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Host material for light-emitting layer and organic electroluminescent device
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A technology of host material and light-emitting layer, applied in the field of compounds of organic electroluminescent devices, to achieve the effect of good electron transport ability, excellent thermal and chemical stability
Active Publication Date: 2017-09-19
GUAN ETERNAL MATERIAL TECH
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[0006] However, there is still much room for improvement in the luminescence performance of existing organic electroluminescent materials, and the industry urgently needs to develop new organic electroluminescent materials
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[0062] Synthesis Examples 1-4 are the preparation methods of the intermediates of the present invention. By using these intermediates and selecting appropriate synthetic raw materials as required, the functional group conversion can be carried out by known methods to obtain the compounds of the present invention with different substituents. Described intermediate is the structure shown in formula (M1)~(M4):
[0063]
Synthetic example 1
[0064] Synthesis Example 1: Synthesis of Intermediate (M1)
[0065]
[0066] The preparation method is:
[0067] (1) Synthesis of 1-(2-bromophenyl)-2-methylnaphthalene
[0068]
[0069] In a 250 ml three-necked flask, add 1.12 g of magnesium chips, 5 ml of dry tetrahydrofuran, add a little dibromoethane to initiate the reaction, then add dropwise a solution of 9 g of 1-bromo-2-methylnaphthalene in 15 ml of tetrahydrofuran under reflux, and add Complete and then reflux for 30 minutes, down to room temperature, pour out the supernatant for later use.
[0083] Synthesis Example 2: Synthesis of Intermediate (M2)
[0084]
[0085] (1) Synthesis of 3,9-di-bromo-1,7,7-trimethyl-7-hydrogen-benzo[d,e]anthracene
[0086]
[0087] In a 100ml three-necked flask, add 1.29g 1,7,7-trimethyl-7-hydrogen-benzo[d,e]anthracene, 20ml dichloromethane, and add 1.92g liquid bromine dropwise at 0-5°C After adding 5 ml of dichloromethane solution, slowly rise to 25 ° C for 2 hours, pour into 50 ml of water, separate liquid, separate by silica gelcolumn chromatography, elute with petroleumether, and concentrate the eluent to obtain 1.9 g of light yellow solid, MS (m / e): 416, yield 91.3%.
[0088] (2) Synthesis of 3,9-dibromo-1-formyl-7,7-trimethyl-7-hydrogen-benzo[d,e]anthracene
[0089]
[0090] 500ml three-necked flask, add 6.33g 3,9-dibromo-1,7,7-trimethyl-7-hydrogen-benzo[d,e]anthracene, 300ml carbon tetrachloride, 5.58g N-bromo Substitute succinimide, 0.1g benzoyl peroxide, heat to reflux for 6 hours, filter while hot, concentrate...
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Abstract
The present invention relates to a class of 2,6,6,8-tetrasubstituted-6H-benzo[cd]pyrene compounds as shown in formula (1), wherein: R1 and R2 are taken from C6-C50 aromatic group, substituted C6 ‑C50 aryl group, C1‑C20 alkyl group, or R1 and R2 are connected by other groups to form a cyclic compound, and Ar1 and Ar2 are independently selected from C5‑C30 electron-deficient nitrogen-containing heterocyclic aromatic hydrocarbons and substituted nitrogen heterocycles Aromatic hydrocarbons or condensed nitrogen-containing heterocyclic aromatic hydrocarbons, or C6-C30 aromatic hydrocarbons or condensed-ring aromatic hydrocarbons having the above-mentioned nitrogen-containing heterocyclic aromatic hydrocarbon substituents. The present invention also protects the application of such compounds in organic electroluminescent devices, especially as electron transport materials, fluorescent or red phosphorescent host materials in OLED devices.
Description
technical field [0001] The invention relates to an organic compound, in particular to a compound used in an organic electroluminescent device. Background technique [0002] At present, with the continuous advancement of OLED technology in the two major fields of lighting and display, people are paying more attention to the research on its core materials. An organic electroluminescent device with high efficiency and long life is usually the result of an optimized combination of device structure and various organic materials. As a result, this provides great opportunities and challenges for chemists to design and develop functionalized materials with various structures. Common functional organic materials include: hole injection materials, hole transport materials, hole blocking materials, electron injection materials, electron transport materials, electron blocking materials, luminescent host materials and luminescent guest (dye), etc. In order to prepare light-emitting devi...
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