Chinese Journal of Applied Chemistry ›› 2018, Vol. 35 ›› Issue (4): 426-435.DOI: 10.11944/j.issn.1000-0518.2018.04.170206

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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)

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