Cyclopentadithiophene-benzothiadiazole oligomers and polymers; synthesis, characterisation, field-effect transistor and photovoltaic characteristics

被引:60
作者
Horie, Masaki [1 ,3 ]
Kettle, Jeff [2 ,3 ]
Yu, Chin-Yang [3 ,4 ]
Majewski, Leszek A. [5 ]
Chang, Shu-Wei [1 ]
Kirkpatrick, James [6 ]
Tuladhar, Sachetan M. [7 ]
Nelson, Jenny [7 ]
Saunders, Brian R. [8 ]
Turner, Michael L. [3 ]
机构
[1] Natl Tsing Hua Univ, Frontier Res Ctr Fundamental & Appl Sci Matters, Dept Chem Engn, Hsinchu 30013, Taiwan
[2] Bangor Univ, Sch Elect Engn, Bangor LL57 1UT, Gwynedd, Wales
[3] Univ Manchester, Organ Mat Innovat Ctr, Sch Chem, Manchester M13 9PL, Lancs, England
[4] Natl Taiwan Univ Sci & Technol, Dept Mat Sci & Engn, Taipei 106, Taiwan
[5] Univ Manchester, Sch Elect & Elect Engn, Manchester M60 1QD, Lancs, England
[6] Univ Oxford, Oxford Martin Sch, Oxford OX1 2JD, England
[7] Univ London Imperial Coll Sci Technol & Med, Dept Phys, London, England
[8] Univ Manchester, Sch Mat, Manchester M1 7HS, Lancs, England
基金
英国工程与自然科学研究理事会;
关键词
THIN-FILM TRANSISTORS; ORGANIC SOLAR-CELLS; CRYSTALLINE SEMICONDUCTING POLYMERS; DONOR-ACCEPTOR COPOLYMERS; CONJUGATED POLYMER; LOW-BANDGAP; THIOPHENE COPOLYMERS; BULK-HETEROJUNCTIONS; CHARGE-TRANSPORT; POLYTHIOPHENES;
D O I
10.1039/c1jm12449h
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Conjugated oligomers with various ratios of cyclopentadithiophene (CPDT) to benzothiadiazole (BT) repeating units are reported. These oligomers can be polymerised to high molecular weight polymers (M-n > 100k) by oxidative polymerisation using iron(m)chloride. The electronic properties of these materials were examined by cyclic voltammetry and UV-vis spectroscopy and the results compared to those calculated using density functional theory (DFT). Polymers with optimum ratios of CPDT : BT (2 : 1) units show hole mobilities in excess of 10(-2) cm(2) V-1 s(-1) as the active layer in organic field effect transistors (OFETs). Bulk heterojunction organic photovoltaic (OPV) devices of these polymers with PCBM as the electron acceptor show a power conversion efficiency of 2.1% when processed in the absence of any additives. The reported OFET performance is significantly higher than the parent PCPDTBT alternating copolymer (CPDT : BT = 1 : 1) and also shows a moderate improvement in OPV performance.
引用
收藏
页码:381 / 389
页数:9
相关论文
共 84 条
[51]   Effects of postproduction treatment on plastic solar cells [J].
Padinger, F ;
Rittberger, RS ;
Sariciftci, NS .
ADVANCED FUNCTIONAL MATERIALS, 2003, 13 (01) :85-88
[52]   Influence of inter-ring bridge on the optical properties of thiophene-based oligomers [J].
Pasini, M ;
Destri, S ;
Botta, C ;
Porzio, W .
SYNTHETIC METALS, 2000, 113 (1-2) :129-133
[53]   Efficiency enhancement in low-bandgap polymer solar cells by processing with alkane dithiols [J].
Peet, J. ;
Kim, J. Y. ;
Coates, N. E. ;
Ma, W. L. ;
Moses, D. ;
Heeger, A. J. ;
Bazan, G. C. .
NATURE MATERIALS, 2007, 6 (07) :497-500
[54]   The Role of Processing in the Fabrication and Optimization of Plastic Solar Cells [J].
Peet, Jeffrey ;
Senatore, Michelle L. ;
Heeger, Alan J. ;
Bazan, Guillermo C. .
ADVANCED MATERIALS, 2009, 21 (14-15) :1521-1527
[55]   Electroactive materials for organic electronics: preparation strategies, structural aspects and characterization techniques [J].
Pron, Adam ;
Gawrys, Pawel ;
Zagorska, Malgorzata ;
Djurado, David ;
Demadrille, Renaud .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (07) :2577-2632
[56]   Highly ordered poly(cyclopentabithiophenes) functionalized with crown-ether moieties for lithium- and sodium-sensing electrodes [J].
Sannicolo, F ;
Brenna, E ;
Benincori, T ;
Zotti, G ;
Zecchin, S ;
Schiavon, G ;
Pilati, T .
CHEMISTRY OF MATERIALS, 1998, 10 (08) :2167-2176
[57]   SEMICONDUCTING POLYMER-BUCKMINSTERFULLERENE HETEROJUNCTIONS - DIODES, PHOTODIODES, AND PHOTOVOLTAIC CELLS [J].
SARICIFTCI, NS ;
BRAUN, D ;
ZHANG, C ;
SRDANOV, VI ;
HEEGER, AJ ;
STUCKY, G ;
WUDL, F .
APPLIED PHYSICS LETTERS, 1993, 62 (06) :585-587
[58]   Charge carrier transporting molecular materials and their applications in devices [J].
Shirota, Yasuhiko ;
Kageyama, Hiroshi .
CHEMICAL REVIEWS, 2007, 107 (04) :953-1010
[59]   Integrated optoelectronic devices based on conjugated polymers [J].
Sirringhaus, H ;
Tessler, N ;
Friend, RH .
SCIENCE, 1998, 280 (5370) :1741-1744
[60]  
Soci C, 2007, ADV FUNCT MATER, V17, P632, DOI [10.1002/adfm.200600199, 10.1002/admf.200600199]