Ortho-Substituted TADF Material for OLED Quantum Efficiency

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Solution Overview

Problem

Current thermally activated delayed fluorescent organic materials do not achieve the theoretical quantum efficiency due to a significant energy difference between singlet and triplet excited states, limiting their practical application in organic light-emitting diodes.

Innovation Solution

A thermally activated delayed fluorescent material is developed with an electron donating group and an electron withdrawing group connected to benzene, positioned in an ortho position to each other, reducing the energy difference between singlet and triplet states, facilitating efficient reverse intersystem crossing and delayed fluorescence at room temperature.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If conventional fluorescent light emitting materials are used, then the device structure is simple, but the internal quantum efficiency is limited to maximum 25% because only singlet state excitons participate in luminescence

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoiddevice structure
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent changes the molecular structure parameters of the fluorescent material by introducing specific substituents (electron donating groups like carbazole or tetrahydrocarbazole at para position, and electron withdrawing groups like triazine or pyridine at ortho position) to modify the energy levels and electronic properties, enabling efficient reverse intersystem crossing and achieving high internal quantum efficiency without complex device structures

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining electron donating groups (carbazole or tetrahydrocarbazole) and electron withdrawing groups (triazine or pyridine) in specific positions on the benzene ring, forming a new class of fluorescent materials that exhibit enhanced photophysical properties for efficient exciton utilization

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

If iridium or platinum complexes are used to improve quantum efficiency, then the internal quantum efficiency can exceed 25%, but the materials become expensive and exhibit instability in blue light emitting applications

Engineering Contradiction:
Improvequantum efficiencyVSAvoidmaterial stability
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent replaces expensive metal complexes (iridium or platinum complexes) with organic fluorescent materials that have no metal content, using purely carbon-based molecular structures with specific substituent patterns, thereby eliminating metal cost and improving material stability while maintaining high quantum efficiency through molecular design

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent modifies the photophysical parameters of organic fluorescent materials by strategically placing electron donating and electron withdrawing groups at specific positions (para and ortho respectively) on the benzene ring, which changes the HOMO-LUMO energy levels and facilitates reverse intersystem crossing, achieving metal-free high efficiency emission with improved stability

Inventive Principle:
Principle #35Parameter changes

3Use of energy by moving object

If thermally activated delayed fluorescent materials are used to achieve near-100% quantum efficiency, then the energy difference between singlet and triplet states is reduced to 0.3 eV or less, but the actual quantum efficiency is still very different from theoretical efficiency

Engineering Contradiction:
Improvetheoretical quantum efficiencyVSAvoidactual quantum efficiency
Core Design Contradiction:
Use of energy by moving objectVSManufacturing precision

Solution Approach 1:

The patent precisely controls the photophysical parameters of the fluorescent material by selecting specific substituent combinations (carbazole/tetrahydrocarbazole at para position with triazine/pyridine at ortho position) that optimize the energy difference between singlet and triplet states to 0.3 eV or less, while also enhancing the radiative decay rate and reducing non-radiative losses to achieve actual quantum efficiency close to theoretical limits

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite molecular structures combining electron donating groups (carbazole or tetrahydrocarbazole) and electron withdrawing groups (triazine or pyridine) in specific spatial arrangements on the benzene ring, creating a synergistic effect that simultaneously optimizes reverse intersystem crossing efficiency and maintains high photostability, bridging the gap between theoretical and actual quantum efficiency

Inventive Principle:
Principle #40Composite materials

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

This design enhances the quantum efficiency of organic light-emitting diodes by allowing easier up-conversion of triplet states to singlet states, potentially achieving near-100% theoretical quantum efficiency.

Implementation Method 1

up-conversion of the triplet excited states to the singlet excited states through reverse intersystem crossing by heat at room temperature or device operating temperature can easily occurs

Methodology Applied
Scientific EffectReverse intersystem crossing:

Implementation Method 2

up-conversion from the triplet state into the singlet state is allowed by heat corresponding to room temperature or device driving temperature

Methodology Applied
Scientific EffectThermal activation:

Implementation Method 3

the theoretical quantum efficiency of nearly 100% can be achieved

Methodology Applied
Scientific EffectDelayed fluorescence: Fluorescence

Data Source

PatentUS20240074308A1Ortho-substituted thermally activated delayed fluorescence material and organic light-emitting device comprising same
Publication Date: 2024.02.29 SAMSUNG DISPLAY CO LTD
  • US20240074308A1 patent drawing
  • US20240074308A1 patent drawing
  • US20240074308A1 patent drawing

AI summary

A thermally activated delayed fluorescent (TADF) material is provided. The TADF material has a form in which an electron donating group and an electron withdrawing group are connected to benzene and the electron withdrawing group is position in an ortho position to the electron donating group.