Metal Chelate Complexes for High Efficiency OLED Emitters

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Solution Overview

Problem

Current organic light-emitting devices (OLEDs) face challenges with low efficiency, high operating voltage, short lifetime, and difficulty in manufacturing stable phosphorescent emitters, especially for colors like yellow and orange, which are essential for various applications but not adequately addressed by existing technologies.

Innovation Solution

Development of specific metal chelate complexes with a defined structure that exhibit excellent efficiency, stability, and processability, allowing for easy manufacturing and integration into simple device setups, enabling high EL efficiencies and long lifetimes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If conventional phosphorescent emitters are used in OLEDs, then quantum efficiency can be increased up to four-fold, but device lifetime remains short and operating voltage remains high

Engineering Contradiction:
Improvequantum efficiencyVSAvoiddevice lifetime
Core Design Contradiction:
Use of energy by moving objectVSDuration of action of moving object

Solution Approach 1:

The patent changes the chemical structure parameters of the phosphorescent emitter by introducing specific ligand combinations (phenylpyridine with pyridyl-triazole or pyrazolyl-triazole) and substituent patterns (push-pull substitution). These structural parameter changes result in emitters with both high quantum efficiency and extended lifetime, resolving the contradiction between efficiency improvement and lifetime maintenance.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If stable phosphorescent emitters for yellow and orange colors are developed, then device reliability improves, but synthesis and purification difficulty increases

Engineering Contradiction:
Improveemitter stabilityVSAvoidsynthesis and purification difficulty
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent segments the emitter molecule into distinct functional modules: a phenylpyridine core unit, a triazole or pyrazole unit, and specific substituent groups. This modular segmentation allows for systematic synthesis where each module can be prepared and characterized separately, then assembled into the final stable emitter structure, facilitating both reliability improvement and manufacturing ease.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent systematically varies chemical parameters such as substituent types (electron-donating or electron-withdrawing groups), substituent positions, and ligand ratios to optimize both stability and manufacturability. By establishing structure-stability relationships, the patent identifies parameter ranges that simultaneously achieve high reliability and ease of synthesis.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If emitters with improved solubility and processability are designed, then ease of manufacture increases, but device efficiency may be compromised

Engineering Contradiction:
Improvesolubility and processabilityVSAvoiddevice efficiency
Core Design Contradiction:
Ease of manufactureVSUse of energy by moving object

Solution Approach 1:

The patent applies local quality modification by introducing solubility-enhancing substituents (such as alkyl chains or polar groups) at specific locations on the emitter molecule without affecting the core photoluminescent properties. The phenylpyridine-triazole core maintains high efficiency while peripheral substituents improve solubility and processability, allowing the molecule to exhibit different properties in different regions.

Inventive Principle:
Principle #3Local quality

4Device complexity

If simple device setups are used with new emitters, then device complexity decreases, but achieving high EL efficiency and long lifetime becomes more difficult

Engineering Contradiction:
Improvedevice setup simplicityVSAvoidEL efficiency and lifetime
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent designs emitters that are self-optimized for simple device architectures. The molecular structure inherently provides the necessary charge transport and exciton management properties, eliminating the need for complex multi-layer device structures. The emitter itself performs multiple functions (light emission, charge transport, exciton confinement), allowing simple device setups to achieve high efficiency and long lifetime.

Inventive Principle:
Principle #25Self-service

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 new metal chelate complexes provide improved solubility, stability, and processability, leading to high-efficiency, long-lasting OLEDs with preferred color emission, suitable for diverse applications including lighting and phototherapy, and enabling cost-effective large-scale production.

Implementation Method 1

The emitting materials being employed for this purpose are increasingly often organometallic complexes which exhibit phosphorescence instead of fluorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

The present invention relates to new organic metal complexes, formulations and compositions comprising them, their use in electronic devices

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP2856528B1Metal complexes comprising condensed heteroaromatic rings
Publication Date: 2019.07.03 MERCK PATENT GMBH
  • EP2856528B1 patent drawing
  • EP2856528B1 patent drawing
  • EP2856528B1 patent drawing

AI summary

The present invention relates inter alia to a new class of heteroleptic metal complexes comprising condensed aromatic heterocyclic rings, their preparation and use.