Iridium Complex Ligand Design for OLED Solubility and Color Purity

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Solution Overview

Problem

Organic electroluminescent devices (OLEDs) face challenges in efficiency, operating voltage, lifespan, and solubility of phosphorescent emitters, particularly with triplet emissions, and existing complexes have limitations in color purity and photoluminescence quantum efficiency.

Innovation Solution

Development of specific metal chelate complexes with improved solubility and emission color purity, formulated as M(L)n(L')m, where M is iridium, rhodium, or platinum, and ligands L and L' are chosen to achieve a coordination number that enhances stability and efficiency, allowing for better processing and performance in OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If conventional phenylpyridine iridium complexes are used as phosphorescent emitters in OLEDs, then triplet emission efficiency is achieved, but solubility is low making solution processing difficult

Engineering Contradiction:
Improvetriplet emission efficiencyVSAvoidsolution processing
Core Design Contradiction:
Use of energy by moving objectVSEase of manufacture

Solution Approach 1:

The complex is divided into distinct functional modules: a phenylpyridine ligand core for phosphorescence, carbazole or triphenylamine groups for solubility enhancement, and additional substituents for color tuning. This modular segmentation allows each component to fulfill its specific function independently, resolving the contradiction between maintaining emission efficiency and improving solubility for solution processing

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

Solubility-enhancing groups such as carbazole or triphenylamine are strategically placed at specific positions on the phenylpyridine ligand structure. This local modification approach maintains the core phosphorescent properties while introducing solubility improvements only where needed, without compromising the overall emission efficiency

Inventive Principle:
Principle #3Local quality

2Reliability

If existing phosphorescent emitters are used, then OLED functionality is achieved, but color purity and photoluminescence quantum efficiency need improvement

Engineering Contradiction:
ImproveOLED functionalityVSAvoidcolor purity and photoluminescence quantum efficiency
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The emission color and photoluminescence properties are precisely tuned by varying substitution parameters: different positions (ortho, meta, para), different substituents (carbazole, triphenylamine, indenocarbazole), and different substitution patterns (mono-, di-, tri-substituted). This systematic parameter optimization enables precise control over color purity and quantum efficiency while maintaining OLED functionality

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite ligand structures combining phenylpyridine with carbazole or triphenylamine moieties. This composite approach merges the phosphorescent properties of phenylpyridine with the solubility and photoluminescence enhancement properties of carbazole/triphenylamine groups, achieving superior color purity and quantum efficiency

Inventive Principle:
Principle #40Composite materials

3Ease of manufacture

If phenylpyridine iridium complexes with carbazole or triphenylamine substituents are used, then solubility is improved, but emission color purity and photoluminescence quantum efficiency still need enhancement

Engineering Contradiction:
ImprovesolubilityVSAvoidemission color purity and photoluminescence quantum efficiency
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent merges multiple functional groups (phenylpyridine, carbazole, triphenylamine, indenocarbazole) into a single integrated ligand system. This combination allows the complex to simultaneously achieve high solubility from the carbazole/triphenylamine groups, improved color purity through extended conjugation, and enhanced photoluminescence quantum efficiency, resolving all three requirements together

Inventive Principle:
Principle #5Merging (Combining)

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 metal complexes demonstrate improved solubility, photoluminescence quantum efficiency, and color purity, leading to enhanced performance and stability in OLEDs without compromising other electronic properties.

Implementation Method 1

Phosphorescent organometallic complexes are often used as emitting materials. For quantum mechanical reasons, up to four times the energy and power efficiency is possible using organometallic compounds as phosphorescence emitters.

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

these complexes have good solubility and, when used in an organic electroluminescent device, show good properties in terms of efficiency and lifespan. These metal complexes and organic electroluminescent devices containing these complexes are therefore the subject of the present invention.

Methodology Applied
Scientific EffectPhotoluminescence: Photoluminescence

Data Source

PatentEP3046927B1Polycyclic phenylpyridine iridium complexes and derivatives thereof for oleds
Publication Date: 2019.01.30 MERCK PATENT GMBH
  • EP3046927B1 patent drawing
  • EP3046927B1 patent drawing
  • EP3046927B1 patent drawing

AI summary

The present invention relates to metal complexes for use in electronic devices, and to electronic devices, especially organic electroluminescent devices, comprising these metal complexes, especially as emitters. The compounds claimed have the formula: M(L)n(L')m formula (1), where the compound of the general formula (1) contains a substructure M(L)n of the formula (2) or formula (3), where A is the same or different at each instance and is a group of the formula (A) which follows. Also claimed are processes for preparing such compounds, one of which is shown by way of example (I).