Novel regioregular polythiophenes containing side-chain porphyrin groups for polymeric photovoltaic cells

被引:14
作者
Angiolini, Luigi [1 ]
Cocchi, Valentina [1 ]
Lanzi, Massimiliano [1 ]
Salatelli, Elisabetta [1 ]
Tonelli, Domenica [1 ]
Vlamidis, Ylea [1 ]
机构
[1] Univ Bologna, Dipartimento Chim Ind Toso Montanari, I-40136 Bologna, Italy
关键词
Polymers; Chemical synthesis; Electrical properties; Electrochemical techniques; COMPOSITE SOLAR-CELL; GRIGNARD METATHESIS; POLY(3-HEXYLTHIOPHENE); POLY(3-ALKYLTHIOPHENES); CRYSTALLINITY; PERFORMANCE; P3HT/PCBM; LIGHT; MODEL;
D O I
10.1016/j.matchemphys.2014.03.054
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The paper presents a new strategy for the preparation of porphyrin-functionalized head-to-tail regioregular thiophene copolymers using a simple and effective post polymerization functionalization (PPF) procedure based on the synthesis of a regioregular and soluble polythiophene precursor followed by subsequent reaction with a suitably functionalized porphyrin derivative. Thus, thiophene copolymers poly[3-(6-bromohexyl)thiophene-co-(3-[5-(4-phenoxy)-10,15,20-triphenylporphyrinyl] hexylthiophene)]s at different porphyrin chromophore contents were prepared, obtaining, in all cases, very soluble and easily filmable derivatives. Their thermal, optical and electrochemical properties were determined and their performances as the active layer in bulk heterojunction solar cells tested. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:464 / 471
页数:8
相关论文
共 32 条
[1]   Side chain porphyrin moiety linked to polymer-fullerene composite solar cell [J].
Angiolini, Luigi ;
Benelli, Tiziana ;
Cocchi, Valentina ;
Lanzi, Massimiliano ;
Salatelli, Elisabetta .
REACTIVE & FUNCTIONAL POLYMERS, 2013, 73 (09) :1198-1206
[2]   Soluble and processable regioregular poly(3-hexylthiophene) for thin film field-effect transistor applications with high mobility [J].
Bao, Z ;
Dodabalapur, A ;
Lovinger, AJ .
APPLIED PHYSICS LETTERS, 1996, 69 (26) :4108-4110
[3]   REGIOCHEMISTRY AND CONFORMATION OF POLY(3-HEXYLTHIOPHENE) VIA THE SYNTHESIS AND THE SPECTROSCOPIC CHARACTERIZATION OF THE MODEL CONFIGURATIONAL TRIADS [J].
BARBARELLA, G ;
BONGINI, A ;
ZAMBIANCHI, M .
MACROMOLECULES, 1994, 27 (11) :3039-3045
[4]   Processable Low-Bandgap Polymers for Photovoltaic Applications [J].
Boudreault, Pierre-Luc T. ;
Najari, Ahmed ;
Leclerc, Mario .
CHEMISTRY OF MATERIALS, 2011, 23 (03) :456-469
[5]   Stille Polycondensation for Synthesis of Functional Materials [J].
Carsten, Bridget ;
He, Feng ;
Son, Hae Jung ;
Xu, Tao ;
Yu, Luping .
CHEMICAL REVIEWS, 2011, 111 (03) :1493-1528
[6]   The miscibility and depth profile of PCBM in P3HT: thermodynamic information to improve organic photovoltaics [J].
Chen, Huipeng ;
Hegde, Raghavendra ;
Browning, J. ;
Dadmun, M. D. .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2012, 14 (16) :5635-5641
[7]   Solar cell efficiency tables (version 39) [J].
Green, Martin A. ;
Emery, Keith ;
Hishikawa, Yoshihiro ;
Warta, Wilhelm ;
Dunlop, Ewan D. .
PROGRESS IN PHOTOVOLTAICS, 2012, 20 (01) :12-20
[8]   Excitonic solar cells [J].
Gregg, BA .
JOURNAL OF PHYSICAL CHEMISTRY B, 2003, 107 (20) :4688-4698
[9]   Recombination in Annealed and Nonannealed Polythiophene/Fullerene Solar Cells: Transient Photovoltage Studies versus Numerical Modeling [J].
Hamilton, Rick ;
Shuttle, Christopher G. ;
O'Regan, Brian ;
Hammant, Thomas C. ;
Nelson, Jenny ;
Durrant, James R. .
JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2010, 1 (09) :1432-1436
[10]   Synthesis, Characterization, and Photovoltaic Properties of a Low Band Gap Polymer Based on Silole-Containing Polythiophenes and 2,1,3-Benzothiadiazole [J].
Hou, Jianhui ;
Chen, Hsiang-Yu ;
Zhang, Shaoqing ;
Li, Gang ;
Yang, Yang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (48) :16144-+