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Phosphorescent main body material

A technology for phosphorescent hosts and host materials, which is applied in luminescent materials, electric solid devices, semiconductor devices, etc., and can solve the problem of lagging development of sky blue and dark blue photophosphorescence, lack of high triplet energy level and bipolar carrier transport performance The main material and other issues to achieve the effect of high-efficiency electroluminescent performance

Inactive Publication Date: 2014-02-05
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In recent years, green and red phosphorescent electroluminescent devices have achieved practically high efficiencies; however, the development of sky blue and deep blue photophosphorescent relatively lag
Among them, one of the important reasons is the lack of host materials with both high triplet energy level and bipolar carrier transport performance.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] 4-{4-[5-(4-tert-butylphenyl)-4-phenyl-4hydrogen-1,2,4-triazole-3-]phenyl-diphenylsilyl}phenyl- Preparation of diphenylamine (abbreviated as Host1, structural formula as follows)

[0027]

[0028] 2.07 grams of 3-[4-(4-bromophenyl-diphenylsilyl)phenyl]-5-(4-tert-butylphenyl)-4-phenyl-4hydrogen-1,2,4- Add triazole, 0.54 g of diphenylamine, 13.5 mg of palladium acetate, 52.2 mg of tri-tert-butylphosphonium tetrafluoroborate and 0.35 g of sodium tert-butoxide into a 50-ml flask, add 20 ml of toluene, and reflux for 18 hours, cooled and poured into saturated aqueous ammonium chloride solution, extracted with dichloromethane, washed with brine, dried over anhydrous sodium sulfate, filtered, and spin-dried, the crude product was washed with ethyl acetate / dichloromethane=1:15 (v / v ) column chromatography, spin-dried to obtain the product. Yield 45%. 1 H NMR (300 MHz, CDCl 3 ) δ [ppm]: 7.53-7.48 (m, 6H), 7.46-7.40 (m, 6H), 7.38-7.29 (m, 11H), 7.24-7.19 (m, 6H), 7.13 (d, ...

Embodiment 2

[0030] Preparation of 4-[(4-pyridine-3-phenyl)-diphenylsilyl]phenyldiphenylamine (abbreviated as Host2, structural formula as follows)

[0031]

[0032] Add 2.04 grams of 4-(4-bromophenyl-diphenylsilyl)phenyl diphenylamine, 0.49 grams of 3-pyridine boronic acid, and 80 mg of tetrakis(triphenylphosphine)palladium into a 100-ml flask, and add the pre-deoxygenated 7 milliliters of potassium carbonate solution of 2 moles per liter, 35 milliliters of toluene and 8 milliliters of ethanol were refluxed for 48 hours under the protection of argon, cooled and poured into saturated brine, extracted with dichloromethane, washed with brine, dried over anhydrous sodium sulfate, Filter and spin dry, and the crude product is subjected to column chromatography with ethyl acetate / dichloromethane=1:10 (v / v), and spin dry to obtain the product. Yield 59%. 1 H NMR (300 MHz, CDCl 3 ) δ [ppm]: 8.88 (s, 1H), 8.60 (s, 1H), 7.91 (d, J = 7.5 Hz, 1H), 7.70 (d, J = 7.8 Hz, 2H), 7.61-7.59 (m, 5H),...

Embodiment 3

[0034] Preparation of 4-[4-(diphenylphosphoryloxy)phenyl-diphenylsilicon]phenyldiphenylamine (abbreviated as Host3, structural formula as follows)

[0035]

[0036] Dissolve 1.96 g of 4-(4-bromophenyl-diphenylsilyl)phenyldiphenylamine in 50 ml of anhydrous tetrahydrofuran in a 100 ml cryogenic reaction flask, and o After cooling down at C, slowly add 1.8 milliliters of 2.26 moles per liter of n-butyllithium solution thereinto, and after the addition, drop it at -78 o C for 2 hours. Then slowly add 0.86 milliliters of diphenyl phosphorus chloride to it, and then at -78 o C for 1 hour, slowly warmed to room temperature overnight. After the reaction was completed, it was quenched with saturated brine, most of the tetrahydrofuran was distilled off, extracted with dichloromethane, washed with brine, dried over anhydrous sodium sulfate, filtered, and spin-dried. Dissolve the crude product in 20 ml of dichloromethane, carefully add 8 ml of 30wt% hydrogen peroxide, react at room...

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Abstract

The invention discloses a phosphorescent main body material which simultaneously has a high triplet state energy level and a bipolar carrier transport property, and not only contains diphenylamine or a diphenylamine unit Dn derived from a methoxy group with a hole transport property, but also contains triazole, diphenylphosphine oxide or a pyridine unit An with an electron transport property, wherein the diphenylamine unit Dn and the pyridine unit An are connected by using tetraarysilane as a bridge. The structure is shown as the following formula. The synthesis method of the main body material disclosed by the invention is simple and feasible and the application is wide. An electrophosphorescent device made of the main body material has electroluminescent properties such as high efficiency, high brightness and low efficiency attenuation, and can be widely used in the organic electroluminescent field.

Description

Technical field [0001] The present invention involves a phosphor -optic dual -pole load transmission main material and its application in the field of electrophoretic lighting, which is the field of luminous materials. Background technique [0002] Since 1987 Kodak C. W. Tang and others reported for the first time to prepare ALQ through the vacuum steaming method 3 Since the double -layer device structure of the light emitting material, the glowing of organic electrical light has received great attention from people.Organic electrical lighting can be divided into fluorescence and phosphoric lighting, and the electromquel of the phosphorus optical material can use the energy of all the excitement, which has greater superiority. [0003] Most of the current photovoltaic lighting devices are used in the main object structure, and the phosphor -optic transmission substance is mixed with a certain concentration in the main substance to avoid concentration quenching and triple state -t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/10C07F9/53H01L51/54C09K11/06
Inventor 杨楚罗龚少龙秦金贵
Owner WUHAN UNIV
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