萘二甲酰亚胺封端的蒽醌基溶液可处理的N通道有机半导体：烷基链工程对电荷传输的影响<a href="#fn1" title="可用的电子补充信息（ESI）：NMR光谱，溶解度测试，旋涂后的薄膜质量，转移，输出特性以及基于化合物在不同退火温度下的BGTC OFET的门场迁移率，化合物的电子传输性质。参见DOI：10.1039 / c7tc05172g">†</a>,Journal of Materials Chemistry C

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萘二甲酰亚胺封端的蒽醌基溶液可处理的N通道有机半导体：烷基链工程对电荷传输的影响 †
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2018-02-14 00:00:00 , DOI: 10.1039/c7tc05172g
Thu-Trang Do _{1,

2,

3,

4,

5} , Yasunori Takeda _{6,

7,

8,

9} , Sergei Manzhos _{10,

11,

12,

13} , John Bell _{1,

2,

3,

4,

5} , Shizuo Tokito _{6,

7,

8,

9} , Prashant Sonar _{1,

2,

3,

4,

5}

Affiliation

本文中，我们报道了新型的1,8-萘二甲酰亚胺（NAI）和9,10-蒽醌（ANQ）强吸电子基的新型n通道小分子半导体的合成，表征和有机场效应晶体管特性。支链烷基的链长，即NAI-ANQ-NAI（BO），NAI-ANQ-NAI（HD）和NAI-ANQ-NAI（DT）。所有三种小分子均基于其在常见有机溶剂中的烷基链长而表现出不同的溶解性行为。NAI-ANQ-NAI（BO），NAI-ANQ-NAI（HD）和NAI-ANQ-NAI（DT）表现出相当深的LUMO能级（约-4.2 eV），这有望实现更好的空气稳定电子传输。在环境气氛下，我们发现，由于更好的薄膜微观结构，当退火温度从140°C升高到200°C时，基于这些小分子的溶液处理薄膜晶体管的电子迁移率会提高。在200℃下，装置表现出与2.79×10的最大电子迁移率的最佳性能^-2，2.09×10 ^-2和2.40×10 ^-2厘米² V ^-1小号^-1为NAI-ANQ-NAI（BO），NAI-ANQ-NAI（HD）和NAI-ANQ-NAI（DT），分别。尽管这些材料是形成晶体结构的小分子，但是这些材料的旋涂膜表现出相当光滑和均匀的形态。这些结果清楚地表明，熔融的蒽醌和萘二甲酰亚胺是潜在的功能性部分，可用于构建有机和印刷电子产品的溶液可加工电子传输材料。

"点击查看英文标题和摘要"

Naphthalimide end capped anthraquinone based solution-processable n-channel organic semiconductors: effect of alkyl chain engineering on charge transport†

Herein, we are reporting the synthesis, characterization and organic field effect transistor characteristics of a new class of 1,8-naphthalimide (NAI) and 9,10-anthraquinone (ANQ) strong electron withdrawing group based n-channel small molecule semiconductors with different branched alkyl chain length, namely NAI-ANQ-NAI (BO), NAI-ANQ-NAI (HD), and NAI-ANQ-NAI (DT). All three small molecules exhibit different solubility behavior based on their alkyl chain length in common organic solvents. NAI-ANQ-NAI (BO), NAI-ANQ-NAI (HD), and NAI-ANQ-NAI (DT) show quite deep LUMO energy levels (around −4.2 eV) which is promising for better air-stable electron transport. Under ambient atmosphere, we found that electron mobilities of solution-processed thin-film transistors based on these small molecules were enhanced when annealing temperature increased from 140 to 200 °C due to better thin film microstructures. At 200 °C, devices exhibited the best performances with the maximum electron mobilities of 2.79 × 10⁻², 2.09 × 10⁻² and 2.40 × 10⁻² cm² V⁻¹ s⁻¹ for NAI-ANQ-NAI (BO), NAI-ANQ-NAI (HD) and NAI-ANQ-NAI (DT), respectively. The spin-coated films of these materials exhibited quite smooth and uniform morphology although these are small molecules forming crystalline structures. These results clearly demonstrate that the fused anthraquinone and naphthalimide are potential functional moieties for constructing solution processable electron transporting materials for organic and printed electronics.

更新日期：2018-02-14

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