Triphenylamine and benzothiadiazole-based D-A-A' and A'-A-D-D-A-A' type small molecules for solution-processed organic solar cells
详细信息 查看全文
- 作者：Sivaraman Somasundaram ; Suzy Jeon ; Sanghyuk Park
- 关键词：organic photovoltaics ; bulk heterojunction type solar cells ; small ; molecule based solar cells
- 刊名：Macromolecular Research
- 出版年：2016
- 出版时间：March 2016
- 年：2016
- 卷：24
- 期：3
- 页码：226-234
- 全文大小：546 KB
- 参考文献：(1).J. Zhou, Y. Zuo, X. Wan, G. Long, Q. Zhang, W. Ni, Y. Liu, Z. Li, G. He, C. Li, B. Kan, M. Li, and Y. Chen, J. Am. Chem. Soc., 135, 8484 (2013).CrossRef
(2).A. Sharenko, C. M. Proctor, T. S. van der Poll, Z. B. Henson, T.-Q. Nguyen, and G. C. Bazan, Adv. Mater., 25, 4403 (2013).CrossRef
(3).H. Qin, L. Li, F. Guo, S. Su, J. Peng, Y. Cao, and X. Peng, Energy Environ. Sci., 7, 1397 (2014).CrossRef
(4).V. Gupta, V. Bharti, M. Kumar, S. Chand, and A. J. Heeger, Adv. Mater., 27, 4398 (2015).CrossRef
(5).A. K. K. Kyaw, D. H. Wang, C. Luo, Y. Cao, T.-Q. Nguyen, G. C. Bazan, and A. J. Heeger, Adv. Energy Mater., 4, 1301469 (2014).CrossRef
(6).Y. Sun, G. C.Welch, W. L. Leong, C. J. Takacs, G. C. Bazan, and A. J. Heeger, Nat. Mater., 11, 44 (2012).CrossRef
(7).J. Kim, J.Y. Shim, S. Song, J. Kim, I. Kim, J. Y. Kim, and H. Suh, Macromol. Res., 23, 214 (2015).CrossRef
(8).J. You, C.-C. Chen, Z. Hong, K. Yoshimura, K. Ohya, R. Xu, S. Ye, J. Gao, G. Li, and Y. Yang, Adv. Mater., 25, 3973 (2013).CrossRef
(9).S. Gunes, H. Neugebauer, and N. S. Sariciftci, Chem. Rev., 107, 1324 (2007).CrossRef
(10).W. Wang, L. Liang, M. Zhou, M. Sun, S. Yan, and Q. Ling, Macromol. Res., 23, 30 (2015).CrossRef
(11).Y. M. Yang, W. Chen, L. Dou, W.-H. Chang, H.-S. Duan, B. Bob, G. Li, and Y. Yang, Nat. Photonics, 9, 190 (2015).CrossRef
(12).C. Q. Ma, M. Fonrodona, M. C. Schikora, M. M. Wienk, R. A. J. Janssen, and P. Bauerle Adv. Funct. Mater., 18, 3323 (2008).CrossRef
(13).G. B. Lee, R. Kim, H.-J. Cha, C. E. Park, J. H. Kim, and Y.-H. Kim, Macromol. Res., 22, 3569 (2014).
(14).N. S. Kang, M. H. Hoang, D. H. Choi, and B.-K. Ju, Macromol. Res., 21, 65 (2013).CrossRef
(15).M. L. Sun, L. Wang, X. H. Zhu, B. Du, R. Liu, W. Yang, and Y. Cao, Sol. Energy Mater. Sol. Cells, 91, 1681 (2007).CrossRef
(16).Z. He, C. Zhong, S. Su, M. Xu, H. Wu, and Y. Cao, Nat. Photonics, 6, 591 (2012).
(17).Heliatek GmbH press release, Jan 16, 2013; http://www.heliatek.com/en/press/press-releases/details/heliatek-consolidatesits-technology-leadership-by-establishing-a-new-world-recordfor-organic-solar-technology-with-a-cell-effi.
(18).C.-C. Chen, W.-H. Chang, K. Yoshimura, K. Ohya, J. You, J. Gao, Z. Hong, and Y. Yang, Adv. Mater., 26, 5670 (2014).CrossRef
(19).Y.-H. Chen, C.-W. Chen, Z.-Y. Huang, W.-C. Lin, L.-Y. Lin, F. Lin, K.-T. Wong, and H.-W. Lin, Adv. Mater., 26, 1129 (2014).CrossRef
(20).Y. Lin, L. Ma, Y. Li, Y. Liu, D. Zhu, and X. Zhan, Adv. Energy Mater., 4, 1300626 (2014).
(21).K. H. Kim, D. C. Kim, M. J. Cho, D. H. Choi, N. S. Kang, and J. W. Yu, Macromol. Res., 17, 549 (2009).CrossRef
(22).H. Huang, N. Zhou, R. P. Ortiz, Z. Chen, S. Loser, S. Zhang, X. Guo, J. Casado, J. T. L. Navarrete, X. Yu, A. Facchetti, and T. J. Marks, Adv. Funct. Mater., 24, 2782 (2014).CrossRef
(23).H. Cha, D. S. Chung, S. Y. Bae, M.-J. Lee, T. K. An, J. Hwang, K. H. Kim, Y.-H. Kim, D. H. Choi, and C. E. Park, Adv. Funct. Mater., 23, 1556 (2013).CrossRef
(24).B. Walker, C. Kim, and T.-Q. Nguyen, Chem. Mater., 23, 470 (2011).CrossRef
(25).Q. Zhang, B. Kan, F. Liu, G. Long, X. Wan, X. Chen, Y. Zuo, W. Ni, H. Zhang, M. Li, Z. Hu, F. Huang, Y. Cao, Z. Liang, M. Zhang, T. P. Russell, and Y. Chen, Nat. Photonics, 9, 35 (2015).CrossRef
(26).J. E. Coughlin, Z. B. Henson, G. C. Welch, and G. C. Bazan, Acc. Chem. Res., 47, 257 (2013).CrossRef
(27).Y. Chen, X. Wan, and G. Long, Acc. Chem. Res., 46, 2645 (2013).CrossRef
(28).A. Mishra and P. Bäuerle, Angew. Chem. Int. Ed., 51, 2020 (2012).CrossRef
(29).Y. Lin, Y. Li, and X. Zhan, Chem. Soc. Rev., 41, 4245 (2012).CrossRef
(30).D. Deng, Y. Yang, J. Zhang, C. He, M. Zhang, Z.-G. Zhang, Z. Zhang, and Y. Li, Org. Electron., 12, 614 (2011).CrossRef
(31).J. Zhang, Y. Yang, C. He, Y. He, G. Zhao, and Y. Li, Macromolecules, 42, 7619 (2009).CrossRef
(32).G. Zhao, G. Wu, C. He, F.-Q. Bai, H. Xi, H.-X. Zhang, and Y. Li, J. Phys. Chem. C, 113, 2636 (2009).CrossRef
(33).C. He, Q. He, X. Yang, G. Wu, C. Yang, F. Bai, Z. Shuai, L. Wang, and Y. Li, J. Phys. Chem. C, 111, 8661 (2007).CrossRef
(34).J. Wang, S. Wang, X. Li, L. Zhu, Q. Meng, Y. Xiao, and D. Li, Chem. Commun., 50, 5829 (2014).CrossRef
(35).J. Mescher, S. W. Kettlitz, N. Christ, M. F. G. Klein, A. Puetz, A. Mertens, A. Colsmann, and U. Lemmer, Org. Electron., 15, 1476 (2014).CrossRef
(36).M. Z. Yigit, H. Bilgili, E. Sefer, S. Demic, C. Zafer, M. Can, and S. Koyuncu, Electrochim. Acta, 147, 617 (2014).CrossRef
(37).J. Sun, Y. Zhu, X. Xu, C. Zhang, J. Chen, H. Chen, and Y. Cao, Macromol. Chem. Phys., 215, 1052 (2014).CrossRef
(38).I. Osaka, M. Shimawaki, H. Mori, I. Doi, E. Miyazaki, T. Koganezawa, and K. Takimiya, J. Am. Chem. Soc., 134, 3498 (2012).CrossRef
(39).L. Lu, T. Xu, I. H. Jung, and L. Yu, J. Phys. Chem. C, 118, 22834 (2014).CrossRef
(40).B. Schmidt-Hansberg, M. F. G. Klein, M. Sanyal, F. Buss, G. Q. G. de Medeiros, C. Munuera, A. Vorobiev, A. Colsmann, P. Scharfer, U. Lemmer, E. Barrena, and W. Schabel, Macromolecules, 45, 7948 (2012).CrossRef
(41).A. Tournebize, P.-O. Bussière, P. W.-W. Chung, S. Thérias, A. Rivaton, J.-L. Gardette, S. Beaupré, and M. Leclerc, Adv. Energy Mater., 3, 478 (2013).CrossRef
(42).T. Higashihara and M. Ueda, Macromol. Res., 21, 257 (2013).CrossRef
(43).P. Liab, H. Tong, J. Liua, J. Ding, Z. Xiea, and L. Wang, RSC Adv., 3, 23098 (2013).CrossRef
(44).W. Wu, J. Yang, J. Hua, J. Tang, L. Zhang, Y. Long, and H. Tian, J. Mater. Chem., 20, 1772 (2010).CrossRef
(45).W. Wu, C. Cheng, W. Wu, H. Guo, S. Ji, P. Song, K. Han, J. Zhao, X. Zhang, Y. Wu, and G. Du, Eur. J. Inorg. Chem., 29, 4683 (2010).CrossRef
(46).D. H. Lee, M. J. Lee, H. M. Song, B. J. Song, K. D. Seo, M. Pastore, C. Anselmi, S. Fantacci, F. D. Angelis, M. K. Nazeeruddin, M. Gräetzel, and H. K. Kim, Dyes Pigm., 91, 192 (2011).CrossRef
(47).C. H. Woo, P. M. Beaujuge, T. W. Holcombe, O. P. Lee, and J. M. J. Fréchet, J. Am. Chem. Soc., 132, 15547 (2010).CrossRef
(48).H. M. Ko, H. Choi, S. Paek, K. Kim, K. Song, J. K. Lee, and J. Ko, J. Mater. Chem., 21, 7248 (2011).CrossRef
(49).W. Cai, X. Gongn, and Y. Cao, Sol. Energy Mater. Sol. Cells, 94, 114 (2010).CrossRef
(50).K. Li, Z. Li, K. Feng, X. Xu, L. Wang, and Q. Peng, J. Am. Chem. Soc., 135, 13549 (2013).CrossRef
(51).N. S. Bayliss and E. G. McRae, J. Phys. Chem., 58, 1002 (1954).CrossRef
(52).L. A. Perez, K. W. Chou, J. A. Love, T. S. van der Poll, D.-M. Smilgies, T.-Q. Nguyen, E. J. Kramer, A. Amassian, G. C. Bazan, Adv. Mater., 25, 6380 (2013).CrossRef
(53).Y. Zhang, H. Zhou, J. Seifter, L. Ying, A. Mikhailovsky, A. J. Heeger, G. C. Bazan, and T.-Q. Nguyen, Adv. Mater., 25, 7038 (2013).CrossRef
(54).S. Song, H. Han, Y. Kim, B. H. Lee, S. H. Park, Y. Jin, I. Kim, K. Lee, and H. Suh, Sol. Energy Mater. Sol. Cells, 95, 1838 (2011).CrossRef
(55).B. C. Thompson and J. M. J. Frechet, Angew. Chem. Int. Ed., 47, 58 (2008).CrossRef
(56).L. Zeng, C. W. Tang, and S. H. Chen, Appl. Phys. Lett., 97, 053305 (2010).CrossRef
(57).H. U. Kim, D. Mi, J.-H. Kim, J. B. Park, S. C. Yoon, U. C. Yoon, and D.-H. Hwang, Sol. Energy Mater. Sol. Cells, 105, 6 (2012).CrossRef
Suzy Jeon (1)
Sanghyuk Park (1)
1. Department of Chemistry, Kongju National University, 56 Gongjudaehak-ro, Gongju, Chungnam, 32588, Korea
Physical Chemistry
Polymer Sciences
Characterization and Evaluation of Materials
Soft and Granular Matter, Complex Fluids and Microfluidics
Nanochemistry
Nanotec
文摘
Utilization of small-molecule based organic photovoltaic (OPV) devices has received strong attention due to their easy preparation, purification, and batch-to-batch resemblance in properties. In this work, a series of simple benzothiadiazole and triphenylamine-containing molecules were synthesized, and their application to organic photovoltaic devices was investigated. The absorption spectra demonstrated that the absorption wavelength of the small molecules could be tuned dramatically by extension of molecular structure from donor-acceptor-acceptor (D-A-A’) to A’-A-D-D-A-A’ sequences. Due to the intramolecular energy transfer from the acceptor to donor and vice versa in D-A-A’ structures in prepared molecules, the maximum emission wavelengths were red-shifted gradually with the increase of chain length. Bulk heterojunction (BHJ) type solar cell devices were fabricated by using the small molecules as donors and (6,6)-phenyl C61-butyric acid methyl ester (PC61BM) as acceptor (2:1), gave maximal open circuit voltage of the photovoltaic cells of 0.59 V and the power conversion efficiencies of the devices were measured 0.83% under AM 1.5G irradiation (100 mWcm-2).