Bithiophenesulfonamide Building Block for π-Conjugated Donor-Acceptor Semiconductors

被引：54

作者：

Melkonyan, Ferdinand S. ^{[1
,2
]}

Zhao, Wei ^{[4
]}

Drees, Martin ^{[4
]}

Eastham, Nicholas D. ^{[1
,2
]}

Leonardi, Matthew J. ^{[1
,2
]}

Butler, Melanie R. ^{[1
,2
]}

Chen, Zhihua ^{[4
]}

Yu, Xinge ^{[1
,2
]}

Chang, Robert P. H. ^{[1
,2
,3
]}

Ratner, Mark A. ^{[1
,2
]}

Facchetti, Antonio F. ^{[1
,2
,4
]}

Marks, Tobin J. ^{[1
,2
,3
]}

机构：

[1] Northwestern Univ, Argonne Northwestern Solar Energy Res ANSER Ctr, Dept Chem, 2145 Sheridan Rd, Evanston, IL 60208 USA

[2] Northwestern Univ, Argonne Northwestern Solar Energy Res ANSER Ctr, Mat Res Ctr, 2145 Sheridan Rd, Evanston, IL 60208 USA

[3] Northwestern Univ, Dept Mat Sci & Engn, 2145 Sheridan Rd, Evanston, IL 60208 USA

[4] Polyera Corp, 8045 Lamon Ave, Skokie, IL 60077 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 22期

关键词：

POLYMER SOLAR-CELLS; POWER CONVERSION EFFICIENCY; FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; LIGHT-EMITTING DIODE; BAND-GAP; FLUORINATED BENZOTHIADIAZOLE; ELECTRONIC-PROPERTIES; COPOLYMERS; SYSTEMS;

D O I：

10.1021/jacs.6b03498

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report here pi-conjugated Small molecules and polymers based on the new pi-acceptor building block, bithiophenesulfonamide (BTSA). Molecular orbital computations and optical, electrochemical, and crystal structure analyses illuminate the architecture and electronic structure of the BTSA unit versus other acceptor building blocks. Field-effect transistors and photovoltaic cells demonstrate that BTSA is a promising unit for the construction of pi-conjugated semiconducting materials.

引用

页码：6944 / 6947

页数：4

共 57 条

[1] Chalcogenophene Comonomer Comparison in Small Band Gap Diketopyrrolopyrrole-Based Conjugated Polymers for High-Performing Field-Effect Transistors and Organic Solar Cells [J].

Ashraf, Raja Shahid ;

Meager, Iain ;

Nikolka, Mark ;

Kirkus, Mindaugas ;

Planells, Miquel ;

Schroeder, Bob C. ;

Holliday, Sarah ;

Hurhangee, Michael ;

Nielsen, Christian B. ;

Sirringhaus, Henning ;

McCulloch, Iain .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (03) :1314-1321

[2] Stille Polycondensation for Synthesis of Functional Materials [J].

Carsten, Bridget ;

He, Feng ;

Son, Hae Jung ;

Xu, Tao ;

Yu, Luping .

CHEMICAL REVIEWS, 2011, 111 (03) :1493-1528

[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] Thienothiophenes, Dithienothiophenes, and Thienoacenes: Syntheses, Oligomers, Polymers, and Properties [J].

Cinar, Mehmet Emin ;

Ozturk, Turan .

CHEMICAL REVIEWS, 2015, 115 (09) :3036-3140

[5] Enhanced Photovoltaic Performance of Indacenodithiophene-Quinoxaline Copolymers by Side-Chain Modulation [J].

Dang, Dongfeng ;

Chen, Weichao ;

Himmelberger, Scott ;

Tao, Qiang ;

Lundin, Angelica ;

Yang, Renqiang ;

Zhu, Weiguo ;

Salleo, Alberto ;

Mueller, Christian ;

Wang, Ergang .

ADVANCED ENERGY MATERIALS, 2014, 4 (15)

[6] Molecular Characterization of Organic Electronic Films [J].

DeLongchamp, Dean M. ;

Kline, R. Joseph ;

Fischer, Daniel A. ;

Richter, Lee J. ;

Toney, Michael F. .

ADVANCED MATERIALS, 2011, 23 (03) :319-337

[7] 25th Anniversary Article: Key Points for High-Mobility Organic Field-Effect Transistors [J].

Dong, Huanli ;

Fu, Xiaolong ;

Liu, Jie ;

Wang, Zongrui ;

Hu, Wenping .

ADVANCED MATERIALS, 2013, 25 (43) :6158-6182

[8] A Cofacially Stacked Electron-Deficient Small Molecule with a High Electron Mobility of over 10 cm2 V-1 s-1 in Air [J].

Dou, Jin-Hu ;

Zheng, Yu-Qing ;

Yao, Ze-Fan ;

Lei, Ting ;

Shen, Xingxing ;

Luo, Xu-Yi ;

Yu, Zhi-Ao ;

Zhang, Shi-Ding ;

Han, Guangchao ;

Wang, Zhi ;

Yi, Yuanping ;

Wang, Jie-Yu ;

Pei, Jian .

ADVANCED MATERIALS, 2015, 27 (48) :8051-8055

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

Facchetti, Antonio .

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

[10] Organic Transistors in Optical Displays and Microelectronic Applications [J].

Gelinck, Gerwin ;

Heremans, Paul ;

Nomoto, Kazumasa ;

Anthopoulos, Thomas D. .

ADVANCED MATERIALS, 2010, 22 (34) :3778-3798

← 1 2 3 4 5 6 →