Adamantyl-Triazine Delayed Fluorescence Compound for Deep Blue OLEDs

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Solution Overview

Problem

Current organic electroluminescence devices face challenges in achieving low driving voltage, high luminous efficiency, and long lifespan, particularly in developing materials for efficient phosphorescence or delayed fluorescence emissions.

Innovation Solution

A compound represented by Formula 1, which can be used as a thermally activated delayed fluorescence material, is incorporated into the emission layer of an organic electroluminescence device, comprising specific adamantyl and phenyl groups, and is used in conjunction with various electrodes and functional layers to enhance efficiency and reduce efficiency drop.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If conventional phosphorescence or delayed fluorescence materials are used in organic electroluminescence devices, then the devices can achieve light emission through triplet state energy or triplet-triplet annihilation, but the devices suffer from efficiency drop and limited luminous efficiency

Engineering Contradiction:
Improveluminous efficiencyVSAvoidefficiency drop
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent modifies the molecular structure of delayed fluorescence materials by introducing specific substituents (adamantyl groups at positions 2 and 6, and phenyl groups at positions 3 and 5 on the triazine core) to optimize the energy levels and photophysical properties. This structural parameter change enables the material to achieve high luminous efficiency while maintaining stable performance without efficiency drop.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a composite molecular structure combining triazine core with adamantyl and phenyl groups, creating a hybrid material that integrates the benefits of rigid adamantyl groups (for structural stability) and aromatic phenyl groups (for electron delocalization and fluorescence emission), thereby achieving both high efficiency and stability.

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If organic electroluminescence devices are designed for high luminous efficiency, then the devices can achieve bright emission, but the devices face challenges in achieving low driving voltage and long lifespan

Engineering Contradiction:
Improveluminous efficiencyVSAvoiddriving voltage
Core Design Contradiction:
Illumination intensityVSUse of energy by moving object

Solution Approach 1:

The patent optimizes the HOMO-LUMO energy levels of the delayed fluorescence material through systematic modification of the molecular structure, specifically by selecting appropriate substituents on the triazine core. This energy level optimization enables better alignment with electrode work functions, reducing charge injection barriers and thus lowering driving voltage while maintaining high luminous efficiency.

Inventive Principle:
Principle #35Parameter changes

3Duration of action of stationary object

If organic electroluminescence devices operate for extended periods to achieve long lifespan, then the devices can provide sustained display function, but the devices experience efficiency drop over time

Engineering Contradiction:
ImprovelifespanVSAvoidefficiency drop
Core Design Contradiction:
Duration of action of stationary objectVSLoss of energy

Solution Approach 1:

The patent incorporates stabilizing structural elements (adamantyl groups) into the delayed fluorescence material design before device operation. These rigid, sterically hindered groups provide steric protection to the reactive sites of the molecule, preventing degradation reactions that would otherwise occur during prolonged operation, thus cushioning against efficiency drop over time.

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

Solution Approach 2:

Instead of trying to prevent efficiency drop through device structure or operating conditions, the patent inverts the approach by designing the molecular structure itself to be inherently resistant to degradation. The delayed fluorescence material is engineered with built-in stability features that actively prevent the efficiency drop phenomenon, rather than merely mitigating it.

Inventive Principle:
Principle #13The other way round (Inversion)

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 compound achieves superior luminous efficiency and improved efficiency drop characteristics, particularly in the deep blue emission wavelength region, by emitting thermally activated delayed fluorescence, thereby enhancing the performance of the organic electroluminescence device.

Implementation Method 1

A compound represented by Formula 1, which can be used as a thermally activated delayed fluorescence material

Methodology Applied
Scientific EffectThermally activated delayed fluorescence: Fluorescence

Data Source

PatentUS11527726B2Organic electroluminescence device and compound for organic electroluminescence device
Publication Date: 2022.12.13 SAMSUNG DISPLAY CO LTD
  • US11527726B2 patent drawing
  • US11527726B2 patent drawing
  • US11527726B2 patent drawing

AI summary

An organic electroluminescence device including a first electrode, a second electrode, and an emission layer between the first electrode and the second electrode, wherein the emission layer includes a compound represented by Formula 1 to achieve high efficiency and an improved efficiency drop in a deep blue emission wavelength region: