Influence of the Position of the Side Chain on Crystallization and Solar Cell Performance of DPP-Based Small Molecules

被引:114
作者
Gevaerts, Veronique S. [1 ]
Herzig, Eva M. [2 ]
Kirkus, Mindaugas [1 ]
Hendriks, Koen H. [1 ]
Wienk, Martijn M. [1 ]
Perlich, Jan [3 ]
Mueller-Buschbaurn, Peter [2 ]
Janssen, Rene A. J. [1 ]
机构
[1] Eindhoven Univ Technol, NL-5600 MB Eindhoven, Netherlands
[2] Tech Univ Munich, Dept Phys, Lehrstuhl Funktionelle Mat, D-85748 Garching, Germany
[3] DESY, D-22607 Hamburg, Germany
关键词
small molecules; solar cells; side chain engineering; morphology; crystallinity; POWER-CONVERSION EFFICIENCY; OPEN-CIRCUIT VOLTAGE; HIGH PHOTOVOLTAIC EFFICIENCY; HIGH FILL FACTORS; CONJUGATED POLYMER; CHARGE-TRANSPORT; BANDGAP POLYMER; DONOR MATERIALS; TANDEM POLYMER; ENERGY-LEVELS;
D O I
10.1021/cm4034484
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
Three isomeric a-conjugated molecules based on diketopyrrolopyrrole and bithiophene (DPP2T) substituted with hexyl side chains in different positions are investigated for use in solution-processed organic solar cells. Efficiencies greater than 3% are obtained when a mild annealing step is used. The position of the side chains on the DDP2Ts has a major influence on the optical and electronic properties of these molecules in thin semicrystalline films. By combining optical absorption and fluorescence spectroscopy, with microscopy (AFM and TEM) and scattering techniques (GIWAXS and electron diffraction), we find that the position of the side chains also affects the morphology and crystallization of these DPP2Ts when they are combined with a C-70 fullerene derivative in a thin film. The study demonstrates that changing the side chain position is an additional, yet complex, tool to influence behavior of conjugated molecules in organic solar cells.
引用
收藏
页码:916 / 926
页数:11
相关论文
共 102 条
  • [1] Efficient Solar Cells Based on an Easily Accessible Diketopyrrolopyrrole Polymer
    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.
    [J]. ADVANCED MATERIALS, 2010, 22 (35) : E242 - +
  • [2] Poly(diketopyrrolopyrrole-terthiophene) for Ambipolar Logic and Photovoltaics
    Bijleveld, Johan C.
    Zoombelt, Arjan P.
    Mathijssen, Simon G. J.
    Wienk, Martijn M.
    Turbiez, Mathieu
    de Leeuw, Dago M.
    Janssen, Rene A. J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (46) : 16616 - +
  • [3] Optimization of the side-chain density to improve the charge transport and photovoltaic performances of a low band gap copolymer
    Biniek, Laure
    Fall, Sadiara
    Chochos, Christos L.
    Leclerc, Nicolas
    Leveque, Patrick
    Heiser, Thomas
    [J]. ORGANIC ELECTRONICS, 2012, 13 (01) : 114 - 120
  • [4] New Semiconductors Based on 2,2′-Ethyne-1,2-diylbis[3-(alk-1-yn-1-yl)thiophene] for Organic Opto-Electronics
    Boudreault, Pierre-Luc T.
    Hennek, Jonathan W.
    Loser, Stephen
    Ponce Ortiz, Rocio
    Eckstein, Brian J.
    Facchetti, Antonio
    Marks, Tobin J.
    [J]. CHEMISTRY OF MATERIALS, 2012, 24 (15) : 2929 - 2942
  • [5] Excited-state electronic structure of conjugated oligomers and polymers:: A quantum-chemical approach to optical phenomena
    Brédas, JL
    Cornil, J
    Beljonne, D
    dos Santos, D
    Shuai, ZG
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (03) : 267 - 276
  • [6] Simulating X-ray diffraction of textured films
    Breiby, Dag W.
    Bunk, Oliver
    Andreasen, Jens W.
    Lemke, Henrik T.
    Nielsen, Martin M.
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2008, 41 : 262 - 271
  • [7] Influence of the Ethylhexyl Side-Chain Content on the Open-Circuit Voltage in rr-Poly(3-hexylthiophene-co-3-(2-ethylhexyl)thiophene) Copolymers
    Burkhart, Beate
    Khlyabich, Petr P.
    Thompson, Barry C.
    [J]. MACROMOLECULES, 2012, 45 (09) : 3740 - 3748
  • [8] Chandran D, 2013, MACROMOL RES, V21, P272
  • [9] Synthesis of Conjugated Polymers for Organic Solar Cell Applications
    Cheng, Yen-Ju
    Yang, Sheng-Hsiung
    Hsu, Chain-Shu
    [J]. CHEMICAL REVIEWS, 2009, 109 (11) : 5868 - 5923
  • [10] A donor-acceptor-acceptor molecule for vacuum-processed organic solar cells with a power conversion efficiency of 6.4%
    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
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (13) : 1857 - 1859