Efficient Small Molecule Bulk Heterojunction Solar Cells with High Fill Factors via Pyrene-Directed Molecular Self-Assembly

被引:357
作者
Lee, Olivia P. [1 ,2 ,3 ]
Yiu, Alan T. [1 ,2 ,3 ]
Beaujuge, Pierre M. [1 ,2 ,3 ,4 ]
Woo, Claire H. [1 ,2 ,3 ]
Holcombe, Thomas W. [1 ,2 ]
Millstone, Jill E. [1 ,2 ,3 ]
Douglas, Jessica D. [1 ,2 ,3 ]
Chen, Mark S. [1 ,2 ]
Frechet, Jean M. J. [1 ,2 ,3 ,4 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[2] Univ Calif Berkeley, Dept Chem Engn, Berkeley, CA 94720 USA
[3] Univ Calif Berkeley, Lawrence Berkeley Lab, Div Mat Sci, Berkeley, CA 94720 USA
[4] King Abdullah Univ Sci & Technol KAUST, Thuwal 239556900, Saudi Arabia
关键词
self-assembly; pyrene; organic photovoltaics; donor-acceptor small molecules; FIELD-EFFECT TRANSISTORS; ORGANIC PHOTOVOLTAIC CELLS; OLIGOTHIOPHENE DERIVATIVES; DIKETOPYRROLOPYRROLE; DONOR; MOBILITY; WEIGHT; PERFORMANCE; MORPHOLOGY; COPOLYMER;
D O I
10.1002/adma.201103177
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Efficient organic photovoltaic (OPV) materials are constructed by attaching completely planar, symmetric end-groups to donor-acceptor electroactive small molecules. Appending C2-pyrene as the small molecule end-group to a diketopyrrolopyrrole core leads to materials with a tight, aligned crystal packing and favorable morphology dictated by pi-pi interactions, resulting in high power conversion efficiencies and high fill factors. The use of end-groups to direct molecular self-assembly is an effective strategy for designing high-performance small molecule OPV devices.
引用
收藏
页码:5359 / +
页数:6
相关论文
共 41 条
[1]   Materials and Applications for Large Area Electronics: Solution-Based Approaches [J].
Arias, Ana Claudia ;
MacKenzie, J. Devin ;
McCulloch, Iain ;
Rivnay, Jonathan ;
Salleo, Alberto .
CHEMICAL REVIEWS, 2010, 110 (01) :3-24
[2]   Efficient Solar Cells Based on an Easily Accessible Diketopyrrolopyrrole Polymer [J].
Bijleveld, Johan C. ;
Gevaerts, Veronique S. ;
Di Nuzzo, Daniele ;
Turbiez, Mathieu ;
Mathijssen, Simon G. J. ;
de Leeuw, Dago M. ;
Wienk, Martijn M. ;
Janssen, Rene A. J. .
ADVANCED MATERIALS, 2010, 22 (35) :E242-+
[3]   Poly(diketopyrrolopyrrole-terthiophene) for Ambipolar Logic and Photovoltaics [J].
Bijleveld, Johan C. ;
Zoombelt, Arjan P. ;
Mathijssen, Simon G. J. ;
Wienk, Martijn M. ;
Turbiez, Mathieu ;
de Leeuw, Dago M. ;
Janssen, Rene A. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (46) :16616-+
[4]   Thieno[3,2-b]thiophene-Diketopyrrolopyrrole-Containing Polymers for High-Performance Organic Field-Effect Transistors and Organic Photovoltaic Devices [J].
Bronstein, Hugo ;
Chen, Zhuoying ;
Ashraf, Rap Shahid ;
Zhang, Weimin ;
Du, Junping ;
Durrant, James R. ;
Tuladhar, Pabitra Shakya ;
Song, Kigook ;
Watkins, Scott E. ;
Geerts, Yves ;
Wienk, Martijn M. ;
Janssen, Rene A. J. ;
Anthopoulos, Thomas ;
Sirringhaus, Henning ;
Heeney, Martin ;
McCulloch, Iain .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (10) :3272-3275
[5]   Tailored merocyanine dyes for solution-processed BHJ solar cells [J].
Buerckstuemmer, Hannah ;
Kronenberg, Nils Michael ;
Gsaenger, Marcel ;
Stolte, Matthias ;
Meerholz, Klaus ;
Wuerthner, Frank .
JOURNAL OF MATERIALS CHEMISTRY, 2010, 20 (02) :240-243
[6]   High-mobility ambipolar near-infrared light-emitting polymer field-effect transistors [J].
Buergi, Lukas ;
Turbiez, Mathieu ;
Pfeiffer, Reto ;
Bienewald, Frank ;
Kirner, Hans-Joerg ;
Winnewisser, Carsten .
ADVANCED MATERIALS, 2008, 20 (11) :2217-2224
[7]   Selective Ir-catalysed borylation of polycyclic aromatic hydrocarbons: structures of naphthalene-2,6-bis(boronate), pyrene-2,7-bis(boronate) and perylene-2,5,8,11-tetra(boronate) esters [J].
Coventry, DN ;
Batsanov, AS ;
Goeta, AE ;
Howard, JAK ;
Marder, TB ;
Perutz, RN .
CHEMICAL COMMUNICATIONS, 2005, (16) :2172-2174
[8]   Molecular Semiconductors in Organic Photovoltaic Cells [J].
Hains, Alexander W. ;
Liang, Ziqi ;
Woodhouse, Michael A. ;
Gregg, Brian A. .
CHEMICAL REVIEWS, 2010, 110 (11) :6689-6735
[9]   High-Performance Organic Photovoltaic Devices Using a New Amorphous Molecular Material with High Hole Drift Mobility, Tris[4-(5-phenylthiophen-2-yl)phenyl]amine [J].
Kageyama, Hiroshi ;
Ohishi, Hitoshi ;
Tanaka, Masatake ;
Ohmori, Yutaka ;
Shirota, Yasuhiko .
ADVANCED FUNCTIONAL MATERIALS, 2009, 19 (24) :3948-3955
[10]   Effective Variables To Control the Fill Factor of Organic Photovoltaic Cells [J].
Kim, Myung-Su ;
Kim, Bong-Gi ;
Kim, Jinsang .
ACS APPLIED MATERIALS & INTERFACES, 2009, 1 (06) :1264-1269