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Triazine-containing compound and organic light-emitting device thereof

A technology for organic light-emitting devices and compounds, which is applied in the field of triazine-containing compounds and organic light-emitting devices, can solve problems such as device performance degradation, and achieve the effects of low driving voltage, strong rigid structure, and good application effects.

Pending Publication Date: 2020-10-09
ZHEJIANG HUADISPLAY OPTOELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The hole mobility of the hole transport material in the device is generally much greater than the electron mobility of the electron transport material, which will cause a significant decrease in device performance

Method used

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  • Triazine-containing compound and organic light-emitting device thereof
  • Triazine-containing compound and organic light-emitting device thereof
  • Triazine-containing compound and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Embodiment 1: the synthesis of compound 1-1

[0056] (1) Synthesis of intermediate 1-1-1

[0057]

[0058] Add 1-1-0 (0.8g, 1.18mmol), phenylboronic acid (0.17g, 1.42mmol), THF (30mL), potassium carbonate (2mol / L, 20mL), tetrakistriphenylphosphine palladium into a 250ml reaction flask (100mg), heated to reflux reaction overnight under nitrogen protection. Stop the reaction, remove THF, extract three times with dichloromethane, combine the organic phases, wash with water until neutral, separate the organic phases, add anhydrous magnesium sulfate to dry, suction filter, spin dry; use silica gel column chromatography to obtain solid (0.41 g, yield 83%). LC-MS: M / Z 420.11(M+H) + .

[0059] (2) Synthesis of intermediate 1-1-2

[0060]

[0061] Add 2-(3-chloro-5-(pyridin-4-yl))-4,6-diphenyl-1,3,5-triazine (0.41g, 0.98mmol), 10- Nitrophenanthrene-9-boronic acid (0.25g, 1.47mmol), THF (40mL), potassium carbonate (2mol / L, 20mL), tetrakistriphenylphosphine palladium (...

Embodiment 2

[0068] Embodiment 2: the preparation of compound 1-6

[0069] The method of compound 1-1 in Example 1 was used to obtain the target product compound 1-6 (1.56 g, yield 80.0%). LC-MS: M / Z 651.24(M+H) + .

Embodiment 3

[0070] Embodiment 3: the preparation of compound 1-27

[0071] The method of compound 1-1 in Example 1 was used to obtain the target product compound 1-27 (6.00 g, 76%). . LC-MS: M / Z 691.24(M+H) + .

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Abstract

The invention discloses a triazine-containing compound and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. The triazine compound has astructure as shown in a formula I, wherein the A is independently selected from one of substituted or unsubstituted C6-C65 aryl and substituted or unsubstituted C3-C65 heteroaryl; Ar1 and Ar2 are independently selected from a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted heteroaryl group of C2-C30; X1-X3 are independently selected from a carbon atom or a nitrogen atom; R1 and R2 are independently selected from a substituted or unsubstituted C1-C16 alkyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted heteroaryl group of C2-C30. The triazine group has high glass transition temperature and electron mobility and relatively low energy level, and the carbazole heterocyclic group connected with the triazine group hasan electron-rich conjugated system, so that the triazine group has high electron mobility and relatively good electron mobility; the combination of the two layers serves as an electron transport layer or a hole blocking layer for a light-emitting device, driving voltage can be reduced, and light-emitting efficiency is improved.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a triazine-containing compound and an organic light-emitting device thereof. Background technique [0002] Organic light emitting diode (Organic Light Emitting Diode, OLED) is a light-emitting device prepared by using electrons and holes to recombine light in organic thin films. High, with high contrast, pure color, almost no problem of viewing angle; (3) ultra-thin, composed of very thin organic material coating and matrix material, small in size and suitable for portable products; (4) power consumption Very small, environmentally friendly and energy-saving; (5) fast response speed, one thousandth of that of LCD; (6) wide operating temperature range, and can still display normally at -40°C. [0003] Organic charge transport materials are a class of organic semiconductor materials that can achieve controllable directional and ordered migration of carriers...

Claims

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Application Information

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IPC IPC(8): C07D471/04H01L51/00H01L51/50H01L51/54
CPCC07D471/04H10K85/626H10K85/615H10K85/654H10K85/6574H10K85/6572H10K50/18H10K50/16
Inventor 高春吉王二刚吴空物吕良飞丁李超
Owner ZHEJIANG HUADISPLAY OPTOELECTRONICS CO LTD
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