应用化学 ›› 2018, Vol. 35 ›› Issue (4): 426-435.DOI: 10.11944/j.issn.1000-0518.2018.04.170206

• 研究论文 • 上一篇    下一篇

液晶性直线型共轭芳炔衍生物的合成及电致发光性质

关晓琳a,孟丽a,贾天明a,靳其军a,路宝翠a,来守军b*()   

  1. a西北师范大学化学化工学院生态环境相关高分子材料教育部重点实验室,甘肃省高分子材料重点实验室 兰州 730070
    b兰州文理学院化工学院 兰州 730000
  • 收稿日期:2017-06-12 接受日期:2017-09-28 出版日期:2018-03-30 发布日期:2018-04-02
  • 通讯作者: 来守军
  • 基金资助:
    国家自然科学基金(51363019)高等学校博士学科点专项科研基金联合资助基金(20029838)

Synthesis and Electroluminescent Properties of a Liquid Crystalline Linear Conjugated Arylacetylene Derivative

Xiaolin GUANa,Li MENGa,Tianming JIAa,Qijun JINa,Baocui LUa,Shoujun LAIb*()   

  1. aKey Laboratory of Eco-Environment-Related Polymer Materials,Ministry of Education,Key Laboratory of Polymer Materials Ministry of Gansu Province,College of Chemistry and Chemical Engineering,Northwest Normal University,Lanzhou 730070,China
    bSchool of Chemical Engineering,Lanzhou University of Arts and Science,Lanzhou 730000,China
  • Received:2017-06-12 Accepted:2017-09-28 Published:2018-03-30 Online:2018-04-02
  • Contact: Shoujun LAI
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.51363019, No.21504070), the Specialized Research Fund for the Doctoral Program of Higher Education(No.20136203120002)

摘要:

以苯胺和芳炔为基本构筑单元,通过Sonogashira偶联反应, 合成了一种新型含氨基的结构不对称π共轭线性芳炔化合物5-{(6-己氧基萘基)丁二炔}-2-{(4-氨基苯基)乙炔}苄醇。 通过化学修饰在芳炔类小分子端基引入氨基取代基,使其在无吸电子基团存在的条件下通过扭转态的形成实现分子内电荷的有效转移,从而提高芳炔类衍生物电-光转换效率。 同时,通过赋予芳炔类小分子液晶性,有效改善电子与空穴在器件中的电荷平衡,提高器件的效率。 基于氨基取代芳炔衍生物为掺杂发光材料制备的电致发光器件呈现黄绿光发射,器件开启电压较低(7.20 V),显示了较好的电致发光稳定性,器件17.65 V时达到最大亮度126 cd/m2,是一种潜在的电致发光材料。

关键词: π共轭线性分子, 液晶, 荧光, 溶剂化效应, 电致发光

Abstract:

A novel asymmetrical linear conjugated diacetylene derivative, (2-(2-(4-aminophenyl)ethynyl)-5-(4-(2-(hexyloxy)naphthalen-6-yl)buta-1,3-diynyl)phenyl)methanol, was designed and synthesized from phenylamine and arylacetylene by Sonogashira reaction. By attaching the phenylamino substituent to arylacetylene, torsional states will be formed under conditions of the absence of electron withdrawing group and an effective intramolecular charge-transfer occurs, which helps improve electro-optical conversion efficiency. Furthermore, the introduction of liquid crystal property improves the charge balance of electron and hole in device and device efficiency. Moreover, an organic light-emitting device(OLED) device using the compound as emitters was fabricated, which exhibited yellow-green emission and low turn-on voltages of 7.2 V and excellent electroluminescent stability. The maximum brightness value was 126 cd/m2. So, the diacetylene derivative is a promising materials for OLED devices.

Key words: linear conjugated molecule, liquid crystal, fluorescence, solvent effect, organic light-emitting device