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Synthesis, stability and electrical properties of new soluble pentacenes with unsaturated side groups

机译：具有不饱和侧基的新型可溶性戊烯的合成，稳定性和电性能

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摘要

A series of pentacene derivatives with unsaturated hydrocarbon substituents at the 6,13-positions as side groups have been synthesized. The effects of conjugated pi-bonding throughout the side groups on the solubility, oxidative stability, crystallinity, and electrical properties of the compounds were investigated. Here we report that the solubility of pentacene can be greatly improved by the insertion of linear long side groups at the 6,13-positions: the obtained pentacene derivatives were soluble in common organic solvents. Time-dependent UV-visible spectra in chloroform solutions as well as thin films were recorded to investigate the oxidative stability of each pentacene compound under ambient conditions. The photooxidative stability of the pentacene derivatives was remarkably enhanced by increasing the electron conjugation length through the installation of unsaturated hydrocarbon substituents at the 6,13-positions. The solution-processed TFT devices based on 6,13-bis(4-pentylphenyl-ethynyl) pentacene (P5) and 6,13-bis(4-hexylphenylethynyl)pentacene (P6) showed charge transport mobilities of 2.14 X 10(-2) cm(2) V-1 s(-1) and 3.94 X 10(-2) cm(2) V-1 s(-1), respectively, and exhibited an on/off ratio of 10(5). Here we demonstrate that P5 and P6 revealed much more stable electrical performances than the parent pentacene under the oxidative environment.
机译：合成了一系列在6,13-​​位具有不饱和烃取代基作为侧基的并五苯衍生物。研究了整个侧基共轭pi键对化合物的溶解度，氧化稳定性，结晶度和电性能的影响。在这里，我们报告并五苯的溶解度可以通过在6,13-​​位插入线性长侧基来大大提高：并五苯衍生物可溶于常见的有机溶剂。记录氯仿溶液和薄膜中随时间变化的紫外可见光谱，以研究每种并五苯化合物在环境条件下的氧化稳定性。通过在6,13-​​位上安装不饱和烃取代基来增加电子共轭长度，可以显着提高并五苯衍生物的光氧化稳定性。基于6,13-​​双（4-戊基苯基-乙炔基）并五苯（P5）和6,13-​​双（4-己基苯基乙炔基）并五苯（P6）的固溶TFT设备显示的电荷迁移率为2.14 X 10（-2） ）cm（2）V-1 s（-1）和3.94 X 10（-2）cm（2）V-1 s（-1），并显示出10/5的开/关比。在这里，我们证明P5和P6在氧化环境下比母并五苯具有更稳定的电性能。

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