研究论文

以苯并噻二唑为辅助受体的N-苯基咔唑类染料敏化剂的合成及光伏性能

  • 韩亮 ,
  • 吴靓 ,
  • 童永正 ,
  • 祖晓燕 ,
  • 蒋绍亮
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  • a 浙江工业大学化工学院 杭州 310017;
    b 浙江工业大学药学院 杭州 310017

收稿日期: 2017-04-27

  修回日期: 2017-07-13

  网络出版日期: 2017-08-11

基金资助

国家自然科学基金(No.21406202)资助项目.

Syntheses and Photovoltaic Performance of N-Phenylcarbazole Sensitizers with Benzothiadiazole Auxiliary Acceptor

  • Han Liang ,
  • Wu Liang ,
  • Tong Yongzheng ,
  • Zu Xiaoyan ,
  • Jiang Shaoliang
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  • a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310017;
    b College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310017

Received date: 2017-04-27

  Revised date: 2017-07-13

  Online published: 2017-08-11

Supported by

Project supported by the National Natural Science Foundation of China (No. 21406202).

摘要

N-苯基咔唑为电子给体,苯并噻二唑为辅助电子受体,噻吩或苯为π桥,氰乙酸或罗丹宁乙酸为键合受体,设计合成了四个N-苯基咔唑类染料敏化剂.对所合成的染料敏化剂的光谱性能和光电转换性能进行了研究.以氰乙酸为受体的染料敏化剂尽管最大吸收波长和摩尔吸光系数较以罗丹宁乙酸为受体的染料敏化剂低,但由于其电子注入效率高,导致其光电流和光电压均较优.以苯环为桥键的染料敏化剂较以噻吩环为桥键的染料敏化剂具有更好的光电流和光电压,因此四种染料敏化剂中,以苯基作为桥键,氰基乙酸作为受体的染料敏化剂获得较佳的光电转换效率5.28%(JSC=9.14 mA/cm2VOC=0.74 V,FF=0.78).

本文引用格式

韩亮 , 吴靓 , 童永正 , 祖晓燕 , 蒋绍亮 . 以苯并噻二唑为辅助受体的N-苯基咔唑类染料敏化剂的合成及光伏性能[J]. 有机化学, 2017 , 37(11) : 2940 -2947 . DOI: 10.6023/cjoc201704045

Abstract

Four N-phenylcarbazole sensitizers were designed and synthesized with N-phenylcarbazole as the electron donor, benzothiadiazole as the auxiliary acceptor, thiophene or benzene as π bridge, cyanoacetic acid or rhodanine acetic acid as the an-choring acceptor. The spectral properties and photovoltaic performance of the sensitizers were investigated. Though with short maximum absorption wavelength and low molar extinction coefficient, dyes with cyanoacetic acid acceptor show higher electron injection efficiency than dyes with rhodanine acetic acid acceptor, and hence obtain superior photocurrent and photovoltage. Dyes with benzene bridge exhibit higher photocurrent and photovoltage than dyes with thiophene bridge. Therefore, among four sensitizers, dye with benzene bridge and cyanoacetic acid acceptor obtains better photoelectric conversion efficiency of 5.28% (JSC=9.14 mA/cm2, VOC=0.74 V, FF=0.78).

参考文献

[1] Al-Alwani, M. A. M.; Mohamad, A. B.; Ludin, N. A.; Kadhum, A. A. H.; Sopian, K. Renewable Sustainable Energy Rev. 2016, 65, 183.
[2] Gu, C.-Z.; Meng, S.-X.; Feng, Y.-Q. Chin. J. Org. Chem. 2015, 35, 1229(in Chinese). (顾承志, 孟舒献, 冯亚青, 有机化学, 2015, 35, 1229.)
[3] Hafeldt, A.; Boschloo, G.; Sun, L. C.; Kloo, L.; Pettersson, H. Chem. Rev. 2010, 110, 6595.
[4] Ma, Y.-Z.; Zheng, L.-L.; Zhang, L.-P.; Chen, Z.-J.; Wang, S.-F.; Qu, B.; Xiao, L.-X.; Gong, Q.-H. Acta Chim. Sinica 2015, 73, 257(in Chinese). (马英壮, 郑灵灵, 张立培, 陈志坚, 王树峰, 曲波, 肖立新, 龚旗煌, 化学学报, 2015, 73, 257.)
[5] Chaurasia, S.; Lin, J. T. Chem. Rec. 2016, 16, 1311.
[6] Rong, Y.-G.; Mei, A.-Y.; Liu, L.-F.; Li, X.; Han, H.-W. Acta Chim. Sinica 2015, 73, 237(in Chinese). (荣耀光, 梅安意, 刘林峰, 李雄, 韩宏伟, 化学学报, 2015, 73, 237.)
[7] Ye, T.-L.; Wang, J.-H.; Dong, G.-H.; Jiang, Y.-X.; Feng, C.; Yang, Y.-L. Chin. J. Chem. 2016, 34, 747.
[8] Han, R.-B.; Lu, S.; Wang, Y.-J.; Zhang, X.-H.; Wu, Q.; He, T. Acta Chim. Sinica 2015, 73, 1061(in Chinese). (韩若冰, 芦姗, 王艳杰, 张雪华, 吴强, 贺涛, 化学学报, 2015, 73, 1061.)
[9] (a) Xie, Y.; Tang, Y.; Wu, W.; Wang, Y.; Liu, J.; Li, X.; Tian, H.; Zhu, W. J. Am. Chem. Soc. 2015, 137, 14055.
(b) Tang, Y.; Wang, Y.; Li, X.; Ågren, H.; Zhu, W.; Xie, Y. ACS Appl. Mater. Interfaces 2015, 7, 27976.
(c) Wei, T.; Sun, X.; Li, X.; Ågren, H.; Xie, Y. ACS Appl. Mater. Interfaces 2015, 7, 21956.
(d) Wang, Y.; Chen, B.; Wu, W.; Li, X.; Zhu, W.; Tian, H.; Xie, Y. Angew. Chem., Int. Ed. 2014, 53, 10779.
(e) Wang, Y.; Li, X.; Liu, B.; Wu, W.; Zhu, W.; Xie, Y. RSC Adv. 2013, 3, 14780.
[10] Chaurasia, S.; Liang, C. J.; Yen, Y. S.; Lin, J. T. J. Mater. Chem. C 2015, 3, 9765.
[11] Kim, B.; Chung, K.; Kim, J. Chem. Eur. J. 2013, 19, 5220
[12] Lee, C. P.; Lin, R. Y. Y.; Lin, L. Y.; Li, C. T.; Chu, T. C.; Sun, S. S.; Lin, J. T.; Ho, K. C. RSC Adv. 2015, 5, 23810.
[13] Liu, Y.; He, J.; Han, L.; Gao, J. R. J. Photochem. Photobiol. A 2017, 332, 283.
[14] Li, T.; Gao, J. R.; Cui, Y. H.; Zhong, C. J.; Ye, Q; Han, L. J. Photochem. Photobiol. A 2015, 303, 91.
[15] Wang, Y.; Zheng, Z.; Li, T.; Robertson, N.; Xiang, H.; Wu, W.; Hua, J.; Zhu, W. H.; Tian, H. ACS Appl. Mater. Interfaces 2016, 8, 31016.
[16] Han, L.; Zhao, J.; Wang, B.; Jiang, S. L. J. Photochem. Photo-biol. A 2016, 326, 1.
[17] Eom, Y. K.; Hong, J. Y.; Kim, J.; Kim, H. K. Dyes Pigm. 2017, 136, 496.
[18] Huang, H. L.; Chen, H. J.; Long, J.; Wang, G.; Tan, S. T. J. Power Sources 2016, 326, 438.
[19] Wu, F.; Liu, H.-T.; Lee, L. T. L.; Chen, T.; Wang, M.; Zhu, L.-N. Chin. J. Chem. 2015, 33, 925.
[20] Mishra, A.; Fischer, M. K. R.; Bäuerle P. Angew. Chem., Int. Ed. 2009, 48, 2474.
[21] Wu, Y. Z.; Zhu, W. H. Chem. Soc. Rev. 2013, 42, 2039.
[22] Wu, Y.; Zhu, W.; Zakeeruddin, S. M.; Grätzel, M. ACS Appl. Mater. Interfaces 2015, 7, 9307.
[23] Pei, K.; Wu, Y.; Wu, W.; Zhang, Q.; Chen, B.; Tian, H.; Zhu, W. Chem. Eur. J. 2012, 18, 8190.
[24] Chai, Z.; Wan, S.; Zhong, C.; Xu, T.; Fang, M.; Wang, J.; Xie, Y.; Zhang, Y.; Mei, A.; Han, H.; Peng, Q.; Li, Q.; Li, Z. ACS Appl. Mater. Interfaces 2016, 8, 28652.
[25] Soman, S.; Rahim, M. A.; Lingamoorthy, S.; Suresh, C. H.; Das, S. Phys. Chem. Chem. Phys. 2015, 17, 23095.
[26] Watanabe, M.; Nishiyama, M.; Yamamoto, T.; Koie, Y. Tetra-hedron Lett. 2000, 41, 481.
[27] Liu, Y.; Wang, H.-Y.; Chen, G.; Xu, X.-P.; Ji, S.-J. Aust. J. Chem. 2009, 62, 934 Keerthi, A.; Sriramulu, D.; Liu, Y.; Timothy C. T. Y.; Wang, Q.; Valiyaveettil S. Dyes Pigm. 2013, 99, 787.

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