Introducing a New Triazoloquinoxaline-Based Fluorene Copolymer for Organic Photovoltaics: Synthesis, Characterization, and Photovoltaic Properties

被引：10
作者：
Baran, Derya [1 ]
Pasker, Felix M. [2 ]
Le Blanc, Stephan [2 ]
Schnakenburg, Gregor [3 ]
Ameri, Tayebeh [1 ]
Hoeger, Sigurd [2 ]
Brabec, Christoph J. [1 ,4 ]
机构：
[1] Univ Erlangen Nurnberg, Dept Mat Sci & Engn, Inst Mat Elect & Energy Technol, D-91058 Erlangen, Germany
[2] Univ Bonn, Kekule Insitute Organ Chem & Biochem, D-53121 Bonn, Germany
[3] Univ Bonn, Insitute Inorgan Chem, D-53121 Bonn, Germany
[4] Bavarian Ctr Appl Energy Res ZAE Bayern, D-91058 Erlangen, Germany
来源：
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2013年 / 51卷 / 04期
关键词：
conducting polymers; conjugated polymers; electrochemistry; organic photovoltaics; triazoloquinoxaline; fluorene copolymer; benzotriazole; Suzuki coupling; HETEROJUNCTION SOLAR-CELLS; CONJUGATED POLYMERS; BUILDING-BLOCKS; EFFICIENCY; OLIGOMERS; DONORS;
D O I：
10.1002/pola.26465
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
A new donor-acceptor copolymer consisting of triazoloquinoxaline and 9,9-dialkylfluorene units on the main chain has been synthesized, characterized and evaluated as donor material in bulk heterojunction solar cells using PC61BM as an acceptor. The resulting polymer PTQF showed good thermal stability and solubility in common organic solvents. Cyclic Voltammetry measurements showed that the PTQF has HOMO-LUMO energy levels of -5.13 and -3.62 eV, respectively. DFT calculations revealed that the HOMO is delocalized all over the thiophene and fluorene units and the LUMO is localized mainly on the triazole and pyrazine units. PTQF absorbs broadly in the visible region and exhibits a bandgap of 1.4 eV. Photovoltaic devices exhibited 1.7% efficiency for 1: 2 PTQF: PC61BM blend ratio using Ca/Ag electrodes. (C) 2012 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 987-992
引用
收藏
页码：987 / 992
页数：6
相关论文
共 26 条
[1]   Benzotriazole containing conjugated polymers for multipurpose organic electronic applications [J].
Balan, Abidin ;
Baran, Derya ;
Toppare, Levent .
POLYMER CHEMISTRY, 2011, 2 (05) :1029-1043
[2]   One polymer for all: benzotriazole containing donor-acceptor type polymer as a multi-purpose material [J].
Balan, Abidin ;
Baran, Derya ;
Gunbas, Gorkem ;
Durmus, Asuman ;
Ozyurt, Funda ;
Toppare, Levent .
CHEMICAL COMMUNICATIONS, 2009, (44) :6768-6770
[3]   Processable Multipurpose Conjugated Polymer for Electrochromic and Photovoltaic Applications [J].
Baran, Derya ;
Balan, Abidin ;
Celebi, Selin ;
Esteban, Beatriz Meana ;
Neugebauer, Helmut ;
Sariciftci, N. Serdar ;
Toppare, Levent .
CHEMISTRY OF MATERIALS, 2010, 22 (09) :2978-2987
[4]   Polymer solar cells with enhanced open-circuit voltage and efficiency [J].
Chen, Hsiang-Yu ;
Hou, Jianhui ;
Zhang, Shaoqing ;
Liang, Yongye ;
Yang, Guanwen ;
Yang, Yang ;
Yu, Luping ;
Wu, Yue ;
Li, Gang .
NATURE PHOTONICS, 2009, 3 (11) :649-653
[5]   Bulk Heterojunction Solar Cells Using Thieno[3,4-c]pyrrole-4,6-dione and Dithieno[3,2-b:2′,3′-d]silole Copolymer with a Power Conversion Efficiency of 7.3% [J].
Chu, Ta-Ya ;
Lu, Jianping ;
Beaupre, Serge ;
Zhang, Yanguang ;
Pouliot, Jean-Remi ;
Wakim, Salem ;
Zhou, Jiayun ;
Leclerc, Mario ;
Li, Zhao ;
Ding, Jianfu ;
Tao, Ye .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (12) :4250-4253
[6]   Incorporating Benzotriazole Moiety to Construct D-A-π-A Organic Sensitizers for Solar Cells: Significant Enhancement of Open-Circuit Photovoltage with Long Alkyl Group [J].
Cui, Yan ;
Wu, Yongzhen ;
Lu, Xuefeng ;
Zhang, Xi ;
Zhou, Gang ;
Miapeh, Fohn B. ;
Zhu, Weihong ;
Wang, Zhong-Sheng .
CHEMISTRY OF MATERIALS, 2011, 23 (19) :4394-4401
[7]   Synthesis of novel narrow-band-gap copolymers based on [1,2,5]thiadiazolo[3,4-f] benzotriazole and their application in bulk-heterojunction photovoltaic devices [J].
Dong, Yang ;
Cai, Wanzhu ;
Hu, Xiaowen ;
Zhong, Chengmei ;
Huang, Fei ;
Cao, Yong .
POLYMER, 2012, 53 (07) :1465-1472
[8]   9-Alkylidene-9H-Fluorene-Containing Polymer for High-Efficiency Polymer Solar Cells [J].
Du, Chun ;
Li, Cuihong ;
Li, Weiwei ;
Chen, Xiong ;
Bo, Zhishan ;
Veit, Clemens ;
Ma, Zaifei ;
Wuerfel, Uli ;
Zhu, Hongfei ;
Hu, Wenping ;
Zhang, Fengling .
MACROMOLECULES, 2011, 44 (19) :7617-7624
[9]   Alternating copolymers of fluorene and donor-acceptor-donor segments designed for miscibility in bulk heterojunction photovoltaics [J].
Gedefaw, Desta ;
Zhou, Yi ;
Hellstrom, Stefan ;
Lindgren, Lars ;
Andersson, L. Mattias ;
Zhang, Fengling ;
Mammo, Wendimagegn ;
Inganas, Olle ;
Andersson, Mats R. .
JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (30) :5359-5363
[10]   Synthesis of a Low Band Gap Polymer and Its Application in Highly Efficient Polymer Solar Cells [J].
Hou, Jianhui ;
Chen, Hsiang-Yu ;
Zhang, Shaoqing ;
Chen, Ruby I. ;
Yang, Yang ;
Wu, Yue ;
Li, Gang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (43) :15586-+
123