Thiophene fluorination to enhance photovoltaic performance in low band gap donor-acceptor polymers

被引：65

作者：

Fei, Zhuping ^{[1
,2
]}

Shahid, Munazza ^{[1
,2
]}

Yaacobi-Gross, Nir ^{[2
,3
]}

Rossbauer, Stephan ^{[2
,3
]}

Zhong, Hongliang ^{[1
,2
]}

Watkins, Scott E. ^{[4
]}

Anthopoulos, Thomas D. ^{[2
,3
]}

Heeney, Martin ^{[1
,2
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

[2] Univ London Imperial Coll Sci Technol & Med, Ctr Plast Elect, London SW7 2AZ, England

[3] Univ London Imperial Coll Sci Technol & Med, Dept Phys, London SW7 2AZ, England

[4] CSIRO, Melbourne, Vic 3169, Australia

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 90期

基金：

英国工程与自然科学研究理事会;

关键词：

HETEROJUNCTION SOLAR-CELLS; CONJUGATED POLYMERS; DITHIENOGERMOLE; 2,1,3-BENZOTHIADIAZOLE; COPOLYMERS; DESIGN;

D O I：

10.1039/c2cc35079c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the first synthesis of a tetrafluorinated 4,7-bis(3,4-difluorothiophen-2-yl)-2,1,3-benzothiadiazole monomer and its polymerisation with dithieno[3,2-b:2',3'-d]germole by Stille coupling to afford a low band gap polymer with a high ionisation potential. Direct comparison to the nonfluorinated analogue demonstrates that fluorination results in an increase in ionisation potential with no change in optical band gap, and enhanced aggregation over the non-fluorinated polymer. These desirable properties result in a significant enhancement in OPV device performance in blends with PC71BM.

引用

页码：11130 / 11132

页数：3

共 25 条

[1] Dithienogermole As a Fused Electron Donor in Bulk Heterojunction Solar Cells [J].

Amb, Chad M. ;

Chen, Song ;

Graham, Kenneth R. ;

Subbiah, Jegadesan ;

Small, Cephas E. ;

So, Franky ;

Reynolds, John R. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (26) :10062-10065

[2] Influence of blend microstructure on bulk heterojunction organic photovoltaic performance [J].

Brabec, Christoph J. ;

Heeney, Martin ;

McCulloch, Iain ;

Nelson, Jenny .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (03) :1185-1199

[3] 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

[4] How the structural deviations on the backbone of conjugated polymers influence their optoelectronic properties and photovoltaic performance [J].

Chochos, Christos L. ;

Choulis, Stelios A. .

PROGRESS IN POLYMER SCIENCE, 2011, 36 (10) :1326-1414

[5] Insights from Transient Optoelectronic Analyses on the Open-Circuit Voltage of Organic Solar Cells [J].

Credgington, Dan ;

Durrant, James R. .

JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2012, 3 (11) :1465-1478

[6] Thiophene and selenophene copolymers incorporating fluorinated phenylene units in the main chain: Synthesis, characterization, and application in organic field-effect transistors [J].

Crouch, DJ ;

Skabara, PJ ;

Lohr, JE ;

McDouall, JJW ;

Heeney, M ;

McCulloch, I ;

Sparrowe, D ;

Shkunov, M ;

Coles, SJ ;

Horton, PN ;

Hursthouse, MB .

CHEMISTRY OF MATERIALS, 2005, 17 (26) :6567-6578

[7] Recent development of push-pull conjugated polymers for bulk-heterojunction photovoltaics: rational design and fine tailoring of molecular structures [J].

Duan, Chunhui ;

Huang, Fei ;

Cao, Yong .

JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (21) :10416-10434

[8] π-Conjugated Polymers for Organic Electronics and Photovoltaic Cell Applications [J].

Facchetti, Antonio .

CHEMISTRY OF MATERIALS, 2011, 23 (03) :733-758

[9] Germaindacenodithiophene based low band gap polymers for organic solar cells [J].

Fei, Zhuping ;

Ashraf, Raja Shahid ;

Huang, Zhenggang ;

Smith, Jeremy ;

Kline, R. Joseph ;

D'Angelo, Pasquale ;

Anthopoulos, Thomas D. ;

Durrant, James R. ;

McCulloch, Iain ;

Heeney, Martin .

CHEMICAL COMMUNICATIONS, 2012, 48 (24) :2955-2957

[10] Comparative Optoelectronic Study between Copolymers of Peripherally Alkylated Dithienosilole and Dithienogermole [J].

Fei, Zhuping ;

Kim, Youngju ;

Smith, Jeremy ;

Domingo, Ester Buchaca ;

Stingelin, Natalie ;

McLachlan, Martyn A. ;

Song, Kigook ;

Anthopoulos, Thomas D. ;

Heeney, Martin .

MACROMOLECULES, 2012, 45 (02) :735-742

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