Fluoro-Heterocyclic Compound for OLED Electron Injection

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Solution Overview

Problem

Current organic light-emitting devices face challenges in optimizing electron injection and transport due to limitations in materials that can effectively lower the interfacial vacuum level and enhance polarity, leading to suboptimal performance in brightness, contrast, and response speed.

Innovation Solution

Incorporation of a novel heterocyclic compound with a fluoro element, which forms a strong dipole and facilitates electron injection through intermolecular interactions, and is used in the electron transport layer or as a capping layer to enhance electron transport and emission efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional materials are used in the electron transport layer, then device structure is simple, but electron injection and transport efficiency is insufficient

Engineering Contradiction:
Improveelectron injection and transport efficiencyVSAvoidmaterial composition complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite materials by combining the heterocyclic compound (Formula 1) with other electron transport materials in the electron transport layer. This composite approach leverages the strong dipole moment and high polarity of the heterocyclic compound to lower the interfacial vacuum level and improve electron injection, while maintaining balanced electron transport performance through synergistic material combinations.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes key material parameters by introducing a heterocyclic compound with specifically designed structural parameters (Formula 1) that possess a strong dipole moment and high polarity. These parameter changes directly affect the interfacial vacuum level and electron transport characteristics, enabling improved electron injection and transport efficiency without requiring complex device restructuring.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If materials with strong dipole moment are introduced to lower interfacial vacuum level, then electron injection improves, but material selection and synthesis complexity increases

Engineering Contradiction:
Improveelectron injection efficiencyVSAvoidmaterial synthesis ease
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies molecular parameters by designing a heterocyclic compound (Formula 1) with specific structural features that generate a strong dipole moment. This parameter change in molecular structure directly achieves the desired lowering of interfacial vacuum level and improved electron injection efficiency, while the systematic molecular design approach facilitates manageable synthesis processes.

Inventive Principle:
Principle #35Parameter changes

3Illumination intensity

If heterocyclic compound with fluoro element is used to enhance polarity, then brightness and contrast improve, but device manufacturing complexity increases

Engineering Contradiction:
Improvebrightness and contrastVSAvoidorganic layer composition
Core Design Contradiction:
Illumination intensityVSDevice complexity

Solution Approach 1:

The patent uses composite materials by integrating the polar heterocyclic compound (Formula 1) into the organic layer system. This composite structure enhances brightness and contrast through improved electron transport and recombination efficiency, while the modular nature of the compound allows for flexible integration without substantially increasing overall device manufacturing complexity.

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

The use of the heterocyclic compound improves electron injection and transport, leading to enhanced brightness, contrast, and response speed in organic light-emitting devices by lowering the interfacial vacuum level and increasing polarity, resulting in improved light-emitting characteristics.

Implementation Method 1

the heterocyclic compound includes at least one fluoro element, heterocyclic compound molecules form a strong dipole (e.g., each molecule of the heterocyclic compound may have a strong dipole moment), thereby facilitating electron injection

Methodology Applied
Scientific EffectDipole-dipole interaction:

Implementation Method 2

lowering the interfacial vacuum level and increasing polarity, resulting in improved light-emitting characteristics

Methodology Applied
Scientific EffectPolarity enhancement:

Implementation Method 3

Carriers, such as holes and electrons, recombine in the emission layer to produce excitons. These excitons transit (e.g., relax) from an excited state to a ground state, thereby generating light

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentEP3418272B1Triazine compounds and organic light-emitting devices including the same
Publication Date: 2023.08.30 SAMSUNG DISPLAY CO LTD
  • EP3418272B1 patent drawingFigure 1
  • EP3418272B1 patent drawingFigure 2
  • EP3418272B1 patent drawingFigure 3

AI summary

Provided are heterocyclic compounds of Formula 1 and organic light-emitting devices including the same. The heterocyclic compounds comprise a fluoro-containing cyclic group. The heterocyclic compounds do not include a carbazole group, a dibenzofuran group, a dibenzothiophene group, and/or a triphenylene group. The organic light-emitting devices comprise a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer and at least one of the heterocyclic compounds.