Meta-Phenylene Iridium Complexes for Soluble, Long-Life OLEDs

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Solution Overview

Problem

Existing organic electroluminescent elements face challenges in achieving high solubility in solvents, maintaining a uniform state without precipitation, and balancing luminous efficiency and operating lifetime, particularly with iridium complex compounds used in light-emitting layers.

Innovation Solution

Development of an iridium complex compound with a specific chemical structure, represented by formula (1), which enhances solubility and disperses electron density to prevent oxidation, allowing for high concentration use in light-emitting layers, improving luminous efficiency and operating lifetime.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If the concentration of the light-emitting material is increased to prolong operating lifetime, then the operating lifetime is improved, but the solubility requirement becomes more stringent and harder to satisfy

Engineering Contradiction:
Improveoperating lifetimeVSAvoidconcentration of light-emitting material
Core Design Contradiction:
Duration of action of stationary objectVSQuantity of substance

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of the iridium complex compound, specifically introducing meta-phenylene groups and adjusting ligand configurations. These structural parameter changes enhance the solubility of the compound in organic solvents, enabling higher concentrations to be achieved without precipitation, thus allowing extended operating lifetime through increased material concentration.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by designing an iridium complex compound with multiple functional components: the iridium center, phenyl-pyridine type ligands, and meta-phenylene groups. This composite molecular structure combines the phosphorescence emission properties of iridium with the solubility-enhancing meta-phenylene groups, achieving both high luminous efficiency and high solubility simultaneously.

Inventive Principle:
Principle #40Composite materials

2Productivity

If a wet film-forming method is used to improve productivity and enable large-sized displays, then productivity is improved, but the material must dissolve quickly and maintain uniform state without precipitation

Engineering Contradiction:
Improveproduction efficiencyVSAvoiduniform state stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of the iridium complex compound, specifically introducing meta-phenylene groups and adjusting ligand configurations. These structural parameter changes enhance the solubility of the compound in organic solvents, enabling higher concentrations to be achieved without precipitation, thus allowing extended operating lifetime through increased material concentration.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies preliminary action by designing the molecular structure with meta-phenylene groups that pre-establish good solubility characteristics. This preliminary structural design ensures that the material dissolves quickly and maintains a uniform state during the wet film-forming process, preventing precipitation before film formation can occur.

Inventive Principle:
Principle #10Preliminary action

3Power

If conventional iridium complex compounds are used to achieve high luminous efficiency, then luminous efficiency is improved, but solubility is poor and requires long heating periods that cause deterioration

Engineering Contradiction:
Improveluminous efficiencyVSAvoidsolubility and processing ease
Core Design Contradiction:
PowerVSEase of manufacture

Solution Approach 1:

The patent employs composite materials by designing an iridium complex compound with multiple functional components: the iridium center, phenyl-pyridine type ligands, and meta-phenylene groups. This composite molecular structure combines the phosphorescence emission properties of iridium with the solubility-enhancing meta-phenylene groups, achieving both high luminous efficiency and high solubility simultaneously.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies parameter changes by modifying the chemical structure of the iridium complex compound, specifically introducing meta-phenylene groups and adjusting ligand configurations. These structural parameter changes enhance the solubility of the compound in organic solvents, enabling higher concentrations to be achieved without precipitation, thus allowing extended operating lifetime through increased material concentration.

Inventive Principle:
Principle #35Parameter changes

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 iridium complex compound achieves high solubility, leading to improved luminous efficiency and extended operating lifetime in organic electroluminescent elements, suitable for large-sized displays and illuminators.

Implementation Method 1

Iridium complex compounds that utilize phosphorescence emission have been used as light-emitting materials that have high luminous efficiency and can extend operating lifetime.

Methodology Applied
Scientific EffectPhosphorescence emission: Phosphorescence

Data Source

PatentEP4349814B1Iridium complex compound, composition containing iridium complex compound, organic electroluminescent element and method for producing same
Publication Date: 2025.07.09 MITSUBISHI CHEM CORP
  • EP4349814B1 patent drawingFigure 1
  • EP4349814B1 patent drawing
  • EP4349814B1 patent drawing

AI summary

An iridium complex compound denoted by a formula (1) below. An iridium complex compound which have high solvent solubility and can further improve the luminous efficiency and driving life of the device is provided. [In the formula (1), Ir represents an iridium atom. n is 1 or 2. Ar is a structure represented by a formula (2) below. In the formula (2), a dashed line represents a bond of Ar in the formula (1). m is an integer from m=n+1 to n+5. The substituents R and R1 in the formulas (1) and (2) are preferable a hydrogen atom or D.]