Fluorinated Phosphorescent Emitters for Saturated OLED Colors

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Solution Overview

Problem

Current organic light-emitting diode (OLED) technologies face challenges in achieving saturated colors for full-color displays, particularly in red, green, and blue emissions, with existing phosphorescent emissive molecules not meeting industry standards for color accuracy and efficiency.

Innovation Solution

The use of dibenzofuran and dibenzothiophene analogs as ligands in phosphorescent OLEDs, incorporating fluorinated groups to enhance photophysical properties and sublimation profiles, leading to compounds like Ir(LA)m(LC)n or Pt(LA)(LB) with specific structural configurations that improve emission spectra and color performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional phosphorescent emissive molecules are used in OLEDs, then device fabrication is simplified, but color saturation and emission quality fail to meet industry standards

Engineering Contradiction:
Improvedevice fabricationVSAvoidcolor saturation
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies the molecular structure of phosphorescent emitters by incorporating dibenzofuran and dibenzothiophene ligand frameworks with specific substituents (aryl, heteroaryl, alkyl groups). These structural parameter changes optimize the HOMO-LUMO energy gaps and photophysical properties to achieve saturated red, green, and blue emissions meeting display industry standards while maintaining compatibility with conventional OLED fabrication processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite ligand structures combining dibenzofuran/dibenzothiophene cores with various functional groups (Formula I structures with substituents RC1, RC2, RA, RB, RC). These composite molecular designs enable precise tuning of emission wavelengths and colors while preserving the phosphorescent mechanism required for efficient OLED operation

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If fluorinated groups are added to enhance photophysical properties, then emission spectra improve, but molecular complexity increases

Engineering Contradiction:
Improveemission spectra qualityVSAvoidmolecular structure
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent introduces fluorinated groups and specific substituents at localized positions on the dibenzofuran/dibenzothiophene ligand framework rather than throughout the entire molecule. This local modification approach optimizes photophysical properties (narrower PL lineshape, improved sublimation profile) while minimizing overall molecular complexity and maintaining synthetic feasibility

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 proposed solution results in OLEDs with improved photoluminescence emission spectra and sublimation profiles, enabling the production of OLEDs that meet industry standards for saturated colors, enhancing color accuracy and efficiency in full-color displays.

Implementation Method 1

DFT data has shown that adding a fluorine or fluorinated substituent produces photoluminescence (PL) emission spectra with narrower lineshape

Methodology Applied
Scientific EffectPhotoluminescence: Photoluminescence

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

Implementation Method 3

adding fluorine or fluorinated moiety may improve sublimation profile of an emitter

Methodology Applied
Scientific EffectSublimation: Sublimation

Data Source

PatentUS20230276691A1Organic electroluminescent materials and devices
Publication Date: 2023.08.31 UNIVERSAL DISPLAY CORP
  • US20230276691A1 patent drawing
  • US20230276691A1 patent drawing
  • US20230276691A1 patent drawing

AI summary

Provided are compounds of Formula Ir(LA)m(LC)n or Pt(LA)(LB), and also provided are OLED devices using those compounds.