Benzopyrazinoisoindigo or Its Reduced Form? Synthesis, Clarification, and Application in Field‐Effect Transistors

Wang, Xiao; Zhao, Zhiyuan; Ai, Na; Pei, Jian; Liu, Yunqi; Wan, Xin

doi:10.1002/ejoc.201600363

Cited by 3 publications

(1 citation statement)

References 34 publications

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“…若化合物 75 为正确结构, 将有可能是优秀的 n-型半导体材料. 为此, 万晓波等 [44] 将化合物 75 烷基化后通过类似的合成路线试图合成相应的可溶解型苯并吡嗪异靛蓝, 但发现之前报道的合成产物结构并不正确. 核磁共振氢谱证实产物中存在两个活性氢的信号, 其结构被最终证实为相应的氢化产物(4H,4'H)-苯并吡嗪异靛蓝(76), 其 LUMO 和 HOMO 能级分别为-2.89/-4.94 eV, 带隙约为 2.05 eV, 是一种 p 型材料, 并…”

Section: 苯并吡嗪异靛蓝 (Benzopyrazinoisoindigo Bpaii)unclassified

Synthesis of Nitrogen-Containing Isoindigo Derivatives and Their Applications in Optoelectronic Materials

Luo¹,

Li²,

Mu³

et al. 2022

Chinese Journal of Organic Chemistry

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Isoindigo has played an important role in organic optoelectronic materials as an excellent acceptor building block due to its planarity and electron-withdrawing capability. The modification, of isoindigo has also become the focus of academia. Recently, great achievements have been made in the synthesis of nitrogen-containing isoindigo derivatives and their applications as optoelectronic materials. The incorporation of nitrogen atom can further adjust the electron push/pull ability and the planarity of isoindigo derivatives, thereby tune their optoelectronic properties. The development of nitrogen-containing isoindigo derivatives, as well as their applications in optoelectronic materials, which we hope would provide useful information for the design of conjugated optoelectronic materials, is summarized. Keywords nitrogen-containing isoindigo; organic optoelectronic materials; polymer field effect transistors 21 世纪初, 异靛蓝结构作为有机光电材料的受体单元首次映入人们眼帘, Reynolds 等异靛蓝具有良好的对称性, 该结构中所含有的两个内酰胺可形成较强的分子间氢键 [5] , 可作为构象锁来提升异靛蓝结构的平面性 [6] , 使得异靛蓝保持一个相对平面的结构. 目前, 基于异靛蓝作为受体的第三代聚合物

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Section: 苯并吡嗪异靛蓝 (Benzopyrazinoisoindigo Bpaii)unclassified

Synthesis of Nitrogen-Containing Isoindigo Derivatives and Their Applications in Optoelectronic Materials

Luo¹,

Li²,

Mu³

et al. 2022

Chinese Journal of Organic Chemistry

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Evolution of Isoindigo‐Based Electron‐Deficient Units for Organic Electronics: From Natural Dyes to Organic Semiconductors

Cao

Duan

et al. 2018

Asian J Org Chem

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Isoindigo, a classical electron‐deficient unit for organic optoelectronic materials, has been widely used in organic field‐effect transistors (OFETs) and organic photovoltaic devices (OPVs). However, several intrinsic drawbacks, such as its non‐coplanarity and weak absorption in the visible‐light region, have hindered its further development. Recently, many optimized isoindigo derivatives have been successfully applied to OFETs and OPVs. This Focus Review discusses recent progress in the structural optimization of isoindigo‐based organic optoelectronic materials and provides meaningful guidelines for the design of high‐performance isoindigo derivatives for organic electronics.

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ChemInform Abstract: Benzopyrazinoisoindigo or Its Reduced Form? Synthesis, Clarification, and Application in Field‐Effect Transistors.

Wang

Zhao

et al. 2016

ChemInform

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Benzopyrazinoisoindigo or Its Reduced Form? Synthesis, Clarification, and Application in Field‐Effect Transistors

Cited by 3 publications

References 34 publications

Synthesis of Nitrogen-Containing Isoindigo Derivatives and Their Applications in Optoelectronic Materials

Synthesis of Nitrogen-Containing Isoindigo Derivatives and Their Applications in Optoelectronic Materials

Evolution of Isoindigo‐Based Electron‐Deficient Units for Organic Electronics: From Natural Dyes to Organic Semiconductors

ChemInform Abstract: Benzopyrazinoisoindigo or Its Reduced Form? Synthesis, Clarification, and Application in Field‐Effect Transistors.

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