Fluorinated Phosphorescent Emitters for OLED Thermal Stability

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Solution Overview

Problem

Current organic light-emitting diodes (OLEDs) face challenges in achieving saturated colors and improved thermal stability, which affects their external quantum efficiency and lifetime.

Innovation Solution

Development of novel phosphorescent emitter compounds with fluorinated alkyl structures attached to a saturated 5-membered or 6-membered ring, allowing for tuning of emission wavelength and enhancing thermal stability through specific linker configurations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional phosphorescent emitters are used in OLEDs, then the device can achieve basic light emission, but the external quantum efficiency is limited and the lifetime is reduced due to insufficient thermal stability

Engineering Contradiction:
ImproveOLED lifetimeVSAvoidthermal stability
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent modifies the chemical structure of phosphorescent emitters by incorporating fluorinated alkyl groups with specific chain lengths (y=1, 2, or 3) and bulkiness at different positions (RA, RB, RC) on the ligand. These parameter changes in molecular structure enhance thermal stability while maintaining or improving external quantum efficiency, directly resolving the contradiction between reliability and temperature resistance.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite phosphorescent emitter molecules combining iridium or platinum metal centers with organic ligands containing fluorinated alkyl groups. This composite structure integrates the advantages of metal-based phosphorescence with the thermal stability provided by fluorinated organic groups, achieving both high reliability and temperature resistance.

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If the emission wavelength is tuned for saturated colors in OLED displays, then the display quality improves, but the thermal stability and external quantum efficiency may be compromised

Engineering Contradiction:
Improveemission wavelength saturationVSAvoiddevice performance stability
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent applies local quality modification by placing fluorinated alkyl groups at specific positions (RA, RB, or RC) on the ligand structure rather than uniformly throughout. This localized modification allows tuning of emission wavelength for saturated colors while maintaining thermal stability in other parts of the molecule, resolving the contradiction between illumination quality and reliability.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

By varying the position (RA, RB, RC), length (y=1, 2, 3), and bulkiness of the fluorinated alkyl groups, the patent enables precise parameter changes in the molecular structure. These changes allow independent optimization of emission wavelength for color saturation and thermal stability for device reliability.

Inventive Principle:
Principle #35Parameter changes

3Use of energy by moving object

If the vertical dipole ratio is optimized to improve external quantum efficiency, then the light emission efficiency increases, but the molecular structure becomes more complex

Engineering Contradiction:
Improveexternal quantum efficiencyVSAvoidmolecular structure complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent optimizes the vertical dipole ratio by systematically varying parameters of the fluorinated alkyl groups (position, chain length y, and bulkiness) rather than fundamentally redesigning the molecular architecture. This approach improves external quantum efficiency while keeping the overall molecular structure relatively simple and manageable.

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 compounds improve the external quantum efficiency and extend the lifetime of OLEDs by providing a desirable vertical dipole ratio and adjustable emission properties.

Implementation Method 1

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

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

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

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS20230337523A1Organic electroluminescent materials and devices
Publication Date: 2023.10.19 UNIVERSAL DISPLAY CORP
  • US20230337523A1 patent drawing
  • US20230337523A1 patent drawing
  • US20230337523A1 patent drawing

AI summary

A compound comprising a first ligand LA of Formula I,where at least one RA or RB comprises R of Formula II,is provided. In Formula I and II, moieties A and B are independently single rings or multicyclic ring systems; Z1 and Z2 are each C or N; L and L1 are linkers; K is selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rβ), C(Rα)(Rβ), and Si(Rα)(Rβ); y is 1, 2, or 3; each Rα, Rβ, R′, R″, R1, R2, RA, RB, and RC is independently hydrogen or a General Substituent; and LA is complexed to a metal M to form a 5-membered or 6-membered chelate ring. Formulations, OLEDs, and consumer products including the compound are also provided.