Facile synthesis of a 56π-electron 1,2-dihydromethano-[60]PCBM and its application for thermally stable polymer solar cells

被引：83

作者：

Li, Chang-Zhi ^{[1
]}

Chien, Shang-Chieh ^{[1
,2
,3
]}

Yip, Hin-Lap ^{[1
,4
]}

Chueh, Chu-Chen ^{[1
]}

Chen, Fang-Chung ^{[2
,3
]}

Matsuo, Yutaka ^{[5
]}

Nakamura, Eiichi ^{[5
]}

Jen, Alex K. -Y. ^{[1
,4
,6
]}

机构：

[1] Univ Washington, Dept Mat Sci & Engn, Seattle, WA 98195 USA

[2] Natl Chiao Tung Univ, Dept Photon, Hsinchu 30010, Taiwan

[3] Natl Chiao Tung Univ, Display Inst, Hsinchu 30010, Taiwan

[4] Univ Washington, Adv Mat Energy Inst, Seattle, WA 98195 USA

[5] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

[6] Univ Washington, Dept Chem, Seattle, WA 98195 USA

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 36期

基金：

新加坡国家研究基金会; 美国国家科学基金会; 日本科学技术振兴机构;

关键词：

FULLERENE DERIVATIVES; PHOTOVOLTAIC CELLS; EFFICIENT; ACCEPTOR; METHANOFULLERENE; TRANSISTORS;

D O I：

10.1039/c1cc14446d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A facile synthesis was employed to make a 56 pi-electron methano-PC(61)BM with a very small 1,2-dihydromethano (CH(2)) group. This new fullerene derivative possesses high electron mobility (0.014 cm(2) V(-1) s(-1)) and higher LUMO energy level (0.15 eV) than PC(61)BM. Bulk hetero-junction devices based on using poly(3-hexylthiophene) and methano-PC(61)BM as active layer exhibited better performance and thermal stability than those using the PC(61)BM analogue.

引用

页码：10082 / 10084

页数：3

共 20 条

[1] Ambipolar organic field-effect transistors based on a solution-processed methanofullerene [J].

Anthopoulos, TD ;

Tanase, C ;

Setayesh, S ;

Meijer, EJ ;

Hummelen, JC ;

Blom, PWM ;

de Leeuw, DM .

ADVANCED MATERIALS, 2004, 16 (23-24) :2174-+

[2] Morphological Stabilization by In Situ Polymerization of Fullerene Derivatives Leading to Efficient, Thermally Stable Organic Photovoltaics [J].

Cheng, Yen-Ju ;

Hsieh, Chao-Hsiang ;

Li, Pei-Jung ;

Hsu, Chain-Shu .

ADVANCED FUNCTIONAL MATERIALS, 2011, 21 (09) :1723-1732

[3] Fullerene derivative acceptors for high performance polymer solar cells [J].

He, Youjun ;

Li, Yongfang .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2011, 13 (06) :1970-1983

[4] Indene-C60 Bisadduct: A New Acceptor for High-Performance Polymer Solar Cells [J].

He, Youjun ;

Chen, Hsiang-Yu ;

Hou, Jianhui ;

Li, Yongfang .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (04) :1377-1382

[5] PREPARATION AND CHARACTERIZATION OF FULLEROID AND METHANOFULLERENE DERIVATIVES [J].

HUMMELEN, JC ;

KNIGHT, BW ;

LEPEQ, F ;

WUDL, F ;

YAO, J ;

WILKINS, CL .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) :532-538

[6] Stability/degradation of polymer solar cells [J].

Jorgensen, Mikkel ;

Norrman, Kion ;

Krebs, Frederik C. .

SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2008, 92 (07) :686-714

[7] Fullerene bisadducts for enhanced open-circuit voltages and efficiencies in polymer solar cells [J].

Lenes, Martijn ;

Wetzelaer, Gert-Jan A. H. ;

Kooistra, Floris B. ;

Veenstra, Sjoerd C. ;

Hummelen, Jan C. ;

Blom, Paul W. M. .

ADVANCED MATERIALS, 2008, 20 (11) :2116-+

[8] Electron Trapping in Higher Adduct Fullerene-Based Solar Cells [J].

Lenes, Martijn ;

Shelton, Steve W. ;

Sieval, Alex B. ;

Kronholm, David F. ;

Hummelen, Jon C. ;

Blom, Paul W. M. .

ADVANCED FUNCTIONAL MATERIALS, 2009, 19 (18) :3002-3007

[9] Face-to-face C6F5-[60]fullerene interaction for ordering fullerene molecules and application to thin-film organic photovoltaics [J].

Li, Chang-Zhi ;

Matsuo, Yutaka ;

Niinomi, Takaaki ;

Sato, Yoshiharu ;

Nakamura, Eiichi .

CHEMICAL COMMUNICATIONS, 2010, 46 (45) :8582-8584

[10] Columnar Structure in Bulk Heterojunction in Solution-Processable Three-Layered p-i-n Organic Photovoltaic Devices Using Tetrabenzoporphyrin Precursor and Silylmethyl[60]fullerene [J].

Matsuo, Yutaka ;

Sato, Yoshiharu ;

Niinomi, Takaaki ;

Soga, Iwao ;

Tanaka, Hideyuki ;

Nakamura, Eiichi .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (44) :16048-+

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