A polythiophene derivative with octyl diphenylamine-vinylene side chains: synthesis and its applications in field-effect transistors and solar cells

被引:18
作者
Liu, Bo [1 ]
Wu, Weiping [2 ]
Peng, Bo [1 ,2 ]
Liu, Yunqi [2 ]
He, Yuehui [3 ]
Pan, Chunyue [1 ]
Zou, Yingping [1 ]
机构
[1] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China
[2] Chinese Acad Sci, Beijing Natl Lab Mol Sci, Key Lab Organ Solids, Inst Chem, Beijing 100190, Peoples R China
[3] Cent S Univ, State Key Lab Powder Met, Changsha 410083, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
PHOTOVOLTAIC PROPERTIES; ELECTROCHEMICAL PROPERTIES; BROAD ABSORPTION; POLYMER; COPOLYMERS; MOBILITY; ELECTROLUMINESCENCE; DESIGN;
D O I
10.1039/c0py00022a
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 polythiophene derivative with octyl diphenylamine-vinylene conjugated side chains, DPAV-PT, was synthesized by the Stille coupling reaction, and characterized by H-1 NMR, GPC, TGA, UV-Vis absorption spectroscopy, and cyclic voltammetry. The copolymer is readily soluble in the common organic solvents and exhibits good thermal stability with 5% weight loss temperature of 267 C. DPAV-PT possesses a broad absorption band at 300-650 nm (with an optical bandgap of 1.85 eV). Cyclic voltammetry displays a HOMO energy level of -5.01 eV. The weight average molecular weight (M-w) of DPAV-PT is 3.1 x 10(4) with the polydispersity index of 1.3. A polymer solar cell with the configuration of ITO/PEDOT:PSS/DPAV-PT:PCBM (1: 1 w/w)/Ca/Al has a power conversion efficiency of 0.7% under the illumination of AM1.5, 100 mW cm(-2). The field effect hole mobility of the polymer reached 6.1 x 10(-4) cm(2) s(-1) with an on/off ratio of 10(3) and a threshold voltage of -7 V after 180 degrees C annealing.
引用
收藏
页码:678 / 684
页数:7
相关论文
共 25 条
[1]   Large area, high resolution, dry printing of conducting polymers for organic electronics [J].
Blanchet, GB ;
Loo, YL ;
Rogers, JA ;
Gao, F ;
Fincher, CR .
APPLIED PHYSICS LETTERS, 2003, 82 (03) :463-465
[2]   Toward a rational design of poly(2,7-carbazole) derivatives for solar cells [J].
Blouin, Nicolas ;
Michaud, Alexandre ;
Gendron, David ;
Wakim, Salem ;
Blair, Emily ;
Neagu-Plesu, Rodica ;
Belletete, Michel ;
Durocher, Gilles ;
Tao, Ye ;
Leclerc, Mario .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (02) :732-742
[3]   A low-bandgap poly(2,7-carbazole) derivative for use in high-performance solar cells [J].
Blouin, Nicolas ;
Michaud, Alexandre ;
Leclerc, Mario .
ADVANCED MATERIALS, 2007, 19 (17) :2295-+
[4]   Poly(3,6-dihexyl-thieno[3,2-b]thiophene vinylene): Synthesis, Field-Effect Transistors, and Photovoltaic Properties [J].
He, Youjun ;
Wu, Weiping ;
Zhao, Guangjing ;
Liu, Yunqi ;
Li, Yongfang .
MACROMOLECULES, 2008, 41 (24) :9760-9766
[5]   Synthesis and photovoltaic properties of two-dimensional conjugated polythiophenes with bi(thienylenevinylene) side chains [J].
Hou, JH ;
Tan, ZA ;
Yan, Y ;
He, YJ ;
Yang, CH ;
Li, YF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (14) :4911-4916
[6]   Synthesis and absorption spectra of poly(3-(phenylenevinyl)thiophene)s with conjugated side chains [J].
Hou, JH ;
Huo, LJ ;
He, C ;
Yang, CH ;
Li, YF .
MACROMOLECULES, 2006, 39 (02) :594-603
[7]   Sugar-poly(para-phenylene ethynylene) conjugates as sensory materials:: Efficient quenching by Hg2+ and Pb2+ ions [J].
Kim, IB ;
Erdogan, B ;
Wilson, JN ;
Bunz, UHF .
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (24) :6247-6254
[8]   Electrochemical properties of luminescent polymers and polymer light-emitting electrochemical cells [J].
Li, YF ;
Cao, Y ;
Gao, J ;
Wang, DL ;
Yu, G ;
Heeger, AJ .
SYNTHETIC METALS, 1999, 99 (03) :243-248
[9]   Conjugated polymer photovoltaic materials with broad absorption band and high charge carrier mobility [J].
Li, Yongfang ;
Zou, Yingping .
ADVANCED MATERIALS, 2008, 20 (15) :2952-2958
[10]   New Low Bandgap Dithienylbenzothiadiazole Vinylene Based Copolymers: Synthesis and Photovoltaic Properties [J].
Liu, Bo ;
Najari, Ahmed ;
Pan, Chunyue ;
Leclerc, Mario ;
Xiao, Dequan ;
Zou, Yingping .
MACROMOLECULAR RAPID COMMUNICATIONS, 2010, 31 (04) :391-398