Effect of regioisomeric substitution patterns on the performance of quinoxaline-based dye-sensitized solar cells

被引:17
作者
Park, Jong Min [1 ]
Jung, Chang Young [2 ]
Wang, Yue [2 ]
Choi, Hyun Dong [2 ]
Park, Seong Je [2 ]
Ou, Pinyin [2 ]
Jang, Woo-Dong [1 ]
Jaung, Jae Yun [2 ]
机构
[1] Yonsei Univ, Dept Chem, 50 Yonsei Ro, Seoul 03722, South Korea
[2] Hanyang Univ, Dept Organ & Nano Engn, 222 Wangsimni Ro, Seoul 04763, South Korea
关键词
Dye-sensitized solar cells; Metal-free organic dyes; Push-pull structure; Regioisomeric quinoxaline; Intramolecular charge transfer; D-PI-A; PHENOTHIAZINE-BASED DYES; HIGHLY-EFFICIENT; ORGANIC SENSITIZERS; TIO2; NANOFIBERS; EXCITED-STATE; ENERGY-LEVELS; SILYL-ANCHOR; DSSC; DESIGN;
D O I
10.1016/j.electacta.2018.12.133
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
Regioisomeric quinoxaline-based dyes (NQXs) were synthesized to study the effect of substitution patterns on the performance of quinoxaline-based dye sensitized solar cells (DSSCs). The H-1 NMR results indicated that the substitution patterns of ethylene groups on the quinoxaline unit greatly affect the molecular architecture through C-H center dot center dot center dot N hydrogen bonding, which also influenced the absorption and efficiency of the DSSCs. The highest occupied molecular orbital (HOMO) levels of the NQXs were estimated to range from 0.94 to 0.99 V by cyclic voltammetry and visible absorption studies, which is suitable for DSSCs. The photocurrent density-voltage curves and incident photon-to-electron conversion efficiency spectra of NQXs indicated that the introduction of phenothiazine groups at the 2-and 3-positions of quinoxaline is the most effective pattern for quinoxaline-based organic sensitizers in DSSCs. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:650 / 662
页数:13
相关论文
共 53 条
  • [1] Afonin A.V., 1989, NAUK SSSR SERIYA KHI, P1676
  • [2] INTRAMOLECULAR SPECIFIC C-H...N INTERACTIONS WITH PARTICIPATION OF THE PYRIDINE RING NITROGEN ATOM AND AMINO AND IMINO GROUPS IN 2-SUBSTITUTED 1-VINYLBENZIMIDAZOLES, ACCORDING TO H-1 AND C-13 NMR DATA
    AFONIN, AV
    BAIKALOVA, LV
    DOMNINA, ES
    [J]. BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1991, 40 (12): : 2428 - 2433
  • [3] Effects of Number and Position of Meta and Para Carboxyphenyl Groups of Zinc Porphyrins in Dye-Sensitized Solar Cells: Structure-Performance Relationship
    Ambre, Ram B.
    Mane, Sandeep B.
    Chang, Gao-Fong
    Hung, Chen-Hsiung
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2015, 7 (03) : 1879 - 1891
  • [4] New D-π-A type indole based chromogens for DSSC: Design, synthesis and performance studies
    Babu, Dickson D.
    Gachumale, Saritha Reddy
    Anandan, Sambandam
    Adhikari, Airody Vasudeva
    [J]. DYES AND PIGMENTS, 2015, 112 : 183 - 191
  • [5] Rigid triarylamine-based efficient DSSC sensitizers with high molar extinction coefficients
    Cai, Shengyun
    Hu, Xiaohao
    Zhang, Zhiyun
    Su, Jianhua
    Li, Xin
    Islam, Ashraful
    Han, Liyuan
    Tian, He
    [J]. JOURNAL OF MATERIALS CHEMISTRY A, 2013, 1 (15) : 4763 - 4772
  • [6] Nanostructured Semiconductor Materials for Dye-Sensitized Solar Cells
    Cavallo, Carmen
    Di Pascasio, Francesco
    Latini, Alessandro
    Bonomo, Matteo
    Dini, Danilo
    [J]. JOURNAL OF NANOMATERIALS, 2017, 2017
  • [7] High Molar Extinction Coefficient Branchlike Organic Dyes Containing Di(p-tolyl)phenylamine Donor for Dye-Sensitized Solar Cells Applications
    Chen, Huajie
    Huang, Hui
    Huang, Xianwei
    Clifrord, John N.
    Forneli, Amparo
    Palomares, Emilio
    Zheng, Xiaoyan
    Zheng, Liping
    Wang, Xianyou
    Shen, Ping
    Zhao, Bin
    Tan, Songting
    [J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2010, 114 (07) : 3280 - 3286
  • [8] Charge Transfer Through Dithieno[2,3-a:3,2-c]phenazine: Effect of Substitution Pattern on the Optoelectronic Properties of Regioisomeric Luminophores
    Chen, Yijing
    Lu, Xuefeng
    Xiang, Chunlan
    Ling, Yuan
    Zhou, Gang
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (06) : 874 - 881
  • [9] Chemical redox agents for organometallic chemistry
    Connelly, NG
    Geiger, WE
    [J]. CHEMICAL REVIEWS, 1996, 96 (02) : 877 - 910
  • [10] Enhance the optical absorptivity of nanocrystalline TiO2 film with high molar extinction coefficient ruthenium sensitizers for high performance dye-sensitized solar cells
    Gao, Feifei
    Wang, Yuan
    Shi, Dong
    Zhang, Jing
    Wang, Mingkui
    Jing, Xiaoyan
    Humphry-Baker, Robin
    Wang, Peng
    Zakeeruddin, Shaik M.
    Graetzel, Michael
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (32) : 10720 - 10728