Organic electroluminescent material containing germanium metal and organic luminescent device thereof
A technology of electroluminescent materials and organic light-emitting devices, which is applied in the direction of luminescent materials, electric solid devices, germanium organic compounds, etc., can solve the problems of low luminous efficiency, high driving voltage, and low service life, and achieve high luminous efficiency and long service life. The effect of long time and high conversion temperature
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Embodiment 1
[0036] Embodiment 1: the preparation of compound 1
[0037]
[0038] Step1. After dissolving 100mmol of dibromobenzene in anhydrous THF, cool down to -78°C, add 110mmol of n-butyllithium, react for 1 hour under nitrogen protection, add 110mmol of triphenylchlorogermane, replace with argon three times, gradually The temperature was raised to room temperature and the reaction was continued for 6h. After the reaction was completed, it was poured into deionized water, and the crude product was precipitated, filtered, rinsed with water, dried and subjected to column chromatography to obtain the product 1-1, 85 mmol.
[0039] Step2. Take 1-1, 85mmol, add 1 equivalent of benzenethiol, 3 equivalents of potassium tert-butoxide, 1mmolPd 2 (dba) 3 , toluene, replaced with argon three times, added 1 mmol tri-tert-butylphosphine, replaced with argon three times again, reacted at reflux temperature for 10 h, and passed the crude product through a silica gel column to obtain 55 mmol of ...
Embodiment 2
[0041] Embodiment 2: the preparation of compound 3
[0042]
[0043] Step1. Add 150mmol of p-chlorophenylboronic acid, 100mmol of diphenylphosphine oxide, 1 equivalent of potassium carbonate, 0.2 equivalent of NiBr, and dichloroethane for ultrasonic deoxygenation in the reaction vessel, stir and dissolve, replace the air three times, add 0.3 equivalent of pyridine, The air was replaced three times again, and the reaction was refluxed for 24h. Cool to room temperature, pass through a small amount of silica gel funnel, remove catalyst and salt. The filtrate was concentrated to a viscous state and subjected to column chromatography to obtain 3-170 mmol of the product.
[0044] Step2. Add 70mmol of 3-1 into anhydrous THF to dissolve, cool down to -78°C, add 100mmol of n-butyllithium, react for 1 hour under nitrogen protection, add 100mmol of triphenylchlorogermane, replace with argon three times, gradually The temperature was raised to room temperature and the reaction was co...
Embodiment 3
[0045] Embodiment 3: the preparation of compound 13
[0046]
[0047] Step1. After dissolving 100mmol m-dibromobenzene in anhydrous THF, cool down to -78°C, add 110mmol n-butyllithium, react under nitrogen protection for 1 hour, add 110mmol triphenylchlorogermane, and replace with argon three times. The temperature was gradually raised to room temperature to continue the reaction for 6h. After the reaction was completed, it was poured into deionized water, the crude product was precipitated, filtered, rinsed with water, dried and subjected to column chromatography to obtain the product 13-1, 85 mmol.
[0048] Step2. Take 13-1, 85 mmol, add 1 equivalent of 13-2, 3 equivalents of potassium tert-butoxide, 1 mmol Pd2 (dba) 3, toluene, replace with argon three times, add 1 mmol tri-tert-butylphosphine, and replace with argon three times , reacted at reflux temperature for 10 h, and the crude product was passed through a silica gel column to obtain 65 mmol of compound 13-3.
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