Iridium Complex with Dibenzquinoline Core for OLED Efficiency

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Solution Overview

Problem

Existing organic light-emitting elements have room for improvement in luminescence efficiency, with current compounds like compound 1-a exhibiting suboptimal emission properties.

Innovation Solution

Development of an organic compound represented by the general formula IrLm L′n, where Ir denotes iridium, L and L′ are different bidentate ligands, and m and n vary to form specific partial structures, enhancing quantum yield and sublimability through a dibenzo[f,h]quinoline skeleton with bridged ring structures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If compound 1-a is used as the light-emitting organic compound, then the organic light-emitting element can be constructed with basic components, but the luminescence efficiency is insufficient

Engineering Contradiction:
Improveluminescence efficiencyVSAvoidemission properties
Core Design Contradiction:
Loss of energyVSAdaptability or versatility

Solution Approach 1:

The patent modifies the chemical structure parameters of the light-emitting compound by introducing a dibenzo[f,h]quinoline skeleton with specific bridged ring structures (formula [A-1] or [A-2]). This structural parameter change enhances the quantum yield and luminescence efficiency while maintaining the necessary emission properties through controlled substitution patterns (R groups at positions Y1-Y24).

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite molecular structure combining the dibenzo[f,h]quinoline core with various substituent groups (R = halogen, alkyl, alkoxy, amino, aryloxy, silyl, aromatic hydrocarbon, or heterocyclic groups). This composite approach allows optimization of both luminescence efficiency and emission properties by selecting appropriate substituent combinations.

Inventive Principle:
Principle #40Composite materials

2Loss of energy

If the organic compound achieves high luminescence efficiency through optimized structure, then the emission properties improve, but the molecular structure becomes more complex

Engineering Contradiction:
Improveluminescence efficiencyVSAvoidmolecular structure complexity
Core Design Contradiction:
Loss of energyVSDevice complexity

Solution Approach 1:

The molecular structure is segmented into distinct functional regions: the dibenzo[f,h]quinoline core (formula [A-1] or [A-2]) provides the luminescence efficiency, while substituent groups (R) at positions Y1-Y24 can be independently selected to tune emission properties. This segmentation allows optimization of one property without unnecessarily complicating the entire molecular structure.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

Different substituent groups (R) are placed at specific positions (Y1-Y24) on the dibenzo[f,h]quinoline skeleton to achieve local optimization of emission properties. Each position can be independently modified with appropriate substituents (halogen, alkyl, alkoxy, amino, aryloxy, silyl, aromatic hydrocarbon, or heterocyclic groups) to fine-tune the emission characteristics while maintaining the high luminescence efficiency provided by the core structure.

Inventive Principle:
Principle #3Local quality

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The organic compound achieves high quantum yield and luminescence efficiency, durability, and sublimability, leading to improved performance in organic light-emitting elements with reduced symmetry and enhanced charge transfer properties.

Implementation Method 1

Electrons and holes are injected from the pair of electrodes to generate an exciton of a light-emitting organic compound in the organic compound layer. When the exciton returns to its ground state, the organic light-emitting element emits light.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS20230135868A1Organic compound, organic light-emitting element, display apparatus, photoelectric conversion apparatus, electronic equipment, lighting apparatus, moving body, and exposure light source
Publication Date: 2023.05.04 CANON KK
  • US20230135868A1 patent drawing
  • US20230135868A1 patent drawing
  • US20230135868A1 patent drawing

AI summary

An organic compound represented by the following general formula [1] is provided. In the following general formula [1] IrLmL′n, where L and L′ denote different bidentate ligands, the partial structure IrL denotes a partial structure represented by the general formula [A-1] or [A-2], and the partial structure IrL′ denotes a partial structure represented by the general formula [B-1] or [B-2].