Ortho-Substituted TADF Material for OLED Quantum Efficiency

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Solution Overview

Problem

Current thermally activated delayed fluorescent organic materials for OLEDs do not achieve the theoretical quantum efficiency due to inefficiencies in the transition from triplet to singlet states.

Innovation Solution

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

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If thermally activated delayed fluorescent organic materials are used to achieve theoretical quantum efficiency, then the up-conversion from triplet state to singlet state should be efficient, but the actual quantum efficiency is much lower than theoretical due to inefficient transition

Engineering Contradiction:
Improvequantum efficiencyVSAvoidtransition efficiency from triplet to singlet state
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent modifies molecular parameters by introducing electron-donating groups and electron-withdrawing groups at ortho positions on the benzene ring. This structural parameter change reduces the energy difference between singlet and triplet states, enabling efficient thermal up-conversion and improving actual quantum efficiency to approach theoretical values.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures combining electron-donating groups (such as carbazole, triphenylamine) and electron-withdrawing groups (such as cyano, nitro) on a benzene core. This composite approach at the molecular level generates synergistic effects that facilitate the triplet-to-singlet transition and enhance delayed fluorescence efficiency.

Inventive Principle:
Principle #40Composite materials

2Loss of energy

If electron donating group and electron withdrawing group are positioned ortho to each other on benzene ring, then the energy difference between singlet and triplet states is reduced facilitating efficient up-conversion, but the molecular structure becomes more complex

Engineering Contradiction:
Improveenergy difference between singlet and triplet statesVSAvoidmolecular structure complexity
Core Design Contradiction:
Loss of energyVSDevice complexity

Solution Approach 1:

The patent applies local quality by positioning specific functional groups (electron-donating and electron-withdrawing) at specific locations (ortho positions) on the benzene ring. This localized functional arrangement creates the necessary electronic asymmetry to reduce the singlet-triplet energy gap without requiring complete molecular redesign.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent segments the molecular structure into distinct functional modules: an electron-donating group segment, an electron-withdrawing group segment, and a benzene ring connector segment. This segmentation allows independent optimization of each module's properties while maintaining the overall ortho-substituted structure that enables efficient TADF.

Inventive Principle:
Principle #1Segmentation

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 OLEDs by enabling easier up-conversion of triplet states to singlet states at room temperature, potentially reaching nearly 100% theoretical efficiency.

Implementation Method 1

a thermally activated delayed fluorescent organic material are being developed. The thermally activated delayed fluorescent organic material has an energy difference of 0.3 eV or less between the singlet state and the triplet state of excitons. In this case, the 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 EffectThermally activated delayed fluorescence: Fluorescence

Implementation Method 2

the up-conversion from the triplet state into the singlet state is allowed by heat corresponding to room temperature or device driving temperature, and the theoretical quantum efficiency of nearly 100% can be achieved

Methodology Applied
Scientific EffectReverse intersystem crossing:

Data Source

PatentEP4491695A1Ortho-substituted thermally activated delayed fluorescence material and organic light-emitting device comprising same
Publication Date: 2025.01.15 SAMSUNG DISPLAY CO LTD
  • EP4491695A1 patent drawingFigure 1
  • EP4491695A1 patent drawingFigure 2
  • EP4491695A1 patent drawingFigure 3

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.