Synthesis and Application of Cyclopentadithiophene Derivatives

doi:10.6023/A21050196

Acta Chimica Sinica ›› 2021, Vol. 79 ›› Issue (8): 953-966.DOI: 10.6023/A21050196 Previous Articles Next Articles

Review

环戊并二噻吩衍生物的合成及其应用

胡鑫明, 钟春晓, 李晓艳, 贾雄, 魏颖^*(), 解令海^*()

南京邮电大学信息材料与纳米技术研究院省部共建有机电子与信息显示国家重点实验室分子系统与有机器件研究中心南京 210023

投稿日期:2021-05-07 发布日期:2021-06-11
通讯作者: 魏颖, 解令海

作者简介:

魏颖, 南京邮电大学材料科学与工程学院副教授、硕士生导师. 2005至2009年就读于吉林化工学院, 获得学士学位. 2009至2014年就读于东北师范大学化学学院, 获得博士学位. 随后加入南京邮电大学信息材料与纳米技术研究院/材料科学与工程学院. 目前主要研究方向为有机/聚合物的合成及其性质.

解令海, 南京邮电大学信息材料与纳米技术研究院/材料科学与工程学院教授、博士生导师, 国家百千万人才工程人选, 享受国务院政府特殊津贴. 2000年和2003年分别获得东北师范大学学士学位和汕头大学硕士学位. 2003至2006年就读于复旦大学先进材料研究院, 获得博士学位. 他长期从事有机智能与第四代半导体研究, 涉及柔性电子、人工化学智能与智能化学、智能机器人化学家等未来领域的基础研究.

基金资助:
国家自然科学基金(21774061); 国家自然科学基金(22071112); 江苏省高校自然科学研究面上项目(20KJB150038)

Synthesis and Application of Cyclopentadithiophene Derivatives

Xinming Hu, Chunxiao Zhong, Xiaoyan Li, Xiong Jia, Ying Wei(), Linghai Xie()

Centre for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory of Organic Electronics and Information Displays & Institute of Advanced Materials (IAM), Nanjing University of Posts & Telecommunications, Nanjing 210023, China

Received:2021-05-07 Published:2021-06-11
Contact: Ying Wei, Linghai Xie
Supported by:
National Natural Science Foundation of China(21774061); National Natural Science Foundation of China(22071112); Natural Science Research Project of Universities in Jiangsu Province(20KJB150038)

Cyclopentadithiophene (CPDT) derivatives, as a class of fluorene-like molecular building blocks that have a wide range of applications in the design of organic optoelectronic materials due to their easily molecular tailoring, electron-rich, low band gap, high electrical conductivity and good charge transport properties in the field of plastic electronics. At the same time, cyclopentadithiophene is easy to carry out structural modification, which can introduce various functional groups conveniently and quickly, and can expand a variety of derivatives. Cyclopentadithiophene can be divided into six structural isomers based on the position of the S atom on thiophene. Among these structural isomers, there are many reports on 4H-cyclopenta[2,1-b:3,4-b']dithiophene derivatives. In this article, we review mainly the synthesis and properties of 4H-cyclopenta[2,1-b:3,4-b']dithiophene derivatives and applications in organic solar cells (OSCs), organic field-effect transistors (OFETs). The research progress in organic light-emitting diodes (OLEDs) and other fields is also comprehensively summarized. The perspectives of the gridochemistry of CPDT-based organic semiconductors will be made finally.

Key words: cyclopentadithiophene, π-system, fluorene-like, organic photovoltaic, organic field effect transistor

Cite this article

Xinming Hu, Chunxiao Zhong, Xiaoyan Li, Xiong Jia, Ying Wei, Linghai Xie. Synthesis and Application of Cyclopentadithiophene Derivatives[J]. Acta Chimica Sinica, 2021, 79(8): 953-966.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

Fig. & Tab. 10

Figure 1. Six structural isomers of cyclopentadithiophene

Figure 2. Four synthetic methods of CPDTs

Figure 3. Molecular structure of CPDT derivatives

	Solution	Film	Cyclic Voltammetry
	λ_max/nm	λ_max/nm	HOMO/eV	LOMO/eV	Band-gap/eV
EH-DFBT	712	761	–5.16	–3.57	1.59
PehCDT-BT	546	546	–5.20	–3.44	1.76
BDTCPDT	776	779	–5.18	–3.31	1.87
PCPDTBTNT	613	616	–5.04	–3.53	1.51
UF-C2C5-2F	750	—	–5.46	–4.07	1.39
C1-1-C₂H	—	—	–5.07	–1.84	3.23
C1-1-CN	—	—	–5.85	–2.56	3.29
C1-1-F	—	—	–5.05	–1.55	3.50
C1-1-CH₃	—	—	–4.78	–1.30	3.48

Table 1. Photophysical data, energy levels, and band gaps of CPDT derivatives

Figure 4. Molecular structures of CPDT derivatives

Figure 5. Schematic diagram of the application of CPDT derivatives in fullerene solar cells

Figure 6. Schematic diagram of the application of CPDT derivatives in non-fullerene solar cells

Figure 7. Schematic diagram of the application of CPDT derivatives in dye-sensitized solar cells

Figure 8. Schematic diagram of the application of CPDT derivatives in perovskite solar cells

Figure 9. Schematic diagram of the application of CPDT derivatives in other fields

References 79

[1]	Xie, L. -H.; Yin, C. -R.; Lai, W. -Y.; Fan, Q. -L.; Huang, W. Prog. Polym. Sci. 2012, 37, 1192. doi: 10.1016/j.progpolymsci.2012.02.003
[2]	Benincori, T.; Consonni, V.; Gramatica, P.; Pilati, T.; Rizzo, S.; Sannicolò, F.; Todeschini, R.; Zotti, G. Chem. Mater. 2001, 13, 1665. doi: 10.1021/cm0009118
[3]	Wang, Z.; Putta, A.; Mottishaw, J. D.; Wei, Q.; Wang, H.; Sun, H. J. Phys. Chem. C 2013, 117, 16759. doi: 10.1021/jp4033029
[4]	Bai, Y.; Zhang, J.; Zhou, D.; Wang, Y.; Zhang, M.; Wang, P. J. Am. Chem. Soc. 2011, 133, 11442. doi: 10.1021/ja203708k pmid: 21736365
[5]	Sun, S.; Xu, Y.; Liang, M.; Sun, Z.; Xue, S. Chin. J. Org. Chem. 2011, 31, 511. (in Chinese)
	( 孙思远, 徐英军, 梁茂, 孙喆, 薛松, 有机化学, 2011, 31, 511.)
[6]	Tsao, H. N.; Cho, D. M.; Park, I.; Hansen, M. R.; Mavrinskiy, A.; Yoon, D. Y.; Graf, R.; Pisula, W.; Spiess, H. W.; Müllen, K. J. Am. Chem. Soc. 2011, 133, 2605. doi: 10.1021/ja108861q pmid: 21291267
[7]	Wu, Z.; Yao, W.; London, A. E.; Azoulay, J. D.; Ng, T. N. ACS Appl. Mater. Interfaces 2016, 9, 1654. doi: 10.1021/acsami.6b12162
[8]	Fusalba, F.; Mehdi, N. E.; Breau, L.; Bélanger, D. Chem. Mater. 1999, 11, 2743.
[9]	Zotti, G.; Zecchin, S.; Schiavon, G.; Berlin, A. Macromolecules 2001, 34, 3889. doi: 10.1021/ma0017081
[10]	Yang, Y.; Zhao, J. -F.; Liu, R. -R.; Li, J. -W.; Yi, M. -D.; Xie, G.; Xie, L. -H.; Chang, Y.; Yin, C. -R.; Zhou, X. -H.; Zhao, Y.; Qian, Y.; Huang, W. Tetrahedron 2013, 69, 6317. doi: 10.1016/j.tet.2013.02.090
[11]	Kraak, A.; Wiersema, A. K.; Jordens, P.; Wynberg, H. Tetrahedron 1968, 24, 3381. doi: 10.1016/S0040-4020(01)92636-5
[12]	Roncali, J. Chem. Rev. 1997, 97, 173. pmid: 11848868
[13]	Xie, L. -H. Ph.D. Dissertation, Fudan University, Shanghai, 2006. (in Chinese)
	( 解令海, 博士论文, 复旦大学, 上海, 2006.)
[14]	Coppo, P.; Cupertino, D.; Yeates, S. G.; Turner, M. L. J. Mater. Chem. 2002, 12, 2597.
[15]	Mierloo, S. V.; Adriaensens, P. J.; Maes, W.; Lutsen, L.; Cleij, T. J.; Botek, E.; Champagne, B.; Vanderzande, D. J. J. Org. Chem. 2010, 75, 7202. doi: 10.1021/jo101405j pmid: 20925367
[16]	Gibson, G. L.; McCormick, T. M.; Seferos, D. S. J. Am. Chem. Soc. 2011, 134, 539. doi: 10.1021/ja208917m
[17]	Bijleveld, J.; Shahid, M.; Gilot, J.; Wienk, M.; Janssen, R. Adv. Funct. Mater. 2009, 19, 3262. doi: 10.1002/adfm.v19:20
[18]	Zhao, X.; Chaudhry, S. T.; Mei, J. Adv. Heterocycl. Chem. 2017, 121, 133.
[19]	Hong, D. -H.; Chen, L.; Kong, Q. -G.; Cao, H. Chinese J. Chem. Phys. 2018, 31, 171. (in Chinese) doi: 10.1063/1674-0068/31/cjcp1707151
	( 洪顶豪, 陈力, 孔庆刚, 曹晖, 化学物理学报, 2018, 31, 171.)
[20]	Soci, B. C.; Hwang, I. -W.; Moses, D.; Zhu, Z.; Waller, D.; Gaudiana, R.; Brabec, C. J.; Heeger, A. J. Adv. Funct. Mater. 2007, 17, 632. doi: 10.1002/adfm.v17:4
[21]	Liu, Z.; Bao, Y.; Ling, H.; Hu, H.; Ju, H.; Xie, L. -H.; Bian, L.; Chang, Y.; Yi, M.; Huang, W. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 3140. doi: 10.1002/pola.v54.19
[22]	Huang, H.; Pickup, P. G. Chem. Mater. 1999, 11, 1541. doi: 10.1021/cm9811038
[23]	Jordens, P.; Rawson, G.; Wynberg, H. J. Chem. Soc. C 1970, 273.
[24]	Xie, L. -H.; Hou, X. -Y.; Tang, C.; Hua, Y. -R.; Wang, R. -J.; Chen, R. -F.; Fan, Q. -L.; Wang, L. -H.; Wei, W.; Peng, B.; Huang, W. Org. Lett. 2006, 8, 1363. doi: 10.1021/ol060109x
[25]	Coppo, P.; Turner, M. J. Mater. Chem. 2005, 15, 1123. doi: 10.1039/b412143k
[26]	Xie, L. -H.; Hou, X. -Y.; Hua, Y. -R.; Huang, Y. -Q.; Zhao, B. -M.; Liu, F.; Peng, B.; Wei, W.; Huang, W. Org. Lett. 2007, 9, 1619. doi: 10.1021/ol070006u
[27]	Moulé, A. J.; Tsami, A.; Bünnagel, T. W.; Forster, M.; Kronenberg, N. M.; Scharber, M.; Koppe, M.; Morana, M.; Brabec, C. J.; Meerholz, K.; Scherf, U. Chem. Mater. 2008, 20, 4045. doi: 10.1021/cm8006638
[28]	Raju, T. B.; Peddaboodi, G.; Iyer, P. K. RSC Adv. 2014, 4, 37738. doi: 10.1039/C4RA08119F
[29]	Berlin, A.; Brenna, E.; Pagani, G. A.; Sannicolò, F.; Zotti, G.; Schiavon, G. Synth. Met. 1992, 51, 287. doi: 10.1016/0379-6779(92)90282-N
[30]	Fei, Z.; Gao, X.; Smith, J.; Pattanasattayavong, P.; Domingo, E.; Stingelin, E. B.; Stingelin, N.; Watkins, S. E.; Anthopoulos, T. D.; Kline, R. J.; Heeney, M. Chem. Mater. 2013, 25, 59. doi: 10.1021/cm303166z
[31]	Chang, M.; Meng, L.; Wang, Y.; Ke, X.; Yi, Y. -Q.-Q.; Zheng, N.; Zheng, W.; Xie, Z.; Zhang, M.; Yi, Y.; Zhang, H.; Wan, X.; Li, C.; Chen, Y. Chem. Mater. 2020, 32, 2593. doi: 10.1021/acs.chemmater.0c00097
[32]	Li, K. -C.; Huang, J. -H.; Hsu, Y. -C.; Huang, P. -J.; Chu, C. -W.; Lin, J. -T.; Ho, K. -C.; Wei, K. -H.; Lin, H. -C. Macromolecules 2009, 42, 3681. doi: 10.1021/ma900416d
[33]	Yuan, M. -C.; Chiu, M. -Y.; Chiang, C. -M.; Wei, K. -H. Macromolecules 2010, 43, 6270. doi: 10.1021/ma100522a
[34]	Jung, I. H.; Yu, J.; Jeong, E.; Kim, J.; Kwon, S.; Kong, H.; Lee, K.; Woo, H. Y.; Shim, H. -K. Chem. Eur. J. 2010, 16, 3743. doi: 10.1002/chem.v16:12
[35]	Li, Y.; Zou, J.; Yip, H. -L.; Li, C. -Z.; Zhang, Y.; Chueh, C. -C.; Intemann, J.; Xu, Y.; Liang, P. -W.; Chen, Y.; Jen, A. K.-Y. Macromolecules 2013, 46, 5497. doi: 10.1021/ma4009302
[36]	Yang, L.; Mao, J.; Yin, C-Z.; Wu, X-P.; Liu, Y-Y.; Xie, L. -H.; Ran, X. -Q.; Huang, W.; Chem. Phys. 2019, 516, 191. doi: 10.1016/j.chemphys.2018.09.015
[37]	Lin, D.; Wei, Y.; Peng, A.; Zhang, H.; Zhong, C.; Lu, D.; Zhang, H.; Zheng, X.; Yang, L.; Feng, Q.; Xie, L. -H.; Huang, W. Nat. Commun. 2020, 11, 1756. doi: 10.1038/s41467-020-15401-x
[38]	Xie, X.; Wei, Y.; Lin, D.; Zhong, C.; Xie, L. -H.; Huang, W. Chin.. J. Chem. 2019, 38, 103. doi: 10.1002/cjoc.v38.1
[39]	Zhang, G.; Wei, Y.; Wang, J.; Liu, Y.; Xie, L. -H.; Wang, L.; Ren, B.; Huang, W. Mater. Chem. Front. 2017, 1, 455. doi: 10.1039/C6QM00004E
[40]	Sun, S.; Ou, C.; Lin, D.; Zuo, Z.; Yan, Y.; Wei, Y.; Liu, Y.; Xie, L. -H.; Huang, W. Tetrahedron 2018, 74, 5833. doi: 10.1016/j.tet.2018.07.047
[41]	Wei, Y.; Feng, Q.; Liu, H.; Wang, X.; Lin, D.; Xie, S.; Yi, M.; Xie, L. -H.; Huang, W. Eur. J. Org. Chem. 2018, 48, 7009.
[42]	Tang, L. M.S. Thesis, Nanjing University of Posts and Telecommunications, Nanjing, 2018. (in Chinese)
	( 唐磊, 硕士论文,南京邮电大学, 南京, 2018.)
[43]	Wang, X. M.S. Thesis, Nanjing University of Posts and Telecommunications, Nanjing, 2019. (in Chinese)
	( 汪秀丽, 硕士论文,南京邮电大学, 南京, 2019.)
[44]	Lu, L.; Zheng, T.; Wu, Q.; Schneider, A. M.; Zhao, D.; Yu, L. Chem. Rev. 2015, 115, 12666. doi: 10.1021/acs.chemrev.5b00098
[45]	Sariciftci, N. S.; Smilowitz, L.; Heeger, A. J.; Wudl, F. A. Science 1992, 258, 1474. pmid: 17755110
[46]	Morita, S.; Zakhidov, A. A.; Yoshino, K. Solid State Commun. 1992, 82, 249. doi: 10.1016/0038-1098(92)90636-N
[47]	Yu, G.; Gao, J.; Hummelen, J. C.; Wudl, F.; Heeger, A. J. Science 1995, 270, 1789. doi: 10.1126/science.270.5243.1789
[48]	Liu, Z.; Xu, F.; Yan, D. Acta Chim. Sinica 2014, 72, 171. (in Chinese) doi: 10.6023/A13101073
	( 刘震, 徐丰, 严大东, 化学学报, 2014, 72, 171.) doi: 10.6023/A13101073
[49]	Li, Z.; Ding, J.; Song, N.; Lu, J.; Tao, Y. J. Am. Chem. Soc. 2010, 132, 13160. doi: 10.1021/ja106052e
[50]	Mierloo, S. V.; Hadipour, A.; Spijkman, M. -J.; Brande, N. V.; Ruttens, B.; Kesters, J.; D'Haen, J.; Assche, G. V.; Leeuw, D. M.; Aernouts, T.; Manca, J.; Lutsen, L.; Vanderzande, D. J.; Maes, W. Chem. Mater. 2012, 24, 587. doi: 10.1021/cm203351t
[51]	Zhang, Y.; Zou, J.; Cheuh, C. -C.; Yip, H. -L.; Jen, A. K.-Y. Macromolecules 2012, 45, 5427. doi: 10.1021/ma3009178
[52]	Horie, M.; Kettle, J.; Yu, C. -Y.; Majewski, L. A.; Chang, S. -W.; Kirkpatrick, J.; Tuladhar, S. M.; Nelson, J.; Saunders, B. R.; Turner, M. L. J. Mater. Chem. 2012, 22, 381. doi: 10.1039/C1JM12449H
[53]	Verstappen, P.; Kesters, J.; D'Olieslaeger, L.; Drijkoningen, J.; Cardinaletti, I.; Vangerven, T.; Bruijnaers, B. J.; Willems, R. E.M.; D'Haen, J.; Manca, J. V.; Lutsen, L.; Vanderzande, D. J.M.; Maes, W. Macromolecules 2015, 48, 3873. doi: 10.1021/acs.macromol.5b00035
[54]	Zaier, R.; Cruz, M. P.D.L.; Puente, F. L.D. L.; Ayachi, S. J. Phys. Chem. Solids 2020, 145, 109532. doi: 10.1016/j.jpcs.2020.109532
[55]	Xu, H.; Zou, H.; Zhou, D.; Zeng, G.; Chen, L.; Liao, X.; Chen, Y. ACS Appl. Mater. Interfaces 2020, 12, 52028. doi: 10.1021/acsami.0c16124
[56]	Cao, J.; Liu, S.; Hu, W.; Xu, Y.; Zhou, W.; Zeng, Y.; Yu, J.; Tang, Z. Synth. Met. 2018, 240, 15. doi: 10.1016/j.synthmet.2018.03.011
[57]	Feng, S.; Li, M.; Tang, N.; Wang, X.; Huang, H.; Ran, G.; Liu, Y.; Xie, Z.; Zhang, W.; Bo, Z. ACS Appl. Mater. Interfaces 2020, 12, 4638. doi: 10.1021/acsami.9b18076
[58]	Yoon, N.; Jeong, J. -Y.; Oh, S.; Song, C. E.; Ken, L. H.; Shin, W. S.; Lee, J. -C.; Moon, S. -J.; Lee, S. K. ACS Appl. Energ. Mater. 2020, 3, 12327. doi: 10.1021/acsaem.0c02083
[59]	Hou, R.; Li, M.; Ma, X.; Huang, H.; Lu, H.; Jia, Q.; Liu, Y.; Xu, X.; Li, H. -B.; Bo, Z. ACS Appl. Mater. Interfaces 2020, 12, 46220. doi: 10.1021/acsami.0c13993
[60]	Zhan, L.; Li, S.; Zhang, S.; Chen, X.; Lu, T. -K.; Lu, X.; Shi, M.; Li, C. -Z.; Chen, H. ACS Appl. Mater. Interfaces 2018, 10, 42444. doi: 10.1021/acsami.8b16131
[61]	Zhou, Y.; Li, M.; Shen, S.; Wang, J.; Zheng, R.; Lu, H.; Liu, Y.; Ma, Z.; Song, J.; Bo, Z. ACS Appl. Mater. Interfaces 2021, 13, 1603. doi: 10.1021/acsami.0c19632
[62]	Pang, S.; Zhou, X.; Zhang, S.; Tang, H.; Dhakal, S.; Gu, X.; Duan, C.; Huang, F.; Cao, Y. ACS Appl. Mater. Interfaces 2020, 12, 16531. doi: 10.1021/acsami.0c01850
[63]	Liu, J.; Lu, H.; Liu, Y.; Zhang, J.; Li, C.; Xu, X.; Bo, Z. ACS Appl. Mater. Interfaces 2020, 12, 10746. doi: 10.1021/acsami.9b22927
[64]	Wen, T. -J.; Wang, D.; Tao, L.; Xiao, Y.; Tao, Y. -D.; Li, Y.; Lu, X.; Fang, Y.; Li, C. -Z.; Chen, H.; Yang, D. ACS Appl. Mater. Interfaces 2020, 12, 39515. doi: 10.1021/acsami.0c12100
[65]	Tsao, H. N.; Yi, C.; Moehl, T.; Yum, J. -H.; Zakeeruddin, S. M.; Nazeeruddin, M. K.; Grätzel, M. ChemSusChem 2011, 4, 591. doi: 10.1002/cssc.201100120 pmid: 21557495
[66]	Cai, N.; Moon, S. -J.; Cevey-Ha, L.; Moehl, T.; Humphry-Baker, R.; Wang, P.; Zakeeruddin, S. M.; Grätzel, M. Nano Lett. 2011, 11, 1452. doi: 10.1021/nl104034e
[67]	Qin, C.; Islam, A.; Han, L. Dyes and Pigments 2012, 94, 553. doi: 10.1016/j.dyepig.2012.03.002
[68]	Wang, X.; Yang, J.; Yu, H.; Li, F.; Fan, L.; Sun, W.; Liu, Y.; Koh, Z.; Pan, J.; Yim, W. -L.; Yan, L.; Wang, Q. Chem. Commun. 2014, 50, 3965. doi: 10.1039/C4CC00577E
[69]	Chai, Q.; Li, W.; Wu, Y.; Pei, K.; Liu, J.; Geng, Z.; Tian, H.; Zhu, W. ACS Appl. Mater. Interfaces 2014, 6, 14621. doi: 10.1021/am503891q
[70]	Pei, K.; Wu, Y.; Li, H.; Geng, Z.; Tian, H.; Zhu, W. -H. ACS Appl. Mater. Interfaces 2015, 7, 5296. doi: 10.1021/am508623e
[71]	Hu, Y.; Abate, A.; Cao, Y.; Ivaturi, A.; Zakeeruddin, S. M.; Graetzel, M.; Robertson, N. J. Phys. Chem. C 2016, 120, 15027. doi: 10.1021/acs.jpcc.6b03610
[72]	Lin, Y. -D.; Abate, S. Y.; Chung, H. -C.; Liau, K. -L.; Tao, Y. -T.; Chow, T. J.; Sun, S. -S. ACS Appl. Energ. Mater. 2019, 2, 7070. doi: 10.1021/acsaem.9b00859
[73]	Wang, M.; Ford, M. J.; Zhou, C.; Seifrid, M.; Nguyen, T. -Q.; Bazan, G. C. J. Am. Chem. Soc. 2017, 139, 17624. doi: 10.1021/jacs.7b10332
[74]	Albrecht, S.; Janietz, S.; Schindler, W.; Frisch, J.; Kurpiers, J.; Kniepert, J.; Inal, S.; Pingel, P.; Fostiropoulos, K.; Koch, N.; Neher, D. J. Am. Chem. Soc. 2012, 134, 14932. doi: 10.1021/ja305039j pmid: 22861119
[75]	Yao, C. -F.; Wang, K. -L.; Huang, H. -K.; Lin, Y. -J.; Lee, Y. -Y.; Yu, C. -W.; Tsai, C. -J.; Horie, M. Macromolecules 2017, 50, 6924. doi: 10.1021/acs.macromol.7b01355
[76]	Jeon, S.; Cheng, S.; Yu, S. H.; Kwon, S. -k.; Chung, D. S.; Jeong, Y. J.; Kim, Y. -H. ACS Appl. Mater. Interfaces 2020, 12, 2743. doi: 10.1021/acsami.9b20307
[77]	Joo, Y.; Huang, L.; Eedugurala, N.; London, A.; Kumar, A.; Wong, B. M.; Boudouris, B.; Azoulay, J. D. Macromolecules 2018, 51, 3886. doi: 10.1021/acs.macromol.8b00582
[78]	Kee, S.; Haque, M. A.; Lee, Y.; Nguyen, T. L.; Rosasvillalva, D.; Troughton, J.; Alshareef, H. N.; Woo, H. Y.; Baran, D. ACS Appl. Energ. Mater. 2020, 12, 5743.
[79]	Tripathi, A.; Ko, Y.; Kim, M.; Lee, Y.; Lee, S.; Park, J.; Kwon, Y. -W.; Kwak, J.; Woo, H. Y. Macromolecules 2020, 53, 7063. doi: 10.1021/acs.macromol.0c01025

环戊并二噻吩衍生物的合成及其应用

Synthesis and Application of Cyclopentadithiophene Derivatives

RichHTML

PDF

Knowledge

Abstract

Cite this article

share this article

Fig. & Tab. 10

References 79

Related Articles 5

Recommended Articles

Metrics

Comments

[1]	Xinrui He, Lina Cai, Hansheng Chen, Pan Yin, Zhigang Yin, Qingdong Zheng. A Dual Post-Treatment Method for Improving the Performance of Ternary NiMgO Semiconductor Interfacial Layers and Their Organic Solar Cells^※ [J]. Acta Chimica Sinica, 2022, 80(5): 581-589.
[2]	Jing Zhou, Xueying Tian, Binkai Wang, Shasha Zhang, Zonghao Liu, Wei Chen. Application of Low Temperature Atomic Layer Deposition Packaging Technology in OLED and Its Implications for Organic and Perovskite Solar Cell Packaging [J]. Acta Chimica Sinica, 2022, 80(3): 395-422.
[3]	Yang Bai, Ling-Wei Xue, Hai-Qiao Wang, Zhi-Guo Zhang. Research Advances on Benzotriazole-based Organic Photovoltaic Materials [J]. Acta Chimica Sinica, 2021, 79(7): 820-852.
[4]	Jinfeng Wang, Zhen Li. Significant Influence of Molecular Packing in Aggregates on Optoelectronic Properties [J]. Acta Chimica Sinica, 2021, 79(5): 575-587.
[5]	Fu Yu, Wang Fang, Zhang Yan, Fang Xu, Lai Wenyong, Huang Wei. Research Progress of Non-Fullerene Small-Molecule Acceptor Materials for Organic Solar Cells [J]. Acta Chimica Sinica, 2014, 72(2): 158-170.