OLED Green Dopant Complexes with Electron-Withdrawing Groups

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Solution Overview

Problem

Current commercial green light emitting dopants for OLEDs have shallow HOMO/LUMO levels, resulting in long electroluminescent transients, which is undesirable for achieving shorter transient times and narrower line shapes.

Innovation Solution

Development of novel metal complexes with electron-withdrawing groups on DBX or pyridine moieties that form a 5-membered chelate ring with an Ir atom, exhibiting deeper HOMO/LUMO levels and enabling shorter electroluminescent transients and narrower line shapes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional green light emitting dopants with shallow HOMO/LUMO levels are used, then the OLED can be fabricated with existing materials, but the electroluminescent transient becomes long which is undesirable

Engineering Contradiction:
Improvetransient timeVSAvoidHOMO/LUMO level depth
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying the HOMO/LUMO energy levels of the dopant materials through chemical structure design. Specifically, the invention uses metal complexes with electron-withdrawing groups on DBX or pyridine moieties to achieve deeper HOMO/LUMO levels (more negative values), which directly shortens the electroluminescent transient time from milliseconds to microseconds scale.

Inventive Principle:
Principle #35Parameter changes

2Loss of time

If electron-withdrawing groups are added to DBX or pyridine moieties to deepen HOMO/LUMO levels, then shorter electroluminescent transients are achieved, but the molecular structure becomes more complex

Engineering Contradiction:
Improveelectroluminescent transient durationVSAvoidmolecular structure complexity
Core Design Contradiction:
Loss of timeVSDevice complexity

Solution Approach 1:

The patent applies local quality by introducing electron-withdrawing groups at specific positions on the DBX or pyridine moieties rather than modifying the entire molecular structure. This localized modification approach achieves the desired deeper HOMO/LUMO levels and shorter transient times while minimizing overall molecular complexity. The electron-withdrawing groups are strategically placed to optimize the energy levels without requiring complete structural redesign.

Inventive Principle:
Principle #3Local quality

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 novel metal complexes achieve shorter electroluminescent transients and narrower line shapes in OLEDs by deepening the HOMO/LUMO levels, improving the performance of green light emission.

Implementation Method 1

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

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 2

These complexes exhibited a deeper HOMO/LUMO level than the currently commercial green light emitting dopants

Methodology Applied
Scientific EffectHOMO/LUMO level deepening:

Data Source

PatentUS20230331757A1Organic electroluminescent materials and devices
Publication Date: 2023.10.19 UNIVERSAL DISPLAY CORP
  • US20230331757A1 patent drawing
  • US20230331757A1 patent drawing
  • US20230331757A1 patent drawing

AI summary

A compound comprising a first ligand LA of Formula I,is provided. In Formula I, each of X1 to X12 is C or N; Y is a linking group; each RA, RB and RC can be hydrogen or a substituent; at least one RA, RB or RC comprises an electron-withdrawing group; and LA forms a 5-membered chelate ring with an Ir atom via the dashed lines. In addition a number of conditions must be met based on whether or not any pair of RA is joined to form a ring. Formulations, OLEDs, and consumer products containing the compound are also provided.