Nitrogen Heterocyclic Compound for OLED Emission Layer

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Solution Overview

Problem

Current organic electroluminescence devices face limitations in efficiency due to the lack of materials with high triplet energy levels, which affects the emission efficiency and stability of thermally activated delayed fluorescence.

Innovation Solution

A compound represented by Formula 1, containing nitrogen, is used in the organic electroluminescence device, specifically in the emission layer or hole transport region, which has a high triplet energy level, enhancing the efficiency and stability of the device.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If traditional organic materials are used in the emission layer, then the device structure is simple, but the emission efficiency and triplet energy level are insufficient

Engineering Contradiction:
Improveemission efficiencyVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent introduces a nitrogen-containing heterocyclic core structure with specific molecular parameters (triplet energy level ≥ 2.85 eV) to improve emission efficiency. By changing the molecular structure parameters including incorporating nitrogen atoms in specific positions (A1-A10) and configuring substituents (R1-R3), the compound achieves high triplet energy level and stable TADF performance while maintaining reasonable structural complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining nitrogen-containing heterocyclic cores (such as triazole, tetrazole, or pyridine rings) with electron-donating or electron-withdrawing groups. This composite approach integrates multiple functional units into a single molecule, achieving both high triplet energy level and efficient TADF emission

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If materials with high triplet energy levels are used, then thermally activated delayed fluorescence stability is improved, but material selection and synthesis difficulty increase

Engineering Contradiction:
ImproveTADF stabilityVSAvoidsynthesis ease
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent segments the molecular structure into a nitrogen-containing heterocyclic core (A1-A10) and substituent groups (R1-R3). This segmentation allows independent optimization of the core structure for triplet energy level and TADF stability, while substituents can be adjusted to control synthesis routes and ease of manufacture. The modular design enables systematic exploration of compound libraries

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The nitrogen-containing heterocyclic core structure serves multiple functions simultaneously: it provides high triplet energy level (≥2.85 eV), enables TADF emission, and offers structural stability. The universal applicability of this core with various substituent combinations allows a single synthetic framework to generate multiple compounds with different fine-tuned properties

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Use of energy by moving object

If conventional organic compounds are used, then the device configuration is standard, but energy transfer efficiency is insufficient

Engineering Contradiction:
Improveenergy transfer efficiencyVSAvoidnitrogen atom content
Core Design Contradiction:
Use of energy by moving objectVSQuantity of substance

Solution Approach 1:

The patent optimizes the nitrogen atom configuration in positions A1-A10 to achieve optimal energy transfer efficiency. By controlling the number and positioning of nitrogen atoms and configuring substituents R1-R3, the compound achieves high triplet energy level and efficient energy transfer for TADF, balancing the quantity of nitrogen with performance requirements

Inventive Principle:
Principle #35Parameter changes

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 improves the emission efficiency of the organic electroluminescence device by restraining energy transfer and promoting efficient thermally activated delayed fluorescence, leading to higher performance compared to traditional materials.

Implementation Method 1

The compound including nitrogen has a high triplet energy level, and thus, when used in an organic electroluminescence device, efficiency may be increased. In addition, since the compound has a high triplet energy level, a difference between a singlet energy level and a triplet energy level is decreased, and the compound may be applied as a material for thermally activated delayed fluorescence.

Methodology Applied
Scientific EffectThermally activated delayed fluorescence: Fluorescence

Data Source

PatentEP3460863B1Compound including nitrogen and organic electroluminescence device including the same
Publication Date: 2024.04.24 SAMSUNG DISPLAY CO LTD
  • EP3460863B1 patent drawingFigure 1~2
  • EP3460863B1 patent drawingFigure 3
  • EP3460863B1 patent drawing

AI summary

Provided are compounds including nitrogen, represented by Formula 1, and an organic electroluminescence device including the same. In Formula 1, A1 to A10 are each independently CR3 or N. The organic electroluminescence device includes a first electrode, a second electrode which is opposite to the first electrode, and a plurality of organic layers disposed between the first electrode and the second electrode, wherein the plurality of organic layers include an emission layer, and at least one organic layer among the organic layers includes the compound including nitrogen.