Effect of Fluorination on the Properties of a Donor-Acceptor Copolymer for Use in Photovoltaic Cells and Transistors

被引:222
作者
Bronstein, Hugo [1 ,2 ]
Frost, Jarvist M. [1 ,2 ]
Hadipour, Afshin [3 ]
Kim, Youngju [1 ,2 ]
Nielsen, Christian B. [1 ,2 ]
Ashraf, Raja Shahid [1 ,2 ]
Rand, Barry P. [3 ]
Watkins, Scott [4 ]
McCulloch, Iain [1 ,2 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
[2] Univ London Imperial Coll Sci Technol & Med, Ctr Plast Elect, London SW7 2AZ, England
[3] IMEC, B-3001 Louvain, Belgium
[4] CSIRO Mat Sci & Engn, Melbourne, Vic 3169, Australia
关键词
solar cells; conjugated polymer; OFET; fluorine; OPV; HETEROJUNCTION SOLAR-CELLS; OPEN-CIRCUIT VOLTAGE; HIGH-PERFORMANCE; SEMICONDUCTING POLYMERS; CONJUGATED POLYMERS; PALLADIUM NANOPARTICLES; INDACENODITHIOPHENE; DESIGN; BENZOTHIADIAZOLE;
D O I
10.1021/cm301910t
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two novel indacenodithiophene (IDT) based donor-acceptor conjugated polymers for use in organic field effect transistors and photovoltaic devices are synthesized and characterized. The effect of inclusion of two fluorine atoms on the acceptor portion of the polymer is thoroughly investigated via a range of techniques. The inductively withdrawing and mesomerically donating properties of the fluorine atoms result in a decrease of the highest occupied molecular orbital (HOMO), with little effect on the lowest unoccupied molecular orbital (LUMO) as demonstrated through density functional theory (DFT) analysis. Inclusion of fluorine atoms also leads to a potentially more planar backbone through inter and intrachain interactions. Use of the novel materials in organic field effect transistor (OFET) and organic photovoltaic (OPV) devices leads to high mobilities around 0.1 cm(2)/(V s) and solar cell efficiencies around 4.5%.
引用
收藏
页码:277 / 285
页数:9
相关论文
共 45 条
[21]   New architecture for high-efficiency polymer photovoltaic cells using solution-based titanium oxide as an optical spacer [J].
Kim, JY ;
Kim, SH ;
Lee, HH ;
Lee, K ;
Ma, WL ;
Gong, X ;
Heeger, AJ .
ADVANCED MATERIALS, 2006, 18 (05) :572-+
[22]   A Systematic Approach to the Design Optimization of Light-Absorbing Indenofluorene Polymers for Organic Photovoltaics [J].
Kirkpatrick, James ;
Nielsen, Christian B. ;
Zhang, Weimin ;
Bronstein, Hugo ;
Ashraf, R. Shahid ;
Heeney, Martin ;
McCulloch, Iain .
ADVANCED ENERGY MATERIALS, 2012, 2 (02) :260-265
[23]   Influence of residual catalyst on the properties of conjugated polyphenylenevinylene materials: Palladium nanoparticles and poor electrical performance [J].
Krebs, FC ;
Nyberg, RB ;
Jorgensen, M .
CHEMISTRY OF MATERIALS, 2004, 16 (07) :1313-1318
[24]   Ambipolar Polymer Field-Effect Transistors Based on Fluorinated Isoindigo: High Performance and Improved Ambient Stability [J].
Lei, Ting ;
Dou, Jin-Hu ;
Ma, Zhi-Jun ;
Yao, Cong-Hui ;
Liu, Chen-Jiang ;
Wang, Jie-Yu ;
Pei, Jian .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (49) :20025-20028
[25]  
Li G, 2012, NAT PHOTONICS, V6, P153, DOI [10.1038/NPHOTON.2012.11, 10.1038/nphoton.2012.11]
[26]   Synthesis and applications of difluorobenzothiadiazole based conjugated polymers for organic photovoltaics [J].
Li, Zhao ;
Lu, Jianping ;
Tse, Shing-Chi ;
Zhou, Jiayun ;
Du, Xiaomei ;
Tao, Ye ;
Ding, Jianfu .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (09) :3226-3233
[27]   A New Class of Semiconducting Polymers for Bulk Heterojunction Solar Cells with Exceptionally High Performance [J].
Liang, Yongye ;
Yu, Luping .
ACCOUNTS OF CHEMICAL RESEARCH, 2010, 43 (09) :1227-1236
[28]   Design of Semiconducting Indacenodithiophene Polymers for High Performance Transistors and Solar Cells [J].
Mcculloch, Iain ;
Ashraf, Raja Shahid ;
Biniek, Laure ;
Bronstein, Hugo ;
Combe, Craig ;
Donaghey, Jenny E. ;
James, David I. ;
Nielsen, Christian B. ;
Schroeder, Bob C. ;
Zhang, Weimin .
ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (05) :714-722
[29]   Removal of palladium nanoparticles from polymer materials [J].
Nielsen, KT ;
Bechgaard, K ;
Krebs, FC .
MACROMOLECULES, 2005, 38 (03) :658-659
[30]   Bulk heterojunction solar cells with internal quantum efficiency approaching 100% [J].
Park, Sung Heum ;
Roy, Anshuman ;
Beaupre, Serge ;
Cho, Shinuk ;
Coates, Nelson ;
Moon, Ji Sun ;
Moses, Daniel ;
Leclerc, Mario ;
Lee, Kwanghee ;
Heeger, Alan J. .
NATURE PHOTONICS, 2009, 3 (05) :297-U5