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Alkoxy-Substituted Anthra[1,2-c:5,6-c′]bis([1,2,5]thiadiazole) (ATz): A New Electron-Acceptor Unit in the Semiconducting Polymers for Organic Electronics
Macromolecules ( IF 5.1 ) Pub Date : 2018-07-13 00:00:00 , DOI: 10.1021/acs.macromol.8b01230
Hiroki Mori , Shuhei Nishinaga , Ryosuke Takahashi , Yasushi Nishihara

A new type of thiadiazole-based acceptor unit and its donor–acceptor copolymers were synthesized and characterized to develop the high-performance semiconducting polymers for organic field-effect transistors (OFETs) and organic photovoltaics (OPVs). We successfully synthesized an anthra[1,2-c:5,6-c′]bis([1,2,5]thiadiazole) (ATz) core and ATz-quaterthiophene copolymers. These copolymers possess a wide energy gap of ca. 1.8 eV and a deeper HOMO energy levels around −5.4 eV than that of typical thiadiazole–oligothiophene copolymers. Such weak electron-accepting nature may be due to the decreased electron affinity of the ATz core by an existence of alkoxy groups with strong electron-donating ability. The ATz copolymers exhibited good semiconducting properties with hole mobility of up to 0.03 cm2 V–1 s–1 and photovoltaic response with PCE of up to 5.7%, despite the unfavorable molecular orders, thin-film structure, and/or amorphous structure.

中文翻译:

烷氧基取代的蒽[1,2- c:5,6- c ']双([1,2,5]噻二唑)(ATz):有机电子半导体聚合物中的新电子受体单元

合成了一种新型的基于噻二唑的受体单元及其供体-受体共聚物,并对其进行了表征,以开发用于有机场效应晶体管(OFET)和有机光伏(OPV)的高性能半导体聚合物。我们成功地合成了一种蒽[1,2- c:5,6- c']双([[1,2,5]噻二唑)(ATz)核心和ATz-四噻吩共聚物。这些共聚物的能隙较宽,约为。与典型的噻二唑-低聚噻吩共聚物相比,具有1.8 eV的热能能级和-5.4 eV的深能级。这种弱的电子接​​受性质可能是由于存在具有强供电子能力的烷氧基而使ATz核的电子亲和力降低。尽管分子顺序,薄膜结构和/或无定形结构不利,ATz共聚物仍表现出良好的半导体性能,空穴迁移率高达0.03 cm 2 V –1 s –1,光伏响应的PCE高达5.7%。
更新日期:2018-07-13
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