吡嗪
轨道能级差
接受者
电子受体
半导体
材料科学
聚合物
块(置换群论)
类型(生物学)
电子迁移率
热电材料
化学
纳米技术
光电子学
组合化学
立体化学
有机化学
分子
物理
复合材料
几何学
数学
凝聚态物理
热导率
生物
生态学
作者
Yongqiang Shi,Lijun Tu,Junwei Wang,Ziang Wu,Jianfeng Li,Wanli Yang,Bin Liu,Siqi Wu,Xiaomin Xia,Yiwen Wang,Han Young Woo
标识
DOI:10.1002/anie.202319658
摘要
Developing low‐cost and high‐performance n‐type polymer semiconductors is essential to accelerate the application of organic thermoelectrics (OTEs). To achieve this objective, it is critical to design strong electron‐deficient building blocks with simple structure and easy synthesis, which are essential for the development of n‐type polymer semiconductors. Herein, we synthesized two cyano‐functionalized highly electron‐deficient building blocks, namely 3,6‐dibromopyrazine‐2‐carbonitrile (CNPz) and 3,6‐Dibromopyrazine‐2,5‐dicarbonitrile (DCNPz), which feature simple structures and facile synthesis. CNPz and DCNPz can be obtained via only one‐step reaction and three‐step reactions from cheap raw materials, respectively. Based on CNPz and DCNPz, two acceptor‐acceptor (A‐A) polymers, P(DPP‐CNPz) and P(DPP‐DCNPz) are successfully developed, featuring deep‐positioned lowest unoccupied molecular orbital (LUMO) energy levels, which are beneficial to n‐type organic thin‐film transistors (OTFTs) and OTEs performance. An optimal unipolar electron mobility of 0.85 and 1.85 cm2 V‐1 s‐1 is obtained for P(DPP‐CNPz) and P(DPP‐DCNPz), respectively. When doped with N‐DMBI, P(DPP‐CNPz) and P(DPP‐DCNPz) show high n‐type electrical conductivities/power factors of 25.3 S cm‐1/41.4 μW m‐1 K‐2, and 33.9 S cm‐1/30.4 μW m‐1 K‐2, respectively. Hence, the cyano‐functionalized pyrazine CNPz and DCNPz represent a new class of structurally simple, low‐cost and readily accessible electron‐deficient building block for constructing n‐type polymer semiconductors.
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