Synthesis and characterization of push-pull organic semiconductors with various acceptors for solution-processed small molecule organic solar cells

被引：27

作者：

Cho, Nara ^{[2
]}

Kim, Jooyoung ^{[2
]}

Song, Kihyung ^{[3
]}

Lee, Jae Kwan ^{[1
]}

Ko, Jaejung ^{[2
]}

机构：

[1] Chosun Univ, Dept Chem Educ, Kwangju 501759, South Korea

[2] Korea Univ, Dept New Mat Chem, Chungnam 330700, South Korea

[3] Korea Natl Univ Educ, Dept Chem, Chungbuk 363791, South Korea

来源：

TETRAHEDRON | 2012年 / 68卷 / 21期

基金：

新加坡国家研究基金会;

关键词：

Bulk heterojunction; Intramolecular charge transfer; Electron-withdrawing acceptor; Organic solar cell; Organic semiconductor; INTERNAL CHARGE-TRANSFER; TRIPHENYLAMINE; EFFICIENCY; BENZOTHIADIAZOLE; CHROMOPHORES; SYSTEMS; DESIGN; DONORS;

D O I：

10.1016/j.tet.2012.03.061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New efficient push-pull organic semiconductors comprising of the bis(9,9-dimethyl-9H-fluoren-2-yl) aniline (bisDMFA) donor and the various acceptors such as NO2, DCBP, and TCF, which were linked with bithiophene or vinyl bithiophene pi-conjugation bridges, were synthesized, and their photovoltaic characteristics were investigated in solution-processed small molecule organic solar cells (SMOSCs). The intramolecular charge transfers of these materials were effectively appeared in between bisDMFA donor and acceptors, depending on the electron-withdrawing strength of acceptors. The organic semiconductors having NO2 and DCBP acceptors exhibited the most efficient photovoltaic performance, showing power conversion efficiency (PCE) of 1.98% (+/- 0.17) and 2.01% (+/- 0.21), respectively. When the TiOx thin layer was treated on photoactive layer, the organic semiconductor having NO2 showed the best PCE of 2.70% with short circuit current of 8.19 mA/cm(2), fill factor of 0.40, and open circuit voltage of 0.83 V in SMOSC devices. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：4029 / 4036

页数：8

共 41 条

[1] Materials and Applications for Large Area Electronics: Solution-Based Approaches [J].

Arias, Ana Claudia ;

MacKenzie, J. Devin ;

McCulloch, Iain ;

Rivnay, Jonathan ;

Salleo, Alberto .

CHEMICAL REVIEWS, 2010, 110 (01) :3-24

[2] 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-+

[3] Device physics of polymer:fullerene bulk heterojunction solar cells [J].

Blom, Paul W. M. ;

Mihailetchi, Valentin D. ;

Koster, L. Jan Anton ;

Markov, Denis E. .

ADVANCED MATERIALS, 2007, 19 (12) :1551-1566

[4] Electric-field and temperature dependence of the hole mobility in poly(p-phenylene vinylene) [J].

Blom, PWM ;

deJong, MJM ;

vanMunster, MG .

PHYSICAL REVIEW B, 1997, 55 (02) :R656-R659

[5] ExTTF-Based Dyes Absorbing over the Whole Visible Spectrum [J].

Bouit, Pierre-Antoine ;

Villegas, Carmen ;

Luis Delgado, Juan ;

Viruela, Pedro M. ;

Pou-Amerigo, Rosendo ;

Orti, Enrique ;

Martin, Nazario .

ORGANIC LETTERS, 2011, 13 (04) :604-607

[6]

Coffin RC, 2009, NAT CHEM, V1, P657, DOI [10.1038/NCHEM.403, 10.1038/nchem.403]

[7] Light-emitting organic solar cells based on a 3D conjugated system with internal charge transfer [J].

Cravino, Antonio ;

Leriche, Philippe ;

Aleveque, Olivier ;

Roquet, Sophie ;

Roncali, Jean .

ADVANCED MATERIALS, 2006, 18 (22) :3033-+

[8] Manipulation of the Open-Circuit Voltage of Organic Solar Cells by Desymmetrization of the Structure of Acceptor-Donor-Acceptor Molecules [J].

Demeter, Dora ;

Rousseau, Theodulf ;

Leriche, Philippe ;

Cauchy, Thomas ;

Po, Riccardo ;

Roncali, Jean .

ADVANCED FUNCTIONAL MATERIALS, 2011, 21 (22) :4379-4387

[9] Polymer-Fullerene Bulk-Heterojunction Solar Cells [J].

Dennler, Gilles ;

Scharber, Markus C. ;

Brabec, Christoph J. .

ADVANCED MATERIALS, 2009, 21 (13) :1323-1338

[10] Star-shaped azo-based dipolar chromophores: Design, synthesis, matrix compatibility, and electro-optic activity [J].

Gopalan, P ;

Katz, HE ;

McGee, DJ ;

Erben, C ;

Zielinski, T ;

Bousquet, D ;

Muller, D ;

Grazul, J ;

Olsson, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (06) :1741-1747

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