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An organic photoelectric material and an organic electroluminescent device comprising the material
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An organic optoelectronic material and electroluminescence technology, applied in the field of materials science, which can solve the problems of low device life and efficiency, and immature blue light-emitting devices.
Active Publication Date: 2018-01-30
VALIANT CO LTD
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[0003] In order to realize full-color display, light-emitting devices of red, green, and blue colors are required respectively. Compared with red light devices and green light devices, blue light-emitting devices are not mature enough, and the device life and efficiency are low
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preparation example Construction
[0027] 1. Preparation of compound 1:
[0028] 1) Preparation of Intermediate 1
[0029]
[0030] In a 1L three-necked flask, add 2,6-dibromoanthraquinone (73.2g, 0.20mol), ethylene glycol (14.9g, 0.24mol), 2.5g p-toluenesulfonic acid, 400mL xylene, heat to reflux, water trap Divide water and reflux for 12 hours. After the reaction, wash with water, separate liquids, remove the solvent from the organic phase under reduced pressure, perform column chromatography, and recrystallize from toluenepetroleumether to obtain white solid intermediate 1 with a purity of 99.6% by HPLC and a yield of 68.63%, MS (m / s) : 407.9.
[0038] The preparation of embodiment 1 compound C01
[0039]
[0040] In a 250mL three-necked flask, add compound 1 (2.76g, 0.005mol), phenylboronic acid (1.34g, 0.011mol), K 2 CO 3 (2.07g, 0.015mol), toluene (60mL), deionized water (20mL), N 2 protection, adding Pd(PPh 3 ) 4 (175mg), warming up to reflux, reacting for 10 hours, stopping the reaction, cooling, liquid separation, washing with 50mL deionized water once, collecting the organic phase, removing the solvent, and the resulting crude product was purified by silica gelcolumn chromatography to obtain the target object C01, HPLC purity 99.8%, yield 84.55%.
[0041] High-resolution mass spectrometry, ESI source, positive ion mode, molecular formula C41H26N2, theoretical value 546.2096, test value 546.2092. Elemental analysis (C41H26N2), theoretical value C: 90.08, H: 4.80, N: 5.12, found value C: 90.05, H: 4.82, N: 5.13.
Embodiment 2
[0042] The preparation of embodiment 2 compound C02
[0043]
[0044] The preparation method of compound C02 is the same as in Example 1, except that the raw material 1-naphthylboronic acid is used to replace the phenylboronic acid in Example 1.
[0045] High-resolution mass spectrometry, ESI source, positive ion mode, molecular formula C49H30N2, theoretical value 646.2409, test value 646.2403. Elemental analysis (C49H30N2), theoretical value C: 90.99, H: 4.68, N: 4.33, found value C: 90.96, H: 4.67, N: 4.37.
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Abstract
The invention relates to an organic photoelectric material, which is characterized in that an anthraquinone ring is the center, and an aryl group is introduced at the 2-position and 6-position of the anthraquinone ring. The general structural formula of the organic photoelectric material is as shown in formula (I) Shown: wherein, Ar1 and Ar2 are independently aryl groups with or without substituents. The present invention also relates to a preparation method of the above-mentioned organic photoelectric material. The present invention also relates to an organic electroluminescent device using the organic photoelectric material in a light-emitting layer. The invention prepares a light-emitting layer through the organic photoelectric material and BEP, thereby greatly improving the turn-on voltage and maximum brightness of the prepared OLED light-emitting device, having good application effect and good industrialization prospect.
Description
technical field [0001] The invention relates to the field of material science, and more particularly relates to an organic photoelectric material and an organic electroluminescent device containing the material. Background technique [0002] Organic light-emitting diode (OLED) was produced in the 1980s. Organic light-emitting diode (OLED) has many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display. After more than 20 years of development With development, the technology has gradually matured. At present, organic electroluminescence technology is mainly used in two fields, namely full-color display and white light lighting. Commodities based on OLED display technology have gradually realized industrialization, for example, This technology has been widely used in products such as smartphones and curved TVs. [0003] In order to realize full-color display, light-emitting devices of red, green, and blue colors are required respec...
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