Benzo[d][1,2,3]thiadiazole (isoBT): Synthesis, Structural Analysis, and Implementation in Semiconducting Polymers

被引：39

作者：

Chen, Zhihua ^{[1
]}

Brown, Jennifer ^{[1
]}

Drees, Martin ^{[1
]}

Seger, Mark ^{[1
]}

Hu, Yan ^{[1
]}

Xia, Yu ^{[1
]}

Boudinet, Damien ^{[1
]}

McCray, Meko ^{[1
]}

Delferro, Massimiliano ^{[4
]}

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

Liao, Chuang-Yi ^{[5
]}

Ko, Chung-Wen ^{[5
]}

Chang, Yi-Ming ^{[5
]}

Facchetti, Antonio ^{[1
,5
]}

机构：

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

[2] Northwestern Univ, Dept Chem, 2145 Sheridan Rd, Evanston, IL 60208 USA

[3] Northwestern Univ, Mat Res Ctr, 2145 Sheridan Rd, Evanston, IL 60208 USA

[4] Argonne Natl Lab, Chem Sci & Engn Div, 9700 South Cass Ave, Lemont, IL 60439 USA

[5] Raynergy Tek Incorp, 2F,60,Pk Ave 2,Hsinchu Sci Pk, Hsinchu 30075, Taiwan

来源：

CHEMISTRY OF MATERIALS | 2016年 / 28卷 / 17期

关键词：

FIELD-EFFECT TRANSISTORS; SENSITIZED SOLAR-CELLS; LOW-BANDGAP POLYMERS; SYSTEMIC ACQUIRED-RESISTANCE; THIN-FILM TRANSISTORS; OPEN-CIRCUIT VOLTAGE; SIDE-CHAIN; ORGANIC SEMICONDUCTORS; CONJUGATED POLYMERS; DEVICE PERFORMANCE;

D O I：

10.1021/acs.chemmater.6b02813

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：

Benzo[d][2,1,3]thiadiazole (BT) is a markedly electron-deficient heterocycle widely employed in the realization of organic semiconductors for applications spanning transistors, solar cells, photodetectors, and thermoelectrics. In this contribution, we implement the corresponding isomer, benzo[d][1,2,3]thiadiazole (isoBT), along with new 6-fluoroisoBT and 5,6-difluoro-isoBT units as synthons for constructing alternating copolymers with tetrathiophene (P1-P3). New isoBT-based small molecules as well as the corresponding BT-quaterthiophene based polymers (P4-P6) are synthesized and characterized to probe architectural, electronic structural, and device performance differences between the two families. The results demonstrate that isoBT complements BT in enabling high-performance optoelectronic semiconductors with P3 exhibiting hole mobilities surpassing 0.7 cm(2)/(V s) in field-effect transistors and power conversion efficiencies of 9% in bulk-heterojunction solar cells.

引用

页码：6390 / 6400

页数：11

共 99 条

[1] Fluorinated Copolymer PCPDTBT with Enhanced Open-Circuit Voltage and Reduced Recombination for Highly Efficient Polymer Solar Cells [J].