Amphiphilic N-methylimidazole-functionalized diblock copolythiophenes

被引:21
作者
Ghoos, Toon [1 ]
Van den Brande, Niko [2 ]
Defour, Maxime [2 ]
Brassinne, Jeremy [3 ]
Fustin, Charles-Andre [3 ]
Gohy, Jean-Francois [3 ]
Hoeppener, Stephanie [4 ]
Schubert, Ulrich S. [4 ]
Vanormelingen, Wouter [1 ,5 ]
Lutsen, Laurence [1 ,5 ]
Vanderzande, Dirk J. [1 ,5 ]
Van Mele, Bruno [2 ]
Maes, Wouter [1 ,5 ]
机构
[1] Hasselt Univ, Inst Mat Res IMO IMOMEC, B-3590 Diepenbeek, Belgium
[2] Vrije Univ Brussel, Phys Chem & Polymer Sci FYSC, B-1050 Brussels, Belgium
[3] Inst Condensed Matter & Nanosci IMCN, Bio & Soft Matter Div BSMA, B-1348 Louvain, Belgium
[4] Univ Jena, Lab Organ & Macromol Chem, D-07743 Jena, Germany
[5] IMEC, IMOMEC Assoc Lab, B-3590 Diepenbeek, Belgium
关键词
Diblock copolymers; Ionic polythiophenes; Solution properties; Dynamic light scattering; Thermal properties; Organic photovoltaics; HETEROJUNCTION SOLAR-CELLS; CHAIN-GROWTH POLYMERIZATION; MOLECULAR-WEIGHT; POLYTHIOPHENE; POLYELECTROLYTE; COPOLYMERS; POLY(3-HEXYLTHIOPHENE); PERFORMANCE; MORPHOLOGY; METATHESIS;
D O I
10.1016/j.eurpolymj.2014.01.028
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Amphiphilic diblock copolythiophenes are synthesized by an efficient two-step synthetic strategy. The block architecture is created via the quasi-living Grignard metathesis reaction, after which ionic imidazolium moieties are introduced by substitution on the bromohexyl side chains of one of the monomer constituents. The compositional influence on the solution behavior and thermal properties of both the precursor and ionic block copolythiophenes is investigated. The novel materials are of particular appeal for integration in organic solar cell stacks, either as active layer or interlayer materials. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:206 / 214
页数:9
相关论文
共 61 条
[1]   THIOPHENES .1. FACILE SYNTHESIS OF 3-(OMEGA-HALOALKYL)THIOPHENES AS KEY BUILDING-BLOCKS FOR FUNCTIONALIZED THIOPHENES AND POLYTHIOPHENES [J].
BAUERLE, P ;
WURTHNER, F ;
HEID, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1990, 29 (04) :419-420
[2]   Synthesis and Properties of Cationic Polyelectrolyte with Regioregular Polyalkylthiophene Backbone and Ionic-Liquid Like Side Groups [J].
Bondarev, Dmitrij ;
Zednik, Jiri ;
Sloufova, Ivana ;
Sharf, Ahmed ;
Prochazka, Marek ;
Pfleger, Jiri ;
Vohlidal, Jiri .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2010, 48 (14) :3073-3081
[3]   Polymer-Fullerene Bulk-Heterojunction Solar Cells [J].
Brabec, Christoph J. ;
Gowrisanker, Srinivas ;
Halls, Jonathan J. M. ;
Laird, Darin ;
Jia, Shijun ;
Williams, Shawn P. .
ADVANCED MATERIALS, 2010, 22 (34) :3839-3856
[4]   Green chemistry for organic solar cells [J].
Burke, Daniel J. ;
Lipomi, Darren J. .
ENERGY & ENVIRONMENTAL SCIENCE, 2013, 6 (07) :2053-2066
[5]   Thiophene-based ionic liquids: synthesis, physical properties, self-assembly, and oxidative polymerization [J].
Burns, Christopher T. ;
Lee, Sungwon ;
Seifert, Soenke ;
Firestone, Millicent A. .
POLYMERS FOR ADVANCED TECHNOLOGIES, 2008, 19 (10) :1369-1382
[6]   Highly conducting water-soluble polythiophene derivatives [J].
Chayer, M ;
Faid, K ;
Leclerc, M .
CHEMISTRY OF MATERIALS, 1997, 9 (12) :2902-2905
[7]  
Chen HP, 2013, J MATER CHEM A, V1, P5309, DOI [10.1039/c3ta10386b, 10.1039/C3TA10386B]
[8]   Polymer Electronics, Quo Vadis? [J].
Chiechi, Ryan C. ;
Hummelen, Jan C. .
ACS MACRO LETTERS, 2012, 1 (10) :1180-1183
[9]  
Danley RL, 2008, AM LAB, V40, P9
[10]   Polymer vesicles [J].
Discher, DE ;
Eisenberg, A .
SCIENCE, 2002, 297 (5583) :967-973