Band Gap and HOMO Level Control in Poly(thienylene vinylene)s Prepared by ADMET Polymerization

被引:36
作者
Speros, Joshua C. [2 ]
Paulsen, Bryan D. [1 ]
Slowinski, Bradley S. [1 ]
Frisbie, C. Daniel [1 ]
Hillmyer, Marc A. [2 ]
机构
[1] Univ Minnesota, Dept Chem Engn & Mat Sci, Minneapolis, MN 55455 USA
[2] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
来源
ACS MACRO LETTERS | 2012年 / 1卷 / 08期
基金
美国国家科学基金会;
关键词
DIENE METATHESIS POLYMERIZATION; OPEN-CIRCUIT VOLTAGE; SOLAR-CELLS; CONJUGATED POLYMERS; MOLECULAR-WEIGHT; COPOLYMERS; CATALYSTS; VOLTAMMETRY; PERFORMANCE; MOLYBDENUM;
D O I
10.1021/mz300326k
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Three dipropenyl monomers were prepared for ruthenium-catalyzed acyclic diene metathesis (ADMET) polymerization. Homopolymerization afforded three poly(thienylene vinylene)s (PTVs) with distinct optoelectronic properties. Binary combinations of the monomers over a range of compositions gave three series of copolymer samples with tunable HOMO levels and band gaps. The utility of this method was further demonstrated by the preparation of a stoichiometric terpolymer. Polymers were characterized by 1H NMR spectroscopy, size-exclusion chromatography, ultravioletvisible spectroscopy, and cyclic voltammetry. This copolymerization approach effectively demonstrates the ability of ADMET polymerization to prepare conjugated copolymers with tuned optoelectronic properties that span a broad composition window.
引用
收藏
页码:986 / 990
页数:5
相关论文
共 39 条
[1]   Recent advances in ADMET polymerization [J].
Baughman, TW ;
Wagener, KB .
METATHESIS POLYMERIZATION, 2005, 176 :1-42
[2]   Influence of the Acceptor Composition on Physical Properties and Solar Cell Performance in Semi-Random Two-Acceptor Copolymers [J].
Burkhart, Beate ;
Khlyabich, Petr P. ;
Thompson, Barry C. .
ACS MACRO LETTERS, 2012, 1 (06) :660-666
[3]   Influence of the Ethylhexyl Side-Chain Content on the Open-Circuit Voltage in rr-Poly(3-hexylthiophene-co-3-(2-ethylhexyl)thiophene) Copolymers [J].
Burkhart, Beate ;
Khlyabich, Petr P. ;
Thompson, Barry C. .
MACROMOLECULES, 2012, 45 (09) :3740-3748
[4]   "Semi-Random" Multichromophoric rr-P3HT Analogues for Solar Photon Harvesting [J].
Burkhart, Beate ;
Khlyabich, Petr P. ;
Canak, Tuba Cakir ;
LaJoie, Travis W. ;
Thompson, Barry C. .
MACROMOLECULES, 2011, 44 (06) :1242-1246
[5]   Electrochemical Considerations for Determining Absolute Frontier Orbital Energy Levels of Conjugated Polymers for Solar Cell Applications [J].
Cardona, Claudia M. ;
Li, Wei ;
Kaifer, Angel E. ;
Stockdale, David ;
Bazan, Guillermo C. .
ADVANCED MATERIALS, 2011, 23 (20) :2367-2371
[6]   Synthesis and Characterization of Bridged Bithiophene-Based Conjugated Polymers for Photovoltaic Applications: Acceptor Strength and Ternary Blends [J].
Chen, Chiu-Hsiang ;
Hsieh, Chao-Hsiang ;
Dubosc, Martin ;
Cheng, Yen-Ju ;
Su, Chain-Shu .
MACROMOLECULES, 2010, 43 (02) :697-708
[7]   Development of Novel Conjugated Donor Polymers for High-Efficiency Bulk-Heterojunction Photovoltaic Devices [J].
Chen, Junwu ;
Cao, Yong .
ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (11) :1709-1718
[8]   Polymer Solar Cells Based on Alternating and Statistical 4,7-Bis(4-octylphenyl-2-thienyl)-2,1,3-benzothiadiazole Copolymers [J].
Chen, Xiwen ;
Schulz, Gisela L. ;
Han, Xu ;
Zhou, Zhongyuan ;
Holdcroft, Steven .
JOURNAL OF PHYSICAL CHEMISTRY C, 2009, 113 (19) :8505-8512
[9]   Synthesis of Conjugated Polymers for Organic Solar Cell Applications [J].
Cheng, Yen-Ju ;
Yang, Sheng-Hsiung ;
Hsu, Chain-Shu .
CHEMICAL REVIEWS, 2009, 109 (11) :5868-5923
[10]   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