Chlorophyll-based organic solar cells with improved power conversion efficiency

doi:10.1016/j.jechem.2018.12.018

能源化学(英文版) ›› 2019, Vol. 38 ›› Issue (11): 88-93.DOI: 10.1016/j.jechem.2018.12.018

Chlorophyll-based organic solar cells with improved power conversion efficiency

Shenghan Wang^a, Shengnan Duan^a, Yuwei Wang^b, Chenglin Sun^a, Xiao-Feng Wang^a, Shin-ichi Sasaki^b

a Key Laboratory of Physics and Technology for Advanced Batteries (Ministry of Education), College of Physics, Jilin University, Changchun 130012, Jilin, China;
b Nagahama Institute of Bio-Science and Technology, Nagahama, Shiga 526-0829, Japan

收稿日期:2018-10-08 修回日期:2018-12-26 出版日期:2019-11-15 发布日期:2020-12-18
通讯作者: Chenglin Sun, chenglin@jlu.edu.cn; Xiao-Feng Wang, xf_wang@jlu.edu.cn
基金资助:
The authors would like to thank Ms H. Ohmiya, and Ms N. Warifune for technical assistance. This work was supported by METX,JSPS KAKENHI (Grant numbers, 16K06766, 17H06519, 17K18972, 18H01727, and JP18H05513), Collaborative Research Center on Energy Materials in IMR (E-IMR), and Target Project 4 of WPI-AIMR, Tohoku University.

Chlorophyll-based organic solar cells with improved power conversion efficiency

Shenghan Wang^a, Shengnan Duan^a, Yuwei Wang^b, Chenglin Sun^a, Xiao-Feng Wang^a, Shin-ichi Sasaki^b

a Key Laboratory of Physics and Technology for Advanced Batteries (Ministry of Education), College of Physics, Jilin University, Changchun 130012, Jilin, China;
b Nagahama Institute of Bio-Science and Technology, Nagahama, Shiga 526-0829, Japan

Received:2018-10-08 Revised:2018-12-26 Online:2019-11-15 Published:2020-12-18
Contact: Chenglin Sun, chenglin@jlu.edu.cn; Xiao-Feng Wang, xf_wang@jlu.edu.cn
Supported by:
The authors would like to thank Ms H. Ohmiya, and Ms N. Warifune for technical assistance. This work was supported by METX,JSPS KAKENHI (Grant numbers, 16K06766, 17H06519, 17K18972, 18H01727, and JP18H05513), Collaborative Research Center on Energy Materials in IMR (E-IMR), and Target Project 4 of WPI-AIMR, Tohoku University.

摘要/Abstract

摘要： Chlorophylls (Chls), and associated chlorophyll derivatives, are one of the oldest, most versatile organic semiconductors found in nature. Herein, we present two easily semi-synthesized chlorophyll derivatives, namely, chlorin e₆ trimethyl ester (Ce6Me₃) and its copper complex (Cu-Ce6Me₃), as the p-type dopants for organic semiconductors and their impact in organic solar cells (OSCs). In our study, both Chls showed intense Soret and Q_y bands in the UV-visible spectra, leading to an effect means for capturing solar light and energy. Chls also exhibited high carrier mobility owing to the partial formation of aggregates through the spin-coating process. Using Chls, we fabricated OSCs in both planar-heterojunction (PHJ) and bulkheterojunction (BHJ) solar cell configurations, together with C₇₀/PC₇₀BM as electron acceptors. In PHJ solar cells, we received solar power conversion efficiencies (PCEs) of only 0.85% and 0.93% for Cu-Ce6Me₃- and Ce6Me₃-based devices, respectively, with the thickness of the donor layer at 5 nm. In BHJ cells, we achieved much higher PCEs of 1.53% and 2.05% for Cu-Ce6Me₃:PC₇₀BM and Ce6Me₃:PC₇₀BM respectively, where both blending ratios were set to 1:8. The improvement on PCE in BHJ cells may be attributed to the better charge separation increase at the donor-acceptor interface.

关键词: Organic solar cells, Chlorophyll derivatives, Fullerene, Planar-heterojunction, Bulk-heterojunction

Abstract: Chlorophylls (Chls), and associated chlorophyll derivatives, are one of the oldest, most versatile organic semiconductors found in nature. Herein, we present two easily semi-synthesized chlorophyll derivatives, namely, chlorin e₆ trimethyl ester (Ce6Me₃) and its copper complex (Cu-Ce6Me₃), as the p-type dopants for organic semiconductors and their impact in organic solar cells (OSCs). In our study, both Chls showed intense Soret and Q_y bands in the UV-visible spectra, leading to an effect means for capturing solar light and energy. Chls also exhibited high carrier mobility owing to the partial formation of aggregates through the spin-coating process. Using Chls, we fabricated OSCs in both planar-heterojunction (PHJ) and bulkheterojunction (BHJ) solar cell configurations, together with C₇₀/PC₇₀BM as electron acceptors. In PHJ solar cells, we received solar power conversion efficiencies (PCEs) of only 0.85% and 0.93% for Cu-Ce6Me₃- and Ce6Me₃-based devices, respectively, with the thickness of the donor layer at 5 nm. In BHJ cells, we achieved much higher PCEs of 1.53% and 2.05% for Cu-Ce6Me₃:PC₇₀BM and Ce6Me₃:PC₇₀BM respectively, where both blending ratios were set to 1:8. The improvement on PCE in BHJ cells may be attributed to the better charge separation increase at the donor-acceptor interface.

Key words: Organic solar cells, Chlorophyll derivatives, Fullerene, Planar-heterojunction, Bulk-heterojunction

Shenghan Wang, Shengnan Duan, Yuwei Wang, Chenglin Sun, Xiao-Feng Wang, Shin-ichi Sasaki. Chlorophyll-based organic solar cells with improved power conversion efficiency[J]. 能源化学(英文版), 2019, 38(11): 88-93.

参考文献

[1] F.A. Larrain, C. Fuentes-Hemandez, W.F. Chou, V.A. Rodriguez-Toro, T.Y. Huang, M.F. Toney, B. Kippelen, Energy Environ. Sci. 11(2018) 2216-2224.
[2] T. Liu, L. Huo, S. Chandrabose, K. Chen, G. Han, F. Qi, X. Meng, D. Xie, W. Ma, Y. Yi, J.M. Hodgkiss, F. Liu, J. Wang, C. Yang, Y. Sun, Adv. Mater. 30(2018) 1707353.
[3] X.F. Wang, H. Tamiaki, L. Wang, N. Tamai, O. Kitao, H. Zhou, S. Sasaki, Langmuir 26(2010) 6320-6327.
[4] E. Zheng, Y. Wang, J. Song, X.F. Wang, W. Tian, G. Chen, T. Miyasaka, J. Energy Chem. 27(2018) 1461-1467.
[5] A. Tang, Zhan C, J. Yao, E. Zhou, Adv. Mater. 29(2017) 1600013.
[6] B. Xiao, A. Tang, J. Zhang, A. Mahmood, Z. Wei, E. Zhou, Adv. Energy Mater. 7(2017) 160229.
[7] B. Xiao, A. Tang, J. Yang, Z. Wei, E. Zhou, ACS Macro. Lett. 6(2017) 410-414.
[8] A. Tang, B. Xiao, Y. Wang, F. Gao, K. Tajima, H. Bin, Z.-G. Zhang, Y. Li, Z. Wei, E. Zhou, Adv. Funct. Mater. 28(2018) 1704507.
[9] A. Tang, B. Xiao, F. Chen, J. Zhang, Z. Wei, E. Zhou, Adv. Energy Mater. 8(2018) 1801582.
[10] K. Feng, Y. Liu, Y. Zhang, Y. Liu, X. Mo, J. Energy Chem 27(2018) 1386-1389.
[11] X. Liu, F. Kong, W. Chen, T. Yu, Y. Huang, T. Hayat, A. Alsaedi, H. Wang, J. Chen, S. Dai, J. Energy Chem. 27(2018) 1409-1414.
[12] Y. Lv, B. Cai, Y. Wu, S. Wang, Q. Jiang, Q. Ma, J. Liu, W.-H. Zhang, J. Energy Chem. 27(2018) 951-956.
[13] J. Gong, P. Guo, S.E. Benjamin, P. Gregory Van Patten, R.D. Schaller, T. Xu, J. Energy Chem. 27(2018) 1017-1039.
[14] E. Bundgaard, F.C. Krebs, Sol. Energ. Mat. Sol. C. 91(2007) 954-985.
[15] G. Calogero, G. DiMarco, S. Caramori, S. Cazzanti, R. Argazzi, C.A. Bignozzi, Energy Environ. Sci 2(2009) 1162-1172.
[16] X.F. Wang, J. Xiang, P. Wang, Y. Koyama, S. Yanagida, Y. Wada, K. Hamada, S. Sasaki, H. Tamiaki, Chem. Phys. Lett. 408(2005) 409-414.
[17] X.F. Wang, Y. Kakitani, J. Xiang, Y. Koyama, F.S. Rondonuwu, H. Nagae, S. Sasaki, H. Tamiaki, Chem. Phys. Lett. 416(2005) 229-233.
[18] X.F. Wang, A. Matsuda, Y. Koyama, H. Nagae, S. Sasaki, H. Tamiaki, Y. Wada, Chem. Phys. Lett. 423(2006) 470-475.
[19] X.F. Wang, C.H. Zhan, T. Maoka, Y. Wada, Y. Koyama, Chem. Phys. Lett. 447(2007) 79-85.
[20] M. Li, Y. Li, S. Sasaki, J. Song, C. Wang, H. Tamiaki, W. Tian, G. Chen, T. Miyasaka, X.F. Wang, Chem. Sus. Chem. 9(2016) 2862-2869.
[21] S. Duan, G. Chen, M. Li, G. Chen, X.F. Wang, H. Tamiaki, S. Sasaki, J. Photoch, Photobio. A 347(2017) 49-54.
[22] Y. Amao, T. Komori, Biosens. Bioelectron. 19(2004) 843-847.
[23] M. Ikegami, M. Ozeki, Y. Kijitori, T. Miyasaka, Electrochemistry 76(2008) 140-143.
[24] X.F. Wang, O. Kitao, Molecules 17(2012) 4484-4497.
[25] J. Delgado, E. Espíldora, M. Liedtke, A. Sperlich, D. Rauh, A. Baumann, C. Deibel, V. Dyakonov, N. Martín, Chem. Eur. J. 15(2009) 13474-13482.
[26] S. Gunes, H. Neugebauer, N.S. Sariciftci, Chem. Rev. 107(2007) 1324-1338.
[27] P. Peumans, A. Yakimov, S.R. Forrest, J. Appl. Phys. 93(2003) 3693-3723.
[28] D.S. Qin, P. Gu, R.S. Dhar, S.G. Razavipour, D.Y. Ban, Phys. Status Solidi A 208(2011) 1967-1971.
[29] H. Yokoyama, E.J. Kramer, M.H. Rafailovich, J. Sokolov, S.A. Schwarz, Macromolecules 31(1998) 8826-8830.
[30] M.C. Scharber, D. Mühlbacher, M. Koppe, P. Denk, C. Waldauf, A.J. Heeger, C.J. Brabec, Adv. Mater. 18(2006) 789-794.
[31] A. Maurano, R. Hamilton, C.G. Shuttle, A.M. Ballantyne, J. Nelson, B. O'Regan, W. Zhang, I. McCulloch, H. Azimi, M. Morana, C.J. Brabec, J.R. Durrant, Adv. Mater. 22(2010) 4987-4992.
[32] S. Yamamoto, A. Orimo, H. Ohkita, H. Benten, S. Ito, Adv. Energy Mater. 2(2011) 229-237.
[33] X.F. Wang, H. Tamiaki, O. Kitao, T. Ikeuchi, S. Sasaki, J. Power Sources 242(2013) 860-864.
[34] H. Tamiaki, M. Amakawa, A.R. Holzwarth, K. Schaffner, Photosynth. Res. 71(2002) 59-67.
[35] A. Kay, M. Graetzel, J. Phys. Chem. 7(1993) 6272-6277.
[36] G. Calogero, I. Citro, C. Crupi, G.D. Marco, Spectrochim. Acta A 132(2014) 477-484.
[37] Y. Li, S. Sasaki, H. Tamiaki, C.L. Liu, J. Song, W. Tian, E. Zheng, Y. Wei, G. Chen, X. Fu, X.F. Wang, J. Power Sources 297(2015) 519-524.
[38] Y. Amao, Y. Yamada, Biosens. Bioelectron. 22(2007) 1561-1565.
[39] S. Duan, C. Dall'Agnese, G. Chen, X.F. Wang, H. Tamiaki, Y. Yamamoto, T. Ikeuchi, S. Sasaki, ACS Energy Lett. 3(2018) 1708-1712.
[40] K.L. Mutolo, E.I. Mayo, B.P. Rand, S.R. Forrest, M.E. Thompson, J. Am. Chem. Soc. 128(2006) 8108-8109.
[41] B. Walker, C. Kim, T. Nguyen, Chem. Mater. 23(2011) 470-482.
[42] P.M. Beaujuge, J.M.J. Fréchet, J. Am. Chem. Soc. 133(2011) 20009-20029.
[43] M. Zhang, Irfan, H. Ding, Y. Gao, C.W. Tang, Appl. Phys. Lett. 96(2010) 183301, doi:10.1063/1.3415497.
[44] M. Zhang, H. Wang, H. Tian, Y. Geng, C.W. Tang, Adv. Mater. 23(2011) 4960-4964.
[45] G. Chen, H. Sasabe, Z. Wang, X.F. Wang, Z. Hong, Y. Yang, J. Kido, Adv. Mater. 24(2012) 2768-2773.

Chlorophyll-based organic solar cells with improved power conversion efficiency

Chlorophyll-based organic solar cells with improved power conversion efficiency

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