Synthesis of cyclic metal iridium coordination compound and application of cyclic metal iridium coordination compound in preparing polymer white-light devices

A technology of iridium complexes and white light devices, which is applied in the field of preparation of polymer white light devices, can solve the problems of large energy consumption, environmental damage, low energy utilization rate, etc., and achieve improved luminous performance, high efficiency, increased hole injection and The effect of transmission capacity

Active Publication Date: 2015-10-07
JIANGXI NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Lighting consumes a lot of energy. According to statistics, 20% of the world's power generation is used for lighting, while the power efficiency of incandescent lamps is only 12-17lm·W -1 , 90% of the energy will be lost in the form of heat energy during use, and the energy utilization rate is low, thus causing huge waste; although fluorescent lamps have relatively high efficiency (about 40-70lm·W -1 ), but only 70% of its energy is used to emit light, and the mercury used inside it can cause damage to the environment

Method used

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  • Synthesis of cyclic metal iridium coordination compound and application of cyclic metal iridium coordination compound in preparing polymer white-light devices
  • Synthesis of cyclic metal iridium coordination compound and application of cyclic metal iridium coordination compound in preparing polymer white-light devices
  • Synthesis of cyclic metal iridium coordination compound and application of cyclic metal iridium coordination compound in preparing polymer white-light devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Synthesis of 4-(5-(9,9-diethylfluoren-2yl)pyridin-2-yl)-N,N-diphenylaniline

[0035]

[0036] (1) Synthesis of 4-(5-bromopyridin-2-yl)-N,N-diphenylaniline

[0037] 3.71g (10.0mmol) N,N-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 2.37g (10.0mmol) 2,5-dibromopyridine and 20mL 2.0M potassium carbonate aqueous solution, and 40mL toluene and 20mL ethanol were added to a 150mL two-necked flask, and 60mg (0.05mmol) tetrakis (triphenylphosphine) palladium was added under argon protection , heated to 90°C, and reacted for 24h. After cooling to room temperature, the reaction solution was poured into deionized water, extracted three times with dichloromethane, and the organic phases were combined and washed with water. Anhydrous MgSO 4 After drying overnight, the volatile solvent was evaporated by a rotary evaporator. The crude product was separated and purified by chromatographic column (silica gel as stationary phase, petroleum ether / dichloromethane =...

Embodiment 2

[0041] Synthesis of 4-(6-(9,9-diethylfluoren-2-yl)pyridin-3-yl)-N,N-diphenylaniline

[0042]

[0043] (1) Synthesis of 5-bromo-2-(9,9-diethylfluoren-2-yl)pyridine

[0044] 5.16g (10.0mmol) 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborinane)-9,9-diethylfluorene, 2.37g (10.0mmol) 2,5-dibromopyridine and 20mL 2.0M potassium carbonate aqueous solution, and 40mL toluene and 20mL ethanol were added to a 150mL two-necked flask, and 60mg (0.05mmol) tetrakis (triphenylphosphine) palladium was added under the protection of argon, and heated to 90 °C, react for 24h. After cooling to room temperature, the reaction solution was poured into deionized water, extracted three times with dichloromethane, and the organic phases were combined and washed with water. Anhydrous MgSO 4 After drying overnight, the volatile solvent was evaporated by a rotary evaporator. The crude product was separated and purified by chromatographic column (silica gel as stationary phase, petroleum ether / dichloromethane...

Embodiment 3

[0048] Synthesis of Functionalized Cyclometallic Iridium Complexes Y1 and Y2

[0049]

[0050] (1) Bis(4-(5-(9,9-diethylfluoren-2-yl)pyridin-2-yl)-N,N-diphenylaniline-N,C 2 ) (picolinic acid) iridium (Ⅲ) is the synthesis of Y1

[0051] Add 2.1 g (3 mmol) of 4-(5-(9,9-diethylfluoren-2-yl)pyridin-2-yl)-N,N-diphenylaniline, 21 mL of ethylene glycol monoethyl ether and 7 mL of water To a 50mL three-neck flask, quickly add 0.42g (1.2mmol) IrCl under the protection of argon 3 ·3H 2 O, 100 ℃ constant temperature reaction 20h. After cooling, a yellow solid was produced, which was filtered by suction, washed with water and a little ethanol successively, and dried in vacuum to obtain 1.78 g of a yellow powder. The product was directly used in the next reaction without further separation and purification.

[0052] In a 50 mL three-neck flask, add 1.3 g (0.4 mmol) of the reaction product from the previous step, 193 mg (1.6 mmol) of 2-pyridinecarboxylic acid, 424 mg (4.0 mmol) of s...

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Abstract

The invention relates to synthesis of a cyclic metal iridium coordination compound. Fluorene with hole transmitting capacity and triphenylamino group are simultaneously introduced into a cyclic metal ligand, thereby effectively enhancing the hole injection and transmitting capacities of the luminescent layer and being beneficial to improving the electroluminescent property of the devices. The cyclic metal iridium coordination compound is a luminescent material, and can obtain the high-efficiency orange-yellow-light organic electrophosphorescence devices when being used for preparing organic electroluminescent devices. The cyclic metal iridium coordination compound and traditional blue-light iridium coordination compound FIrPic are proportionally mixed as the luminescent layer to obtain the high-efficiency white-light organic electroluminescent devices, thereby providing a material base for application of the organic electroluminescent devices in white-light illumination.

Description

technical field [0001] The invention relates to the field of organic electroluminescence materials, in particular to a method for synthesizing a cyclometal iridium complex containing fluorene and triphenylamine groups, and for the preparation of polymer white light devices. Background technique [0002] With the continuous development of the global population and economy, human beings have an increasing demand for energy, and the environmental problems brought about by energy use have become more and more prominent. How to solve the contradiction between human demand for energy and environmental damage? Energy saving and emission reduction is the key. Lighting consumes a lot of energy. According to statistics, 20% of the world's power generation is used for lighting, while the power efficiency of incandescent lamps is only 12-17lm·W -1 , 90% of the energy will be lost in the form of heat energy during use, and the energy utilization rate is low, thus causing huge waste; alt...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/1011C09K2211/1007C09K2211/1029C09K2211/185H10K85/342Y02B20/00
Inventor 梁爱辉黄贵陈水亮侯豪情
Owner JIANGXI NORMAL UNIVERSITY
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