Phenanthrene-containing compound and organic light-emitting device thereof
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A technology of electroluminescent devices and compounds, applied in the field of phenanthrene-containing compounds and organic electroluminescent devices
Inactive Publication Date: 2018-11-30
CHANGCHUN HYPERIONS TECH CO LTD
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[0004] Organic electroluminescent materials have continuously achieved breakthroughs in recent ...
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Embodiment 1
[0073] Preparation of compound 1
[0074]
[0075] Preparation of compound 1-3
[0076] Under argon atmosphere, compound 1-1 (5.39g, 15mmol), p-bromoiodobenzene (4.05g, 14.3mmol), tetrakis(triphenylphosphine)palladium (0.35g, 0.3mmol), toluene (43ml), carbonic acid Sodium aqueous solution (2M, 21ml) was added to the flask, refluxed for 8 hours, cooled to room temperature, extracted with toluene, the organic phase was washed with saturated brine, and the organic phase was dried and purified by column chromatography to obtain bromide 1-3 4.76g, yield 82%.
[0077] Preparation of compound 1
[0078] The obtained bromide 1-3 (7.74g, 20mmol), pinacol biborate (6.22g, 24mmol), 1,1'-bis(diphenylphosphine)-ferrocene-palladium dichloride (II ) Dichloromethane complex (0.49g, 0.6mmol), potassium acetate (5.90g, 60mmol) and 79ml of toluene were reacted under reflux for 16 hours. After cooling, 26ml of water was added and stirred for 30 minutes. The organic phase was separated and passed throug...
Embodiment 2
[0080] Preparation of compound 20
[0081]
[0082] Preparation of compound 20
[0083] Replace 1-4 in Example 1 with 20-4 as shown above to obtain compound 20. Mass spectrum m / z: 757.35 (calculated value: 757.36). Theoretical element content (%) C 56 H 43 N 3 : C, 88.74; H, 5.72; N, 5.54 Measured element content (%): C, 88.75; H, 5.73; N, 5.55 The above confirmed product is the target product 20.
Embodiment 3
[0085] Preparation of compound 36
[0086]
[0087] Preparation of compound 36
[0088] Replace 1-4 in Example 1 with 36-4 as shown above to obtain compound 36. Mass spectrum m / z: 703.30 (calculated value: 703.31). Theoretical element content (%) C 52 H 37 N 3 : C, 88.73; H, 5.30; N, 5.97 Measured element content (%): C, 88.72; H, 5.31; N, 5.98. The above confirmed that the obtained product is the target product 36.
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Abstract
The present invention provides a phenanthrene-containing compound and an organic light-emitting device thereof, and belongs to the technical field of organic photoelectric materials. The compound hasa structure represented by a formula (I); A moiety of the compound has an ability to easily accept holes; a bridging structure is introduced; on the one hand, the molecular weight of the compound canbe increased, so that the obtained material has a high glass transition temperature and can prevent crystallization; and on the other hand, the compound has a certain distortion in the spatial three-dimensional structure to improve film forming property. The other end introduces a class B structure that is easy to accept electrons at a specific position to increase transportability of carriers. Inaddition, the compound localizes the two parts and controls flow of a conjugated system, so that the compound has bipolarity; L also interrupts the interaction of the two parts, so that diffusion ofexcitons to adjacent other organic layers is minimized; and the compound is used as a main body material or a hole barrier layer material in a light-emitting layer to prepare the organic light-emitting device, presents advantages of low driving voltage and high light-emitting efficiency, and is the organic light-emitting material excellent in performance.
Description
Technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a phenanthrene-containing compound and an organic electroluminescence device thereof. Background technique [0002] With the advancement of the information industry, traditional displays can no longer meet people's requirements. For example, cathode ray tube (CRT) displays are large in size and high in driving voltage; liquid crystal displays (LCD) have low brightness, narrow viewing angles, and The working temperature range is small; the plasma display panel (PDP) is expensive, low resolution, and high power consumption. [0003] Organic light-emitting diodes (OLEDs) are new types of electroluminescent devices that use organics as light-emitting materials. As a brand-new display technology, it has unparalleled advantages over existing display technologies in various performances. With its simple preparation process, all-solid-state, autonomous light-emitting, h...
Claims
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