Synthesis of triphenylamine-based thiophene-(N-aryl)pyrrole-thiophene dyes for dye-sensitized solar cell applications

Tetrahedron

Volumn 68, Issue 29, 2012, Pages 5890-5897

  Tamilavan, Vellaiappillai ^a   Cho, Nara ^b   Kim, Chulwoo ^b   Ko, Jaejung ^b   Hyun, Myung Ho ^a,c  

^a Pusan National University   (South Korea)

^b Korea University   (South Korea)

^c Korea Basic Science Institute (KBSI)   (South Korea)

Author keywords

1 (2,6 Diisopropylphenyl) 2,5 di(2 thienyl) pyrrole; Dye sensitized solar cells; Metal free organic dyes; Triphenylamine based dyes

Indexed keywords

(E) 3 (2,5 BIS(5 (4 (DIPHENYLAMINO)PHENYL)THIOPHEN 2 YL) 1 (2,6 DIISOPROPYLPHENYL) 1H PYRROL 3 YL) 2 CYANOACRYLIC ACID; (E) 3 (4 (5 (5 (5 (4 (DIPHENYLAMINO)PHENYL)THIOPHEN 2 YL) 1 (2,6 DIISOPROPYLPHENYL) 1H PYRROL 2 YL)THIOPHEN 2 YL)PHENYL) 2 CYANOACRYLIC ACID; 1 (2,6 DIISOPROPYLPHENYL) 2,5 DI(2 THIENYL)PYRROLE; 1 (2,6 DIISOPROPYLPHENYL) 2,5 DI(THIOPHEN 2 YL) 1H PYRROLE; 2 (5 BROMOTHIOPHEN 2 YL) 1 (2,6 DIISOPROPYLPHENYL) 5 (THIOPHEN 2 YL) 1H PYRROLE; 2,5 BIS(5 (4 (DIPHENYLAMINO)PHENYL)THIOPHEN 2 YL) 1 (2,6 DIISOPROPYLPHENYL) 1H PYRROLE 3 CARBALDEHYDE; 2,5 BIS(5 BROMOTHIOPHEN 2 YL) 1 (2,6 DIISOPROPYLPHENYL) 1H PYRROLE 3 CARBALDEHYDE; 4 (5 (1 (2,6 DIISOPROPYLPHENYL) 5 (THIOPHEN 2 YL) 1H PYRROL 2 YL)THIOPHEN 2 YL)BENZALDEHYDE; 4 (5 (5 (5 (4 (DIPHENYLAMINO)PHENYL)THIOPHEN 2 YL) 1 (2,6 DIISOPROPYLPHENYL) 1H PYRROL 2 YL)THIOPHEN 2 YL)BENZALDEHYDE; 4 (5 (5 (5 BROMOTHIOPHEN 2 YL) 1 (2,6 DIISOPROPYLPHENYL) 1H PYRROL 2 YL)THIOPHEN 2 YL)BENZALDEHYDE; ANILINE; DYE; THIOPHENE; THIOPHENE (N ARYL)PYRROLE THIOPHENE DYE; UNCLASSIFIED DRUG;

ARTICLE; CELL TYPE; CHEMICAL STRUCTURE; CHROMATOPHORE; DYE SENSITIZED SOLAR CELL; ELECTRIC POTENTIAL; ELECTROCHEMICAL ANALYSIS; IRRADIATION; PRIORITY JOURNAL; SENSITIZATION; SYNTHESIS;

EID: 84862012326     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.04.104     Document Type: Article

References (36)

1. M. Gratzel Inorg. Chem. 44 2005 6841
2. B. O'Regan, and M. Gratzel Nature 353 1991 737
3. Y. Chiba, A. Islam, Y. Watanabe, R. Komiya, N. Koide, and L. Han Jpn. J. Appl. Phys. 45 2006 L638
4. M. Gratzel J. Photochem. Photobiol., A 164 2004 3
5. Q. Yu, Y. Wang, Z. Yi, N. Zu, J. Zhang, M. Zhang, and P. Wang ACS Nano 4 2010 6032
6. W. Zeng, Y. Cao, Y. Bai, Y. Wang, Y. Shi, M. Zhang, F. Wang, C. Pan, and P. Wang Chem. Mater. 22 2010 1915
7. S. Ito, H. Miura, S. Uchida, M. Takata, K. Sumioka, P. Liska, P. Comte, P. Pechy, and M. Gratzel Chem. Commun. 2008 5194
8. G. Zhang, H. Bala, Y. Cheng, D. Shi, X. Lv, Q. Yu, and P. Wang Chem. Commun. 2009 2198
9. S. Hwang, J.H. Lee, C. Park, H. Lee, C. Kim, C. Park, M.H. Lee, W. Lee, J. Park, K. Kim, N.-G. Park, and C. Kim Chem. Commun. 2007 4887
10. S. Ito, S.M. Zakeeruddin, R.H. Baker, P. Liska, R. Charvet, P. Comte, M.K. Nazeeruddin, P. Pechy, M. Takata, H. Miura, S. Uchida, and M. Gratzel Adv. Mater. 18 2006 1202
11. K. Hara, Y. Danoh, C. Kasada, Y. Ohga, A. Shinpo, S. Suga, K. Sayama, and H. Arakawa Langmuir 20 2004 4205
12. C.-H. Lan, H.-P. Wu, T.-Y. Pan, C.-W. Chang, W.-S. Chao, C.-T. Chen, C.-L. Wang, C.-Y. Lin, and E.W.-G. Diau Energy Environ. Sci. 5 2012 6460
13. Y. Wu, X. Zhang, W. Li, Z.-S. Wang, H. Tian, and W. Zhu Adv. Energy Mater. 2 2012 149
14. W. Wu, J. Zhang, H. Yang, B. Jin, Y. Hu, J. Hua, C. Jing, Y. Longa, and H. Tian J. Mater. Chem. 22 2012 5382
15. Z. Ning, Y. Fu, and H. Tian Energy Environ. Sci. 3 2010 1170
16. N. Koumura, Z.-S. Wang, S. Mori, M. Miyashita, E. Suzuki, and K. Hara J. Am. Chem. Soc. 128 2006 14256
17. Z.-S. Wang, N. Koumura, Y. Cui, M. Takahashi, H. Sekiguchi, A. Mori, T. Kubo, A. Furube, and K. Hara Chem. Mater. 20 2008 3993
18. S. Kim, J.K. Lee, S.O. Kang, J. Ko, J.-H. Yum, S. Fantacci, F. DeAngelis, D. DiCenso, M.K. Nazeeruddin, and M. Gratzel J. Am. Chem. Soc. 128 2006 16701
19. S. Kim, H. Choi, C. Baik, K. Song, S.O. Kang, and J. Ko Tetrahedron 63 2007 11436
20. H. Choi, C. Baik, S.O. Kang, J. Ko, M.-S. Kang, Md. K. Nazeeruddin, and Gratzel Angew. Chem. 120 2008 333
21. D. Kim, J.K. Lee, S.O. Kang, and J. Ko Tetrahedron 63 2007 1913
22. H. Qin, S. Wenger, M. Xu, F. Gao, X. Jing, P. Wang, S.M. Zakeeruddin, and M. Gratzel J. Am. Chem. Soc. 130 2008 9202
23. D.P. Hagberg, J.-H. Yum, H. Lee, F.D. Angelis, T. Marinado, K.M. Karlsson, R.H. Baker, L. Sun, A. Hagfeldt, M. Gratzel, and Md. K. Nazeeruddin J. Am. Chem. Soc. 130 2008 6259
24. G. Li, K.-J. Jiang, Y.-F. Li, S.-L. Li, and L.-M. Yang J. Phys. Chem. C 112 2008 11591
25. T. Horiuchi, H. Miura, K. Sumioka, and S. Uchida J. Am. Chem. Soc. 126 2004 12218
26. C. Kim, H. Choi, S. Kim, C. Baik, K. Song, M.-S. Kang, S.O. Kang, and J. Ko J. Org. Chem. 73 2008 7072
27. P. Bonhote, J.-E. Moser, R. Humphry-Baker, N. Vlachopoulos, S.M. Zakeeruddin, L. Walder, and M. Gratzel J. Am. Chem. Soc. 121 1999 1324
28. Y.-S. Yen, Y.-C. Hsu, J.T. Lin, C.-W. Chang, C.-P. Hsu, and D.-J. Yin J. Phys. Chem. C 112 2008 12557
29. Q. Li, L. Lu, C. Zhong, J. Huang, Q. Huang, J. Shi, X. Jin, T. Peng, J. Qin, and Z. Li Chem. - Eur. J 15 2009 9664
30. V. Tamilavan, P. Sakthivel, Y. Li, M. Song, C.H. Kim, S.-H. Jin, and M.H. Hyun J. Polym. Sci., Part A: Polym. Chem. 48 2010 3169
31. V. Tamilavan, M. Song, S.-H. Jin, and M.H. Hyun J. Polym. Sci., Part A: Polym. Chem. 48 2010 5514
32. V. Tamilavan, M. Song, S.-H. Jin, and M.H. Hyun Polymer 52 2011 2384
33. V. Tamilavan, M. Song, S.-H. Jin, and M.H. Hyun Synth. Met. 161 2011 1199
34. Z.-S. Wang, K. Hara, Y. Dan-oh, C. Kasada, A. Shinpo, S. Suga, H. Arakawa, and H. Sugihara J. Phys. Chem. B 109 2005 3907
35. W. Xu, B. Peng, J. Chen, M. Liang, and M.J. Cai J. Phys. Chem. C 112 2008 874
36. S. Qu, W. Wu, J. Hua, C. Kong, Y. Long, and H. Tian J. Phys. Chem. B. 114 2010 1343