Bithiazole Dicarboxylate Ester: An Easily Accessible Electron-Deficient Building Unit for π-Conjugated Polymers Enabling Electron Transport
Bithiazole Dicarboxylate Ester: An Easily Accessible Electron-Deficient Building Unit for π-Conjugated Polymers Enabling Electron Transport
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DOI：
10.1021/acs.macromol.1c00080
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发表时间：
2021-03-24
期刊：
影响因子：
5.5
通讯作者：
Osaka, Itaru
中科院分区：
文献类型：
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作者：
Teshima, Yoshikazu;Saito, Masahiko;Osaka, Itaru
与噻吩相比，噻唑作为有机电子器件中使用的 π 共轭聚合物的构建单元较少受到关注，尽管它缺乏电子并且能够使聚合物主链共面，这对于此类 π 共轭聚合物的设计至关重要。在这里，我们证明联噻唑二羧酸酯（BETz）非常容易合成，是一种有前途的π共轭聚合物结构单元。基于BETz的共聚物，具有未取代的联噻吩和联噻唑作为单元，确实在薄膜中形成高度结晶结构，这有利于半导体性能。特别令人感兴趣的是，即使最低未占分子轨道（LUMO）能级不是很低，BETz基聚合物也表现出电子传输特性，因为它们根据有机晶体管器件中的结构表现出双极性和单极性n沟道行为。我们相信 BETz 使我们能够设计各种 π 共轭聚合物，为有机电子器件提供令人着迷的功能。
Thiazole has been less focused, compared to thiophene, as the building unit for pi-conjugated polymers that are used in organic electronic devices despite its electron deficiency and ability to coplanarize the polymer backbone, which are crucial for design of such pi-conjugated polymers. Here, we show that bithiazole dicarboxylate ester (BETz), which is quite easily synthesized, is a promising building unit for pi-conjugated polymers. Copolymers based on BETz, having unsubstituted bithiophene and bithiazole as counits, indeed form highly crystalline structures in thin films, which is beneficial for semiconducting properties. Of particular interest is that the BETz-based polymers are found to show electron-transport property even though the lowest unoccupied molecular orbital (LUMO) energy levels are not very low, as they show ambipolar and unipolar n-channel behaviors depending on the counit in organic transistor devices. We believe that BETz allows us to design a wide variety of pi-conjugated polymers that provide fascinating functions in organic electronic devices.