Design, Synthesis, and Versatile Processing of Indolo[3,2-b]indole-Based pi-Conjugated Molecules for High-Performance Organic Field-Effect Transistors

Cho Illhun; Park Sang Kyu; Kang Boseok; Chung Jong Won; Kim Jin Hong; Cho Kilwon; Park Soo Young

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Design, Synthesis, and Versatile Processing of Indolo[3,2-b]indole-Based pi-Conjugated Molecules for High-Performance Organic Field-Effect Transistors

机译：高性能有机场效应晶体管的基于吲哚[3,2-b]吲哚的π共轭分子的设计，合成和多功能加工

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摘要

A series of indolo[3,2-b]indole (IDID) derivatives comprising the core unit of N,N-dihexyl-IDID with different aromatic and aliphatic substituents at 2- and 7-position are designed and synthesized to construct high-performance organic semiconductors by different processing routes. Structure-property relationship of the derivatives is comprehensively studied in terms of their photophysical, electrochemical, structural, and electrical characteristics. IDID derivatives are either evaporated in vacuum or dissolved in common organic solvents to ensure applicalbility in different processing routes toward outstanding p-type semiconductor films. Among others, the excellently soluble compound 4H4TIDID (with 2- and 7-substituents of 5-hexyl-2,2'-bithiophene moiety, solubility >20 wt% in chloroform), shows the highest field-effect hole mobility of 0.97 cm(2)V(-1)s(-1) in a device constructed by vacuum-deposition and 0.18 cm(2)V(-1)s(-1) in device cosntructed by spin-coating, respectively. The 2D grazing incidence X-ray diffraction of 4H4TIDID films in both devices identically show the 2D molecular orientation favorable for the high transistor mobility.

机译：设计并合成了一系列包含N，N-二己基-IDID核心单元的2-和7-位不同芳族和脂肪族取代基的吲哚[3,2-b]吲哚（IDID）衍生物有机半导体通过不同的加工路线。从衍生物的光物理，电化学，结构和电学特性方面对其衍生物的结构-性质关系进行了全面研究。 IDID衍生物可在真空中蒸发或溶解在常见的有机溶剂中，以确保在不同的加工路线中适用于出色的p型半导体膜。其中，极易溶的化合物4H4TIDID（具有5-己基-2,2'-联噻吩部分的2和7个取代基，在氯仿中的溶解度> 20 wt％）显示出0.97 cm（在通过真空沉积构造的器件中的2）V（-1）s（-1）和在通过旋涂法构造的器件中分别为0.18 cm（2）V（-1）s（-1）。两个器件中4H4TIDID膜的2D掠入射X射线衍射均显示出有利于高晶体管迁移率的2D分子取向。

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来源
《Advanced Functional Materials》 |2016年第17期|2966-2973|共8页
作者
Cho Illhun; Park Sang Kyu; Kang Boseok; Chung Jong Won; Kim Jin Hong; Cho Kilwon; Park Soo Young;
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Seoul Natl Univ, Dept Mat Sci & Engn, Ctr Supramol Optoelect Mat, 1 Gwanak Ro, Seoul 151744, South Korea;

Seoul Natl Univ, Dept Mat Sci & Engn, Ctr Supramol Optoelect Mat, 1 Gwanak Ro, Seoul 151744, South Korea;

Pohang Univ Sci & Technol POSTECH, Dept Chem Engn, Pohang 790784, South Korea;

Seoul Natl Univ, Dept Mat Sci & Engn, Ctr Supramol Optoelect Mat, 1 Gwanak Ro, Seoul 151744, South Korea;

Seoul Natl Univ, Dept Mat Sci & Engn, Ctr Supramol Optoelect Mat, 1 Gwanak Ro, Seoul 151744, South Korea;

Pohang Univ Sci & Technol POSTECH, Dept Chem Engn, Pohang 790784, South Korea;

Seoul Natl Univ, Dept Mat Sci & Engn, Ctr Supramol Optoelect Mat, 1 Gwanak Ro, Seoul 151744, South Korea;

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Design, Synthesis, and Versatile Processing of Indolo[3,2-b]indole-Based pi-Conjugated Molecules for High-Performance Organic Field-Effect Transistors

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