3381.
25. Unpublished work, performed using Gaussian03, a program package from Gaussian, Inc.: Pittsburgh, PA. Similar results of DTS and DTC were obtained by molecular orbital calculations at the level of HF/6-31G and have already been reported (see ref.[9]).
26. S. Yamaguchi, K. Tamao, J. Chem. Soc. Dalton Trans. 1998, 3693.
27. S. Yamaguchi, K. Tamao, Chem. Lett. 2005, 34, 2.
28. D.-H. Kim, J. Ohshita, K.-H. Lee, Y. Kunugi, A. Kunai, Organometallics 2006, 25, 1511.
29. A. Facchetti, M.-H. Yoon, C. L. Stem, G. R. Hutchison, M. A. Ratner, T. J. Marks, J. Am. Chem. Soc. 2004, 126, 13480.
30. M. Uchida, T. Izumizawa, T. Nakano, S. Yamaguchi, K. Tamao, K. Furukawa, Chem. Mater. 2001, 13, 2680.
31. A. Facchetti, M. Mushrush, M.-H. Yoon, G. R. Hutchison, M. A. Ratner, T. J. Marks, J. Am. Chem. Soc. 2004, 126, 13859.
32. J. Ohshita, M. Nodono, A. Takata, H. Kai, A. Adachi, K. Sakamaki, K. Okita, A. Kunai, Macromol. Chem. Phys. 2000, 201, 851.
33. J. Ohshita, D. Hamamoto, Y. Kimura, A. Kunai, J. Organomet. Chem. 2005, 690, 3027.
34. J. Ohshita, K. Kimura, K.-H. Lee, A. Kunai, Y.-W. Kwak, E.-C. Son, Y. Kunugi, J. Polym. Sci.,Part A: Polym Chem. 2007, 45, 4588.
35. H. Usta, G. Lu, A. Facchetti, T. J. Marks, J. Am. Chem. Soc. 2006, 128, 9034;
36. G. Lu, H. Usta, C. Risko, L. Wang, A. Facchetti, M. A. Ratner, T. J. Marks, J. Am. Chem. Soc. 2008, 130, 7670.
37. L. Liao, L. Dai, A. Smith, M. Durstock, J. Lu, J. Diang, Y. Tao, Macromolecules 2007, 40, 9406.
38. J. Ohshita, H. Kai, K. Kimura, K.-H. Lee, A. Kunai, Polym. J. 2009, 41, 482.
39. A. J. Moulé, A. Tsami, T. W. Bünnagel, M. Forster, N. M. Kronenberg, M. Scharber, M. Koppe, M. Morana, C. J. Brabec, K. Meerholz, U. Scherf, Chem. Mater. 2008, 20, 4045.
40. J. Hou, H.-Y. Chen, S. Zhang, G. Li, Y. Yang, J. Am. Chem. Soc. 2008, 130, 16144.
41. E. Wang, L. Wang, L. Lan, C. Luo, W. Zhuang, J. Peng, Y. Cao, Appl. Phys. Lett. 2008, 92, 033307.
42. P.-L. T. Boudreault, A. Michaud, M. Leclerc, Macromol. Rapid Commun. 2007, 28, 2176.
43. M. S. Liu, J. Luo, A. K.-Y. Jen, Chem. Mater. 2003, 15, 3496.
44. Z. Zhang, J. Li, B. Huang, J. Qin, Chem. Lett. 2006, 35, 958.
45. L. Liao, A. Cirpan, Q. Chu, F. E. Karasz, Y. Pang, J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 2048.
46. J. Ohshita, T. Sumida, A. Kunai, A. Adachi, K. Sakamaki, K. Okita, Macromolecules 2000, 33, 8890.
47. K.-H. Lee, J. Ohshita, K. Kimura, Y. Kunugi, A. Kunai, J. Organomet. Chem. 2005, 690, 333.