New Fluorinated Dithienyldiketopyrrolopyrrole Monomers and Polymers for Organic Electronics

被引:56
作者
Bura, Thomas [1 ]
Beaupre, Serge [1 ]
Ibraikulov, Olzhas A. [2 ]
Legare, Marc-Andre [3 ]
Quinn, Jesse [4 ]
Leveque, Patrick [2 ]
Heiser, Thomas [2 ]
Li, Yuning [4 ]
Leclerc, Nicolas [5 ]
Leclerc, Mario [1 ]
机构
[1] Univ Laval, Dept Chem, Canada Res Chair Electriact & Photoact Polymers, Quebec City, PQ G1V 0A6, Canada
[2] Univ Strasbourg, CNRS, DESSP, Lab ICube, 23 Rue Loess, F-67037 Strasbourg, France
[3] Julius Maximilians Univ Wurzburg, Inst Anorgan Chem, D-97074 Wurzburg, Germany
[4] Univ Waterloo, Dept Chem Engn, Waterloo, ON N2L 3G1, Canada
[5] Univ Strasbourg, CNRS, ICPEES, F-67087 Strasbourg, France
基金
加拿大自然科学与工程研究理事会;
关键词
FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; AMBIPOLAR CHARGE-TRANSPORT; SOLAR-CELLS; CONJUGATED POLYMERS; HIGH-PERFORMANCE; LOW-BANDGAP; N-TYPE; HIGH-EFFICIENCY; SEMICONDUCTING POLYMERS;
D O I
10.1021/acs.macromol.7b01198
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Diketopyrrolopyrrole (DPP) derivatives are among the most efficient materials studied for both polymer solar cells (PSCs) and organic field-effect transistors (OFETs) applications. We report here the synthesis of new fluorinated dithienyldiketopyrrolopyrrole (fDT-DPP) monomers suitable for direct heteroarylation polymerization. fDT-DPP copolymers were then prepared to probe the effect of the fluorination. It was found that they feature deeper HOMO energy levels and smaller bandgaps than their non-fluorinated analogues. Moreover, some fDT-DPP copolymers show ambipolar behavior when tested in OFETs. For example, P2 shows hole mobility up to 0.8 cm(2) V-1 s(-1) and electron mobility up to 0.5 cm(2) V-1 s(-1). Inverted PSCs with power conversion efficiency (PCE) up to 7.5% were also obtained for PS. These results reported here (OFETs and PSCs) confirm that the fluorination of dithienyl-DPP moieties improves the performance of organic electronics devices. This study is also evidencing the strength of the direct heteroarylation polymerization and fDT-DPP as a new class of conjugated polymers.
引用
收藏
页码:7080 / 7090
页数:11
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