Roles of Flexible Chains in Organic Semiconducting Materials

被引:451
作者
Lei, Ting [1 ]
Wang, Jie-Yu [1 ]
Pei, Jian [1 ]
机构
[1] Peking Univ, Coll Chem & Mol Engn, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn,Minist Educ, Beijing 100871, Peoples R China
基金
中国国家自然科学基金;
关键词
organic materials; organic semiconducting materials; flexible chain effect; alkyl chain effect; FIELD-EFFECT TRANSISTORS; CIRCULARLY-POLARIZED ELECTROLUMINESCENCE; THIN-FILM TRANSISTORS; SHORT-CIRCUIT CURRENT; HIGH-PERFORMANCE; CONJUGATED POLYMERS; SIDE-CHAINS; CARRIER MOBILITY; CHARGE-TRANSPORT; HOLE MOBILITIES;
D O I
10.1021/cm4018776
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
In the past couple of years, remarkable progress has been made in solution-processable organic semiconducting materials for optoelectronics. The development of novel pi-conjugated backbones has always been the central issue in this field. In contrast, flexible side chains are less developed and usually used only as solubilizing groups. In this Perspective, we highlight the effects of the flexible chains in organic semiconductors, including the influences of length, odd even effect, substitution position, terminal groups, branching position, and chirality of alkyl chains, as well as some significant features of oligo(ethylene glycol) and fluoroalkyl chains. Although the roles of flexible chains in organic semiconducting materials are complex and differ when corresponding conjugated skeleton changes, in this Perspective, we emphasize the synergy of conjugated backbones and flexible side chains, which might significantly facilitate the understanding of the roles of flexible chains in structure property relationship and promote the development of high-performance organic semiconductors.
引用
收藏
页码:594 / 603
页数:10
相关论文
共 73 条
[1]   Molecular Weight Optimum in the Mesoscopic Order of Chiral Fluorene (Co)polymer Films [J].
Abbel, Robert ;
Schenning, Albertus P. H. J. ;
Meijer, E. W. .
MACROMOLECULES, 2008, 41 (20) :7497-7504
[2]   Alkyl chain length dependence of the field-effect carrier mobility in regioregular poly(3-alkylthiophene)s [J].
Babel, A ;
Jenekhe, SA .
SYNTHETIC METALS, 2005, 148 (02) :169-173
[3]  
Baeyer A., 1877, BERICHTE DTSCH CHEMI, V10, P1286, DOI [DOI 10.1002/CBER.18770100204, 10.1002/cber.18770100204]
[4]   Marked Alkyl- vs Alkenyl-Substitutent Effects on Squaraine Dye Solid-State Structure, Carrier Mobility, and Bulk-Heterojunction Solar Cell Efficiency [J].
Bagnis, Diego ;
Beverina, Luca ;
Huang, Hui ;
Silvestri, Fabio ;
Yao, Yan ;
Yan, Henry ;
Pagani, Giorgio A. ;
Marks, Tobin J. ;
Facchetti, Antonio .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (12) :4074-+
[5]   Molecular Design and Ordering Effects in π-Functional Materials for Transistor and Solar Cell Applications [J].
Beaujuge, Pierre M. ;
Frechet, Jean M. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (50) :20009-20029
[6]   Impact of the Alkyl Side Chains on the Optoelectronic Properties of a Series of Photovoltaic Low-Band-Gap Copolymers [J].
Biniek, Laure ;
Fall, Sadiara ;
Chochos, Christos L. ;
Anokhin, Denis V. ;
Ivanov, Dimitri A. ;
Leclerc, Nicolas ;
Leveque, Patrick ;
Heiser, Thomas .
MACROMOLECULES, 2010, 43 (23) :9779-9786
[7]  
Boese R, 1999, ANGEW CHEM INT EDIT, V38, P988, DOI 10.1002/(SICI)1521-3773(19990401)38:7<988::AID-ANIE988>3.0.CO
[8]  
2-0
[9]   Indacenodithiophene-co-benzothiadiazole Copolymers for High Performance Solar Cells or Transistors via Alkyl Chain Optimization [J].
Bronstein, Hugo ;
Leem, Dong Seok ;
Hamilton, Richard ;
Woebkenberg, Paul ;
King, Simon ;
Zhang, Weimin ;
Ashraf, Raja Shahid ;
Heeney, Martin ;
Anthopoulos, Thomas D. ;
de Mello, John ;
McCulloch, Iain .
MACROMOLECULES, 2011, 44 (17) :6649-6652
[10]   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