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Organic compound, organic light-emitting display panel and application thereof

An organic compound, unsubstituted technology, applied in the field of organic electroluminescent materials, can solve the problems of long lifetime, reduced lifetime, and easy breakage of triplet excitons, and achieve a short transient fluorescence lifetime, long lifetime, and strong rigid structure. Effect

Pending Publication Date: 2022-05-24
SHANGHAI TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In general TADF materials, in order to obtain relatively small △Est, the usual method is to separate LUMO and HOMO, the molecular conjugation is interrupted, the C-C bond or C-N bond connected by the doner segment and the acceptor segment in the molecule is easy to break, and the triplet state is excited. The sub-life is relatively long, the molecule is in an excited state for a long time, and the life is seriously reduced

Method used

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  • Organic compound, organic light-emitting display panel and application thereof
  • Organic compound, organic light-emitting display panel and application thereof
  • Organic compound, organic light-emitting display panel and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0082] The present embodiment provides an organic compound M3 whose structural formula is as follows:

[0083]

[0084] The preparation method of this organic compound M3 comprises the following steps:

[0085] (1) Preparation of compound c-1

[0086]

[0087] Compound a-1 (11.8 g, 0.1 mol) and compound b-1 (34.9 g, 0.1 mol) were dissolved in 500 mL of toluene solution, potassium carbonate (13.8 g, 0.1 mol), 1 g of tetrakistriphenylphosphine palladium and 50mL of tetrakistriphenylphosphine solution, replaced with nitrogen, then heated to 100°C, stirred for 8h, after the reaction was completed, cooled to room temperature, poured into water, filtered, and recrystallized to obtain compound c-1 (38g, 0.0884mol), yield rate 88.4%;

[0088] MS[M+H] + calcd for C 28 H 23 N 4 O: 431.5, found: .MS=431.5.

[0089] (2) Preparation of compound d-1

[0090]

[0091] Compound c-1 (21.5 g, 50 mmol) was dissolved in 200 mL of concentrated H 3 PO 4 The solution was stirred a...

Embodiment 2

[0102] This embodiment provides an organic compound M4, the structural formula is as follows:

[0103]

[0104] The preparation method of this organic compound M4 comprises the following steps:

[0105] (1) Preparation of compound c-3

[0106]

[0107] Compound a-1 (11.8 g, 0.1 mol) and compound b-3 (37.7 g, 0.1 mol) were dissolved in 500 mL of toluene solution, potassium carbonate (13.8 g, 0.1 mol), 1 g of tetrakistriphenylphosphine palladium and 50mL of tetrakistriphenylphosphine solution was replaced with nitrogen, then the temperature was raised to 100°C, stirred for 8h, after the reaction was completed, it was lowered to room temperature, poured into water, filtered, and recrystallized to obtain compound c-3 (32.4g, 0.075mol), Yield 70.5%;

[0108] MS[M+H] + calcd for C 30 H 27 N 4 O: 459.6, found: .MS=459.6.

[0109] (2) Preparation of compound d-3

[0110]

[0111] Compound c-3 (22.9 g, 50 mmol) was dissolved in 200 mL of concentrated H 3 PO 4 The solut...

Embodiment 3

[0122] The present embodiment provides an organic compound M5, the structural formula is as follows:

[0123]

[0124] The preparation method of this organic compound M5 comprises the following steps:

[0125] (1) Preparation of compound c-4

[0126]

[0127] Compound a-1 (11.8 g, 0.1 mol) and compound b-4 (37.7 g, 0.1 mol) were dissolved in 500 mL of toluene solution, potassium carbonate (13.8 g, 0.1 mol), 1 g of tetrakistriphenylphosphine palladium and 50mL of tetrakistriphenylphosphine solution was replaced with nitrogen, then heated to 100°C, stirred for 8h, after the reaction was completed, it was lowered to room temperature, poured into water, filtered, and recrystallized to obtain compound c-4 (22.9g, 0.05mol), Yield 50%;

[0128] MS[M+H] + calcd for C 30 H 27 N 4 O: 459.6, found: .MS=459.6.

[0129] (2) Preparation of compound d-4

[0130]

[0131] Compound c-4 (22.9 g, 50 mmol) was dissolved in 200 mL of concentrated H 3 PO 4 The solution was stirre...

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PUM

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Abstract

The invention provides an organic compound, an organic light-emitting display panel and application thereof. The organic compound provided by the invention has a structure as shown in a formula I; in the organic compound provided by the invention, the separation of a charge donor and a charge acceptor of a molecule realizes a smaller Est, so that the molecule has a TADF property; the organic compound provided by the invention is a blue thermal activation delayed luminescent material and has a relatively strong rigid structure, molecules are not easy to twist and rotate, intersystem crossing and anti-intersystem crossing can be quickly generated in the molecules, and the transient fluorescence lifetime is shortened, so that the organic compound shows relatively high efficiency; the organic compound provided by the invention is used as a main body material of a light-emitting layer, so that the device has higher efficiency and longer service life.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and particularly relates to an organic compound, an organic light-emitting display panel and applications thereof. Background technique [0002] Organic light-emitting diodes (OLEDs) have attracted extensive attention from academia and industry due to their broad application prospects in full-color flat panel displays and solid-state lighting. [0003] Organic electroluminescence can be divided into fluorescence and phosphorescence from the light-emitting mechanism. Phosphorescent materials can use the spin coupling energy of heavy atom effect and simultaneously use singlet and triplet excitons to emit light, so that the internal quantum efficiency of the device can theoretically reach 100% is currently the highest organic electroluminescence efficiency class of materials, but due to the use of iridium, platinum and other precious metals, the cost of phosphorescent ma...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/22C09K11/06H01L51/54H01L51/50
CPCC07D471/22C09K11/06C09K2211/1074C09K2211/1029C09K2211/1007C09K2211/1037C09K2211/1033C09K2211/1044H10K85/654H10K85/657H10K85/6572H10K50/11
Inventor 林亚飞牛晶华华万鸣王建云
Owner SHANGHAI TIANMA MICRO ELECTRONICS CO LTD
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