An Efficient Ternary Organic Solar Cell with a Porphyrin Based Small Molecule Donor and Two Fullerene Acceptors
- Corresponding author: Chen Yongsheng, yschen99@nankai.edu.cn
Citation:
Sun Yanna, Gao Huanhuan, Zhang Yamin, Wang Yunchuang, Kan Bin, Wan Xiangjian, Zhang Hongtao, Chen Yongsheng. An Efficient Ternary Organic Solar Cell with a Porphyrin Based Small Molecule Donor and Two Fullerene Acceptors[J]. Chinese Journal of Organic Chemistry,
;2018, 38(1): 228-236.
doi:
10.6023/cjoc201706026
Heeger, A. J. Chem. Soc. Rev. 2010, 39, 2354.
doi: 10.1039/b914956m
Krebs, F. C. Sol. Energy Mater. Sol. Cells 2009, 93, 394.
doi: 10.1016/j.solmat.2008.10.004
Li, G.; Zhu, R.; Yang, Y. Nat. Photonics 2012, 6, 153.
doi: 10.1038/nphoton.2012.11
Lu, L.; Zheng, T.; Wu, Q.; Schneider, A. M.; Zhao, D.; Yu, L. Chem. Rev. 2015, 115, 12666.
doi: 10.1021/acs.chemrev.5b00098
Service, R. F. Science 2011, 332, 293.
doi: 10.1126/science.332.6027.293
Zhang, Z.-G.; Li, Y. Sci. China: Chem. 2015, 58, 192.
doi: 10.1007/s11426-014-5260-2
Baran, D.; Ashraf, R. S.; Hanifi, D. A.; Abdelsamie, M.; Gasparini, N.; Rohr, J. A.; Holliday, S.; Wadsworth, A.; Lockett, S.; Neophytou, M.; Emmott, C. J. M.; Nelson, J.; Brabec, C. J.; Amassian, A.; Salleo, A.; Kirchartz, T.; Durrant, J. R.; McCulloch, I. Nat. Mater. 2017, 16, 363.
doi: 10.1038/nmat4797
Bin, H.; Gao, L.; Zhang, Z.-G.; Yang, Y.; Zhang, Y.; Zhang, C.; Chen, S.; Xue, L.; Yang, C.; Xiao, M.; Li, Y. Nat. Commun. 2016, 7, 13651.
doi: 10.1038/ncomms13651
Dai, S.; Zhao, F.; Zhang, Q.; Lau, T.-K.; Li, T.; Liu, K.; Ling, Q.; Wang, C.; Lu, X.; You, W.; Zhan, X. J. Am. Chem. Soc. 2017, 139, 1336.
doi: 10.1021/jacs.6b12755
Jin, Y.; Chen, Z.; Dong, S.; Zheng, N.; Ying, L.; Jiang, X.-F.; Liu, F.; Huang, F.; Cao, Y. Adv. Mater. 2016, 28, 9811.
doi: 10.1002/adma.201603178
Kan, B.; Feng, H.; Wan, X.; Liu, F.; Ke, X.; Wang, Y.; Wang, Y.; Zhang, H.; Li, C.; Hou, J.; Chen, Y. J. Am. Chem. Soc. 2017, 139, 4929.
doi: 10.1021/jacs.7b01170
Kan, B.; Li, M.; Zhang, Q.; Liu, F.; Wan, X.; Wang, Y.; Ni, W.; Long, G.; Yang, X.; Feng, H.; Zuo, Y.; Zhang, M.; Huang, F.; Cao, Y.; Russell, T. P.; Chen, Y. J. Am. Chem. Soc. 2015, 137, 3886.
doi: 10.1021/jacs.5b00305
Li, S.; Ye, L.; Zhao, W.; Zhang, S.; Mukherjee, S.; Ade, H.; Hou, J. Adv. Mater. 2016, 28, 9423.
doi: 10.1002/adma.201602776
Li, Z.; Jiang, K.; Yang, G.; Lai, J. Y. L.; Ma, T.; Zhao, J.; Ma, W.; Yan, H. Nat. Commun. 2016, 7, 13094.
doi: 10.1038/ncomms13094
Lin, Y.; Zhao, F.; Wu, Y.; Chen, K.; Xia, Y.; Li, G.; Prasad, S. K. K.; Zhu, J.; Huo, L.; Bin, H.; Zhang, Z.-G.; Guo, X.; Zhang, M.; Sun, Y.; Gao, F.; Wei, Z.; Ma, W.; Wang, C.; Hodgkiss, J.; Bo, Z.; Inganas, O.; Li, Y.; Zhan, X. Adv. Mater. 2017, 29, 1604155.
doi: 10.1002/adma.v29.3
Liu, T.; Pan, X.; Meng, X.; Liu, Y.; Wei, D.; Ma, W.; Huo, L.; Sun, X.; Lee, T. H.; Huang, M.; Choi, H.; Kim, J. Y.; Choy, W. C. H.; Sun, Y. Adv. Mater. 2017, 29, 1604251.
doi: 10.1002/adma.201604251
Qiu, N.; Zhang, H.; Wan, X.; Li, C.; Ke, X.; Feng, H.; Kan, B.; Zhang, H.; Zhang, Q.; Lu, Y.; Chen, Y. Adv. Mater. 2017, 29, 1604964.
doi: 10.1002/adma.201604964
Vohra, V.; Kawashima, K.; Kakara, T.; Koganezawa, T.; Osaka, I.; Takimiya, K.; Murata, H. Nat. Photonics 2015, 9, 403.
doi: 10.1038/nphoton.2015.84
Yang, Y.; Zhang, Z.-G.; Bin, H.; Chen, S.; Gao, L.; Xue, L.; Yang, C.; Li, Y. J. Am. Chem. Soc. 2016, 138, 15011.
doi: 10.1021/jacs.6b09110
Yao, H.; Cui, Y.; Yu, R.; Gao, B.; Zhang, H.; Hou, J. Angew. Chem. 2017, 129, 3091.
doi: 10.1002/ange.201610944
Zhang, S.; Ye, L.; Zhao, W.; Yang, B.; Wang, Q.; Hou, J. Sci. China: Chem. 2015, 58, 248.
doi: 10.1007/s11426-014-5273-x
Zhao, F.; Dai, S.; Wu, Y.; Zhang, Q.; Wang, J.; Jiang, L.; Ling, Q.; Wei, Z.; Ma, W.; You, W.; Wang, C.; Zhan, X. Adv. Mater. 2017, 29, 1700144.
doi: 10.1002/adma.201700144
Zhao, J.; Li, Y.; Yang, G.; Jiang, K.; Lin, H.; Ade, H.; Ma, W.; Yan, H. Nat. Energy 2016, 1, 15027.
doi: 10.1038/nenergy.2015.27
Ameri, T.; Khoram, P.; Min, J.; Brabec, C. J. Adv. Mater. 2013, 25, 4245.
doi: 10.1002/adma.v25.31
An, Q.; Zhang, F.; Zhang, J.; Tang, W.; Deng, Z.; Hu, B. Energy Environ. Sci. 2016, 9, 281.
doi: 10.1039/C5EE02641E
Lu, L.; Kelly, M. A.; You, W.; Yu, L. Nat. Photonics 2015, 9, 491.
doi: 10.1038/nphoton.2015.128
Yang, Y.; Chen, W.; Dou, L.; Chang, W.-H.; Duan, H.-S.; Bob, B.; Li, G. Nat. Photonics 2015, 9, 190.
doi: 10.1038/nphoton.2015.9
Huang, F. Sci. China: Chem. 2017, 60, 433.
doi: 10.1007/s11426-016-0518-6
Li, M.; Gao, K.; Wan, X.; Zhang, Q.; Kan, B.; Xia, R.; Liu, F.; Yang, X.; Feng, H.; Ni, W.; Wang, Y.; Peng, J.; Zhang, H.; Liang, Z.; Yip, H.-L.; Peng, X.; Cao, Y.; Chen, Y. Nat. Photonics 2017, 11, 85.
doi: 10.1038/nphoton.2016.240
You, J.; Dou, L.; Yoshimura, K.; Kato, T.; Ohya, K.; Moriarty, T.; Emery, K.; Chen, C.-C.; Gao, J.; Li, G.; Yang, Y. Nat. Commun. 2013, 4, 1446.
doi: 10.1038/ncomms2411
Yusoff, A. R. b. M.; Kim, D.; Kim, H. P.; Shneider, F. K.; da Silva, W. J.; Jang, J. Energy Environ. Sci. 2015, 8, 303.
doi: 10.1039/C4EE03048F
Zheng, Z.; Zhang, S.; Zhang, M.; Zhao, K.; Ye, L.; Chen, Y.; Yang, B.; Hou, J. Adv. Mater. 2015, 27, 1189.
doi: 10.1002/adma.201404525
Gasparini, N.; Jiao, X.; Heumueller, T.; Baran, D.; Matt, G. J.; Fladischer, S.; Spiecker, E.; Ade, H.; Brabec, C. J.; Ameri, T. Nat. Energy 2016, 1, 16118.
doi: 10.1038/nenergy.2016.118
Liu, T.; Guo, Y.; Yi, Y.; Huo, L.; Xue, X.; Sun, X.; Fu, H.; Xiong, W.; Meng, D.; Wang, Z.; Liu, F.; Russell, T. P.; Sun, Y. Adv. Mater. 2016, 28, 10008.
doi: 10.1002/adma.201602570
Liu, T.; Huo, L.; Sun, X.; Fan, B.; Cai, Y.; Kim, T.; Kim, J. Y.; Choi, H.; Sun, Y. Adv. Energy Mater. 2016, 6, 1502109.
doi: 10.1002/aenm.201502109
Lu, H.; Zhang, J.; Chen, J.; Liu, Q.; Gong, X.; Feng, S.; Xu, X.; Ma, W.; Bo, Z. Adv. Mater. 2016, 28, 9559.
doi: 10.1002/adma.201603588
Nian, L.; Gao, K.; Liu, F.; Kan, Y.; Jiang, X.; Liu, L.; Xie, Z.; Peng, X.; Russell, T. P.; Ma, Y. Adv. Mater. 2016, 28, 8184.
doi: 10.1002/adma.v28.37
Xiao, L.; Gao, K.; Zhang, Y.; Chen, X.; Hou, L.; Cao, Y.; Peng, X. J. Mater. Chem. A 2016, 4, 5288.
doi: 10.1039/C6TA00783J
Nian, L.; Gao, K.; Jiang, Y.; Rong, Q.; Hu, X.; Yuan, D.; Liu, F.; Peng, X.; Russell, T. P.; Zhou, G. Adv. Mater. 2017, 29, 1700616.
doi: 10.1002/adma.201700616
Cheng, P.; Shi, Q.; Zhan, X. Acta Chim. Sinica 2015, 73, 252(in Chinese).
Cheng, P.; Yan, C.; Wu, Y.; Wang, J.; Qin, M.; An, Q.; Cao, J.; Huo, L.; Zhang, F.; Ding, L.; Sun, Y.; Ma, W.; Zhan, X. Adv. Mater. 2016, 28, 8021.
doi: 10.1002/adma.201602067
Yang, L.; Zhou, H.; Price, S. C.; You, W. J. Am. Chem. Soc. 2012, 134, 5432.
doi: 10.1021/ja211597w
Zhang, J.; Zhang, Y.; Fang, J.; Lu, K.; Wang, Z.; Ma, W.; Wei, Z. J. Am. Chem. Soc. 2015, 137, 8176.
doi: 10.1021/jacs.5b03449
Zhao, W.; Li, S.; Zhang, S.; Liu, X.; Hou, J. Adv. Mater. 2017, 29, 1604059.
doi: 10.1002/adma.v29.2
Guo, Y.; Zhu, H.; Liu, G.; Yan, H.; Zhu, B.; Li, S.; Sun, Y.; Li, G. Chin. J. Org. Chem. 2016, 36, 172(in Chinese).
Kadish, K. M. ; Smith, K. M. ; Guilard, R. The Porphyrin Handbook: Inorganic, Organometallic and Coordination Chemistry, Academic Press, San Diego, CA, 1999.
Lu, J.; Cai, W.; Zhang, G.; Liu, S.; Ying, L.; Huang, F. Acta Chim. Sinica 2015, 73, 1153(in Chinese).
Gao, K.; Li, L.; Lai, T.; Xiao, L.; Huang, Y.; Huang, F.; Peng, J.; Cao, Y.; Liu, F.; Russell, T. P.; Janssen, R. A. J.; Peng, X. J. Am. Chem. Soc. 2015, 137, 7282.
doi: 10.1021/jacs.5b03740
Gao, K.; Miao, J.; Xiao, L.; Deng, W.; Kan, Y.; Liang, T.; Wang, C.; Huang, F.; Peng, J.; Cao, Y.; Liu, F.; Russell, T. P.; Wu, H.; Peng, X. Adv. Mater. 2016, 28, 4727.
doi: 10.1002/adma.v28.23
Liang, T.; Xiao, L.; Gao, K.; Xu, W.; Peng, X.; Cao, Y. ACS Appl. Mater. Interfaces 2017, 9, 7131.
doi: 10.1021/acsami.6b15241
Xiao, L.; Chen, S.; Gao, K.; Peng, X.; Liu, F.; Cao, Y.; Wong, W. Y.; Wong, W. K.; Zhu, X. ACS Appl. Mater. Interfaces 2016, 8, 30176.
doi: 10.1021/acsami.6b09790
Cheng, P.; Li, Y.; Zhan, X. Energy Environ. Sci. 2014, 7, 2005.
doi: 10.1039/c3ee44202k
He, Y.; Chen, H.-Y.; Hou, J.; Li, Y. J. Am. Chem. Soc. 2010, 132, 5532.
doi: 10.1021/ja101780s
Xin, H.; Subramaniyan, S.; Kwon, T. W.; Shoaee, S.; Durrant, J. R.; Jenekhe, S. A. Chem. Mater. 2012, 24, 1995.
doi: 10.1021/cm300355e
Li, C. Z.; Chueh, C. C.; Yip, H. L.; O'Malley, K. M.; Chen, W. C.; Jen, A. K. Y. J. Mater. Chem. 2012, 22, 8574.
doi: 10.1039/c2jm30755c
Li, M.; Liu, F.; Wan, X.; Ni, W.; Kan, B.; Feng, H.; Zhang, Q.; Yang, X.; Wang, Y.; Zhang, Y.; Shen, Y.; Russell, T. P.; Chen, Y. Adv. Mater. 2015, 27, 6296.
doi: 10.1002/adma.201502645
Zhimin Sun , Xin-Hui Guo , Yue Zhao , Qing-Yu Meng , Li-Juan Xing , He-Lue Sun . Dynamically switchable porphyrin-based molecular tweezer for on−off fullerene recognition. Chinese Chemical Letters, 2024, 35(6): 109162-. doi: 10.1016/j.cclet.2023.109162
Brandon Bishop , Shaofeng Huang , Hongxuan Chen , Haijia Yu , Hai Long , Jingshi Shen , Wei Zhang . Artificial transmembrane channel constructed from shape-persistent covalent organic molecular cages capable of ion and small molecule transport. Chinese Chemical Letters, 2024, 35(11): 109966-. doi: 10.1016/j.cclet.2024.109966
Jiawei Li , Cheng Chen , Mingyan Wu . Donor-acceptor type organic cocrystals for deep-red circularly polarized luminescence and two-photon excited emission. Chinese Journal of Structural Chemistry, 2025, 44(3): 100513-100513. doi: 10.1016/j.cjsc.2025.100513
Wenxiang Ma , Xinyu He , Tianyi Chen , De-Li Ma , Hongzheng Chen , Chang-Zhi Li . Near-infrared non-fused electron acceptors for efficient organic photovoltaics. Chinese Chemical Letters, 2024, 35(4): 109099-. doi: 10.1016/j.cclet.2023.109099
Ali Dai , Zhiguo Zheng , Liusheng Duan , Jian Wu , Weiming Tan . Small molecule chemical scaffolds in plant growth regulators for the development of agrochemicals. Chinese Chemical Letters, 2025, 36(4): 110462-. doi: 10.1016/j.cclet.2024.110462
Chen Lu , Zefeng Yu , Jing Cao . Advancement in porphyrin/phthalocyanine compounds-based perovskite solar cells. Chinese Journal of Structural Chemistry, 2024, 43(3): 100240-100240. doi: 10.1016/j.cjsc.2024.100240
Chengcheng Xie , Chengyi Xiao , Hongshuo Niu , Guitao Feng , Weiwei Li . Mesoporous organic solar cells. Chinese Chemical Letters, 2024, 35(11): 109849-. doi: 10.1016/j.cclet.2024.109849
Xi Feng , Ding-Yi Hu , Zi-Jun Liang , Mu-Yang Zhou , Zhi-Shuo Wang , Wen-Yu Su , Rui-Biao Lin , Dong-Dong Zhou , Jie-Peng Zhang . A metal azolate framework with small aperture for highly efficient ternary benzene/cyclohexene/cyclohexane separation. Chinese Journal of Structural Chemistry, 2025, 44(3): 100540-100540. doi: 10.1016/j.cjsc.2025.100540
Kun Zhang , Ni Dan , Dan-Dan Ren , Ruo-Yu Zhang , Xiaoyan Lu , Ya-Pan Wu , Li-Lei Zhang , Hong-Ru Fu , Dong-Sheng Li . A small D-A molecule with highly heat-resisting room temperature phosphorescence for white emission and anti-counterfeiting. Chinese Journal of Structural Chemistry, 2024, 43(3): 100244-100244. doi: 10.1016/j.cjsc.2024.100244
Aolei Tan , Xiaoxiao Ma . Exploring the functional roles of small-molecule metabolites in disease research: Recent advancements in metabolomics. Chinese Chemical Letters, 2024, 35(8): 109276-. doi: 10.1016/j.cclet.2023.109276
Hyoseok Kim , Changyi Cui , Kohei Toh , Genyir Ado , Tetsuya Ogawa , Yixin Zhang , Shin-ichi Sato , Yong-Beom Lim , Hiroki Kurata , Lu Zhou , Motonari Uesugi . Discovery of a self-assembling small molecule that sequesters RNA-binding proteins. Chinese Chemical Letters, 2025, 36(5): 110135-. doi: 10.1016/j.cclet.2024.110135
Wen Su , Siying Liu , Qingfu Zhang , Zhongyan Zhou , Na Wang , Lei Yue . Temperature-controlled electrospray ionization tandem mass spectrometry study on protein/small molecule interaction. Chinese Chemical Letters, 2025, 36(5): 110237-. doi: 10.1016/j.cclet.2024.110237
Zhi Li , Shuya Pan , Yuan Tian , Shaowei Liu , Weifeng Wei , Jinlin Wang , Tianfeng Chen , Ling Wang . Selenium nanoparticles enhance the chemotherapeutic efficacy of pemetrexed against non-small cell lung cancer. Chinese Chemical Letters, 2024, 35(12): 110018-. doi: 10.1016/j.cclet.2024.110018
Bohao Liu , Xue Jiang , Ruizhi Ning , Heng Zhao , Yanpeng Zhang , Junnan Zhang , Tianqing Liu , Danyao Qu , Yinhui Bao , Zhanchen Guo , Xiaoyan Zeng , Shan Gao , Kun Fan , Runyi Tao , Jian Ji , Guangjian Zhang , Weiwei Wu . Tedlar bag free: Accurate volatolomics of ⅠA stage non-small cell lung cancer come out in wash. Chinese Chemical Letters, 2025, 36(6): 110301-. doi: 10.1016/j.cclet.2024.110301
Yunjie Dang , Yanru Feng , Xiao Chen , Chaoxing He , Shujie Wei , Dingyang Liu , Jinlong Qi , Huaxing Zhang , Shaokun Yang , Zhiyun Niu , Bai Xiang . Development of a multi-level pH-responsive lipid nanoplatform for efficient co-delivery of siRNA and small-molecule drugs in tumor treatment. Chinese Chemical Letters, 2024, 35(12): 109660-. doi: 10.1016/j.cclet.2024.109660
Cheng-Shuang Wang , Bing-Yu Zhou , Yi-Feng Wang , Cheng Yuan , Bo-Han Kou , Wei-Wei Zhao , Jing-Juan Xu . Bifunctional iron-porphyrin metal-organic frameworks for organic photoelectrochemical transistor gating and biosensing. Chinese Chemical Letters, 2025, 36(3): 110080-. doi: 10.1016/j.cclet.2024.110080
Deqi Fan , Yicheng Tang , Yemei Liao , Yan Mi , Yi Lu , Xiaofei Yang . Two birds with one stone: Functionalized wood composites for efficient photocatalytic hydrogen production and solar water evaporation. Chinese Chemical Letters, 2024, 35(9): 109441-. doi: 10.1016/j.cclet.2023.109441
Sheng Tang , Mingyue Liao , Weihai Sun , Jihuai Wu , Jiamin Lu , Yiming Xie . Optimizing CsPbBr3 perovskite solar cell interface and performance through tetraphenylethene derivatives. Chinese Chemical Letters, 2025, 36(6): 110838-. doi: 10.1016/j.cclet.2025.110838
Yijian Zhao , Jvzhe Li , Yunyi Shi , Jie Hu , Meiyi Liu , Yao Shen , Xinglin Hou , Qiuyue Wang , Qi Wang , Zhiyi Yao . A label-free and ratiometric fluorescent sensor based on porphyrin-metal-organic frameworks for sensitive detection of ochratoxin A in cereal. Chinese Chemical Letters, 2025, 36(4): 110132-. doi: 10.1016/j.cclet.2024.110132
Changhui Yu , Peng Shang , Huihui Hu , Yuening Zhang , Xujin Qin , Linyu Han , Caihe Liu , Xiaohan Liu , Minghua Liu , Yuan Guo , Zhen Zhang . Evolution of template-assisted two-dimensional porphyrin chiral grating structure by directed self-assembly using chiral second harmonic generation microscopy. Chinese Chemical Letters, 2024, 35(10): 109805-. doi: 10.1016/j.cclet.2024.109805