Synthesis, Structures, and Properties of Thieno[3,2-b]thiophene and Dithiophene Bridged Isoindigo Derivatives and Their Organic Field-effect Transistors Performance

被引：28

作者：

Wu, Ti ^{[1
,2
]}

Yu, Chunmeng ^{[1
,3
]}

Guo, Yunlong ^{[1
]}

Liu, Hongtao ^{[1
,2
]}

Yu, Gui ^{[1
]}

Fang, Yu ^{[3
]}

Liu, Yunqi ^{[1
]}

机构：

[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

[2] Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China

[3] Shanxi Normal Univ, MOE, Key Lab Appl Surface & Colloid Chem, Xian 710062, Peoples R China

来源：

JOURNAL OF PHYSICAL CHEMISTRY C | 2012年 / 116卷 / 43期

基金：

中国国家自然科学基金;

关键词：

HIGH-MOBILITY; ANTITUMOR-ACTIVITY; SOLAR-CELLS; POLYMERS; SUBSTITUENTS; BANDGAP;

D O I：

10.1021/jp304697r

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：

Organic semiconductors (ITTI and IDTI) characterized of thieno[3,2-b]thiophene and dithiophene bridged isoindigo derivatives were designed and successfully synthesized. H-1-C-13 HMBC, (HH)-H-1-H-1 nuclear Overhauser enhancement spectroscopy (NOESY) spectra, and H-1 nuclear Overhauser enhancement (NOE) experiments were employed to determine the configurations of the synthesized molecules, indicating they belong to stable Z,Z configurations. Organic field-effect transistors based on ITTI and IDTI through a solution processed method have good air stabilities and exhibit hole mobilities of 0.045 and 0.075 cm(2) V-1 s(-1) after high-temperature annealing in air, respectively.

引用

页码：22655 / 22662

页数：8

共 33 条

[21] Synthesis of Isoindigo-Based Oligothiophenes for Molecular Bulk Heterojunction Solar Cells [J].

Mei, Jianguo ;

Graham, Kenneth R. ;

Stalder, Romain ;

Reynolds, John R. .

ORGANIC LETTERS, 2010, 12 (04) :660-663

[22]

Moragas M., 1998, J ORG CHEM, V63, P8689

[23] PROTOTYPES FOR THE POLARONIC FERROMAGNET - SYNTHESIS AND CHARACTERIZATION OF HIGH-SPIN ORGANIC POLYMERS [J].

MURRAY, MM ;

KASZYNSKI, P ;

KAISAKI, DA ;

CHANG, WH ;

DOUGHERTY, DA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (18) :8152-8161

[24] Isoindigo-Based Donor-Acceptor Conjugated Polymers [J].

Stalder, Romain ;

Mei, Jianguo ;

Reynolds, John R. .

MACROMOLECULES, 2010, 43 (20) :8348-8352

[25] A low band gap, solution processable oligothiophene with a diketopyrrolopyrrole core for use in organic solar cells [J].

Tamayo, Arnold B. ;

Walker, Bright ;

Nguyen, Thuc-Quyen .

JOURNAL OF PHYSICAL CHEMISTRY C, 2008, 112 (30) :11545-11551

[26] A low band gap, solution processable oligothiophene with a dialkylated diketopyrrolopyrrole chromophore for use in bulk heterojunction solar cells [J].

Tamayo, Arnold Bernarte ;

Dang, Xuan-Dang ;

Walker, Bright ;

Seo, Junghwa ;

Kent, Tyler ;

Nguyen, Thuc-Quyen .

APPLIED PHYSICS LETTERS, 2009, 94 (10)

[27] Ultrahigh Mobility in Polymer Field-Effect Transistors by Design [J].

Tsao, Hoi Nok ;

Cho, Don M. ;

Park, Insun ;

Hansen, Michael Ryan ;

Mavrinskiy, Alexey ;

Yoon, Do Y. ;

Graf, Robert ;

Pisula, Wojciech ;

Spiess, Hans Wolfgang ;

Muellen, Klaus .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (08) :2605-2612

[28] An isoindigo-based low band gap polymer for efficient polymer solar cells with high photo-voltage [J].

Wang, Ergang ;

Ma, Zaifei ;

Zhang, Zhen ;

Henriksson, Patrik ;

Inganas, Olle ;

Zhang, Fengling ;

Andersson, Mats R. .

CHEMICAL COMMUNICATIONS, 2011, 47 (17) :4908-4910

[29] Narrow-bandgap diketo-pyrrolo-pyrrole polymer solar cells: The effect of processing on the performance [J].

Wienk, Martijn M. ;

Turbiez, Mathieu ;

Gilot, Jan ;

Janssen, Rene A. J. .

ADVANCED MATERIALS, 2008, 20 (13) :2556-+

[30] A practical large-scale preparation of 5'-bromospiro(cyclohexane-1,3'-[3H]indol)-2'(1H)-one [J].

Wilk, BK ;

Rubezhov, A ;

Helom, JL ;

Routel, LR ;

Potoski, JR .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2005, 37 (03) :283-285

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