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Germanium-containing organic light-emitting material and organic light-emitting device thereof
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An electroluminescent material, organic light-emitting device technology, applied in the direction of light-emitting materials, electro-solid devices, germanium organic compounds, etc., can solve the problems of high driving voltage, low life, low luminous efficiency, etc., achieve long life, avoid aggregation The effect of quenching, high luminous efficiency
Inactive Publication Date: 2018-05-25
CHANGCHUN HYPERIONS TECH CO LTD
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For the commonly used anthracene-based fluorescent blue light materials, the luminous efficiency is low and the driving voltage is high; while for phosphorescent blue light materials such as Firpic, the lifespan is low
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Embodiment 1
[0030] Embodiment 1: the preparation of compound 1
[0031]
[0032] Step1. After dissolving 100mmol of 2-bromonaphthalene in anhydrous THF, cool down to -78°C, add 110mmol of n-butyllithium, react for 1 hour under nitrogen protection, add 110mmol of 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, and the crude product was precipitated, filtered, rinsed with water, dried and subjected to column chromatography to obtain product 1, 75 mmol.
Embodiment 2
[0033] Embodiment 2: the preparation of compound 5
[0034]
[0035] Step1. After dissolving 100mmol of 9-bromoanthracene in anhydrous THF, cool down to -78°C, add 110mmol of n-butyllithium, react for 1 hour under nitrogen protection, add 110mmol of 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, and the crude product was precipitated, filtered, rinsed with water, dried and subjected to column chromatography to obtain product 1, 75 mmol.
Embodiment 3
[0036] Embodiment 3: the preparation of compound 7
[0037]
[0038] Step1. Take 100mmol of 9,10-dibromoanthracene, add 1 equivalent of carbazole, 300mmol potassium tert-butoxide, 1mmol Pd 2 (dba) 3 , toluene, replaced with argon three times, added 1 mmol of 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 75 mmol of compound 7-1.
[0039] Step2. Dissolve 75mmol of compound 7-1 in anhydrous THF, cool down to -78°C, add 100mmol of n-butyllithium, react for 1 hour under nitrogen protection, add 100mmol of triphenylchlorogermane, and replace with argon three times , gradually warming up to room temperature to continue the reaction 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 7, 50 mmol.
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Abstract
The invention provides a germanium-containing organic light-emitting material and an organic light-emitting device thereof and belongs to the technical field of organic photoelectric materials. The germanium-containing organic light-emitting material has germanium structure that is diphenylgermanium structure which allows higher triplet stateenergy level for a compound herein; an energy barrier between HOMO and LOMO is higher, so that utilization of a blue light-emitting material is more benefited; phase glass transition temperature is higher; diphenylgermanium is a large nonplanar group, sothat intermolecular pi-pi accumulation is avoided; the compound rarely crystallizes, so that aggregation quenching of excitons in a crystallization area is avoided. Compared with the prior art, the germanium-containing organic light-emitting material applied in organic light-emitting devices, particularly as light-emitting layers, has high light-emitting efficiency and longer service life.
Description
technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic electroluminescent material containing metal germanium and an organic light emitting device thereof. Background technique [0002] Organic electroluminescence refers to the phenomenon that organic materials are excited by electric current and electric field to emit light under the action of electric field. Organic light-emitting diodes (OLEDs) are a next-generation display technology that utilizes this phenomenon to realize displays. Since Tang C.W. and Vanslyke S.A. of American Kodak Company produced the first organic electroluminescent device with excellent performance in 1987, organic electroluminescent displays have attracted great interest due to their advantages. [0003] At present, due to their excellent performance, red and green light-emitting materials have been used commercially, while the wide energy gap and high thermal stability ...
Claims
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