Thiophene-Fused Benzothiadiazole: A Strong Electron-Acceptor Unit to Build D-A Copolymer for Highly Efficient Polymer Solar Cells

被引：87

作者：

Zhou, Pengcheng ^{[1
]}

Zhang, Zhi-Guo ^{[2
]}

Li, Yongfang ^{[2
]}

Chen, Xingguo ^{[1
]}

Qin, Jingui ^{[1
]}

机构：

[1] Wuhan Univ, Key Lab Organ & Polymer Optoelect Mat, Wuhan 430072, Peoples R China

[2] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Key Lab Organ Solids, Beijing 100190, Peoples R China

来源：

CHEMISTRY OF MATERIALS | 2014年 / 26卷 / 11期

基金：

高等学校博士学科点专项科研基金; 中国国家自然科学基金;

关键词：

PHOTOVOLTAIC PROPERTIES; CONJUGATED POLYMERS; CHARGE-TRANSPORT; LOW-BANDGAP; GAP; ENERGY; PERFORMANCE; DERIVATIVES; NAPHTHODITHIOPHENE; BENZODITHIOPHENE;

D O I：

10.1021/cm501052a

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：

A novel strong electron-acceptor, thieno[2,3-f-]-2,1,3-benzothiadiazole-6-carboxylate (BTT), was first designed and synthesized. By introducing two thienyl groups into BTT and then copolymerizing with thienyl group substituted benzo[1,2-b:4,5-b']dithiophene (BDTT) unit, a low band gap D A copolymer (PBTT-TBDTT) was obtained. Compared with its polymer analogue (PBT-TBDTT) with benzothiadiazole (BT) as an acceptor, PBTT-TBDTT exhibits stronger intramolecular charge transfer. Thus, it shows much broader absorption covering almost the whole visible light region (in the range of 300-850 nm) and narrower optical band gap around 1.45 eV with a large IP (ionization potential) at 5.35 eV. The maximum efficiency of PBTT-TBDTT based device reaches 6.07% which is much higher than that of PBT-TBDTT (3.24%), indicating that BTT unit is a promising electron-acceptor moiety to construct low band gap D A copolymers for PSCs with high photovoltaic performances.

引用

页码：3495 / 3501

页数：7

共 40 条

[1] Synthetic Principles Directing Charge Transport in Low-Band-Gap Dithienosilole-Benzothiadiazole Copolymers [J].

Beaujuge, Pierre M. ;

Tsao, Hoi Nok ;

Hansen, Michael Ryan ;

Amb, Chad M. ;

Risko, Chad ;

Subbiah, Jegadesan ;

Choudhury, Kaushik Roy ;

Mavrinskiy, Alexei ;

Pisula, Wojciech ;

Bredas, Jean-Luc ;

So, Franky ;

Muellen, Klaus ;

Reynods, John R. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (21) :8944-8957

[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] Mind the gap! [J].

Bredas, Jean-Luc .

MATERIALS HORIZONS, 2014, 1 (01) :17-19

[4] TOWARDS ORGANIC POLYMERS WITH VERY SMALL INTRINSIC BAND-GAPS .1. ELECTRONIC-STRUCTURE OF POLYISOTHIANAPHTHENE AND DERIVATIVES [J].

BREDAS, JL ;

HEEGER, AJ ;

WUDL, F .

JOURNAL OF CHEMICAL PHYSICS, 1986, 85 (08) :4673-4678

[5] Charge-transfer and energy-transfer processes in π-conjugated oligomers and polymers:: A molecular picture [J].

Brédas, JL ;

Beljonne, D ;

Coropceanu, V ;

Cornil, J .

CHEMICAL REVIEWS, 2004, 104 (11) :4971-5003

[6] Low-band-gap conjugated polymers based on thiophene, benzothiadiazole, and benzobis(thiadiazole) [J].

Bundgaard, E ;

Krebs, FC .

MACROMOLECULES, 2006, 39 (08) :2823-2831

[7] Linear Side Chains in Benzo[1,2-b:4,5-b′]dithiophene-Thieno[3,4-c]pyrrole-4,6-dione Polymers Direct Self-Assembly and Solar Cell Performance [J].

Cabanetos, Clement ;

El Labban, Abdulrahman ;

Bartelt, Jonathan A. ;

Douglas, Jessica D. ;

Mateker, William R. ;

Frechet, Jean M. J. ;

McGehee, Michael D. ;

Beaujuge, Pierre M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (12) :4656-4659

[8] Polymer solar cells with enhanced open-circuit voltage and efficiency [J].

Chen, Hsiang-Yu ;

Hou, Jianhui ;

Zhang, Shaoqing ;

Liang, Yongye ;

Yang, Guanwen ;

Yang, Yang ;

Yu, Luping ;

Wu, Yue ;

Li, Gang .

NATURE PHOTONICS, 2009, 3 (11) :649-653

[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] Charge transport in organic semiconductors [J].

Coropceanu, Veaceslav ;

Cornil, Jerome ;

da Silva Filho, Demetrio A. ;

Olivier, Yoann ;

Silbey, Robert ;

Bredas, Jean-Luc .

CHEMICAL REVIEWS, 2007, 107 (04) :926-952

← 1 2 3 4 →