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1,10-phenanthroline monohydrate-based main material and preparation method as well as application thereof

A host material, a technology of phenanthroline, applied in the field of host materials based on 1,10-phenanthroline and their preparation, can solve the problems of high cost and unfavorable production, achieve high luminous efficiency, easy to inject holes and electrons , the effect of synthesis and purification is simple

Inactive Publication Date: 2016-06-08
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, in order to solve the defects of high cost of vacuum evaporation and not conducive to the production of large-area display devices, and further reduce the cost of OLED display devices, the development of solution-processable, especially environmentally friendly solvent-processed host materials is also an important direction for the development of OLEDs.

Method used

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  • 1,10-phenanthroline monohydrate-based main material and preparation method as well as application thereof
  • 1,10-phenanthroline monohydrate-based main material and preparation method as well as application thereof
  • 1,10-phenanthroline monohydrate-based main material and preparation method as well as application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] The structural formula of the host material based on 1,10-phenanthroline in this embodiment is shown in the following formula:

[0043]

[0044] The synthesis steps of the host material based on 1,10-phenanthroline in this embodiment are as follows:

[0045]The preparation of step 1, 9-(3-bromophenyl) carbazole:

[0046]

[0047] Under nitrogen protection, copper iodide (135mg, 0.71mmol) was added to 1,10-phenanthroline (128mg, 0.71mmol), carbazole (2.36g, 14.14mmol), m-bromoiodobenzene (4g, 14.14 mmol) and anhydrous potassium carbonate (3.9 g, 28.28 mmol) in DMF (20 mL), then the reaction was heated to 110-120 °C and stirred overnight. After the reaction was cooled to room temperature, distilled water and dichloromethane were added to the reaction mixture, and after liquid separation, the aqueous layer was extracted three times with dichloromethane. The organic layer was washed three times with distilled water, dried over anhydrous magnesium sulfate, filtered, ...

Embodiment 2

[0069] In this embodiment, except the following features, all the other features are the same as in Embodiment 1:

[0070] In step 1, the molar ratio of carbazole, m-bromoiodobenzene, anhydrous potassium carbonate, cuprous iodide, and 1,10-phenanthroline is: 1:1.3:4:0.1:0.1;

[0071] In step 2, the molar ratio of 9-(3-bromophenyl) carbazole, n-butyl lithium, isopropoxy pinacol borate is: 1:13:1.5;

[0072] In step 3, 3-bromo-1,10-phenanthroline, 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl ) phenyl) carbazole, palladium acetate, tricyclohexylphosphine molar ratio is: 1:1.3:0.06:0.12.

[0073] The test results of this embodiment are similar to those of Embodiment 1, and will not be repeated here.

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Abstract

The invention discloses a 1,10-phenanthroline monohydrate-based main material, taking an aryl-substituted amino unit as the main material of a power supply unit. The invention also provides a preparation method of the main material, comprising the following steps: (1) preparing 9-(3-bromophenyl)carbazole; (2) preparing 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbazole; (3) under nitrogen protection, adding palladium acetate and tricyclohexylphosphine into a mixed solution of 3-bromo-1,10-phenanthroline, the 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbazole, a potassium carbonate aqueous solution, ethanol and toluene, and generating Phen-m-PhCz. The material is simple to synthetize and purify, has better solubleness and film form, is easy for hole and electron injection, and has important application prospect in organic electroluminescence devices.

Description

technical field [0001] The invention relates to a host material based on 1,10-phenanthroline, in particular to a host material based on 1,10-phenanthroline and its preparation method and application. Background technique [0002] Organic light-emitting diodes (OLEDs) have become a research hotspot due to their advantages such as light weight, thin thickness, self-luminescence (no backlight required), flexibility and bendability, and have important application prospects in the field of information display. OLED display, also known as "dream" display, is expected to become the mainstream display technology of the next generation. Low-cost, high-performance OLED materials are conducive to the large-scale application of OLED devices. [0003] High-efficiency OLED devices are obtained by using phosphorescent materials and thermally activated delayed fluorescence (TADF) materials that have emerged in recent years. Since the luminescent properties of these materials are prone to ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04H01L51/54
CPCC07D471/04H10K85/6572
Inventor 朱旭辉魏鑫峰谭婉怡彭灵彭俊彪曹镛
Owner SOUTH CHINA UNIV OF TECH
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