An ADMET Route to Low-Band-Gap Poly(3-hexadecylthienylene vinylene): A Systematic Study of Molecular Weight on Photovoltaic Performance

被引:40
作者
Speros, Joshua C. [2 ]
Paulsen, Bryan D. [1 ]
White, Scott P. [3 ]
Wu, Yanfei [1 ]
Jackson, Elizabeth A. [2 ]
Slowinski, Bradley S. [1 ]
Frisbie, C. Daniel [1 ]
Hillmyer, Marc A. [2 ]
机构
[1] Univ Minnesota, Dept Chem Engn & Mat Sci, Minneapolis, MN 55455 USA
[2] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
[3] Univ Iowa, Dept Chem & Biochem Engn, Iowa City, IA 52242 USA
关键词
ORGANIC SOLAR-CELLS; DIENE METATHESIS POLYMERIZATION; SOLUBLE PRECURSOR POLYMER; FIELD-EFFECT MOBILITY; POLY(THIENYLENE VINYLENE); PHASE-BEHAVIOR; REGIOREGULAR POLY(3-HEXYLTHIOPHENE); POLY(2,5-THIENYLENE VINYLENE); SOLID-STATE; BLENDS;
D O I
10.1021/ma3000434
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The effect of molecular weight on organic photovoltaic device performance is investigated for a series of low-band-gap (ca. 1.65 eV) poly(3-hexadecylthienylene vinylene)s (C16-PTVs) prepared by acyclic diene metathesis (ADMET) polymerization. By utilizing monomers of varying cis:trans (Z:E) content, seven C16-PTVs were prepared with a number-average molecular weight range of 6-30 kg/mol. Polymers were characterized by size-exclusion chromatography, H-1 NMR spectroscopy, ultraviolet-visible spectroscopy, thermogravimetric analysis, wide-angle X-ray scattering, and differential scanning calorimetry. C16-PTVs were integrated into bulk-heterojunction (BHJ) solar cells with [6,6]-phenyl-C-61-butyric acid methyl ester (PCBM), and conversion efficiency was found to increase with increasing molecular weight. This observation is attributable to an increase in polymer aggregation in the solid state and a corresponding increase in hole mobility. Finally, phase behavior and morphology of the C16-PTV:PCBM active layers were investigated by differential scanning calorimetry and atomic force microscopy, respectively.
引用
收藏
页码:2190 / 2199
页数:10
相关论文
共 69 条
[1]   Synthesis of poly(2,5-Thienylene Vinylene) and its derivatives: Low band gap materials for photovoltaics [J].
Banishoeib, F. ;
Henckens, A. ;
Fourier, S. ;
Vanhooyland, G. ;
Breselge, M. ;
Manca, J. ;
Cleij, T. J. ;
Lutsen, L. ;
Vanderzande, D. ;
Nguyen, Le Huong ;
Neugebauer, Helmut ;
Sariciftci, Niyazi Serdar .
THIN SOLID FILMS, 2008, 516 (12) :3978-3988
[2]   Recent advances in ADMET polymerization [J].
Baughman, TW ;
Wagener, KB .
METATHESIS POLYMERIZATION, 2005, 176 :1-42
[3]   Ruthenium initiated ring opening metathesis polymerisation of amino-acid and -ester functionalised norbornenes and a highly selective chain-end functionalisation reaction using molecular oxygen [J].
Biagini, SCG ;
Davies, RG ;
Gibson, VC ;
Giles, MR ;
Marshall, EL ;
North, M .
POLYMER, 2001, 42 (15) :6669-6671
[4]   Molecular-weight dependence of interchain polaron delocalization and exciton bandwidth in high-mobility conjugated polymers [J].
Chang, Jui-Fen ;
Clark, Jenny ;
Zhao, Ni ;
Sirringhaus, Henning ;
Breiby, Dag W. ;
Andreasen, Jens W. ;
Nielsen, Martin M. ;
Giles, Mark ;
Heeney, Martin ;
McCulloch, Iain .
PHYSICAL REVIEW B, 2006, 74 (11)
[5]   Polymer solar cells with enhanced open-circuit voltage and efficiency [J].
Chen, Hsiang-Yu ;
Hou, Jianhui ;
Zhang, Shaoqing ;
Liang, Yongye ;
Yang, Guanwen ;
Yang, Yang ;
Yu, Luping ;
Wu, Yue ;
Li, Gang .
NATURE PHOTONICS, 2009, 3 (11) :649-653
[6]   Bulk Heterojunction Solar Cells Using Thieno[3,4-c]pyrrole-4,6-dione and Dithieno[3,2-b:2′,3′-d]silole Copolymer with a Power Conversion Efficiency of 7.3% [J].
Chu, Ta-Ya ;
Lu, Jianping ;
Beaupre, Serge ;
Zhang, Yanguang ;
Pouliot, Jean-Remi ;
Wakim, Salem ;
Zhou, Jiayun ;
Leclerc, Mario ;
Li, Zhao ;
Ding, Jianfu ;
Tao, Ye .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (12) :4250-4253
[7]   Role of intermolecular coupling in the photophysics of disordered organic semiconductors: Aggregate emission in regioregular polythiophene [J].
Clark, Jenny ;
Silva, Carlos ;
Friend, Richard H. ;
Spano, Frank C. .
PHYSICAL REVIEW LETTERS, 2007, 98 (20)
[8]  
Coffin RC, 2009, NAT CHEM, V1, P657, DOI [10.1038/NCHEM.403, 10.1038/nchem.403]
[9]  
Cornelissen JJLM, 1998, ACTA POLYM, V49, P471, DOI 10.1002/(SICI)1521-4044(199809)49:9<471::AID-APOL471>3.0.CO
[10]  
2-M