Imidazole Metal Complexes for Saturated Color OLEDs

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Solution Overview

Problem

Current organic light-emitting diode (OLED) technologies face challenges in achieving saturated colors for full-color displays, particularly in producing vibrant red, green, and blue emissions, which are essential for industry standards, and there is a need for materials that can be efficiently processed in solution form to reduce manufacturing costs and enhance flexibility.

Innovation Solution

A compound comprising a specific ligand complexed to a metal, which can be used in an organic layer of an OLED, allowing for the emission of saturated colors and facilitating solution processing, thereby enabling the production of flexible and cost-effective OLEDs for various applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If conventional OLED materials are used to achieve saturated colors, then display performance is improved, but manufacturing cost increases and flexibility is reduced

Engineering Contradiction:
Improvecolor saturationVSAvoidmanufacturing cost
Core Design Contradiction:
Illumination intensityVSEase of manufacture

Solution Approach 1:

The patent changes the chemical parameters of the emissive materials by developing new organometallic complexes with specific ligand structures (Formulae 1-4) that enable saturated color emission. This allows achieving the desired color saturation performance while using solution-processing techniques that reduce manufacturing complexity and cost compared to conventional vacuum deposition methods

Inventive Principle:
Principle #35Parameter changes

2Illumination intensity

If conventional OLED materials are used to achieve saturated colors, then display performance is improved, but device flexibility is reduced

Engineering Contradiction:
Improvecolor saturationVSAvoiddevice flexibility
Core Design Contradiction:
Illumination intensityVSAdaptability or versatility

Solution Approach 1:

The patent changes the material state parameter from requiring vacuum deposition to enabling solution processing. The new organometallic complex materials can be dissolved in solvents and deposited using low-cost solution techniques, which are compatible with flexible substrate fabrication processes, thereby enabling device flexibility while maintaining saturated color emission

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs solution processing methods where the emissive materials are delivered in liquid or aerosol form. This hydraulic approach allows for low-temperature deposition on flexible substrates that cannot withstand the high temperatures and vacuum conditions of conventional thermal evaporation methods, thus enabling flexible device construction

Inventive Principle:
Principle #29Pneumatics and hydraulics

3Ease of manufacture

If solution processing is implemented to reduce manufacturing cost, then manufacturing efficiency is improved, but material performance may deteriorate

Engineering Contradiction:
Improvemanufacturing efficiencyVSAvoidmaterial performance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent designs composite organometallic complex materials combining organic ligands (Formulae 1-4) with metal centers (Ir, Pt, Os, Rh, Ru, or Cu). These composite materials exhibit both the desired saturated color emission properties and enhanced stability, allowing them to perform reliably when processed in solution form without sacrificing material performance

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the molecular structure parameters of the emissive materials to enhance their solution processability while maintaining or improving their optoelectronic performance. The specific ligand structures designed in Formulae 1-4 provide both solubility for efficient solution processing and the electronic properties necessary for saturated color emission, thus improving manufacturing efficiency without deteriorating material performance

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 compound enables the creation of OLEDs that can emit saturated colors, improving display performance and reducing manufacturing costs through efficient solution processing, making them suitable for a wide range of applications including flexible and transparent displays.

Implementation Method 1

One example of a green emissive molecule is tris(2-phenylpyridine) iridium, denoted Ir(ppy)3

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

OLEDs make use of thin organic films that emit light when voltage is applied across the device

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS12006333B2Organic electroluminescent materials and devices comprising imidazole-containing metal complexes
Publication Date: 2024.06.11 UNIVERSAL DISPLAY CORP
  • US12006333B2 patent drawing
  • US12006333B2 patent drawing
  • US12006333B2 patent drawing

AI summary

A compound comprising a first ligand LA of Formula I or Formula II:wherein A1 and A2 are each independently C or Si;wherein each RA, and RB independently represents mono to the maximum allowable substitution, or no substitution;wherein each X1, X2, and X3 is independently C or N;wherein each R, R1, R2, R3, R4 and RA is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;wherein LA is complexed to a metal M;wherein M is optionally coordinated to one or more other ligands;wherein the ligand LA is optionally linked with the one or more other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand; andwherein any two substituents are optionally joined or fused together to form a ring.