Synthesis and characterization of solution-processable diketopyrrolopyrrole (DPP) and tetrathienothiophene (TTA)-based small molecules for organic thin film transistors and organic photovoltaic cells

被引:32
作者
Vegiraju, Sureshraju [1 ]
Hsieh, Cheng-Ming [2 ]
Huang, Deng-Yi [3 ]
Chen, Yen-Chia [3 ]
Priyanka, Pragya [1 ]
Ni, Jen-Shyang [4 ]
Esya, Firdausy Amalina [1 ]
Kim, Choongik [5 ]
Yau, Shueh Lin [1 ]
Chen, Chih-Ping [2 ]
Liu, Cheng-Liang [3 ]
Chen, Ming-Chou [1 ]
机构
[1] Natl Cent Univ, Dept Chem, Taoyuan 32001, Taiwan
[2] Ming Chi Univ Technol, Dept Mat Engn, New Taipei 24301, Taiwan
[3] Natl Cent Univ, Dept Chem & Mat Engn, Taoyuan 32001, Taiwan
[4] Acad Sinica, Inst Chem, Taipei 11529, Taiwan
[5] Sogang Univ, Dept Chem & Biomol Engn, Seoul, South Korea
关键词
Diketopyrrolopyrrole; Tetrathienoacene; Organic thin film transistors; Organic photovoltaics; Solution shearing; POLYMER SOLAR-CELLS; OPEN-CIRCUIT VOLTAGE; HIGH-PERFORMANCE; HIGH-MOBILITY; SIDE-CHAIN; TETRATHIENOACENE; BENZODITHIOPHENE; SEMICONDUCTORS; MORPHOLOGY; COPOLYMERS;
D O I
10.1016/j.dyepig.2016.05.041
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of new acceptor-donor-acceptor type conjugated small molecules with alkylated tetrathienoacene as donor and diketopyrrolopyrrole as acceptor moieties has been synthesized and characterized for solution-processed organic thin film transistor and organic photovoltaic applications. To investigate the effect of elongated conjugation on this system, thiophene and bithiophene units were systematically incorporated between the central core and end capped unit. In addition, the effect of alkyl chain substitution on diketopyrrolopyrrole was also examined. The thermal, optical, and electrochemical properties of these new molecules were investigated. The highest hole mobility of organic thin film transistor devices utilizing the solution sheared thin films of these compounds as an active layer is 1.0 x 10(-1) cm(2) s(-1). Whereas organic photovoltaic cells based on these new molecules exhibited the power conversion efficiencies as high as 2.9% when blends with [6,6]-phenyl-C-71-butyric acid methyl ester. These performances are strongly correlated with their thin film morphologies. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:280 / 291
页数:12
相关论文
共 57 条
[1]   Air-processed organic tandem solar cells on glass: toward competitive operating lifetimes [J].
Adams, Jens ;
Spyropoulos, George D. ;
Salvador, Michael ;
Li, Ning ;
Strohm, Sebastian ;
Lucera, Luca ;
Langner, Stefan ;
Machui, Florian ;
Zhang, Hong ;
Ameri, Tayebeh ;
Voigt, Monika M. ;
Krebs, Frederik C. ;
Brabec, Christoph J. .
ENERGY & ENVIRONMENTAL SCIENCE, 2015, 8 (01) :169-176
[2]   A rational method for developing and testing stable flexible indium- and vacuum-free multilayer tandem polymer solar cells comprising up to twelve roll processed layers [J].
Andersen, Thomas R. ;
Dam, Henrik E. ;
Andreasen, Birgitta ;
Hosel, Markus ;
Madsen, Morten V. ;
Gevorgyan, Suren A. ;
Sondergaard, Roar R. ;
Jorgensen, Mikkel ;
Krebs, Frederik C. .
SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2014, 120 :735-743
[3]   Improving Solar Cell Efficiency through Hydrogen Bonding: A Method for Tuning Active Layer Morphology [J].
Aytun, Taner ;
Barreda, Leonel ;
Ruiz-Carretero, Amparo ;
Lehrman, Jessica A. ;
Stupp, Samuel I. .
CHEMISTRY OF MATERIALS, 2015, 27 (04) :1201-1209
[4]   Alkyl Chain Length Dependence of the Field-Effect Mobility in Novel Anthracene Derivatives [J].
Back, Jang Yeol ;
An, Tae Kyu ;
Cheon, Ye Rim ;
Cha, Hyojung ;
Jang, Jaeyoung ;
Kim, Yebyeol ;
Baek, Yonghwa ;
Chung, Dae Sung ;
Kwon, Soon-Ki ;
Park, Chan Eon ;
Kim, Yun-Hi .
ACS APPLIED MATERIALS & INTERFACES, 2015, 7 (01) :351-358
[5]   High-performance organic thin-film transistors through solution-sheared deposition of small-molecule organic semiconductors [J].
Becerril, Hector A. ;
Roberts, Mark E. ;
Liu, Zihong ;
Locklin, Jason ;
Bao, Zhenan .
ADVANCED MATERIALS, 2008, 20 (13) :2588-+
[6]   Matrix Organization and Merit Factor Evaluation as a Method to Address the Challenge of Finding a Polymer Material for Roll Coated Polymer Solar Cells [J].
Bundgaard, Eva ;
Livi, Francesco ;
Hagemann, Ole ;
Carle, Jon E. ;
Helgesen, Martin ;
Heckler, Ilona M. ;
Zawacka, Natalia K. ;
Angmo, Dechan ;
Larsen-Olsen, Thue T. ;
Benatto, Gisele A. dos Reis ;
Roth, Berenger ;
Madsen, Morten V. ;
Andersson, Mats R. ;
Jorgensen, Mikkel ;
Sondergaard, Roar R. ;
Krebs, Frederik C. .
ADVANCED ENERGY MATERIALS, 2015, 5 (10)
[7]   Highly Efficient P3HT: C60 Solar Cell Free of Annealing Process [J].
Chan, Shu-Hua ;
Lai, Chia-Sheng ;
Chen, Hsin-Lung ;
Ting, Ching ;
Chen, Chih-Ping .
MACROMOLECULES, 2011, 44 (22) :8886-8891
[8]   Morphology Evolution of Spin-Coated Films of Poly(thiophene-phenylene-thiophene) and [6,6]-Phenyl-C71-butyric Acid Methyl Ester by Solvent Effect [J].
Chan, Shu-Hua ;
Hsiao, Yu-Sheng ;
Hung, Ling-I ;
Hwang, Gue-Wuu ;
Chen, Hsin-Lung ;
Ting, Ching ;
Chen, Chih-Ping .
MACROMOLECULES, 2010, 43 (07) :3399-3405
[9]   Designing a thiophene-fused DPP unit to build an A-D-A molecule for solution-processed solar cells [J].
Chen, Bing ;
Yang, Yang ;
Cheng, Pei ;
Chen, Xingguo ;
Zhan, Xiaowei ;
Qin, Jingui .
JOURNAL OF MATERIALS CHEMISTRY A, 2015, 3 (13) :6894-6900
[10]   Highly Thermal Stable and Efficient Organic Photovoltaic Cells with Crosslinked Networks Appending Open-Cage Fullerenes as Additives [J].
Chen, Chih-Ping ;
Huang, Chien-Yu ;
Chuang, Shih-Ching .
ADVANCED FUNCTIONAL MATERIALS, 2015, 25 (02) :207-213