Synthesis, crystal structure, photoluminescence, and electroluminescence properties of a new compound containing dipheny
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BUILDING HIERARCHICAL MATERIALS VIA PARTICLE AGGREGATION
Synthesis, crystal structure, photoluminescence, and electroluminescence properties of a new compound containing diphenylmethylene, carbazole, and malononitrile units Zhaofeng Shi1, Dayong Zhang1, Jinnan Huo2, Hongbo Wang2, Junsheng Yu1,a), Heping Shi2,b), Ben Zhong Tang3,c) 1
School of Information and Communication Engineering and School of Photoelectric Science and Engineering, University of Electronic Science and Technology of China, Chengdu 611731, China 2 School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, China 3 Department of Chemistry, Institute for Advanced Study, Division of Biomedical Engineering, Division of Life Science, State Key Laboratory of Molecular Neuroscience, Institute of Molecular Functional Materials, The Hong Kong University of Science and Technology, Kowloon, Hong Kong 999077, China a) Address all correspondence to these authors. e-mail: [email protected] b) e-mail: [email protected] c) e-mail: [email protected] Received: 30 March 2019; accepted: 29 April 2019
In this work, a new phenylethylene derivative, named 2-((3,5-di(9H-carbazol-9-yl)phenyl)(p-tolyl)methylene) malononitrile (DCPTMM), is synthesized and characterized by 1H NMR, 13C NMR spectroscopies, mass spectrum, and X-ray crystallography. Its photophysical properties are systematically studied and the result illustrates that DCPTMM shows aggregation-induced emission (AIE). The X-ray single crystal diffraction shows that the individual structure of crystals is monoclinic system with space group symbol P21/c and presents a twisted propeller-type structure as well as the packing structure of crystals has multiple types of hydrogen bonds (C–H⋯p and C–H⋯N) formed between adjacent molecules, and there is no p–p interaction between the aromatic rings, which is the main reason for the formation of AIE. Nondoped OLED fabricated with DCPTMM as light emitting layer emits greenish yellow light with a maximum emission peak of 554 nm and has relatively good performance with a maximum current efficiency of 5.53 cd/A and a maximum brightness of 6936 cd/m2.
Introduction Organic light-emitting diode (OLED) has caused the extensive attention of the scientific community since Tang et al. prepared an OLED with three layers of cathode, anode, and luminescent layer (8-hydroxyquinoline) with good luminous efficiency, excellent film formation, and good flexibility in 1987 [1]. OLEDs have the advantages of high response speed, wide visibility, low cost, low power consumption, and flexible display, making them widely applied to display fields such as mobile phones, notebooks, televisions, and dashboards [2, 3, 4, 5]. In OLEDs, the performance of luminescent materials is crucial. It affects the fabrication of efficient and stable OLEDs.
ª Materials Research Society 2019
In addition, it is also helpful to simplify its configuration and lower the construction costs [6, 7, 8]. However, the luminescence of the traditional p-conjugated fluorophores weakened obviously in solid state
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