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Spiro-iridium organic electrophosphorescent material and preparation method thereof

A phosphorescent material, electromechanical technology, applied in luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of fluorescence quenching, damage device stability, reduce luminous efficiency, etc., and achieve good photoelectric performance and good thermal stability. , the effect of simple synthesis steps

Inactive Publication Date: 2011-07-20
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, its luminous efficiency needs to be improved, the luminous efficiency is reduced due to crystallization and the stability of the device is damaged, and the fluorescence quenching caused by high-concentration doping needs to be solved urgently.

Method used

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  • Spiro-iridium organic electrophosphorescent material and preparation method thereof
  • Spiro-iridium organic electrophosphorescent material and preparation method thereof
  • Spiro-iridium organic electrophosphorescent material and preparation method thereof

Examples

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Embodiment 1

[0034] Embodiment 1: 2-9, the synthesis of 9'-(2-oxanthracenyl) spirofluorene-1,3,2-dioxoboronic acid

[0035] Take 2-bromo-9,9'-(2-oxanthranyl)fluorene (14.64mmol, 6.0211g) into a 500ml two-necked flask, vacuumize and fill with nitrogen, and place the reaction device in a -78 At a low temperature of ℃, take anhydrous and oxygen-free freshly steamed THF to dissolve, add n-butyl lithium (17.57mmol, 10.97mL) dropwise into a two-necked flask, and react at -78℃ for 1h, and then react at room temperature for 1 hour, Quickly add n-butyl borate (73.2mmol, 19.79mL) into the reactor at -78°C, keep the temperature at low temperature for 1h, slowly return to the temperature, and react overnight; three times the amount of dilute hydrochloric acid is hydrolyzed for 3-5h, quenched in an ice-water bath reaction, washed with NaCl, extracted with dichloromethane, dried, and distilled under reduced pressure to obtain a crude product. Transfer it to a 500mL single-necked flask, add 1,3-propaned...

Embodiment 2

[0036] Example 2: Synthesis of 2-pyridyl-9,9'-(2-oxanthracenyl)fluorene

Embodiment 3

[0037] Take 2-9,9'-(2-oxanthranyl)spirofluorene-1,3,2-dioxoborinate (0.5mmol, 0.208g), 2-bromopyridine (0.5mmol, 0.05mL), TBAB Add a little to a 100ml two-necked round bottom flask, vacuumize, add tetraphenylphosphorous palladium, vacuumize, and protect with nitrogen. Add 1mL of 2mol / L potassium carbonate solution, add 5mL of a mixed solution of tetrahydrofuran and toluene, and heat at 90°C for 48h under dark conditions. After the reaction, it was extracted with chloroform, dried over anhydrous magnesium sulfate, concentrated to obtain a crude product, and 0.1820 g of the product was obtained by column chromatography with a yield of 89%. Example 3: Synthesis of 2-pyridyl-9,9'-(2-oxanthracenyl)fluorene and iridium trichloride hydrate dimer 2-pyridyl-9,9'-(2-oxo Xanthenyl) fluorene (1mmol, 0.4090g), iridium trichloride hydrate (0.5mmol, 0.17632g) was added in the reaction flask, vacuumed nitrogen, injected 2-ethoxyethanol and water (volume ratio is 3: 1) and reflux at 120° C. ...

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Abstract

The invention discloses a spiro-iridium organic electrophosphorescent material which belongs to the technical field of organic photoelectric materials, and particularly discloses a spirofluorene xanthene pyridine iridium (III) coordination compound material which can be applied to organic electronic fields of organic luminescence display, organic laser and the like. The material has a structure shown in the specifications, and has the advantages of high luminous efficiency and capabilities of improving thermal stability and raising glass transition temperature by using a loop ring, reducing concentration quenching and the like. The material has commercial application potential in the aspect of phosphorescent materials.

Description

technical field [0001] The present invention specifically relates to the preparation method of metal iridium (III) intermediates and complexes based on fluorene functional organic ligands and phosphorescent properties, and relates to the steps and raw materials used in the preparation process of these materials. technical background [0002] The 21st century is the era of information, and it is also the era of rapid development of information technology and its industries. Information materials are the basis of components required to achieve a high degree of informatization. Therefore, information materials and devices with extremely fast response speed, large information capacity and high information efficiency conversion rate have attracted people's attention, which is also one of the most active research fields in the world. Due to its unique advantages, organic light-emitting diodes are likely to become the mainstream product of the next generation of new flat panel dis...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F15/00
Inventor 解令海黄维赵祥华李伟杰常永正孙鹏举朱瑞
Owner NANJING UNIV OF POSTS & TELECOMM