Synthesis of Phenothiazine Dyes Featuring Benzothiadiazole Unit for Efficient Dye-sensitized Solar Cells
- Corresponding author: Zhu Yi-Zhou, zhuyizhou@nankai.edu.cn Zheng Jian-Yu, jyzheng@nankai.edu.cn
Citation: Pan Bina, Zhu Yi-Zhou, Qiu Changjuana, Wang Binga, Zheng Jian-Yu. Synthesis of Phenothiazine Dyes Featuring Benzothiadiazole Unit for Efficient Dye-sensitized Solar Cells[J]. Acta Chimica Sinica, ;2018, 76(3): 215-223. doi: 10.6023/A17120543
Hagfeldt, A.; Boschloo, G.; Sun, L.; Kloo, L.; Pettersson, H. Chem. Rev. 2010, 110, 6595.
doi: 10.1021/cr900356p
Liang, M.; Chen, J. Chem. Soc. Rev. 2013, 42, 3453.
doi: 10.1039/c3cs35372a
Li, L. L.; Diau, E. W. G. Chem. Soc. Rev. 2013, 42, 291.
doi: 10.1039/C2CS35257E
Mishra, A.; Fischer, M. K. R.; Bäuerle, P. Angew. Chem. Int. Ed. 2009, 48, 2474.
doi: 10.1002/anie.v48:14
Huang, Z. S.; Meier, H.; Cao, D. R. J. Mater. Chem. C 2016, 4, 2404.
doi: 10.1039/C5TC04418A
Urbani, M.; Grätzel, M.; Nazeeruddin, M. K.; Torres, T. Chem. Rev. 2014, 114, 12330.
doi: 10.1021/cr5001964
Zhao, C.; Wang, Z.; Zhou, K.; Ge, H.; Zhang, Q.; Jin, L.; Wang, W.; Yin, S. Acta Chim. Sinica 2016, 74, 251.
doi: 10.3969/j.issn.0253-2409.2016.02.017
Zhou, Q. Q.; Chen, S.; Zhang, M. A.; Wang, L. D.; Li, Y. R.; Shi, G. Q. Chin. J. Chem. 2016, 34, 59.
doi: 10.1002/cjoc.201500609
Li, X.; Zhang, X.; Hua, J.; Tian, H. Mol. Syst. Des. Eng. 2017, 2, 98.
doi: 10.1039/C7ME00002B
O'Regan, B.; Grätzel, M. Nature 1991, 353, 737.
doi: 10.1038/353737a0
Zhang, X. Y.; Ying, W. J.; Wu, W. J.; Li, J.; Hua, J. L. Acta Chim. Sinica 2015, 73, 272.
doi: 10.3969/j.issn.0253-2409.2015.03.003
Li, J.; Kong, F. T.; Zhang, C. N.; Liu, W. Q.; Dai, S. Y. Acta Chim. Sinica 2010, 68, 1357.
Kou, D. X.; Liu, W. Q.; Hu, L. H.; Chen, S. H.; Huang, Y.; Dai, S. Y. Acta Chim. Sinica 2013, 71, 1149.
Liang, M.; Xu, Y. J.; Wang, X. D.; Liu, X. J.; Sun, Z.; Xue, S. Acta Chim. Sinica 2011, 69, 2092.
Feng, X. M.; Huang X. W.; Tan, Z.; Zhao, B.; Tan, S. T. Acta Chim. Sinica 2011, 69, 653.
Huang, X. W.; Deng, J. Y.; Xu, L.; Shen, P.; Zhao, B.; Tan, S. T. Acta Chim. Sinica 2012, 70, 1604.
Meier, H.; Huang, Z.-S.; Cao, D. J. Mater. Chem. C 2017, 5, 9828.
doi: 10.1039/C7TC03406G
Eom, Y. K.; Choi, I. T.; Kang, S. H.; Lee, J.; Kim, J.; Ju, M. J.; Kim, H. K. Adv. Energy Mater. 2015, 5, 1500300.
doi: 10.1002/aenm.201500300
Kang, M. S.; Kang, S. H.; Kim, S. G.; Choi, I. T.; Ryu, J. H.; Ju, M. J.; Cho, D.; Lee, J. Y.; Kim, H. K. Chem. Commun. 2012, 48, 9349.
doi: 10.1039/c2cc31384g
Qian, X.; Zhu, Y. Z.; Song, J.; Gao, X. P.; Zheng, J. Y. Org. Lett. 2013, 15, 6034.
doi: 10.1021/ol402931u
Qian, X.; Gao, H.-H.; Zhu, Y.-Z.; Pan, B.; Zheng, J.-Y. Dyes Pigm. 2015, 121, 152.
doi: 10.1016/j.dyepig.2015.05.015
Mao, J. Y.; He, N. N.; Ning, Z. J.; Zhang, Q.; Guo, F. L.; Chen, L.; Wu, W. J.; Hua, J. L.; Tian, H. Angew. Chem. Int. Ed. 2012, 51, 9873.
doi: 10.1002/anie.201204948
Xie, Y. S.; Wu, W. J.; Zhu, H. B.; Liu, J. C.; Zhang, W. W.; Tian, H.; Zhu, W. H. Chem. Sci. 2016, 7, 544.
doi: 10.1039/C5SC02778K
Dai, P. P.; Yang, L.; Liang, M.; Dong, H. H.; Wang, P.; Zhang, C. Y.; Sun, Z.; Xue, S. ACS Appl. Mater. Interfaces 2015, 7, 22436.
doi: 10.1021/acsami.5b06481
Wang, Z. H.; Liang, M.; Wang, L. N.; Hao, Y. J.; Wang, C. B.; Sun, Z.; Xue, S. Chem. Commun. 2013, 49, 5748.
doi: 10.1039/c3cc42121j
Ye, T.; Wang, J.; Dong, G.; Jiang, Y.; Feng, C.; Yang, Y. Chin. J. Chem. 2016, 34, 747.
doi: 10.1002/cjoc.v34.8
Han, L.; Wu, L.; Tong, Y.; Zu, X.; Jiang, S. Chin. J. Org. Chem. 2017, 37, 2940.
Nazeeruddin, M. K.; Kay, A.; Rodicio, I.; Humphry-Baker, R.; Mueller, E.; Liska, P.; Vlachopoulos, N.; Grätzel, M. J. Am. Chem. Soc. 1993, 115, 6382.
doi: 10.1021/ja00067a063
Nazeeruddin, Md. K.; Pechy, P.; Grätzel, M. Chem. Commun. 1997, 1705.
Nazeeruddin, M. K.; Zakeeruddin, S. M.; Humphry-Baker, R.; Jirousek, M.; Liska, P.; Vlachopoulos, N.; Shklover, V.; Fischer, C.-H.; Grätzel, M. Inorg. Chem. 1999, 38, 6298.
doi: 10.1021/ic990916a
Mathew, S.; Yella, A.; Gao, P.; Humphry-Baker, R.; CurchodBasile, F. E.; Ashari-Astani, N.; Tavernelli, I.; Rothlisberger, U.; Nazeeruddin, Md. K.; Grätzel, M. Nat. Chem. 2014, 6, 242.
doi: 10.1038/nchem.1861
Wang, Y. Q.; Chen, B.; Wu, W. J.; Li, X.; Zhu, W. H.; Tian, H.; Xie, Y. S. Angew. Chem. Int. Ed. 2014, 53, 10779.
doi: 10.1002/anie.201406190
Xie, Y. S.; Tang, Y. Y.; Wu, W. J.; Wang, Y. Q.; Liu, J. C.; Li, X.; Tian, H.; Zhu, W. H. J. Am. Chem. Soc. 2015, 137, 14055.
doi: 10.1021/jacs.5b09665
Li, C. M.; Luo, L.; Wu, D.; Jiang, R. Y.; Lan, J. B.; Wang, R. L.; Huang, L. Y.; Yang, S. Y.; You, J. S. J. Mater. Chem. A 2016, 4, 11829.
doi: 10.1039/C6TA02888H
Jia, H.-L.; Zhang, M.-D.; Yan, W.; Ju, X.-H.; Zheng, H.-G. J. Mater. Chem. A 2016, 4, 11782.
doi: 10.1039/C6TA03740B
Luo, J.; Xu, M. F.; Li, R. Z.; Huang, K. W.; Jiang, C. Y.; Qi, Q. B.; Zeng, W. D.; Zhang, J.; Chi, C. Y.; Wang, P.; Wu, J. S. J. Am. Chem. Soc. 2014, 136, 265.
doi: 10.1021/ja409291g
Li, W.; Liu, Z.; Wu, H.; Cheng, Y.-B.; Zhao, Z.; He, H. J. Phys. Chem. C 2015, 119, 5265.
doi: 10.1021/jp509842p
Kang, S. H.; Jeong, M. J.; Eom, Y. K.; Choi, I. T.; Kwon, S. M.; Yoo, Y.; Kim, J.; Kwon, J.; Park, J. H.; Kim, H. K. Adv. Energy Mater. 2016, 1602117.
Kakiage, K.; Aoyama, Y.; Yano, T.; Oya, K.; Fujisawab, J.; Hanaya, M. Chem. Commun. 2015, 51, 15894.
doi: 10.1039/C5CC06759F
Wu, Y.; Zhu, W. Chem. Soc. Rev. 2013, 42, 2039.
doi: 10.1039/C2CS35346F
Ying, W. J.; Guo, F. L.; Li, J.; Zhang, Q.; Wu, W. J.; Tian, H.; Hua, J. L. ACS Appl. Mater. Interfaces 2012, 4, 4215.
doi: 10.1021/am300925e
Qu, S. Y.; Qin, C. J.; Islam, A.; Wu, Y. Z.; Zhu, W. H.; Hua, J. L.; Tian, H.; Han, L. Y. Chem. Commun. 2012, 48, 6972.
doi: 10.1039/c2cc31998e
Mao, J. Y.; Zhang, X. Y.; Liu, S. H.; Shen, Z. J.; Li, X.; Wu, W. J.; Chou, P. T.; Hua, J. L. Electrochim. Acta 2015, 179, 179.
doi: 10.1016/j.electacta.2015.05.003
Pei, K.; Wu, Y. Z.; Li, H.; Geng, Z. Y.; Tian, H.; Zhu, W. H. ACS Appl. Mater. Interfaces 2015, 7, 5296.
doi: 10.1021/am508623e
Li, H.; Wu, Y. Z.; Geng, Z. Y.; Liu, J. C.; Xu, D. D.; Zhu, W. H. J. Mater. Chem. A 2014, 2, 14649.
doi: 10.1039/C4TA02777A
Wu, Y.; Zhang, X.; Li, W.; Wang, Z.-S.; Tian, H.; Zhu, W. Adv. Energy Mater. 2012, 2, 149.
doi: 10.1002/aenm.201100341
Li, W.; Wu, Y.; Zhang, Q.; Tian, H.; Zhu, W. ACS Appl. Mater. Interfaces 2012, 4, 1822.
doi: 10.1021/am3001049
Cui, Y.; Wu, Y.; Lu, X.; Zhang, X.; Zhou, G.; Miapeh, F. B.; Zhu, W.; Wang, Z.-S. Chem. Mater. 2011, 23, 4394.
doi: 10.1021/cm202226j
Chang, Y. J.; Chou, P.-T.; Lin, Y.-Z.; Watanabe, M.; Yang, C.-J.; Chin, T.-M.; Chow, T. J. J. Mater. Chem. 2012, 22, 21704.
doi: 10.1039/c2jm35556f
Hua, Y.; Chang, S.; Huang, D. D.; Zhou, X.; Zhu, X. J.; Zhao, J. Z.; Chen, T.; Wong, W. Y.; Wong, W. K. Chem. Mater. 2013, 25, 2146.
doi: 10.1021/cm400800h
Hua, Y.; Chang, S.; Wang, H.; Huang, D.; Zhao, J.; Chen, T.; Wong, W.-Y.; Wong, W.-K.; Zhu, X. J. Power Sources 2013, 243, 253.
doi: 10.1016/j.jpowsour.2013.05.157
Hua, Y.; Chang, S.; He, J.; Zhang, C. S.; Zhao, J. Z.; Chen, T.; Wong, W. Y.; Wong, W. K.; Zhu, X. J. Chem.-Eur. J. 2014, 20, 6300.
doi: 10.1002/chem.201304897
Kumar, C. V.; Raptis, D.; Koukaras, E. N.; Sygellou, L.; Lianos, P. Org. Electron. 2015, 25, 66.
doi: 10.1016/j.orgel.2015.06.009
Lin, R. Y. Y.; Wu, F. L.; Li, C. T.; Chen, P. Y.; Ho, K. C.; Lin, J. T. ChemSusChem 2015, 8, 2503.
doi: 10.1002/cssc.201500589
Zhang, X.; Gou, F.; Shi, J.; Gao, H.; Xu, C.; Zhu, Z.; Jing, H. RSC Adv. 2016, 6, 106380.
doi: 10.1039/C6RA20769C
Iqbal, Z.; Wu, W. Q.; Huang, Z. S.; Wang, L. Y.; Kuang, D. B.; Meier, H.; Cao, D. R. Dyes Pigm. 2016, 124, 63.
doi: 10.1016/j.dyepig.2015.09.001
Du, C. F.; Jiang, L.; Sun, L.; Huang, N. Y.; Deng, W. Q. RSC Adv. 2015, 5, 37574.
doi: 10.1039/C5RA05287D
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