Heteroleptic Iridium Complexes for OLEDs

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Solution Overview

Problem

Current OLED technologies face challenges in achieving high-efficiency, tunable phosphorescent emission for a wide range of colors, particularly due to high sublimation temperatures of complexes containing three dibenzofuran or dibenzothiophene ligands, which hinders their incorporation into devices.

Innovation Solution

Development of heteroleptic iridium complexes with phenylimidazole and phenylbenzimidazole ligands, which form stable iridium(III) complexes, allowing for tunable phosphorescent emission and reducing sublimation temperatures through the use of pyridyldibenzofuran- or pyridyldibenzothiophene-containing ligands, enabling efficient purification and incorporation into OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If complexes containing three dibenzofuran or dibenzothiophene ligands are used, then stable iridium complexes are formed, but sublimation temperatures become excessively high

Engineering Contradiction:
Improvecomplex stabilityVSAvoidsublimation temperature
Core Design Contradiction:
Stability of the object's compositionVSTemperature

Solution Approach 1:

The patent applies local quality by creating heteroleptic complexes where the iridium center coordinates to different types of ligands (phenylimidazole/phenylbenzimidazole and pyridyldibenzofuran/pyridyldibenzothiophene) with different properties. This heterogeneous ligand environment provides both stability through strong coordination and reduced sublimation temperature through disrupted molecular packing, resolving the contradiction between stability and sublimation temperature.

Inventive Principle:
Principle #3Local quality

2Adaptability or versatility

If heteroleptic iridium complexes with phenylimidazole and phenylbenzimidazole ligands are developed, then tunable phosphorescent emission is achieved, but device fabrication complexity increases

Engineering Contradiction:
Improvecolor tunabilityVSAvoidfabrication complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent employs parameter changes by systematically varying the ligand structures (different phenylimidazole and phenylbenzimidazole derivatives combined with pyridyldibenzofuran or pyridyldibenzothiophene) to tune the phosphorescent emission properties. The method provides a scalable synthesis approach that maintains relatively simple fabrication processes while achieving broad color tunability across the visible spectrum.

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 heteroleptic iridium complexes exhibit narrow emission spectra, high device efficiency, and long lifetimes, overcoming the limitations of high sublimation temperatures and enabling the production of OLEDs with improved color tunability and performance.

Implementation Method 1

Development of heteroleptic iridium complexes with phenylimidazole and phenylbenzimidazole ligands, which form stable iridium(III) complexes, allowing for tunable phosphorescent emission

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

A method of making a compound of formula I is provided. The method comprises reacting the condensation product of an aryl 1,2-diamine and an aryl aldehyde with manganese dioxide in a solvent

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentUS9257658B2Method of making organic electroluminescent materials
Publication Date: 2016.02.09 UNIVERSAL DISPLAY CORP
  • US9257658B2 patent drawing
  • US9257658B2 patent drawing
  • US9257658B2 patent drawing

AI summary

A method of making ligands for producing novel heteroleptic iridium complexes is provided. The method includes reacting the condensation product of an aryl 1,2-diamine and an aryl aldehyde with manganese dioxide in a solvent. The novel iridium complexes produced using the ligands are useful compounds in OLED devices.