Regioisomeric Effects of Donor-Acceptor-Acceptor Small-Molecule Donors on the Open Circuit Voltage of Organic Photovoltaics

被引:42
作者
Che, Xiaozhou [1 ]
Chung, Chin-Lung [2 ]
Liu, Xiao [3 ]
Chou, Shu-Hua [2 ]
Liu, Yi-Hung [2 ]
Wong, Ken-Tsung [2 ,4 ]
Forrest, Stephen R. [1 ,3 ,5 ,6 ]
机构
[1] Univ Michigan, Appl Phys Program, Ann Arbor, MI 48109 USA
[2] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan
[3] Univ Michigan, Dept Elect Engn & Comp Sci, Ann Arbor, MI 48109 USA
[4] Acad Sinica, Inst Atom & Mol Sci, Taipei 10617, Taiwan
[5] Univ Michigan, Dept Phys, Ann Arbor, MI 48109 USA
[6] Univ Michigan, Dept Mat Sci & Engn, Ann Arbor, MI 48109 USA
关键词
conjugation length; dipoles; organic solar cells; SOLAR-CELLS; SEMICONDUCTORS; PERFORMANCE;
D O I
10.1002/adma.201601957
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Donor-acceptor-acceptor' small-mole cule donors are synthesized to investigate regioisomeric effects on organic photovoltaic device performance. Cross-conjugation in 2-((7-(N-(2-ethylhexyl)-benzothieno[3,2b]thieno[3,2-d]pyrrol-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)methylene) malononitrile leads to an increased open-circuit voltage compared with its isomer 2-((7-(N-(2-ethylhexyl)-benzothieno[3,2-b]thieno[2,3-d]pyrrol-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)methylene) malononitrile. A correlation is then established between molecular conjugation length and orbital energies, and hence open-circuit voltage.
引用
收藏
页码:8248 / 8255
页数:8
相关论文
共 41 条
[1]   Highly efficient organic tandem solar cells: a follow up review [J].
Ameri, Tayebeh ;
Li, Ning ;
Brabec, Christoph J. .
ENERGY & ENVIRONMENTAL SCIENCE, 2013, 6 (08) :2390-2413
[2]   Balanced Carrier Mobilities: Not a Necessary Condition for High-Efficiency Thin Organic Solar Cells as Determined by MIS- CELIV [J].
Armin, Ardalan ;
Juska, Gytis ;
Ullah, Mujeeb ;
Velusamy, Marappan ;
Burn, Paul L. ;
Meredith, Paul ;
Pivrikas, Almantas .
ADVANCED ENERGY MATERIALS, 2014, 4 (04)
[3]   A Fullerene-Based Organic Exciton Blocking Layer with High Electron Conductivity [J].
Bartynski, Andrew N. ;
Trinh, Cong ;
Panda, Anurag ;
Bergemann, Kevin ;
Lassiter, Brian E. ;
Zimmerman, Jeramy D. ;
Forrest, Stephen R. ;
Thompson, Mark E. .
NANO LETTERS, 2013, 13 (07) :3315-3320
[4]   Efficient Solution-Processed Bulk Heterojunction Solar Cells by Antiparallel Supramolecular Arrangement of Dipolar Donor-Acceptor Dyes [J].
Buerckstuemmer, Hannah ;
Tulyakova, Elena V. ;
Deppisch, Manuela ;
Lenze, Martin R. ;
Kronenberg, Nils M. ;
Gsaenger, Marcel ;
Stolte, Matthias ;
Meerholz, Klaus ;
Wuerthner, Frank .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (49) :11628-11632
[5]   Tuning the color emission of thin film molecular organic light emitting devices by the solid state solvation effect [J].
Bulovic, V ;
Deshpande, R ;
Thompson, ME ;
Forrest, SR .
CHEMICAL PHYSICS LETTERS, 1999, 308 (3-4) :317-322
[6]   Nitro-functionalized oligothiophenes as a novel type of electroactive molecular material:: Spectroscopic, electrochemical, and computational study [J].
Casaso, J ;
Pappenfus, TM ;
Miller, LL ;
Mann, KR ;
Ortí, E ;
Viruela, PM ;
Pou-Amérigo, R ;
Hernández, V ;
Navarrete, JTL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (09) :2524-2534
[7]   High-Efficiency, Vacuum-Deposited, Small-Molecule Organic Tandem and Triple-Junction Photovoltaic Cells [J].
Che, Xiaozhou ;
Xiao, Xin ;
Zimmerman, Jeramy D. ;
Fan, Dejiu ;
Forrest, Stephen R. .
ADVANCED ENERGY MATERIALS, 2014, 4 (18)
[8]   Vacuum-Deposited Small-Molecule Organic Solar Cells with High Power Conversion Efficiencies by Judicious Molecular Design and Device Optimization [J].
Chen, Yi-Hong ;
Lin, Li-Yen ;
Lu, Chih-Wei ;
Lin, Francis ;
Huang, Zheng-Yu ;
Lin, Hao-Wu ;
Wang, Po-Han ;
Liu, Yi-Hung ;
Wong, Ken-Tsung ;
Wen, Jianguo ;
Miller, Dean J. ;
Darling, Seth B. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (33) :13616-13623
[9]   A donor-acceptor-acceptor molecule for vacuum-processed organic solar cells with a power conversion efficiency of 6.4% [J].
Chiu, Shi-Wen ;
Lin, Li-Yen ;
Lin, Hao-Wu ;
Chen, Yi-Hong ;
Huang, Zheng-Yu ;
Lin, Yu-Ting ;
Lin, Francis ;
Liu, Yi-Hung ;
Wong, Ken-Tsung .
CHEMICAL COMMUNICATIONS, 2012, 48 (13) :1857-1859
[10]   A-D-A type organic donors employing coplanar heterocyclic cores for efficient small molecule organic solar cells [J].
Chung, Chin-Lung ;
Chen, Chien-Yu ;
Kang, Hao-Wei ;
Lin, Hao-Wu ;
Tsai, Wei-Lun ;
Hsu, Chou-Chun ;
Wong, Ken-Tsung .
ORGANIC ELECTRONICS, 2016, 28 :229-238