Iridium Metal Complexes with Fused Aliphatic Cycles for OLED Emission

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Solution Overview

Problem

Organic electroluminescent devices (OLEDs) face limitations in efficiency, operating voltage, and service life, particularly with triplet emissions, and there is a need for improved metal complexes that enhance quantum efficiency, solubility, and emission color purity.

Innovation Solution

Development of specific metal chelate complexes, such as Ir(L)n(L')m, where L and L' are ligands that form a coordination complex with iridium, incorporating fused aliphatic cycles to improve photoluminescence and electroluminescence efficiencies, solubility, and emission band width, resulting in purer emission colors.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If phenylpyridine-iridium complexes with triazine or pyrimidine groups are used, then yellow to red emission is achieved, but photoluminescence quantum efficiency and solubility remain insufficient

Engineering Contradiction:
Improveemission colorVSAvoidphotoluminescence quantum efficiency
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent modifies the chemical structure parameters of the ligand by introducing fused aliphatic cycles (cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl groups) at specific positions of the pyridine ring. This structural parameter change simultaneously improves photoluminescence quantum efficiency while maintaining the desired emission color range, resolving the contradiction between emission color and quantum efficiency.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite ligand structures by combining aromatic rings (pyridine, triazine, pyrimidine) with aliphatic cycles through covalent bonding. This composite structure integrates the beneficial properties of both aromatic systems (for emission color) and aliphatic cycles (for enhanced quantum efficiency and solubility), achieving multiple performance improvements simultaneously.

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If phenylpyridine-iridium complexes with triazine or pyrimidine groups are used, then yellow to red emission is achieved, but solubility of the complexes remains insufficient

Engineering Contradiction:
Improveemission colorVSAvoidsolubility of the complexes
Core Design Contradiction:
Illumination intensityVSEase of manufacture

Solution Approach 1:

The patent changes the molecular parameter by incorporating saturated aliphatic cycles into the ligand structure. This parameter modification increases the flexibility and reduces the planarity of the molecule, thereby improving solubility in common solvents while preserving the emission color properties determined by the aromatic components.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent designs composite ligand molecules that combine aromatic moieties (for color emission) with aliphatic cycle moieties (for solubility enhancement). This composite approach allows the aromatic sections to maintain optical properties while the aliphatic sections provide improved solubility, resolving the contradiction between emission color and solubility.

Inventive Principle:
Principle #40Composite materials

3Loss of energy

If conventional iridium complexes are used, then triplet emissions are achieved, but emission band width is broad resulting in lower color purity

Engineering Contradiction:
Improvetriplet emissions efficiencyVSAvoidemission band width
Core Design Contradiction:
Loss of energyVSIllumination intensity

Solution Approach 1:

The patent optimizes the ligand structure parameters by introducing fused aliphatic cycles at specific positions, which modifies the HOMO-LUMO energy gap and electronic transitions. This parameter optimization narrows the emission band width while maintaining efficient triplet emissions, thereby improving color purity without sacrificing triplet emission efficiency.

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 new metal complexes demonstrate enhanced quantum efficiencies, improved solubility, and a narrower emission band, leading to more efficient and longer-lasting OLEDs with better color purity compared to analogous complexes without fused aliphatic cycles.

Implementation Method 1

these metal complexes show higher photo- and electroluminescence quantum efficiencies

Methodology Applied
Scientific EffectPhotoluminescence: Photoluminescence

Implementation Method 2

these metal complexes show higher photo- and electroluminescence quantum efficiencies

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP3174890B1Metal complexes
Publication Date: 2019.03.13 MERCK PATENT GMBH
  • EP3174890B1 patent drawing
  • EP3174890B1 patent drawing
  • EP3174890B1 patent drawing

AI summary

The present invention relates to metal complexes and electronic devices, in particular organic electroluminescent devices, containing said metal complexes.