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A fluoranthene-based compound and its organic electroluminescent device
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A compound and electroluminescent technology, applied in the field of organic electroluminescent materials and organic electroluminescent device display, can solve the problems of high preparation energy consumption, affecting device efficiency, poor thermal stability, etc., and achieve high luminous efficiency and high luminous purity. , the effect of good thermal stability
Active Publication Date: 2017-08-25
SHANGHIA TAOE CHEM TECH CO LTD
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Problems solved by technology
Traditional hole injection materials, such as copperphthalocyanine (CuPc), are slow to degrade, consume high energy for preparation, are not conducive to environmental protection, and they absorb light, which affects the efficiency of devices
The original hole transport materials such as NPB have poor thermal stability, which also greatly affects the life of the device.
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Embodiment 1
[0051] Synthesis of Compound 1
[0052]
[0053] In a flask, add 3-fluorantheneamine (2.2g, 10mmol), 2-bromo-9,9-dimethylfluorene (8.2g, 30mmol), sodium tert-butoxide (3g, 30mmol), palladium acetate (100mg) ), X-phos (200mg), toluene (100ml), heated to reflux for 10 hours under nitrogen protection, cooled, and the solvent was removed. The crude product was purified by column chromatography to obtain 5.2g of product with a yield of 86%.
Embodiment 2
[0055] Synthesis of Compound 3
[0056]
[0057] The synthesis method was the same as that of compound 1, except that 2-bromo-9,9-diphenylfluorene was used instead of 2-bromo-9,9-dimethylfluorene, and the yield was 72%.
Embodiment 3
[0059] Synthesis of Compound 11
[0060]
[0061] Synthesis of Intermediate 11-1
[0062] In a flask, add 3-fluorantheneamine (4.4g, 20mmol), 2-bromo-9,9-dimethylfluorene (5.44g, 20mmol), sodium tert-butoxide (3g, 30mmol), palladium acetate (100mg) ), X-phos (200 mg), toluene (100 ml), heated to reflux for 10 hours under nitrogen protection, cooled, and the solvent was removed. The crude product was purified by column chromatography to obtain 5.8 g of the product with a yield of 71%.
[0063] Synthesis of Compound 11
[0064] In a flask, add Intermediate 11-1 (2 g, 4.9 mmol), 2-bromo-dibenzofuran (1.8 g, 7.3 mmol), sodium tert-butoxide (1 g, 10 mmol), palladium acetate (100 mg), X -phos (200 mg), toluene (40 ml), heated to reflux under nitrogen protection for 10 hours, cooled, and the solvent was removed. The crude product was purified by column chromatography to obtain 2.1 g of the product with a yield of 74%.
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technical field [0001] The invention relates to the field of organic electroluminescence materials, in particular to a fluoranthene-based organic electroluminescence compound and an organic electroluminescence device thereof, and belongs to the technical field of display of organic electroluminescence devices. Background technique [0002] Organic electroluminescent devices (OLEDs) are devices prepared by depositing a layer of organic material between two metal electrodes by spin coating or vacuum evaporation. A classic three-layer organic electroluminescent device includes a hole transport layer, Light emitting layer and electrontransport layer. The holes generated by the anode are combined with the electrons generated by the cathode through the electrontransport layer to form excitons in the light-emitting layer through the hole transport layer, and then emit light. The organic electroluminescent device can be adjusted to emit various required light by changing the mate...
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Application Information
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