Pyrrolo[3,2-b]pyrrole-Based Quinoidal Compounds For High Performance n-Channel Organic Field-Effect Transistor,Chemistry of Materials

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Pyrrolo[3,2-b]pyrrole-Based Quinoidal Compounds For High Performance n-Channel Organic Field-Effect Transistor
Chemistry of Materials ( IF 7.2 ) Pub Date : 2018-09-19 00:00:00 , DOI: 10.1021/acs.chemmater.8b01791
Hongzhuo Wu _{1,

2} , Yang Wang _{1,

2} , Xiaolan Qiao ₁ , Deliang Wang _{1,

2} , Xiaodi Yang ₃ , Hongxiang Li ₁

Affiliation

It is a very important and challenging topic to design high performance n-channel organic semiconductors with a new type conjugated skeleton. Herein, a new class of n-channel organic semiconductors, pyrrolo[3,2-b]pyrrole-based quinoidal molecules QBPBP and QFBPBP, was designed and synthesized. Both compounds have low-lying lowest unoccupied molecular orbital energy level and high thermal stability. Single crystal structures reveal they adopt unusual two-dimensional layer-type packing structures in single crystals. Multiple π–π and CN···H interactions are observed in the layer, and alkyl–alkyl chain interactions exist between layers. Transistors based on single ribbons displayed gate voltage-dependent electron mobility with an average of 4.0 cm² V^–1 s^–1 and a peak over 6.0 cm² V^–1 s^–1 under N₂. These results demonstrate pyrrolo[3,2-b]pyrrole-based quinoidal molecules are a new prototype for high performance n-channel organic semiconductors.

中文翻译：

高性能n通道有机场效应晶体管的基于吡咯并[3,2- b ]吡咯的喹啉化合物

设计具有新型共轭骨架的高性能n沟道有机半导体是一个非常重要且具有挑战性的主题。在此，设计并合成了一种新型的n通道有机半导体，即吡咯并[3,2 - b ]吡咯基喹啉分子QBPBP和QFBPBP。两种化合物都具有最低的最低未占据分子轨道能级和较高的热稳定性。单晶结构揭示了它们在单晶中采用了不寻常的二维层状堆积结构。在该层中观察到多个π-π和CN···H相互作用，并且层之间存在烷基-烷基链相互作用。基于单条带的晶体管显示出与栅极电压有关的电子迁移率，平均为4.0 cm ² V ^–1 s^–1和在N ₂下超过6.0 cm ² V ^–1 s ^–1的峰值。这些结果表明，基于吡咯并[3,2 - b ]吡咯的醌型分子是用于高性能n通道有机半导体的新原型。

更新日期：2018-09-19

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